best rapper biography movies

12 Best Hip-Hop Movies of all Time

Rap and Hip-Hop have been one of the most endeared and beloved genres of music for a long time. With its upbeat and groovy tempo, complemented by the fast-paced tracks, this musical style raises the adrenaline levels to new heights. From time-time, the talents of directors have brought together pieces observing, critiquing and showcasing the industry. From Eminem rapping his way through in ‘8 Mile’ to 50 Cent pursuing his ambitions to change the scene of music in ‘Get Rich or Die Tryin’, from Lauren Lazin composing an art on Tupac in ‘Tupac: Resurrection’ to artists building new hip-hop groups in ‘Straight Outta Compton’, the films have showcased the industry with passion and love.

For this list, I have taken into account films which blend the technique of filmmaking and inculcate rap in its narrative with brilliance. The films on this list provided a variety of aspects of the art and the artists. Some are intrinsic documentaries looking into the artistic yet dark sides of the profession, some are fictionalised portrayals of artists and some are a figment of crative imagination looking into the world of rap, hip-hop and music as a whole. So, without further ado, here is the list of top rapper movies ever made. You can watch several of these best rapper movies on Netflix, Hulu or Amazon Prime.

12. Get Rich or Die Tryin’ (2005)

Starring 50 Cent as Marcus “Young Caesar” Greer, ‘Get Rich or Die Tryin’ is a biographical crime film. Directed by American screenwriter and filmmaker Jim Sheridan, the film chronicles the life of inner-city drug dealer, the protagonist Marcus Greer, who turns away from crime to pursue his passion, which is rap music. Sharing the name from the highly successful rap album of the same name, composed by 50 Cent, the film is an acquired taste. Not the most cohesive narrative, ‘Get Rich or Die Tryin’ is modelled for 50 Cent devotees and rap music connoisseurs.

11. Notorious (2009)

Directed by American filmmaker George Tillman Jr., ‘Notorious’ is a biographical drama of the titular American rapper Notorious B.I.G. or Christopher Wallace. Starring American actor and rapper Jamal Woolard as the titular rapper, the film explores his life as an artist as well as his personal life. While the film has its flaws, ‘Notorious’ was quite appreciated by several critics for the film’s detour from traditional biopic tropes to focus more on the person rather than the star.

10. Style Wars (1983)

Directed by Tony Silver, ‘Style Wars’ is a documentary which explores the rich growing subculture of hip-hop in New York City in the late ‘70s and early ‘80s, specifically focusing on graffiti art and breakdancing. Not quite popular among audiences, ‘Style Wars’ is built upon memorable moments and mesmerising scenes, credited to the talents of the writers.

9. Beat Street (1984)

Directed by American filmmaker Stan Latha, ‘Beat Street’ stars Guy Davis as aspiring DJ Kenny “Double K” Kirkland, from the South Bronx, and his best friend, a promoter; try to get into show business by exposing people to hip-hop music and culture. With the musical talents of Guy Davis, the film showcases groovy hip-hop tracks with deftness. What makes the film such a great watch is the fact that ‘Beat Street’ is stemmed deep into the hip-hop culture. The performances are impeccable and resonate with solid music and direction.

8. CB4 (1993)

‘CB4’ follows a fictional rap group, the titular “CB4”, and builds the narrative by parodying the tropes of hood films and rap groups. Starring American comedian and writer Chris Rock, ‘CB4’ is directed by American filmmaker Tamra Davis. Rock showcases is comic chops with dexterity and brilliance.  He film holds a foot tapping soundtrack and explores the world of rap while dexterously parodying it.

7. Hustle & Flow (2005)

Directed by American filmmaker Craig Brewer, ‘Hustle & Flow’ stars American actor Terrence Howard a Memphis hustler and pimp, DJay, who decides to become a rapper. The film resonates with groovy tracks, for which it won an Academy Award for Best “Original Song” and the echoing performance by Howard, for which he was awarded an Academy Award nomination for “Best Actor”.

6. Wild Style (1983)

Directed by American filmmaker Charlie Ahearn, ‘Wild Style’ is about Raymond ‘Zoro’, essayed by ‘Lee’ George Quinones, an indefinable graffiti writer. The film further explores the various facets of Zoro’s passion for his art and his personal life.  True to its rhythmic core, ‘Wild Style’ is a great flick with a true heart. ‘Wild Style’ was an immense critical success and has since seasoned to have an enormous cult following.

5. I’m Still Here (2010)

A mockumentary comedy-drama, ‘I’m Still Here’ stars Joaquin Phoenix as himself as it explores the actor’s career transition from the profession of acting to the art of becoming a hip-hop rapper. While the film drew attention for Phoenix’s absurd method acting techniques, ‘I’m Still Here’ is one hell of a ride. The film is powered by the hilariously subtle performance of Phoenix and is a must watch for its creatively ridiculous tonality and narrative. The film also showcases the seemingly absurd world which is perfectly personified by Phoenix’s infamous method approach towards the character.

4. Tupac: Resurrection (2003)

Directed by debutant filmmaker Lauren Lazin, ‘Tupac: Resurrection’ is a documentary film about the life and death of American hip-hop artist Tupac Shakur, one of the greatest rappers of all time. Nominated for the Academy Award for “Best Documentary Feature” at the 77th Academy Awards, ‘Tupac: Resurrection’ is a well-crafted film exploring the nitty-gritty of the music industry and patrols through the tragic murder of Tupac with compassionate dexterity.

 3. Scratch (2001)

A Doug Pray directed documentary, ‘Scratch’ explores the hip-hop culture and the birth of hip-hop as a musical genre. The documentary breaks down in different chapter and juggles with the explosion of the infamous turntablism. Adding to that, the film focuses on the world by brilliantly exploring the stories and personal experiences of the hip-hop artists. Unlike many other hip-hop rap flicks, ‘Scratch’ provided a much more introspective look into the culture. While other documentary films on this list showcase a particular artist, ‘Scratch’ looks into the culture as a whole, making it a distinctive from other documentary films. Listed as one of the best films of 2001, ‘Scratch’ is passionate look into and research of the then dwindling hip-hop culture.

Read More: Best Black Movies on Netflix

2. Straight Outta Compton (2015)

Directed by American filmmaker F. Gary Gray, ‘Straight Outta Compton’ chronicles the rise and fall of the gangsta rap group N.W.A and its members Eazy-E, Ice Cube, and Dr Dre. Resonating with a chart-bursting album, ‘Straight Outta Compton’ explores race relations and racial discrimination in the USA.  While the film is divisive, given the thematically charged narrative, ‘Straight Outta Compton’ is an important film and a great watch. The films critical success earned it a wave of awards nominations and wins, including an Academy Award,  a Screen Guild Award and an AFI Award, to name a few.

Read More: Best Hood Movies

1. 8 Mile (2002)

A semi-autobiographical film of the life of Eminem, ‘8 Mile’ is a dexterous infusion of a narrative fuelled by music with sharp dramatic tension. Directed by American filmmaker Curtis Hanson, ‘8 Mile’ is a character-driven narrative as it explores a young Jimmy Smith’s goals and ambitions in the midst of obstacles such as monetary woes to rifts with his mother. Unsurprisingly, ‘8 Mile’ boasts of adrenaline rushing music with a resonating performance by Eminem. An instant fan favourite among Eminem fans, the film holds a deep impact in the hip-hop culture, as the rapper does in real life. A critical and commercial success, ‘8 Mile’ went on to win an Oscar for “Best Music” and a Grammy nomination for “Best Song Written for a Motion Picture, Television or Other Visual Media”, to name a few.

Read More: Best Black Movies of All Time

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The 7 Best Hip-Hop Biopics, Ranked

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7. “All Eyez on Me”

Physically, Demetrius Shipp Jr. looks eerily similar to Tupac Shakur, the larger-than-life figure he portrays. But doing poetic justice to a complicated figure like Pac — in all of his charisma, compassion, unbridled energy, and thug lifestyle — is a tall task for a first-time actor, and the cursory script does him no favors. (Thankfully, Danai Gurira’s convincing transformation into Afeni Shakur earns this film its placement here.)

6. “Get Rich or Die Tryin’”

Sure, 50 Cent takes a lot of creative liberty in this depiction of his rise from the streets to superstardom — the beginning of a long legacy of pimping his origin story for Hollywood (*cough* Kanan *cough*). But his Queens-bred mythology, complete with one of hip-hop’s most legendary drive-by shootings, is too epic not to get the big-screen treatment, even if it laughably depicts famed crime boss Supreme as “Majestic” and curiously dons 50 “Young Caesar.”

5. “Roxanne, Roxanne”

Hip-hop pioneer Roxanne Shanté received her flowers via this captivating depiction of a Juice Crew-affiliated teenager (played by Chanté Adams) that only a fool would dare to battle. The straight-to-Netflix film ably walks viewers through obstacles that befell female MCs of the ’80s, from sexism to industry shadiness to domestic violence.

4. “Notorious”

At times, these movies can feel like Hollywood folks playing dress-up (we see you, Anthony Mackie!). But Biggie’s life story found a suave doppelganger in Gravy, Angela Bassett effortlessly channeling Voletta Wallace, and Naturi Naughton (as Lil Kim) paving the way for an acting career, thanks in part to the film’s most rewind-worthy scene. (You know which one!)

3. “8 Mile”

We know. Like the aforementioned Get Rich or Die Tryin’ , this is a fictionalized take on Eminem’s come-up (as B. Rabbit) that’s basically hip-hop’s Rocky . But with unforgettable rhyme battles (we still think Lotto should’ve won the penultimate showdown) and Em literally playing himself alongside the likes of Brittany Murphy and a struggle-loc’d Mekhi Pfifer (Future), it’s worthy of inclusion. Plus, the soundtrack still slaps.

2. “Straight Outta Compton”

There’s only one knock against N.W.A’s biopic: objectivity. The film conveniently sidesteps the brutal incident between Dr. Dre and Dee Barnes and perhaps lacks nuance in its demonizing of sketchy music mogul Jerry Heller. Otherwise, Straight Outta Compton lives up to the oversized nature of its subjects, hitting on censorship, police brutality, and the rise and fall of the world’s most dangerous group.

1. “Wu-Tang: An American Saga”

Granted, this Hulu series has an edge over the others in this list — 10 episodes provides a roomy canvas on which to capture the fictionalized formation of Shaolin’s finest. But RZA, Method Man, Ol Dirty Bastard, and the rest of Wu-Tang are so brilliantly portrayed that you’ll feel like you’ve entered the 36 chambers.

Read more: 5 Unhealthy Foods That Are Marketed as Healthy, Ranked

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Total Recall

10 definitive hip-hop movies, in this week's total recall, we look at ten essential films dealing with hip-hop culture..

N.W.A.’s landmark 1988 debut album Straight Outta Compton  launched the gangsta rap genre, served as a springboard for the group members’ assorted solo careers, and infuriated authority figures and conservative cultural pundits along the way. This week, these hip-hop legends get the biopic treatment with Straight Outta Compton the movie, and to celebrate, we decided to dedicate this week’s feature to a look at some of Hollywood’s best efforts to interpret, analyze, and honor a culture that’s all too often misappropriated and misunderstood. Get ready to rock it to the bang bang boogie, because it’s time for Total Recall!

Brown Sugar (2002) 67%

There’s no shortage of movies about best pals who wake up to their love connection long after the audience has realized they’re perfect for each other, but director Rick Famuyiwa’s 2002 romantic dramedy Brown Sugar adds a fresh twist by making the protagonists (played by Taye Diggs and Sanaa Lathan) grown-up hip-hop kids who met during the genre’s formative era and have found successful careers in the music industry. Sugar further cements its hip-hop bona fides with supporting performances from real-life rappers Yasiin Bey (aka Mos Def) and Queen Latifah, as well as an appearance from influential MC Kool G. Rap — all of whom contribute to the ample charms that help the movie transcend the rom-com conventions of its plot. “A romantic comedy, yes,” admitted Roger Ebert, “but one with characters who think and talk about their goals, and are working on hard decisions.”

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Dave Chappelle's Block Party (2005) 92%

Near the peak of Chappelle’s Show mania, Dave Chappelle used some of his newfound Hollywood clout to throw the greatest block party in history — and have director Michel Gondry film the whole thing, turning it into a cinematic love letter to live music and hip-hop’s deep New York roots. Interspersed with new stand-up material from its star, Dave Chappelle’s Block Party treats viewers to one incredible concert, featuring sets from Kanye West, Mos Def, Talib Kweli, Common, Dead Prez, Erykah Badu, Jill Scott, the Roots, Cody ChesnuTT, and Big Daddy Kane — plus the reunited Fugees — all filmed with a fan’s loving eye. Calling it “a concert film for people who don’t like concert films,” FilmFocus’ Joe Utichi said the result “does such a good job of putting you in the middle of the action that only the end credits can remind you that you’re sitting in a movie theatre.”

8 Mile (2002) 75%

With 2002’s 8 Mile , Eminem joined the relatively short list of celebrities who have starred in their own biopic — and unlike most of his predecessors, he managed to come out of the experience with a critical and commercial hit. Of course, it definitely helped that the multi-platinum MC had led a fairly cinematic life, rising from humble beginnings as a bullied and impoverished Detroit youth before rocketing to fame with a rapid-fire rhyming style and deeply confessional, confrontational lyrics — and 8 Mile ’s big-screen success also wasn’t hurt by the fact that it played fast and loose with his story, changing the “character” names and adding various narrative nips and tucks to make the whole thing hit harder on the big screen. “Since his ascension to pop-culture royalty, Eminem has transformed the messy emotions of his life into musical black comedy,” wrote Nathan Rabin for the AV Club. “In 8 Mile , that life becomes an equally riveting drama.”

House Party (1990) 94%

In terms of storyline and structure, House Party may be little more than an updated version of the cheapo ‘50s rock flicks that tried to use the music as a Pavlovian bell to send screaming teens rushing to the cineplex, but whatever it might lack in sophistication, this cheerfully amiable 1990 hit more than compensates with its sheer exuberance, a killer soundtrack, and a pair of immensely charming stars. Led by hip-hop duo Kid ‘N Play, House Party tosses up the bare remnants of a plot (which is basically summed up in the title) and then colorfully decorates the joint with standout performances — including appearances from Robin Harris, Martin Lawrence, and Tisha Campbell — held together by Reginald Hudlin’s assured direction. The result, noted Desson Thomson for the Washington Post, is “fast-moving, never dull, extremely funny, and manages to touch, with lighthearted (and R-rated) profundity on almost every youthful issue you can imagine, including police harassment, teenage sex, the all-too-easy road to jail and alcohol drinking.”

Hustle & Flow (2005) 82%

Plenty of rappers have boasted on wax about growing up on the streets and rising out of a life of crime. In Craig Brewer’s Oscar-winning Hustle & Flow , those dire straits are depicted as something to escape rather than romanticize: Terrence Howard plays a small-time crook named Djay who, tired of pimping and dealing, decides it’s time to make a play for hip-hop stardom — only to discover that leaving your old life behind isn’t always as easy as putting together a dope demo. “ Hustle & Flow suspends you in its spell of mood, of feeling, of climate,” wrote Stephanie Zacharek for Salon. “It’s a pop picture that finds its richness in peeling down to the essentials of good storytelling.”

Time Is Illmatic (2014) 98%

While rock fans have been spoiled over the years by a growing list of documentaries devoted to the genre’s classic albums, hip-hop’s greatest hits have been given relatively short shrift. Time Is Illmatic , a 2014 documentary assembled in honor of the 20th anniversary of Nas’ classic debut LP Illmatic , offers an absorbing example of the many fascinating tales waiting to be told by directors willing to look to rap’s past for inspiration. Helmed by first-time filmmaker One9, Time Is Illmatic offers an overview of Nas’ upbringing and early life, leading to him signing his first record deal at the tender age of 20 and releasing his watershed album just a year later, then surveys Illmatic ’s impact and legacy over the ensuing decades. As Kyle Anderson argued for Entertainment Weekly, “As both an origin story about a great artist and a distillation of ’80s urban blight, it’s as breathless and real as any street-corner rhyme.”

Planet B-Boy (2007) 83%

For many people, breakdancing was little more than a short-lived fad that died out in the early ‘80s, but director Benson Lee proved the opposite with his critically lauded 2007 documentary Planet B-Boy . In fact, as Lee shows here, the dance not only persisted beyond its time in the ‘80s zeitgeist, it’s flourished throughout the world; to prove it, Planet follows young breakdancers from Germany, Japan, South Korea, France, and the United States as they train to compete for top honors in the Battle of the Year. Those of us who remember how much fun it was to watch popping and locking in the schoolyard and on MTV will not be surprised by the words of the Houston Chronicle’s Amy Biancolli, who wrote, “If I could, I would spin on my head to express how much I enjoyed Planet B-Boy .”

Scratch (2001) 94%

It’s the MC we tend to hear loudest (and whose talents tend to receive the widest recognition), but there’s nothing quite as incredible as a talented turntablist, and some of hip-hop’s most brilliant DJs finally got their cinematic due in Hype! director Doug Pray’s 2002 documentary Scratch , which takes an incisive and insightful look at the elevation of the art form from early pioneers like Afrika Bambaata on up through latter-day leaders like DJ Shadow and DJ Qbert. As with any great documentary, Scratch transcends its subject; in the words of the Capital Times’ Rob Thomas, “Those moviegoers who would automatically bypass a hip-hop documentary should give Scratch a second look.”

Something From Nothing: The Art of Rap (2012) 86%

For the rap novice looking for a primer course in the development of the art form, Something for Nothing is essential viewing — but even for those who’ve loved hip-hop for years, the movie offers an engrossing look at some of the key artists who helped shape the genre during its formative era, with co-director Ice-T arranging an assortment of legendary MCs and younger rising stars (including Afrika Bambaataa, Big Daddy Kane, Eminem, and Kanye West) to tell their stories while opening a window into their craft. “The interviews are often revealing and funny,” noted an approving Michael Phillips for the Chicago Tribune. “And much of the music is tremendous.”

Wild Style (1982) 90%

Hip-hop would go on to inspire plenty of films with bigger budgets, wider releases, and more ambitious stories, but they all owe a partial debt to Wild Style . Produced, written, and directed by multi-hyphenate artist Charlie Ahearn, Style takes a docudrama approach to hip-hop in early ‘80s New York, featuring many of the era’s top acts (including Fab 5 Freddy, who helped work on the script, as well as Grandmaster Flash and the Rock Steady Crew) playing themselves as part of a story about a graffiti artist named Zoro (Lee Quiñones) and his relationship with a journalist (Patti Astor). Like quite a few of the entries on this list, Wild Style boasts a killer soundtrack, but it’s also one of the more critically respected examples of hip-hop cinema, capturing a crucial moment in time with its loosely scripted approach and low-budget aesthetic. “Hip-hop rolls on tractor treads now, unafraid to colonize those who hesitate,” noted Sasha Frere-Jones for the Village Voice, “but in 1982 it was small, self-selecting, and as specific to New York as the World Trade Center.”

Finally, here’s ’80s hip-hop hitmakers the Fat Boys covering the Beatles’ “Baby You’re a Rich Man,” from the soundtrack to their 1987 comedy Disorderlies :

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The Best Rapper Biography Films (According To Box-Office Earnings)

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During the earlier days of its formation, even until now, hip-hop, as a genre, is often seen as a therapeutic way of escaping the unhappy lives of its creators and listeners. Most of the time, it has been serving as the voice of the voiceless. While hip-hop has risen from a garage in the Bronx to one of the world's most beloved genres today, it wasn't always like that. Many didn't see hip-hop and rap as a form of art at all, and it took us quite some time to see the genre becoming appreciated by the mainstream audience.

Related: The Truth About Stephen Colbert's Incredibly Uncomfortable Interview With Eminem

However, rappers live to tell their tales through their music. Many of them come from a struggle in whatever form it is: some were overlooked in the battle rap community because of their skin color, or were shot nine times yet survived, or just simply raised in a dangerous neighborhood and were determined to make it out. Presented based on box office earnings, here are some of the best biographical films of rappers , ranked.

7 'Krush Groove' ($11 M)

Krush Groove takes us back to the early days of Def Jam Recordings, the same imprint that brought us Kanye West , Nas, 2 Chainz, Jeremih, LL Cool J, DMX, and more. The 1985 movie stars Blair Underwood as then-up-and-coming producer Russell Simmons (renamed Russell Walker). The plot of the film centers around his struggles to balance between his personal business and keeping the label afloat with artists like Run-D.M.C. and Kurtis Blow.

6 'Hustle & Flow' ($23.5 M)

Hustle & Flow is based on real-life Memphis-based rappers Kingpin Skinny Pimp & Tommy Wright III, the latter often hailed as the pioneer of trap production in the South Memphis area. The film is a tale of an underdog: a street hustler and a pimp who seeks to make it into the rap game. Terrence Howard's portrayal of DJay, the lead character, is polarizing to many, making him both villain and protagonist of the story. The film was so successful that it had two nominations at the Oscars, one for Best Actor and Best Original Song, winning the latter. It became the second hip-hop song to win an Oscar after Eminem's "Lose Yourself" from the 8 Mile soundtrack, which we will soon get into in no time.

Related: 50 Cent Claps Back At Madonna After She Dragged Him For Making Fun Of Her Racy Bedroom Pics

5 'Notorious' ($44.4 M)

Notorious takes us to the childhood of The Notorious B.I.G., his rise to fame, his personal struggle of the East Coast-West Coast rivalry in the 1990s, and his inevitable death from a drive-by shooting in 1997. It gives as much detail as possible for a 2-hour film to give the audience a clear view of Christopher Wallace's 24 years on earth. Although Jamal Woodard's portrayal of the rap heavyweight highlights the focal point of the film, Notorious , unfortunately, was not as big as it should have been. It was rather met with mixed reviews from critics and fans alike.

4 'Get Rich Or Die Tryin'' ($46.4 M)

50 Cent was an up-and-coming rapper in 2000, signed to Columbia Records, and about to release his supposed-debut album Power of the Dollar . He, then, got shot nine times by a rival yet managed to survive. This real-life event is what loosely inspires 50 Cent's 2005 on-screen debut, Get Rich or Die Tryin' , which also shares the same name with his 2003 debut album. Although the film met negative reviews from the critics, 50 Cent's portrayal of Marcus is simply admirable.

3 'All Eyez On Me' ($55.7 M)

All Eyez on Me takes us to the journey of Tupac Shakur, portrayed by Demetrius Shipp Jr., from his musical beginning with Digital Underground to the ill-fated night of his murder on September 7, 1996. The actor himself was still a Hollywood rookie at the time, so this portrayal must have been a big shoe to fill. It was released on what would have been Pac's 46th birthday. Interestingly, Jamal Woodard also reprised his role as Biggie from Notorious in this film.

Related: How These Celebrities Reacted To The Death Of Tupac Shakur

2 'Straight Outta Compton' ($201.6 M)

As the title of the film suggests, Straight Outta Compton is a story of five young Black kids—Eazy-E, Ice Cube, Dr. Dre, MC Ren, and DJ Yella—forming the legendary rap group N.W.A. that would then shock the world. It's a story of brotherhood, greed, friendship, and betrayal, all packed beautifully in sequences after sequences. Straight Outta Compton boasted Dr. Dre and Ice Cube as producers, with MC Ren and DJ Yella helming the creative process. Interestingly, Cube's son, O'Shea Jackson Jr., went the extra mile to portray his dad in the film!

1 '8 Mile' ($242.9 M)

Eminem takes his personal life and the dues he paid as an underground battle rapper to his music, which translates extremely well in 8 Mile . Marshall Mathers plays Jimmy "B Rabbit' Smith, a blue-collar worker who lives in the suburb of Detroit and is eager to launch a rap career through rap battles at The Shelter.

The film perfectly captures the gloomy side of 1995 Detroit, at a time when a vanilla rapper would always get ridiculed for stepping into the ring. The film's Oscar-winning soundtrack, "Lose Yourself," seizes the essence of the film before it slowly transcends into Eminem's now-life as he struggles to switch between superstardom and being a father. ​​​​​​​

Next: 10 Celebs Name Their Favorite Rapper

× Do you know these Musicians from their Movies?

Best Movies About Rappers

When it comes to movies about rappers, there are a plethora of options to choose from. From biopics to fictional dramas, these films offer a glimpse into the world of hip-hop and the struggles and triumphs that come with it. In this article, we will explore some of the best movies about rappers, along with 13 song examples that are featured in each film.

1. “Straight Outta Compton” (2015) – This biographical drama tells the story of the rise and fall of the iconic rap group N.W.A. The film features classic tracks such as “Straight Outta Compton” and “F**k tha Police” that helped shape the landscape of hip-hop in the late 1980s.

2. “8 Mile” (2002) – Starring Eminem in his acting debut, “8 Mile” follows the story of a struggling rapper from Detroit trying to make a name for himself in the music industry. The film’s soundtrack includes hit songs like “Lose Yourself” and “Stan” that showcase Eminem’s lyrical prowess.

3. “Hustle & Flow” (2005) – This drama follows the story of a Memphis pimp turned aspiring rapper who dreams of making it big in the music industry. The film’s soundtrack features tracks like “It’s Hard Out Here for a Pimp” that earned an Academy Award for Best Original Song.

4. “Notorious” (2009) – A biopic about the life and career of the legendary rapper The Notorious B.I.G., this film delves into his rise to fame and tragic death. The soundtrack includes iconic tracks like “Juicy” and “Big Poppa” that solidified Biggie’s status as one of the greatest rappers of all time.

5. “Get Rich or Die Tryin'” (2005) – Starring 50 Cent in his acting debut, this film tells the story of a young rapper from Queens who rises to fame despite facing numerous obstacles. The soundtrack features hit songs like “In da Club” and “21 Questions” that helped propel 50 Cent to stardom.

6. “Dope” (2015) – This coming-of-age comedy-drama follows a high school student from Los Angeles who dreams of becoming a successful rapper. The film’s soundtrack includes a mix of classic hip-hop tracks and original songs that capture the essence of the genre.

7. “Krush Groove” (1985) – Inspired by the early days of Def Jam Recordings, this musical drama follows the story of a young record producer trying to make it in the hip-hop industry. The film features songs by artists like Run-D.M.C. and Kurtis Blow that helped define the sound of 1980s rap.

8. “Brown Sugar” (2002) – This romantic comedy-drama centers around two lifelong friends who share a love for hip-hop music and culture. The film’s soundtrack includes classic tracks like “You Got Me” by The Roots and “Love of My Life” by Erykah Badu that celebrate the power of music to bring people together.

9. “Cadillac Records” (2008) – While not strictly about rappers, this biographical drama tells the story of Chess Records and its impact on the rise of rock and roll and rhythm and blues. The film features songs by artists like Muddy Waters and Chuck Berry that laid the foundation for modern hip-hop music.

10. “CB4” (1993) – This satirical comedy follows a fictional rap group as they navigate the ups and downs of the music industry. The film’s soundtrack includes parody songs like “Straight Outta Locash” and “Sweat of My Balls” that poke fun at the clichés of gangsta rap.

11. “8 Mile” – Lose Yourself

12. “Straight Outta Compton” – F**k tha Police

13. “Hustle & Flow” – It’s Hard Out Here for a Pimp

14. “Notorious” – Juicy

15. “Get Rich or Die Tryin'” – In da Club

16. “Dope” – Can’t Bring Me Down

17. “Krush Groove” – Krush Groovin’

18. “Brown Sugar” – You Got Me

19. “Cadillac Records” – I’m a Man

20. “CB4” – Straight Outta Locash

Now that we’ve explored some of the best movies about rappers and their iconic songs, let’s delve into some common questions that often arise when discussing this genre of film.

1. Are the stories in these movies based on real-life events?

Yes, many of these films are biopics that are inspired by the lives and careers of real-life rappers.

2. Do the actors in these films actually rap?

Some actors, like Eminem in “8 Mile” and 50 Cent in “Get Rich or Die Tryin’,” are also rappers in real life and perform their own music in the films.

3. What themes are often explored in movies about rappers?

Themes such as poverty, violence, racism, success, and the struggles of fame are commonly explored in these films.

4. How do these movies contribute to the representation of hip-hop culture in mainstream media?

These films help to showcase the diversity and complexity of hip-hop culture and its impact on society.

5. Are there any female rappers featured in these movies?

While most of the films focus on male rappers, there are some that feature female artists like Queen Latifah in “Brown Sugar.”

6. How do these movies compare to other music biopics?

Movies about rappers often delve into the unique challenges and triumphs of the hip-hop industry, offering a different perspective than traditional music biopics.

7. What role does the music play in these films?

The music in these films not only helps to drive the plot forward but also serves as a reflection of the characters’ emotions and experiences.

8. How do these movies address issues of race and identity?

Many of these films explore the ways in which race and identity intersect with the world of hip-hop and shape the experiences of the characters.

9. Are there any documentaries about rappers that are worth watching?

Yes, there are several documentaries that offer a more in-depth look at the lives and careers of various rappers, such as “The Defiant Ones” and “Rubble Kings.”

10. How have these films influenced the hip-hop industry?

Movies about rappers have helped to elevate the profiles of many artists and bring their stories to a wider audience, further solidifying hip-hop as a mainstream genre.

11. What sets these movies apart from other music-themed films?

Movies about rappers often delve into the social and political issues that are central to the hip-hop genre, offering a more nuanced portrayal of the music and its impact on society.

12. How have these films impacted popular culture?

Movies about rappers have helped to shape the image of hip-hop in mainstream media and have inspired a new generation of artists and fans.

13. What can viewers take away from watching these films?

These movies offer a window into the world of hip-hop and the challenges that artists face, while also celebrating the power of music to inspire change and creativity.

In conclusion, movies about rappers offer a unique insight into the world of hip-hop and the artists who shape its culture. From biopics to fictional dramas, these films showcase the struggles and triumphs of rappers as they navigate the music industry and society at large. With iconic songs and powerful storytelling, these movies have left a lasting impact on popular culture and continue to inspire audiences around the world. Whether you’re a fan of rap music or simply enjoy a good story, these films are sure to entertain and enlighten.

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The 20 Best Hip-Hop Movies of All Time

When trying to cull together a list of the best hip-hop movies of all time, the first task is actually identifying what qualifies and what is simply lumped in with the rest and subsequently parroted by others for fear of leaving out a classic that doesn't actually belong.

Many insist that important films like Boyz n the Hood or Menace II Society belong in the genre - as the former stars rap icon, Ice Cube, and draws its name from an Eazy-E song - while the latter boasted a soundtrack that rose to the top of Billboard 's rap/hip-hop charts in 1993.

However, neither film is actually about hip-hop music; leading us to reevaluate what actually constitutes being included on a best hip-hop movie viewing guide.

For the sake of clarity and transparency, all of our selections have been based upon a criteria where hip-hop/rap is integral to the plot or main character.

Presented in alphabetical order, these are the 20 best hip-hop movies of all time.

Telling a semi-autobiographical story derived from the life of Eminem (who is installed as the lead), 8 Mile is a shining example of how a music-fueled narrative could be ripe with dramatic tension.

What makes the film work so well is that the Eminem's "B Rabbit" character had an easily understandable goal; he wants to be respected for his music. Thus, each roadblock and obstacle - from monetary woes to issues with his ex-girlfriend and mother - threaten to push him down a path where he will be forced to reckon with a wasted talent fate which has plagued countless musicians throughout time.

Eminem's performance was probably the most surprising. Although he's essentially playing himself, he was unafraid to reveal a vulnerable side which was in stark contrast to the playful antagonist he had become known for in the public eye.

Beat Street

There was a string of hip-hop-focused films released in the early 1980s which looked to capitalize off the relatively new art form which had been birthed by DJ Kool Herc in the South Bronx a decade earlier.

With Beat Street , many people Stateside and abroad got their first look at the various elements of hip-hop - which had been first chronicled in earlier films like Wild Style and Style Wars - by exploring characters embedded in the world of DJing, graffiti and breakdancing.

While the film may seem a tad grandiose - and with sensibilities more in line with Lin Manuel Miranda's version of hip-hop - the film's climax is particularly effective because it details what it means to die for one's passions.

Beats, Rhymes and Life: The Travels of A Tribe Called Quest

After watching Michael Rapaport's 2011 documentary on A Tribe Called Quest, fans had little hope that the legendary group would ever reconcile their differences and record a final album together.

While most people had been aware of Phife Dawg's failing health as a result of his ongoing battle with diabetes, many couldn't comprehend that his battle with sugar was something he likened to a drug habit.

In one of the most pivotal moments in the documentary, Phife prepares to get a new kidney from his wife, and receives a "good luck" message from Q-Tip. On the surface, it may have been simply a cordial gesture. However, it seemed to really have an impact.

Although Phife's passing will always cast a shadow over their final project, We got it from Here…Thank You 4 Your Service , the fact that the album even came together and landed at number one is truly a testament to how any relationship can be mended.

Breakin'

Breakin' solidified hip-hop as a certifiable movie genre after it was released in 1984 and outperformed Sixteen Candles to become the number one film at the box office.

Eschewing multiple elements in favor of breakdancing's intoxicating effects on youth culture, the film also showcased that hip-hop wasn't simply a New York-based art form - utilizing a Los Angeles backdrop to great effect.

The film is decidedly melodramatic and predictable at times. As Roger Ebert put it in his original review , "You like street dancing? This is a great movie, if you can manage to ignore about two-thirds of it."

Brown Sugar

Proving that the love of music informs physical attraction, Brown Sugar asks the age old question; can men and women just be friends?

The theme of selling out is of utmost importance in the film. Not only are we given all the reasons why people choose the wrong spouses, but we also come to understand why certain hip-hop acts blow up while others remain underappreciated and overlooked.

And as we all know... the heart wants what the heart wants.

Amongst the many criticisms that the hip-hop genre has had to endure throughout the years, is that it is both misogynistic and that it takes itself too seriously.

Chris Rock's wickedly funny spoof, CB4 , addresses both issues head on by using self-awareness as its greatest weapon - while also adding to the conversation with a strong theme about authenticity.

Directed by Tamra Davis - who notably crafted early music videos for N.W.A, The D.O.C., Young M.C. and the Beastie Boys (she was also married to Mike D), she certainly mined her intimate experiences working with the acts to deliver the rare hip-hop comedy that actually works.

Dave Chappelle's Block Party

One of the most underrated aspects of Chappelle's Show was his wide variety of music acts which included Mos Def, Talib Kweli, Busta Rhymes, Fat Joe, Killer Mike, Slum Village, The Roots, Wyclef, De La Soul, Black Star, DMX, CeeLo, Ludacris, Common, Kanye West, Snoop Dogg and Big Boi.

Nestled between the final full season of his Comedy Central brilliance and the truncated third season which was hosted by Charlie Murphy and Donnell Rawlings, Chappelle gave us his version of a block party featuring many of the same guests who appeared on his show.

Directed by Michel Gondry - who had only recently released his critically acclaimed film Eternal Sunshine of the Spotless Mind - Dave Chappelle's Block Party is the perfect blend of music and humor. It also turned out to be one of the last major projects we'd get from the comedian until he returned to the limelight in 2014 for a string of shows at Radio City Music Hall.

After having steered the ship on Brown Sugar , Rick Famuyiwa returned to the genre with his teenage-focused Dope .

Trading a predictable point of view audiences had come to expect when presented a South Central backdrop, Famuyiwa instead decided to hone in on a diverse group of friends who had bonded over a so-called "Golden Age" of hip-hop from the likes of A Tribe Called Quest, De La Soul and the Native Tongues.

However, when more sinister elements from the neighborhood find their way into their lives, a heroes journey unfolds that perfectly embodies a generation of teens who feel like outcasts, but don't necessarily want to assimilate into other peer groups.

Do the Right Thing

With a scalding hot heat wave as that perfect storm element, Spike Lee's Do the Right Thing prominently uses a Public Enemy-aided soundtrack - which serves the plot effectively through Radio Raheem - to address issues of institutional racism and gentrification in Brooklyn.

Both literally and figuratively, we the audience are left to ponder if cooler heads will prevail.

Fade to Black

When JAY-Z's concert experience, Fade to Black , was released back in 2004, many believed his performance at Madison Square Garden would be his last - having announced his retirement from rap music following his eighth project, The Black Album .

Pulling together footage from the concert with guests like Beyoncé, Mary J. Blige, Missy Elliott, R. Kelly, Foxy Brown and Pharrell - as well as behind-the-scenes magic that went into crafting his so-called final album - one can't help but wonder what JAY-Z's legacy would look like if he had in fact followed through on his intentions.

Freestyle: The Art of Rhyme

From the same Academy Award-nominated producers who introduced the world to Murderball , Freestyle: The Art of Rhyme focuses on the improvisational skills that separates the titans of hip-hop from the mere mortals.

The film excels on multiple levels. It's informative, never preachy, and seems to have no agenda other than to explore the spontaneity in hip-hop and its connections to past traditions reflected in jazz music and church.

Get Rich or Die Tryin'

Starring Curtis "50 Cent" Jackson in his acting debut, Get Rich or Die Tryin' shares a similar narrative quality as Eminem's 8 Mile - packing many harrowing autobiographical elements like getting shot and subsequently transitioning into music - alongside fictional elements which lends itself to the traditional Hollywood template.

Along with Jackson's admirable portrayal of "Marcus," the film notably boasted six-time Academy Award nominee, Jim Sheridan, as director, and was written by Terrence Winter who at the time was a producer on The Sopranos , would later create Boardwalk Empire , and go on to pen the well-received film, The Wolf of Wall Street .

Hustle and Flow

Hustle and Flow is a story ripe with underdog qualities thanks to an ensemble of characters who ran the gamut from sex trade workers to unlikely architects of the now signature Southern bounce of rap music.

Terrance Howard's character, DJay, is both sympathetic and despicable - thus making him both the hero and villain in many instances. Despite his shortcomings, we still root for him to make something better for himself and those around him.

Juice tells the story of a tight-knit group of teenagers - who dubbed themselves "The Wrecking Crew" - who saw their lives and subsequent motivations influenced by a fateful decision to rob a corner bodega.

The film's pivotal moment is in stark contrast to the more mundane type of hijinks the crew found themselves getting involved in early on - like stealing records to fuel the DJing passion for Omar Epps's character, Q - who struggled to strike a balance between his commitment to his best friend, Bishop (Tupac Shakur), and pursuing music as a vessel toward a better life.

Krush Groove

Inspired by the early days of Def Jam, Krush Groove finds Blair Underwood in the "Russell Simmons" role as he attempts to navigate both the business and personal side of managing acts like Run-D.M.C. and Kurtis Blow.

While Krush Groove  has a decidedly antiquated feel in a contemporary context, the film's origins recall a time when Hollywood producers were sure that hip-hop was a fad and should be mined for all that it was worth before it faded away.

Directed by Doug Pray - who recently earned a writing/executive producer credit on HBO's documentary about Jimmy Iovine and Dr. Dre, The Defiant Ones - Scratch is an ode to the origins of turntablism and how it evolved as hip-hop matured.

Equal parts a history lesson as it's folksy and anecdotal thanks to vivid recollections by prominent DJs like Mix Master Mike, Qbert, Babu, DJ Shadow, Cut Chemist, DJ Premier and more, it remains the gold standard for an often underrepresented element of hip-hop.

Straight Outta Compton

As the newest addition to the canon of hip-hop films, Straight Outta Compton tracks the meteoric rise of N.W.A from humble origins at Skateland in Compton, to sold out shows across the globe.

But whereas other rap movies rely heavily on fictionalized accounts, N.W.A's true story is so packed with hard-to-believe truths that it is informative as it is entertaining - allowing us to fully understand how a brotherhood built upon shared experiences in Compton could dissolve into bitter hatred for one another.

As hip-hop culture took hold on impressionable New York City teenagers, Tony Silver and Henry Chalfant were johnny-on-the-spot with their cameras to capture the reasoning behind an artistic movement that for some had traces of the Harlem Renaissance, and to others, was as bad as a medieval plague.

Awarded the Grand Prize for Documentaries at the 1983 Sundance Film Festival, Style Wars remains one of the most important hip-hop movies ever because cameras captured luminaries in music, art and dancing as it was tangibly happening.

Tupac: Resurrection

Nominated for an Academy Award for Best Documentary Feature at the 77th Academy Awards, Tupac: Resurrection is one of the most complete examinations of the life of Tupac Shakur.

The film is particularly harrowing because the film is narrated by Shakur himself - giving the entire narrative an eerie quality - while also eschewing any outside voices who tend to exaggerate or make themselves more central to his success as an artist than is factually accurate.

Widely regarded as the first hip-hop movie, Wild Style draws its name from the evolution of graffiti pieces which went from the single hit era, to more elaborate styles which challenged color palettes and letter structures.

Although fictionalized, the film features prominent fixtures of the early days of Nee York City hip-hop culture in prominent roles - including Lee Quiñones, Fab Five Freddy, Lady Pink, the Rock Steady Crew, The Cold Crush Brothers, Queen Lisa Lee of Zulu Nation, and Grandmaster Flash.

Movies With Famous Rappers

1. Tupac: Resurrection

2. Reincarnated

3. Get Rich or Die Tryin'

5. Next Friday

6. Friday After Next

7. How High

8. Notorious

More to explore, recently viewed.

The Best Hip-Hop Movies, Including Straight Outta Compton

Hip Hop and film have gone together almost since the birth of the culture in the late 70s and early 80s. Rappers like Ice Cube , Ice-T, 50 Cent, Tupac, Nas, Eminem , and countless others made huge contributions on film. Hip hop has been pervasive in every genre of film and in every decade since the mid-80s, with no signs of anything changing anytime soon.

Recently we’ve seen a bunch of biopics like Straight Out Of Compton ( very good ) and All Eyes On Me ( not so good ), so we’ve curated down a list of the 9 best hip hop films over the last three and a half decades. We've taken into account how influential they were not just with the music, but within hip hop culture more generally too. We’ve left off movies like Friday, and New Jack City , because they aren’t really hip hop movies, despite starring hip hop artists.

We also left off some of the amazing documentaries, like the sort of hybrid documentary/loosely-scripted early hip hop masterpiece , Wild Style , as it’s really more of a document of a time and place more than a proper film – but that doesn’t mean you shouldn’t check it out, because If you’re a hip hop fan that hasn’t seen it, your life is not complete. So without any more fanfare, let’s get down to it.

Straight Out Of Compton (2015)

You could argue that the success of Straight Out Of Compton ushered in the latest string of rock and pop music bio pics like Bohemian Rhapsody and Rocketman when it turned into a big hit in 2015. The film, of course, lays out the early days of N.W.A., one of the most important and influential hip hop groups of all time.

Two members of N.W.A., Dr. Dre and Ice Cube are enormous stars on their own and both served as producers and supervisors on the film. It even stars Cube’s son, O’Shea Jackson II, as Ice Cube himself. Like most biographies, even when the subject of the film is involved – or maybe especially because they are – there are some questions about just how accurate and committed to the truth  the final product is. There are also some very controversial things that the film avoids, like Dr. Dre’s history of alleged violence against women . Nevertheless, it was a huge hit and audiences loved it.

8 Mile (2002)

It’s hard to say that the character B-Rabbit in 8 Mile is based exactly on the actor that plays him, rapper Eminem. Even if he's not, the character certainly isn’t too far from what it must have been like for Eminem growing up in Detroit and breaking into the hip hop world as a white dude at a time when there had only been a handful of serious white hip hop artists.

It’s a powerful movie that holds up surprisingly well almost 17 years later. It follows the story of B-Rabbit as he struggles to make ends meet in the down on its luck suburb of Detroit, Warren, MI, and finally manages to make it out when he wins an epic rap battle against a local rap group, The Leaders. Eminem’s lead role only served to increase his star power and he went on to win an Academy Award for best song for “Lose Yourself.”

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Breakin’ (1984)

Okay, so Breakin’ isn’t EXACTLY about hip hop music, but its impact on the spread and mainstreaming of hip hop culture was so profound, it warrants making this list. And that’s kinda the only reason it’s on the list, because, frankly, the plot is silly and the acting is average at best. Breakin’ is the story of a “serious” dancer that becomes obsessed with breakdancing, leaves her training for the streets, and eventually leads herself and her two friends in a routine that wins a dance competition. But none of that is important.

To understand how important it was, you have to put yourself back in 1984. Run-DMC’s first album had just been released a couple months before Breakin’ came out. Hip Hop still wasn’t anywhere near the mainstream, but Breakin’ turned into a surprise hit, especially with middle school white kids in the suburbs. For many in Generation X, it was their first exposure to the genre and it had a huge impact on them. Breakin’ is a major reason hip hop exploded out of the cities and into mainstream culture.

Get Rich Or Die Tryin’ (2005)

Get Rich Or Die Tryin’ is more or less the same movie as 8 Mile but that doesn’t mean it’s bad. Like 8 Mile, Get Rich Or Die Tryin’ is loosely based on a rapper’s life, instead of Eminem, it’s 50 Cent’s life and like 8 Mile, it stars Fiddy more or less as a fictionalized version of himself. The story is also remarkably similar to another hip hop bio pic, Nortorious from 2009, about the late, great Biggie Smalls.

Instead of toiling away at a car factor though, Fiddy’s character, Marcus, gets caught up in the drug trade in his neighborhood before finally escaping that life for one in hip hop . It’s a fantastic movie, chock full of great acting performances from the likes of Viola Davis , Adewle Akinnuoye-Agbaje, Terrence Howard and more.

In 1993, a young Chris Rock wrote what would become hip hop’s answer to This Is Spinal Tap. CB4 is a comedic masterpiece, despite what any critic might say about it. Sure, it pulled some punches and didn’t hit as hard as it could have at times and maybe hit too close to home for some hip hop stars liking, but there is no doubt that with this satirical take on the whole genre, hip hop was a part of mainstream pop culture and would be forever.

CB4 , like it’s rock n roll cousin This Is Spinal Tap, is shot mockumentary-style and follows the up and coming rappers Albert, Euripides, and Otis as they seize on the gangsta drug culture that plagues their neighborhood, stealing the identity of a local hustler and criminal and “inventing” gangsta rap, right down to Eazy-E’s iconic style. It helped launched Chris Rock’s career and stars a great cast that includes a ton of cameos from big hip hop stars like Ice-T, Ice Cube, Eazy-E, and Flavor Flav.

There are a ton more movies that are worth any hip hop and movie fan's time. Movies like Hustle And Flow, Juice, Belly and all the early Spike Lee joints, especially Do The Right Thing, which, like Breakin’, was a huge influencer in the early days of hip hop culture that didn't make it on to this list and easily could have been included. So, what do you think, what is the best hip hop movie out there?

This poll is no longer available.

Hugh Scott is the Syndication Editor for CinemaBlend. Before CinemaBlend, he was the managing editor for Suggest.com and Gossipcop.com, covering celebrity news and debunking false gossip. He has been in the publishing industry for almost two decades, covering pop culture – movies and TV shows, especially – with a keen interest and love for Gen X culture, the older influences on it, and what it has since inspired. He graduated from Boston University with a degree in Political Science but cured himself of the desire to be a politician almost immediately after graduation.

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The depiction of hip-hop’s elite in film goes back to the early '80s, when once-hardcore rapper Ice T was featured in L.A. based, b-boy-inspired documentary Breakin' 'n' 'Enterin' as an artist and break dancer. This nostalgic bit of West Coast history dives deep into rap's origins, depicting high intensity break-dancing and energetic DJ sets , showcasing a who's-who of the Pacific coast's most celebrated hip-hop heavyweights through exclusive performances like The Egyptian Lover (a major pioneer behind the hip-hop & electro-fusion movement in California) . Provided with an influx of opportunities to transition from the studio onto the big screen, we now see a mixture of both established and upcoming hip-hop artists expand their resources onto a multitude of media channels, whether it be through fiction-based or non-fictional projects.

The '83 film Wild Style is often regarded as hip hop’s first full-length motion picture, including prominent New York-based DJs, emcees, and break-dancers Grandmaster Flash, The Chief Rocker Busy Bee, and Fab 5 Freddy. Using graffiti murals as a launching point, the outcry of injustice, violence, and poverty were reflected in the film's artistry, something which would continue throughout the lineage of hip-hop cinema.

What most of the films below have in common, whether through comedic relief or dramatic content, are the resemblances of inequalities tied to socioeconomic statuses, related to privilege, power, and control (educational, financial, and social). These films' storylines are often a reflection of what is actually playing out in many communities of color. Here's a look at some classic hip-hop films, all released around the early 2000s, a time when the music hit the mainstream in a big way.

Get Rich or Die Tryin'

Way before he grew to be everyone's social media darling who isn't afraid to tell it like it is, rapper and successful television producer Curtis “50 Cent” Jackson starred in his breakout role for Get Rich or Die Tryin' . Garnering much attention from peers and fans for his seamless onscreen depiction of real life struggles, the rapper/actor did a great job depicting life as a gangster facing internal obstacles.

Off the heels of his highly successful album Get Rich or Die Tryin, released in 2003, Jackson would go on to star in the crime drama loosely based on his own life. As Marcus Greer and his friends rob a Colombian safe house, Marcus is shot nine times. The unidentified shooter points the gun to Marcus' head and pulls the trigger, promptly triggering a series of flashbacks to his childhood as a young timid boy struggling with the effects of his drug-dealing mother being murdered. Get Rich or Die Tryin': Music from and Inspired by the Motion Picture features music from artists on the G-Unit label like 50 Cent, Lloyd Banks, Young Buck, Tony Yayo, Olivia, and Mobb Deep. The album sold over three million copies worldwide and has been certified platinum by the RIAA, and the film was a surprising success that showed how much interest there was in hip-hop cinema.

A classic film for those growing up in urban America, Juice depicts the story of four teenage African-American friends growing up together in Harlem . Roland Bishop, Quincy "Q" Powell, Raheem Porter and Eric "Steel" Thurman regularly skip school and instead spend their days hanging out at Eric’s apartment, the neighborhood arcade, and a local record store. When Bishop becomes fed up with the ongoing harassment he and his friends face by the police and rival neighborhood gangs, he expresses that the group has no other choice than to live life of the streets in order to win respect. Juice shows just how wrong things can go when impressionable youths surround themselves with the wrong crowd. Rappers Tupac Shakur, Omar Epps, and Khalil Kain all star in this all-time great Black film.

Related: 10 Singers Who Became Great Actors

In Friday , the recently unemployed Craig Jones, along with his friends and relatives, are plunged into a series of mishaps that occur on an otherwise typical Friday in South Central Los Angles. Craig and his closest friend Smokey, a small-time drug dealer who's using his own supply, are confronted by the neighborhood dealer Big Worm and warned to collect the $200 worth of marijuana they smoked by the end of the night or else be killed. The film follows their quest to accumulate the money before 10pm. The level of skilled, off the cuff, acting from Chris Tucker (Smokey) and Fazon Love (Big Worm), is what helps make this movie so naturally funny. What also helps make it a classic is its depiction of Black joy and light-hearted fun; rappers Ice Cube and DJ Pooh were tired of seeing their childhood environment depicted so menacingly and violently on film, so they wrote the script as a way to provide a different perspective, telling Complex , "We had fun in the hood. We used to trip off the neighborhood."

The trilogy has gained an extensive fan base, leading to the sequels Next Friday in 2000 and Friday After Next in 2002 , both just as large of a success as it’s first.

What makes Set it Off transcend its time and place are the embedded messages of a broken economic system , and how women are expected to lead everyday lives under a financial institution that does not allow them to afford it. This was a conversation that wasn't able to be discussed extensively in '96 as it is in the present day, but the film does an excellent job doing it, and was lauded for its performances (including rapper Queen Latifah alongside Jada Pinkett and Vivica A. Fox). Fueled by desperation, four inner-city women create a plan to rob banks throughout the city of Los Angeles, and the imbalance of a hierarchical society only emboldens the group to become more relentless in their pursuits.

Struggling with the socioeconomic aspects of his everyday life, Jimmy Smith Jr. (Marshall "Eminem" Mathers III), wants to break out into the mainstream music industry as a famous rapper, but his friends and enemies alike make his ongoing pursuit more difficult than ever. Set in Detroit, 8 Mile Road is the actual name of Detroit's northern border and exists as a physical dividing line , separating the city's predominantly African-American urban neighborhoods from the affluent, white suburbs to the north. For Jimmy, the divide is psychological, separating him from his dreams and his reality. 8 Mile follows a critical week in Jimmy's life as he attempts to navigate this dividing line and possibly break out from it. 8 Mile: Music from and Inspired by the Motion Picture climbed to top-tier success, with net sales as high as 3.4 million copes. The album featured leading hit single " Lose Yourself ", winning an Oscar in 2003 for Best Original Song.

Don’t Be a Menace to South Central While Drinking Your Juice in the Hood

This lighthearted parody draws inspiration from several acclaimed films around life in the hood, assimilating them into a ridiculous spoof of a title-- Boyz n the Hood ('91), South Central ('92) , Menace II Society ('93), and Juice ('92). Ashtray, or Tray for short, is forced by his mother to move to the inner city of Los Angeles and live with his father. While in LA, Tray quickly becomes educated about life in the streets from his deranged cousin Loc Dog, the pot-smoking Grandma, and gang members Preach & Crazy Legs. Don't Be a Menace to South Central While Drinking Your Juice in the Hood may be a moutful, but it's definitely one of the most hilarious movies of the '90s .

Related: Top 10 Black Movies of 2021

Menace II Society

Gaining notoriety for its realistic scenes of violence, profanity, and drug-related content, Menace II Society ’s authentic portrayal of urban violence and powerful underlying messages surrounding systematized trauma and institutionalization helps make the film timeless, along with its honest depiction of wanting a better life and the stressors involved with attaining it. Caine Lawson, an 18-year-old street hustler, tries to escape the projects and gang lifestyle for a better existence. Everyone Caine surrounds himself with, though, is confined to their acceptance of living a life embedded in crime and violence, including his long time acquaintance O-Dog, a brutal gang member. Although Caine plans to leave the city for good with the help of his girlfriend and school teacher, he quickly realizes that the escape is more difficult than he expected in this heartbreaking, iconic film, which has gone on to inspire numerous rappers and songs .

State Property

Philadelphia-based rapper Beanie Sigel, known for the commercial success tied to debut studio album The Truth , became heavily affiliated with rapper & business mogul Sean "Jay-Z" Carter and Roc-A-Fella Records during the early 2000s. State Property , produced by Roc-a-Fella, follows Beans (Sigel), as he and his ABM crew rapidly seize control of the Pennsylvania streets with merciless intentions. State Property is largely inspired by the Philadelphia drug trade, running from the late '80s up to the early '90s, a time period where drug trafficking from Pennsylvania to New Jersey became largely uncontrollable. Off the heels of State Property's success, the sequel State Property 2 was later released in ''05, starring fellow musicians Kanye West and Mariah Carey.

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Rap Movies: The 10 Best Hip-Hop Films of all Time

Written by: Bobby McNeill

Table of Contents

New school, old school, gangsta, east coast or west coast – hip-hop and rap have been an indispensable expression of African-American urban life since the 1970s and, at the latest, since the 80s.

And even beyond that, hip-hop and rap have now entered the mainstream. Hardly a contemporary film in which some hip-hop track is not on the soundtrack.

On the other hand, hip-hop films that deal explicitly with the musical style or have a designated hip-hop soundtrack are fewer. Yet, Rap films aren’t as rare as you might think: they’ve enjoyed steady popularity since the late 1980s and early 1990s, and filmmakers like F. Gary Gray or Spike Lee would be unimaginable without hip-hop.

The following list introduces you to some of these films from the last thirty years. Among them are hip-hop films like “All Eyez on Me” from 2017, which have rap itself as a theme, as well as so-called hood films like the 1989 classic “Do the Right Thing” by Spike Lee, which deals with the urban lifestyle and racist attitudes of the 1980s and has a very hip-hip soundtrack.

1. Straight Outta Compton (2015)

Straight Outta Compton tells the true story of the hip-hop legends Eazy-E, Dr. The, and Ice Cube and how they got together in the 1980s in Compton, California, with the group N.W.A (Niggaz Wit Attitudes) and the Ruthless label Records wrote music history. Straight Outta Compton was also the title of the group’s first album.

The hip-hop film was nominated for an Oscar in 2016 in the Best Original Screenplay category.

2. Do the Right Thing (1989)

“Do the Right Thing” was nominated for a Palme d’Or in the Best Picture category at Cannes, four Golden Globes, and an Oscar in the Best Original Screenplay category, among others.

3. 8 Mile (2002)

The film won an Oscar in 2003 for Eminem’s autobiographical title track, Lose Yourself – one of the most successful hip-hop tracks in history. 8 Mile grossed over $240 million worldwide.

4. All Eyez on Me (2017)

Both as an actor and as a subject, he has appeared in many rap films – he himself has appeared as an actor in films such as “Poetic Justice” (1993) and the 1997 comedy “Gridlock,” while documentaries such as 2003’s “Tupac Resurrection” follow the life of the young rapper.

Benny Boom’s “All Eyez on Me” is thus just the latest in a slew of hip-hop films dealing with the life, work, and death of Tupac Shakur. “All Eyez on Me” explores Tupac’s childhood in the 1970s, his early musical successes, his big break, his legal troubles, and the East Coast versus West Coast conflict that may have cost him his life.

The film grossed over $55 million worldwide.

5. Boyz N the Hood (1991)

This, coupled with the phenomenal ensemble cast of Laurence Fishburne, Cuba Gooding Jr., Ice Cube, and Angela Bassett, made this film a highly acclaimed event. “Boyz N the Hood” was nominated in the Best Screenplay and Best Director categories at the Oscars. The soundtrack features tracks like “How To Survive In South Central” by Ice Cube.

6. Notorious B.I.G. (2009)

George Tillman’s film begins shortly before Biggie’s murder in March 1997 and shows important stages of his life in flashbacks. This follows Notorious B.I.G. Biggie’s beginnings as a hardworking student and drug dealer through his early success as a rapper to his breakthrough, friendship, and enmity with rapper Tupac.

The actor from Notorious B.I.G., Jamal Woolard, reprised the role in 2017 in the hip-hop film “All Eyes on Me” about Tupac Shakur. The soundtrack is mainly composed of tracks by Biggie himself; in addition, there are guest contributions from rappers Jay Z and Mary J. Blige to listen to.

7. Friday (1995)

Craig Jones, who has just been fired, and his buddy Smokey, a small-time dealer who prefers to smoke his own weed rather than sell it, hang out at Jones’ place on Friday night – but problems with Smokey’s dealer Big Worm and various girl trouble complicate the relaxed weekend. The energetic performances of rapper Ice Cube and a young Chris Tucker are at the heart of this rap film, which incidentally is the origin of the Internet meme “Bye Felicia.”

8. Office Space (1999)

It features Michael Bolton (a hip-hop-loving character who sings along to Gangsta Rap on his morning commute but closes the door when an African American flower vendor passes by). Also, the soundtrack to one of the greatest hip-hop tracks, whose passion and fire beautifully comment on the mundane office scenes.

9. Menace II Society (1993)

This rap film shows a few days in the life of teenager Caine Lawson, who is stuck with his friends in a hopeless cycle of violence, drugs, and poverty.

The movie, with Jada Pinkett Smith and Samuel L. Jackson in supporting roles, was nominated for a Golden Camera at Cannes in 1993. By the way, Tupac Shakur was supposed to be in “Menace II Society,” but he was canceled after a dispute with one of the directors.

10. Brown Sugar (2002)

Not only does the saccharine rap film star Queen Latifah, but the comedy is bursting with cameos from bigger and smaller names in the hip-hop scene.

Whether you’re a die-hard hip-hop fan, want to learn more about this very specific U.S. lifestyle, or are simply looking for new movies to watch, you’ll definitely find what you’re looking for among these ten hip-hop films.

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The 30 Best Movie Performances by Rappers

In the 1996 hood-flick parody Don’t Be a Menace to South Central While Drinking Your Juice in the Hood , Shawn Wayans as Ashtray tells a Black child that they both belong to an “endangered species.” The kid asks, “Why, because we’re Black males?” and Ashtray snaps back, “No, because rappers are taking all the good acting jobs.” That joke was probably from a place of bitterness but it was partially true: By the mid 1990s, plenty of rappers had parlayed the charisma that their music careers demanded into big-screen stardom.

If one role signaled the arrival of the rapper-as-movie-star, it was Ice Cube in John Singleton’s 1991 classic Boyz N the Hood. The few films that featured rappers previously tended to use them as musical cameos or easy signifiers of street authenticity. And while Singleton’s decision to cast one of the gangsta rappers as his protagonist Doughboy could be seen as a shortcut to establishing the character’s bona fides, the movie fiddles with your expectations for Doughboy by giving him vulnerability and emotional stakes—making him more than just a tough-guy prop.

Over the next 30-plus years, many of the greatest rapper performances have been similarly rooted in an awareness of the audience’s perceptions of their work, either playing them up or actively subverting them. Think of 2Pac’s unexpected softness in Poetic Justice , or Diddy doubling down on his livewire Making the Band persona in Get Him to the Greek . Maybe that’s why rappers haven’t always gotten the respect they deserve as actors. It’s easy to argue that they’re usually playing variations of themselves, as if other actors don’t do that all the time.

Of course, certain performances fall flat, and others seem designed only to boost attention for a movie. But the best roles involve the same qualities that make a great rapper: Magnetism, explosive energy, the ability to be funny and serious at the same time, and the fact that words just sound better coming out of their mouths. The following performances by rappers, ranked from 30 to one, are the best of the bunch.

30. A$AP Rocky in Dope (2015)

In director Rick Famuyiwa’s Dope , A$AP Rocky plays a drug dealer named Dom who bullies a bunch of nerds into selling Molly for him. The geek at the center is Malcolm, a Harvard-bound high schooler from Inglewood who freaks out after Dom plants drugs in his backpack at a party, setting off a chain of events that culminates in Bitcoin somehow coming to the rescue. Rocky’s pretty-boy-on-the-block persona and Cheshire-cat smile translate effortlessly onscreen: He’s supposed to be the bad guy here, but he’s primarily around as a foil who gets a kick out of clowning Malcolm and his friends. You get the sense that Rocky is smack-talking with his boys, and there just happens to be a camera around. –Clover Hope

Watch it on Netflix, Amazon, and Apple TV+

29. Dru Down in Original Gangstas (1996)

Every now and then in the ’90s, a movie would just clear out and let a rapper wreak havoc for a while. Larry Cohen’s Original Gangstas gives that honor to Dru Down, the Bay Area MC with a few pimp-rap all-timers in his bag. Dru plays “Kayo with the yayo,” a drug lord’s henchman who is terrorizing the hardworking folks of Gary, Indiana. Kayo and the gang’s exploits include robbing a Colt 45 delivery man and pulling up to a mom-and-pop clothing store and burning their suits for no real reason other than that they can. Then there’s Dru’s standout scene in a local restaurant, where he barges in and orders his crew to whoop the patrons’ asses. He shifts his focus to a couple of guys at the jukebox—played by Yukmouth and Numskull of the rap duo Luniz—pointing a gun in their faces and making them shit their pants. Dru’s performance is so damn funny it has made an otherwise forgettable movie live on. –Alphonse Pierre

Watch it on Apple TV+, Pluto TV, and Tubi

28. Big Daddy Kane in Posse (1993)

In Mario Van Peebles’ revisionist western Posse , Big Daddy Kane (as the gambler Father Time) joins a crew of calvarymen-turned-outlaws who are being hunted through the American South and West by a racist colonel (a hokey Billy Zane). As the unit undergoes various hardships, Father Time is smooth and composed, his suit hardly ever ruffled. When face-to-face with the armed colonel for the first time, he jumps out of a second-story window and lands in a perfect combat roll. While the other men are scared shitless, hiding out in the prairie, Father Time just puffs on his cigar. Hoop earring in, hat always impossibly neat, you almost forget that fate is on his heels. –Alphonse Pierre

Watch it on Amazon, Apple TV+, and Pluto TV

27. Fredro Starr in Sunset Park (1996)

Sunset Park is a highlight in the canon of films about wayward kids finding salvation in a caring mentor. P.E. teacher Phyllis is hired as Sunset Park High School’s new head basketball coach, despite being clueless about the sport, and Fredro Starr is the team’s star baller on probation; naturally, he becomes her confidante. Though Starr’s stint as a movie lead was short-lived—he also appeared in Spike Lee’s Clockers and as Brandy’s hardcore crush who struggled to crack a smile on Moesha —he has a hardened yet sensitive aura that makes Sunset Park work. –Clover Hope

Watch it on Amazon, Apple TV+, and Vudu

26. Yasiin Bey (Mos Def), Canibus, Charli Baltimore, MC Serch, and more in Bamboozled (2000)

Spike Lee’s 2000 satire stars Damon Wayans as a television executive who rises in the company by organizing a hit minstrel show. During the hilarious audition scene, we meet a so-called pro-Black rap group called the Mau Maus, consisting of characters played by Mos Def, Charli Baltimore, Canibus, MC Serch, and others. Their frontman is Big Blak Africa (Mos Def), who is aware that the show is going to make a joke of Black people, but auditions anyway. In the performance of a song called “Blak Iz Blak,” their militancy is obviously performative, and made especially ridiculous when a white rapper who calls himself Mr. 1/16th (MC Serch) lays down punchlines about blue eyes and colonialism. All of the characters butcher slang throughout the movie, and all but Mr. 1/16th eventually die in a shootout with the police. “Why didn’t you kill me?” he screams as they take him away. –Alphonse Pierre

Watch it on Amazon, Apple TV+, and Redbox

25. Eve in Barbershop: The Next Cut (2016)

Some of the most iconic movie performances by rappers are when they’re just being themselves in a low-stakes comedy. Enter Eve as Terri in the Barbershop franchise. After anchoring a short-lived eponymous sitcom , Eve starred in Barbershop alongside Ice Cube, who managed to eke out several successful sequels and spinoffs that touch on important issues like family burdens, gentrification, and who stole Eve’s apple juice. Eve’s character is a bit of a trope: the around-the-way girl who’s surrounded by knuckleheads. She plays the fed-up everywoman to a tee, wearing the pissed-off-ness on her face. Her performance in the third film deserves mention for the apple juice scene alone: Everyone has had that moment where all you want is one thing, and that thing isn’t where it was supposed to be, and it puts you in a bad mood for the rest of the day. –Clover Hope

Watch it on Amazon, Apple TV+, and YouTube

24. Cardi B in Hustlers (2019)

Most of the release-time praise for the scammer drama Hustlers went to Jennifer Lopez, but Cardi B steals the spotlight in her limited screen time. Two scenes in particular capture the overpowering force of the Bronx rapper’s charisma. One is in the strip club dressing room, where Cardi announces that she has a boyfriend before pulling a pink vibrator out of her bag. “He don’t bother me, he don’t get jealous,” she says, sticking out her tongue like she does and swinging the device in the air. The next is when she’s teaching Constance Wu’s Dorothy the art of the lap dance. “Drain the clock not the cock” is the message as she grinds faster and slower on J.Lo’s lap as an example. You can see why all the stockbroker bros keep coming back. –Alphonse Pierre

Watch it on Amazon, Apple TV+, YouTube, and Google Play

23. Diddy in Get Him to the Greek (2010)

It’s not a stretch for a drama king like Diddy to portray a stony record executive, but it is fun to see the producer-mogul act out his schadenfreude at various underlings with the same deadpan seriousness we’ve seen on TV . In this music-business satire from the Forgetting Sarah Marshall universe, Diddy plays a version of himself—label head Sergio—alongside Russell Brand’s unhinged rock star Aldous Snow and Jonah Hill as the poor lackey tasked with catching Snow. Diddy’s performance hinges on a certain disarming self-awareness: He could have ad-libbed his entire script from personal experience. (It’s possible he really does “own 21 Koo Koo Roos .”) –Clover Hope

Watch it on Hulu, Amazon, and Apple TV+

22. André 3000 in Four Brothers (2005)

In John Singleton’s Detroit-set action-drama, André 3000 plays Jeremiah, one of the titular adopted siblings, who are out to avenge their mother’s murder. André finds the right balance between being cool and fiery, particularly in an explosive moment when the brothers confront Jeremiah over a life insurance payout that they believe could link him to the killing. Whether André is grinning or dead serious onscreen, he always exudes a certain warmth. –Clover Hope

21. Busta Rhymes in Higher Learning (1995)

Busta Rhymes’ livewire energy perfectly complements John Singleton’s Higher Learning , a film about a college campus where racial tensions rise to the boiling point. Playing the student Dreads, Busta is an extremely physical actor, a quality that the film uses both for comic relief and to escalate the plot’s fast-rising anxiety. The close-up of his scream before a slo-mo brawl with a gang of skinheads is the mark of the school reaching a point of no return. –Alphonse Pierre

20. Ice-T in Surviving the Game (1994)

Ernest Dickerson is a treasure: The director and cinematographer grabbed a script for a modern adaptation of the classic short story The Most Dangerous Game and decided that Ice-T needed to be the star. Thank God! A troop of middle-aged rich men, played by a who’s who of character actors (Rutger Hauer, Gary Busey, Charles S. Dutton, etc.), gather in a remote cabin in the woods to play a violent game. Ice-T, in a frightening dread wig, is a suicidal Seattle homeless man who belives that he’s been given a financial lifeline when he’s hired as their tour guide. Turns out they just want to set him free in the woods and hunt him down as part of their friendly competition. Once Ice-T realizes their intentions, he has to fend off these rich dudes Die Hard -style. It’s so much cooler than it has any right to be, with Ice-T coming off like a real-deal action star. It’s a shame that Hollywood didn’t give him a shot at some B versions of Wesley Snipes movies. –Alphonse Pierre

19. Bow Wow in Roll Bounce (2005)

Bow Wow is naturally charismatic and funny when he reins in his tryhard Disney Channel side, like he does in Roll Bounce , a 1970s-set coming-of-age tale about grief under the guise of roller skating. Sporting a mini-fro and an array of bell bottoms, Bow Wow plays the 16-year-old protagonist Xavier. All he wants is to win a skating contest and woo a crush (Meagan Good), but he’s also coping with the loss of his mother. He particularly shines in a scene where Xavier has a spat with his dad (Curtis Smith), who’s been lying to cover up his own despair over his wife’s death. “You hang out with that car more than you hang out with your own son,” Xavier tells his dad, then storms off and takes a bat to the car. Bow Wow captures the resentment of a grieving teen without coming across as excessively cheesy, and rare moments like this highlight his restraint as a performer. –Clover Hope

18. 50 Cent in Den of Thieves (2018)

Even among the outlandish characters and scenarios of Den of Thieves —Gerard Butler as a crooked cop who gets into an altercation at a Benihana, Ice Cube’s son O’Shea Jackson Jr. getting the Keyser Soze treatment—50 Cent still manages to shine. But is he even really acting? All he has to do is be jacked and mumble menacing one-liners, which is what he’s been doing in the real world since the days of 50 Cent is the Future . One scene in particular becomes something more: 50 Cent and his crew of ex-marine bank robbers are chilling in his garage lifting weights—as ex-marine bank robbers do—when his teenage daughter’s prom date arrives to pick her up. 50 brings the kid into the garage, where he and his boys proceed to scare him shitless. The scene has no purpose other than to be both mean and funny as hell. That might sound like a slight, but it’s not; that’s also the energy behind my favorite 50 Cent songs. –Alphonse Pierre

17. Jamal “Gravy” Woodard in Notorious (2009)

Jamal Woolard, aka Gravy, had primarily attracted notice as a rapper for being shot outside of New York’s Hot 97 radio station before he was cast as the lead in this Notorious B.I.G. biopic. As the story goes, Gravy was in a casting call for the role when Biggie’s mother, Voletta Wallace (played by Angela Bassett in the movie), walked into the room, heard him flirting with an intern, and said, “That’s my son.” Gravy landed the biggest project of his career and took it seriously, gaining 120 pounds and working with acting coaches to nail specific Biggie-isms, from the late rap legend’s molasses cadence to his bearish walk. Biggie’s milestones get the motion picture treatment, including his Bad Boy signing, 2Pac beef, and affair with Lil’ Kim. And as a rapper with no previous acting experience, Gravy performs the part with surprising charisma and faithfulness to a legendary subject. –Clover Hope

Watch it on Hulu, Apple TV+, YouTube, and Google Play

16. Queen Latifah in Last Holiday (2006)

Every single person Queen Latifah runs into in Last Holiday eventually falls for her. She’s just extremely likable as she stumbles through her journey to find herself—so much so that when LL Cool J flies from New Orleans to the Czech Republic to declare his love for her, what should be inexplicable is completely understood. The material isn‘t even that good: Queen Latifah’s presence alone elevates a barebones script fit for a Lifetime flick into something more like an Ernst Lubitsch film. Like Miriam Hopkins in Design for Living or Greta Garbo in Ninotchka , Latifah draws the viewer so thoroughly into her charms that all of the hijinks—from ledgeside confessions to Emeril Lagasse cameos—just make sense. –Alphonse Pierre

Watch it on Amazon, Paramount+, Apple TV+, and YouTube

15. Method Man and Redman in How High (2001)

Method Man and Redman’s How High , like many stoner-bro classics before and since, is low on story and high on antics. Directed by Bob Dylan’s son Jesse Dylan, Meth and Red smoke a magic batch of weed that gives them all the answers to a college admissions test and gets them scholarships to Harvard. From there, the premise is basically, “What if Meth and Red had to hang out with a bunch of stuffy, rich academics?” The stars are two of the most charismatic rappers of all time, and they sell all of the ridiculous bits. Red goes full Winklevoss and joins the crew team. And when their magic weed runs out, they come up with a scheme to smoke the remains of John Quincy Adams to pass their midterms. –Alphonse Pierre

Watch it on Netflix , Amazon, Apple TV+ , and YouTube

14. Big Boi in ATL (2006)

Big Boi first appears on screen in ATL like the villain in an Anthony Mann western—but instead of riding into town on horseback, he’s driving a pickup with 28-inch rims. As the neighborhood drug kingpin Marcus, he attempts to recruit the young Ant (Evan Ross) into his web, much to the chagrin of Ant’s older brother Rashad (T.I.). When Marcus first meets Ant, he has a cocky smile and an oversized polo more colorful than a pack of Jolly Ranchers, switching between menace and Southern charm. The role is supposed to be darker than it really is, with Marcus and Rashad fighting over Ant’s path into adulthood. But Big Boi just gets funnier the eviler he becomes: from his comically timed sips of cognac to his delivery of the line “I know that ain’t who I think it is,” later immortalized in meme form . –Alphonse Pierre

Watch it on YouTube, Google Play, and Apple TV+

13. Ludacris in Fast Five (2011)

Every ensemble action franchise needs a character like Ludacris’s Tej, whose ingenuity and wit save the Fast & Furious saga from being a straight-up speed racer competition. Luda got his first acting break in the second installment, 2 Fast, 2 Furious , and appears in six of the nine as the droll hacker whose technical prowess gets Brian (Paul Walker), Dominic (Vin Diesel), and their extended family out of dangerous pickles. In the Rio de Janeiro-set Fast Five , the crew’s mission hinges on a complicated heist, in which Luda isn’t just a utility character but a critical sixth man. And he looks like he’s savoring every second of it. –Clover Hope

Watch it on Amazon, YouTube, and Apple TV+

12. Will Smith in I Am Legend (2007)

It is said that great actors shine when you put them in a room alone. In this case, it’s Will Smith in I Am Legend , a post-apocalyptic flick with subject matter that has since become the stuff of real-life paranoia. The film casts Smith as Robert Neville, seemingly the lone survivor of a deadly infection, stuck wandering a desolate New York City with only his dog and a lifetime of soliloquies. With few co-stars in his way, Smith has free rein to project every emotion imaginable on screen: He’s seething, hopeful, naive, calm, strange, and hilarious, fighting off lions and talking to mannequins to maintain a sense of normalcy. He’s one of the few big-screen actors, let alone rappers, with the chops to pull it off. –Clover Hope

Watch it on Amazon, YouTube, Apple TV+, and Google Play

11. Yasiin Bey (Mos Def) in Brown Sugar (2002)

Crafting a love story with hip-hop as the main character could be the greatest or corniest concept ever. Director Rick Famuyiwa does it stylishly in Brown Sugar . Sanaa Lathan (Sidney) and Taye Diggs (Andre) are childhood friends who spend their lives in denial that they’re obvious soulmates, drawn together by their love of hip-hop. Yasiin Bey is Dre’s sidekick Chris, aka Cav, a rapper and cab driver whom Dre, an A&R exec, wants to recruit to his fledgling label. Cav is a proxy for every ’90s rap purist, rhapsodizing about real lyricism over gimmicks. The role is fitting for an industry-averse rapper like Bey, who plays the character more matter-of-factly than over the top, delivering lines with subtlety, dryness, and his trademark sly smirk. –Clover Hope

Watch it on Hulu, Apple TV+, and YouTube

10. 2Pac in Poetic Justice (1993)

Tupac is a master of lusty gazes in John Singleton’s tender follow-up to Boyz N the Hood . Janet Jackson, in her breakout lead movie role , plays the film’s quiet storm: Justice, a poet and hair stylist who’s turned cold in the aftermath of seeing her boyfriend (played by Q-Tip) shot to death next to her at a drive-in theater. Paired with Jackson, Tupac gets to soften a little as blue-collar heartthrob Lucky, a postal worker with flashes of misogyny, raising a daughter whose mother is addicted to crack. Ice Cube has said he initially turned down the role, but it’s almost absurd to imagine him playing it now because Pac and Jackson have such easy chemistry: bantering like high-school sweethearts, matching each other’s stubbornness and sensuality. It’s a touching depiction of a pair of traumatized twentysomethings who are trying to avoid becoming products of their pasts. The role brings Pac’s constantly warring personas—lover and hothead—into full view. – Clover Hope

9. Ms. Lauryn Hill in Sister Act 2: Back in the Habit (1993)

A year before the Fugees released their debut album , Ms. Lauryn Hill starred with Whoopi Goldberg in this comedy about misbehaving nuns and choir kids. Hill is the glue of the group as Rita, a talented vocalist whose mom is only there to crush her daughter’s music dreams. The sequel is duller than the original by yards, but if you view it as a showcase for Hill’s exceptional vocal skills from before most people knew her name, it’s great. Seeing her freestyle and bust through gospel classics like “Joyful, Joyful” and “His Eye Is on the Sparrow” is like watching a prequel of Lauryn Hill becoming Lauryn Hill. –Clover Hope

Watch it on Disney+, Amazon, and YouTube

8. Ice-T in New Jack City (1991)

Within the first five minutes of New Jack City , Ice-T’s cop character, Scotty Appleton, is sprinting and hopping over fences, chasing crack addict Pookie (Chris Rock) through the New York streets. This chaotic opening sets up the movie’s main conceit: the crack era’s ricocheting effects on the corner boys, cops, families, and abusers whose storylines converge under the reign of merciless drug lord Nino Brown (Wesley Snipes). Ice-T is so slick and stone-cold in his portrayal of Scotty that it’s hard to believe this was his first major acting gig. There’s a mix of empathy and malice in his eyes, from his initial recruitment by the NYPD to infiltrate Nino’s operation, to the moment he finally has Nino in his grasp. Ice-T achieved the feat of creating a sympathetic cop character, and also secured his place in history as one of the first to prove that a gangsta rap star could successfully go Hollywood. –Clover Hope

Watch it on Hulu, Amazon, Paramount+, and Apple TV+

7. Cam’ron in Paid in Full (2002)

Much like Giancarlo Esposito as the villainous Gus in Breaking Bad , Cam’ron’s performance as Rico in Paid In Full is built on a friendly outward mien that barely conceals an inner burning rage. Rico is a conniving crook who meets Mekhi Phifer’s Mitch in jail and soon joins the drug enterprise run by his friend Ace (Wood Harris). To Mitch and Ace, Rico seems loyal, though he’s a bit of a loudmouth: He’s the most entertaining part of the movie, doing stuff that Cam would probably do in real life, like showing his homemade sex tape in the club. But the personality is a facade to hide the malice under the surface. As the movie goes on, it’s clear that Rico had no genuine bond with the others, and his movements turn from hilarious to chilling without changing all that much. –Alphonse Pierre

6. LL Cool J in In Too Deep (1999)

LL Cool J’s turn as a crime boss named God in the 1999 flick In Too Deep deserves a spot in the gangster-villain pantheon. He’s as evil as The Wire ’s Marlo Stanfield and as darkly funny as Joe Pesci in Goodfellas . I’m not sure LL has ever looked cooler: At all times, he rocks a gold hoop earring, a medallion big enough to be a coaster, knee-length leather dusters, and patterned button-downs that would sell today for hundreds on SSENSE. Black ’90s everyman Omar Epps plays J. Reid, an undercover cop hoping to build God’s trust so he can bring down his criminal drug enterprise. But even as J. Reid witnesses God commit acts that might make him the devil incarnate, he falls into the gangster’s orbit and becomes conflicted about what side he’s on. LL manages to be both monstrous and charming, so that not only J. Reid is going through a moral dilemma, but you are, too. –Alphonse Pierre

Watch it on Amazon, Paramount+, YouTube, and Google Play

5. Eminem in 8 Mile (2002)

Eminem’s an easy target these days, but don’t lie to yourself: He’s absolutely electric in the final battle of 8 Mile . Across the film, his performance is best when he’s freestyling rather than brooding under the gray skies of Detroit. It comes to a head in those final few minutes, as he tears down his opponents with a combination of childish barbs and self-deprecating jokes. You can feel his desperation and hunger, qualities his music would lose soon after in favor of increasingly blatant self-caricature. –Alphonse Pierre

4. Queen Latifah in Set It Off (1996)

Director F. Gary Gray’s Los Angeles-set heist drama builds chaos and tension around a group of friends who plan an ill-conceived bank robbery as a means to escape violence and living check-to-check. In a film with three other powerhouses—Jada Pinkett Smith (Stony), Vivica A. Fox (Francesca), and Kimberly Elise (T.T.)—Latifah excels as Cleopatra Sims, an unhinged, horny lesbian who embodies much of the crew’s desperation. At one point, she threatens Stony with a gun; at another, she consoles Stony after her brother’s death. You see their plan deteriorating the whole way through; there’s simply no way they’ll get away with it. It ends in tragedy when Cleo, on the run from cops, drives through a blaze of gunshots in sacrifice for her friends. Latifah goes above and beyond to sell the heartbreak, convulsing her body as she’s struck with bullets. It’s a sleeper pick for one of cinema’s most emotional death scenes. –Clover Hope

3. DMX in Belly (1998)

Belly is the type of visually gaudy presentation you’d expect from a director whose signature music-video aesthetic is a fish-eye lens. By all accounts, Hype Williams’ 1998 magnum opus—the first and only feature he’s ever made—was a beautiful disaster. Nearly everyone involved came ill-prepared for a production that was rife with budget issues. But it was also the perfect proving ground for DMX, a former Yonkers stickup kid who’d recently rose to fame off a pair of disruptively good back-to-back albums that year. In Belly , DMX inhabits the role of spiritual drug dealer Tommy opposite Nas, who recites lines as if he’s still in a table read. Comparatively, DMX looks like a Training Day Denzel—dripping with aggression, and, apparently, lots of baby oil . Tommy is dangerous and blunt, the sort of criminal who’ll blast off errant gunshots while making an underling strip naked. When Tommy gets prophetic and says things like, “When it rains, niggas get wet,” it’s hard to tell where the actor ends and the character begins. –Clover Hope

2. Ice Cube in Boyz N the Hood (1991)

There were rappers in movies before Boyz N the Hood , but none as three-dimensional as Ice Cube’s turn as Doughboy. Writer-director John Singleton lays out Doughboy’s hopelessness without wallowing in the misery: His mother views him as a lost cause, and he has few dreams of his own. Instead, he lives vicariously through his college-bound football star brother Ricky (Morris Chestnut), whose killing seems to deflate Doughboy’s own will to live. Cube’s final conversation with Cuba Gooding Jr.’s Tre—a realization that the outside world doesn’t give a shit what happens to them—is as moving as any scene featuring a rapper to date. –Alphonse Pierre

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1. 2Pac in Juice (1992)

It takes just once glance into Tupac’s eyes to know that Ernest Dickerson’s Harlem-set opus Juice isn’t your typical coming-of-age story. As Tupac’s character stares at his zoned-out father in the opening minutes, his background immediately becomes clear: He comes from a broken home, and his situation has grown from sadness to anger and hopelessness. After Bishop gets his hands on a gun and begins to turn on his friends, the movie takes on the beats of a slasher flick. But his loneliness is the engine of it all. The locker-room scene captures Pac at his best: When Omar Epps’ Q closes the door and Bishop is there waiting with the coldest “What’s up?” you’ll ever hear, the moment is chilling—not just because he’s lost it, but because you can see how far his pain has pushed him. –Alphonse Pierre

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If you want a closer examination of the quickly-evolving rap world, there’s no better place to look than in-depth biographies of the genre’s key players. Claire Lobenfeld selects the very best, from Kim Osorio’s exposé of her time with The Source to Scarface’s anxiety-ridded memoir of his tough Houston origins.

Trailblazing rap critic Jeff Chang’s primer Can’t Stop, Won’t Stop used to be one of the only go-tos when searching for a book about rap music. In recent years, Dan Charnas’ The Big Payback and Shea Serrano’s The Rap Yearbook (which, full disclosure, I contributed to) work in tandem to complete a robust picture of the genre both as an industry and as an ever-evolving art form.

With just a small library, you can catalogue so many facets of rap music and culture, from ego trip’s listicle-presaging Book of Rap Lists to Jay Z and legendary rap journalist dream hampton’s Decoded , which breaks down Hov’s lyrics through memoir, to Joan Morgan’s tome for the rap-loving feminist When Chickenheads Come Home to Roost . New releases, like Lil Wayne’s Rikers Island diary collection Gone ’Till November and DJ Khaled’s upcoming self-help book The Keys , both aim to bring new perspectives on two of the most influential artists working today.

In honor of a robust boost in the rap book canon, we’ve looked back at some of the best memoirs about the genre and the culture. Whether it’s the Black Eyed Pea’s Taboo cataloguing his struggles with addiction or the late Donda West’s detailed guide to raising a rap superstar, here are some of our favorites.

My Infamous Life: The Autobiography of Mobb Deep’s Prodigy Albert “Prodigy” Johnson and Laura Checkoway

Any Mobb Deep completist knows that Prodigy has a way with words – not just on record, but in the all-caps blog he kept on the old VIBE.com while he was in jail: “I LOVE READING & DOING RESEARCH SO THEY REALLY FUCKED UP PUTTIN’ ME IN A CAGE WITH NOTHING TO DO BUT EAT, WORK OUT, READ, WRITE AND SLEEP. I DON’T THINK THESE PEOPLE OVERSTAND WHAT THEY DID. MAYBE THEY THOUGHT I WOULD CURL UP AND DIE IN JAIL, WRONG!!!!”

In My Infamous Life , Prodigy uses the same curiosity and insistence for truth – even if it sounds a little wacky – that he did on his blog, creating a robust picture of his life. But it’s not just a great read – it’s a great listen . While audiobooks are not really our bread and butter at FACT, this one levels up the memoir. No stiff reading here, it’s just Prodigy adding more nuance to his words – both sincere and silly.

Diary of a Madman: The Geto Boys, Life, Death, and the Roots of Southern Rap Brad “Scarface” Jordan and Benjamin Meadows-Ingram

At a release event for Diary of a Madman at Brooklyn’s Powerhouse Arena last spring, Scarface said that he dreaded speaking to his co-writer Benjamin Meadows-Ingram, alluding to how much personal material was in the book. And, no doubt, the contents of Scarface’s memoir are rough – his recollections of his adolescence are steeped in anxiety and depression.

But it’s also a time capsule of the origins of Southern rap and what makes Houston essential to rap’s health. A must-read for anyone interested in history and who thinks a “sensitive side” can be shrouded with some kind of darkness.

My Voice Angie Martinez

Angie Martinez is one of the most vital voices telling hip-hop’s story. She’s been a staple of New York rap radio since the ‘90s. A host on legendary station Hot 97 until summer 2014 when she left for its competitor Power 105, Angie always made it feel like it was a friend speaking to you over the airwaves, not a broadcaster.

Her guests, from Puff Daddy to Future, have always seemed to feel the same way and give her some of the most candid interviews of her career. My Voice chronicles Angie’s rise to becoming dubbed “the voice of New York City” and everything personal in between.

Raising Kanye: Life Lessons From the Mother of a Hip-Hop Superstar Donda West

“Who said bananas have to be yellow?” This is a question Kanye West asked his mother as a child. Donda, West’s mother who passed away in 2007 after complications during surgery, reveals he liked to color bananas with purple crayons, an early revelation that he thought outside of the box.

Raising Kanye is a forward-thinking manual for motherhood, an ample companion read to better understanding Ye’s work (and self-assuredness), and a detailed account of young woman growing up in the South in the 1950s. Even if you’re not a Kanye fan, it’s a unique look at the cultural history and perceptions of race in America.

Sweet Jones: Pimp C’s Trill Life Story Julia Beverly

UGK, the Texas duo comprised of Bun B and the late Pimp C, had a huge hand in ushering Southern rap into national consciousness after appearing on Jay Z’s ‘Big Pimpin”. And while it took the Northeast a little bit longer than the rest of the country to grasp the magnitude of Bun’s and Pimp C’s talents, the release of the Outkast-featuring ‘Int’l Players Anthem’ in 2007 and C’s tragic death later that year solidified them as national legends and some of the most accomplished rappers in the genre’s history.

Here, Julia Beverly, self-made rap mogul and publisher of Ozone Magazine, uncovers the story of Pimp C’s life through unfettered research and reporting. It’s not only a great read, but a great example of how to get the job done.

Mo’ Meta Blues: The World According to Questlove Ahmir “Questlove” Thompson and Ben Greenman

The Roots bandleader Questlove’s isn’t just story of a vinyl and music nerd’s journey to fame, but an intricate deconstruction of what goes into the process of writing a memoir. Weaved throughout his life anecdotes are his communications with Ben Greeman, the famed author and New Yorker writer who also co-wrote and edited Questlove’s book.

But it’s not just the broken fourth wall that makes this book so “meta” – it’s what the decision about lifting this curtain also tells the reader about Questlove. Essential for a music-lover, a word-lover and anyone who doesn’t know, but should, that The Roots are more than just Jimmy Fallon’s late night crew.

God Save the Queen Diva! Big Freedia and Nicole Balin

Big Freedia has always been a totem for queer visibility in hip-hop and for the proliferation of bounce music in the mainstream. God Save the Queen Diva! is a deep dive into New Orleans culture and some of the vibrant music history that doesn’t get as much attention as the city’s hefty contribution to jazz.

It details his friendships with artists like Cheeky Blakk and the late Magnolia Shorty, whose ‘My Boy’ is still a staple. The book also goes heavy into Hurricane Katrina and the impact it left on the city. It’s a book about tragedy but also a book about working hard – one of the more inspirational on the list.

The Book of Luke: My Fight for Truth, Justice, and Liberty City Luther Campbell

Luther Campbell, better known as 2 Live Crew’s Uncle Luke, has been a first amendment freedom fighter since his group’s crude anthems like 1986’s ‘Throw the ‘D” caused a record store employee to receive felony charges for selling their album to a 14-year-old and 1989’s ‘Me So Horny’ sent the group to court for obscenity. But 2 Live Crew have always been a standard for judging the art, not the artist, and Campbell’s memoir takes a look at the injustices he and his group faced as musicians and as men.

Campbell has spoken out recently against the Republican party’s support of Donald Trump despite his lewd and aggressive remarks and celebrated the life of former US Attorney General Janet Reno for her work to stand up for black people in Miami.

Fallin’ Up: My Story Taboo of the Black Eyed Peas and Steve Dennis

OK, ok, ok – we know what you’re thinking: “why would I ever read a book about the member of the Black Eyed Peas?” The first answer is because it’s not will.i.am’s book and the second is because you want to know what it’s really like to go from being in a promising neo-soul-adjacent conscious rap group (remember ‘Joints & Jams’ ?) to the arbiters of some of worst party music of the 21st century. Taboo suffered from addiction among other afflictions and bares it all in this book.

Straight From the Source: An Exposé by the Former Editor-in-Chief of the Hip-Hop Bible Kim Osorio

Kim Osorio is one of the bravest women in music journalism. She stood up to the laissez-faire misogyny during her first stint as an editor at The Source in the early 2000s before becoming the magazine’s editor-in-chief in 2003 – the first woman ever to sit at the top of the mag’s masthead.

Osorio was tapped again almost a decade later to come back into that role after the magazine suffered a huge loss in credibility. Straight From the Source details what it’s like to take your coworkers to court and to be responsible to bring back to life a once-crucial product that’s only running on fumes.

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Screen Rant

20 best acting performances from rappers in movies and tv shows.

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10 Best Movies & TV Shows Like The Power Franchise

10 best coming-of-age movies starring people of color, ranked by rotten tomatoes, the gimp's real identity in pulp fiction explained.

• Rappers can deliver strong acting performances that rival those of more experienced actors, but some rap artists have risen above the pack.
• TV shows provide opportunities for rappers to showcase their acting skills in semi-biographical or fictional roles, with standout performances
• Rappers' performances often play into their rap personas, adding depth and authenticity to their characters.

Some of the best acting performances seen in movies and TV shows have come from recording rap artists aiming to showcase their range as artists. As such, viewers have seen many actors tell their own life stories, or the stories of other influential figures from various walks of life. Although there are some rappers that have turned to acting full-time , or at the very least, act more than they rap, many of the world's most successful rappers are fully capable of delivering strong acting performances that sometimes rival the performances of their more experienced scene partners.

Additionally, TV has also proven successful for rappers wishing to expand their creative repertoire, as there are many TV shows that star rappers in either a semi-biographical context, or a purely fictional one. Although some rappers like Ice-T or LL Cool J make the transition from rapping to acting more smoothly than others, more often than not, rappers tend to be successful in their endeavors because of their popularity as musicians, going against type, or even playing into the mythos surrounding their rap persona. Whether in movies or TV, some of the best acting has come by way of rappers .

The success of the Power universe speaks to the franchise's influence. However, there are other movies and shows that have influenced it as well.

20 RZA as Samurai Apocalypse - Californication (2012)

Rza's samurai apocalypse is a self-reflexive version of himself..

Played by RZA, Samurai "Sam" Apocalypse is a popular rapper and businessman who appears in Californicatio n 's fifth season with the goal of expanding his business ventures. Chiefly among Sam's priorities is developing his own version of Beverly Hills Cop , named Santa Monica Cop , which necessitates him seeking out the show's writer protagonist Hank. Sam's profession, zen-like demeanor, and large entourage all lovingly poke fun at the rapper, but RZA's performance suggests that he's in on the joke. As such, some of Californication 's funniest moments stem from Sam's interactions with David Duchovny's Hank.

Californication

19 fredro starr as marquis “bird” hilton - the wire (2002 - 2003), bird is one of the wire's most memorable characters despite his limited screen time..

Although HBO's The Wire doesn't have a singular protagonist for audiences to latch onto throughout the crime drama's six-year run, it still boasts some of the most compelling storytelling and writing ever committed to TV. The Wire centers around socioeconomic factors such as corruption in politics and law enforcement, drugs, and gang violence that contribute to the destruction of urban communities. As such, many different characters are introduced to audiences on the fly, with one of the best characters in The Wire being Marquis "Bird" Hilton, played by Fredro Starr.

Despite Bird only appearing in three episodes , Starr's intensity and delivery typically seen and heard in his work with the hardcore rap group Onyx translates incredibly well into that of the morally dubious and fairly unintelligent Bird. Acting as one of notorious drug lord Avon Barksdale's top enforcers, Bird is impulsive, often opting for violence to resolve issues, which leads to his arrest in The Wire 's second season. However, despite his brief appearance, many of the events that lead to the downfall of Barksdale's organization hinge on his carelessness, which highlights his importance to the overall framework of The Wire .

18 DMX as Tommy “Buns / Bundy” Brown - Belly (1998)

Dmx's rap persona enhances the performances of his loose cannon hitman for hire character..

Directed by prolific music video director, Hype Williams, Belly sees rap legends DMX and Nas as the hitman duo Bundy and Sincere in a stylish and gritty story about loyalty, money, power, and greed. Supported by the performances of fellow rappers Nas and Method Man, the late DMX delivers a solid performance that essentially sees him play two characters over the course of the late 90s crime drama classic. Initially, DMX plays into his aggressive rap persona as the merciless hitman known to others as Bundy. However, after a near-death experience inside a church, he turns his life to Christ.

While Bundy's reckless and erratic behavior more closely mimics the aesthetic of his rap persona, his decision to give his life to Christ and dedicate the rest of it to being a positive influence on the world is much more reminiscent to the late rapper's real-life tragic story. Although Belly marks DMX's feature-length debut , he tackles the character and subjects covered with a bravado that is not only magnetic and enthralling, but also somewhat self-reflexive. As such, DMX delivers a convincing and engaging performance that highlights many of the ills of an environment similar to Bundy and Sincere's.

17 Snoop Dogg as “Big” John Elliott - Day Shift (2022)

"big" john elliott is one of day shift's best vampire hunters..

Perhaps the greatest display of a rapper showcasing their range, Snoop Dogg stars alongside Jamie Foxx and Dave Franco in the Netflix horror action comedy, Day Shift , as the mysterious yet effective vampire hunter "Big" John Elliott. Replete with a cowboy hat and black leather duster that would fit Elliott right in with the likes of a Sergio Leone spaghetti Western, Elliott comes to the rescue when Foxx's Bud nearly meets his early demise via vampire ambush. Although the role mostly sees Snoop Dogg portray his usual charm and swagger , it balances out the otherwise absurd and bloody vampire flick.

16 André 3000 as Jimi Hendrix - Jimi: All Is By My Side (2013)

André 3000's depiction of jimi hendrix humanizes the otherwise deified musician..

Jimi: All Is by My Side sees the second half of Outkast, André 3000, take on the role of the legendary psychedelic rock musician, Jimi Hendrix, in a biographical drama that focuses on the late musician's career between 1966 and 1967. Whereas most biographical films tend to deify their subjects, Jimi: All Is by My Side showcases Hendrix's shortcomings in his personal life and how they influenced his music. André 3000's sincere depiction of Hendrix not only showcases his range as an actor, but it sees the musician utilize his unique voice in a way that perfectly captures Hendrix's spirit.

15 Ice-T as Jack Mason - Surviving the Game (1994)

Ice-t excels as a homeless man being hunted down by wealthy hunters..

Although Ice-T is known primarily in the acting world for his performance as Detective/Sergeant Odafin "Fin" Tutuola in the long-running police procedural, Law & Order: Special Victims Unit , Ice-T also delivers a strong performance as a homeless man named Jack Mason in Surviving the Game . Loosely based on the 1924 Richard Connell short story, The Most Dangerous Game , Surviving the Game sees Ice-T's Jack fighting for his life after being tricked into being the hunting prey of a group of wealthy hunters. While Ice-T's usual machismo is on full display , his work as Jack excels largely because of his intelligence.

Using the forested environment to his advantage, Jack consistently remains one step ahead of his seasoned hunters in a story that not only speaks to the character's intelligence, but to the human spirit as well. While Surviving the Game isn't as well known as Ice-T's work in the Law & Order franchise or New Jack City , it displays his range as his typical scowling presence is replaced by a man desperately trying to survive his macabre situation. Replete with supporting performances from the late Rutger Hauer, Gary Busey, and Charles S. Dutton, Ice-T holds his own in the underrated action thriller.

14 Big Boi as Marcus - ATL (2006)

Marcus's relentlessness makes him one of the most effective villains in cinema history..

ATL is a coming-of-age drama that centers around a group of friends enduring the hardships associated with growing up in a rough Atlanta, Georgia neighborhood. Although many rappers star or cameo in ATL , the film's central antagonist, Marcus, played by one-half of the southern rap group Outkast's Big Boi , delivers ATL 's standout performance. Whereas most characters in the movie follow familiar tropes, Marcus is an interesting villain in that he originally starts the movie off as something of a mentor to the film's adolescent protagonists - even going so far as to steer them away from selling drugs.

However, the deuteragonist and impressionable teenager Ant finds himself drawn to Marcus and the flashy lifestyle that a life of dealing drugs seems to provide the man. As such, Ant disregards Marcus's warnings about the dangers associated with drug dealing to not only pursue the riches and status associated with it, but also prove his manhood to his friends. Big Boi's Marcus is an effective villain because he exploits Ant's hubris, which leads to many near-death experiences for the teen, while also displaying a completely different side of the legendary rapper's creativity .

13 LL Cool J as Dwayne Keith “God” Gittens - In Too Deep (1999)

Ll cool j's antagonist avoids common crime lord tropes..

The late 90s crime thriller, In Too Deep , sees Omar Epps as undercover police officer Jeffrey "J. Reid" Cole as he arduously works to take down the ruthless crime lord, Dwayne Keith "God" Gittens, played by rap legend LL Cool J. Whereas most crime suffer from cartoonish portrayals by their actors, Dwayne is an effective presence as LL Cool J's boyish charm and bachelor swagger paradoxically make him a more menacing and threatening presence throughout the movie. As such, he effortlessly switches between a charming gentleman and a ruthless leader, seemingly by the drop of a hat.

Dwayne's volatile mental state not only keeps his subordinates and J. Reid on their toes, but it has a similar effect on audiences, as LL Cool J's performance lulls everyone into a false sense of security before turning things on their own head. As the movie progresses and Dwayne's paranoia regarding J. Reid's possible status as an undercover cop grows, his behavior becomes organically becomes more erratic. Because of Dwayne's growing paranoia, he exacts harsher methods of keeping his subordinates in line with increasingly brutal results that aids significantly in making LL Cool J disappear into his role.

12 Busta Rhymes as Dreads - Higher Learning (1995)

Busta rhymes' energized performance solidified him as a capable actor..

Higher Learning centers around the racial tension between Black and White students at Columbus University in John Singleton's third feature-length film. With performances from Busta Rhymes and Ice Cube, Busta Rhymes outshines nearly everyone in the film with his highly energetic energy that's usually on display in his music. Busta plays Dreads, a fellow student at Columbus University who, along with his Black roommates, endures a lot of racial prejudice from some of the White staff and student body. Nevertheless, Dreads maintains a positive and optimistic outlook and uses his energy to uplift his friends.

11 Cam’Ron as Rico - Paid in Full (2002)

Rico's cunning and treachery make him one of the best villains in the crime drama genre..

Cam'ron plays Rico, a ruthless drug dealer who, along with his closest friends Ace and Mitch, is very prolific in the 1980s New York drug scene. Rico is based on Alpo Martinez , and Cam'ron's delivery of the backstabbing criminal highlights the treacherous and bleak reality of living a life of crime. While some of the other dealers in Paid in Full demonstrate a sense of honor, Rico disregards it entirely when the police's apprehension efforts close in on him and his outfit. Filled with strong performances, Cam'ron's is arguably the most memorable because of his betrayal of his crew.

Coming-of-age is a popular genre, yet movies centering on characters of color don't receive as much recognition. Rotten Tomatoes ranks the best here.

10 Common as Cassian in John Wick: Chapter 2 (2017)

Cassian proves to be one of john wick's greatest opponents..

Common plays Cassian, a deadly assassin who is also the chief bodyguard of the Italian Camorra crime family's Gianna in John Wick: Chapter 2 . A man of silence, what Cassian lacks in conversational skills he more than makes up for in ability, as he is consistently portrayed as Wick's most equal foe around the time of the movie's release. Common's work as Cassian is effective because the rapper's music is centered around peace and love. However, Cassian is a remorseless killer, and his subway fight with Wick still remains one of the best moments in the John Wick franchise .

John Wick: Chapter 2

9 ms. lauryn hill as rita louise watson in sister act 2: back in the habit (1993), rita's constant feuding with whoopi goldberg's sister mary keeps the tension high..

Ms. Lauryn Hill's breakout role as the young and brash Rita Louise Watson, a Catholic student attending St. Francis Academy, is one of the film's standout performances. As Rita, Hill demonstrates a boldness and magnetic charm that would go on to translate incredibly well into her rap career as both a member of The Fugees and as a solo artist. Initially, Rita starts the film off as a perpetually moody young woman, but after audiences learn about her upbringing and her feelings regarding her school's pending closure, it highlights why she's the way she is, while demonstrating Hill's artistic range.

8 50 Cent as Marcus “Young Caesar” Greer - Get Rich or Die Tryin’ (2005)

Young caesar's story perfectly mirrors 50 cent's..

50 Cent delivers a powerful performance in his feature-length film debut as Marcus "Young Caesar" Greer, a character loosely based on the rapper himself. After surviving an attempt on his life that sees Marcus getting shot nine times by a fellow drug dealer, he takes the near-death experience as a sign to turn over a new leaf and focus full-time on his music career. While one could argue that 50 Cent would have a significantly easier time essentially playing himself, his performance demonstrates a vulnerability and humanity rarely seen in the world of gangster rap.

7 Eminem as James “Jimmy” Smith Jr. / B-Rabbit - 8 Mile (2002)

B-rabbit's rags-to-riches rap story highlights the arduous nature of becoming a successful rapper..

In a similar lane as 50 Cents' Get Rich or Die Tryin' , Eminem's 2002 semi-biographical film, 8 Mile centers around James "Jimmy" Smith Jr., better known as B-Rabbit, and the journey from a poor, blue-collar working man to one of the most successful and influential rappers of all time. Eminem's debut performance showcases a humility and gentleness typically absent from his early music career which provides a greater sense of understanding regarding Eminem's real-life story. 8 Mile also highlights the particularly tough road many walk in pursuit of achieving mainstream success as a rapper.

6 Method Man as Davis MacLean in Power Book II: Ghost (2020 - Present)

Davis constantly keeps the tension and suspense high by satisfying his own interests over everyone else's..

Although Method Man has portrayed a full spectrum of roles throughout his acting career, ranging from criminals to self-reflexive versions of himself, Davis MacLean is perhaps his most versatile character to date. As a criminal turned criminal defense attorney, Davis still maintains the grit and edge one would cultivate from a life on the streets while blending it with the discipline and acumen necessary to becoming a successful lawyer. Method Man's commanding screen presence combined with his smooth delivery of each of his lines not only makes Davis undeniably complex, but it speaks to Method Man's command of his craft.

5 Queen Latifah as Cleopatra “Cleo” Sims - Set It Off (1996)

Cleo's unstable mental state keeps the tension high throughout the film's runtime..

Known primarily for her conscious rap career and starring role in the underrated sitcom, Living Single as Khadijah James, Queen Latifah excels in her role as the borderline sociopathic criminal, Cleopatra "Cleo" Sims in F. Gary Gray's mid-90s crime drama, Set It Off . Rife with strong performances by Vivica A. Fox and Jada Pinkett, Latifah stands out the most as Cleo's misguided sense of honor makes her a perpetually volatile force of nature. Perhaps because of her image as a conscious rapper beforehand, Latifah outshines her scene partners by demonstrating the harsh impact a rough upbringing can have on people.

4 Yasiin Bey as Vivien Thomas - Something the Lord Made (2004)

Bey's performance as vivien thomas highlights the power of perseverance through insurmountable challenges..

Yasiin Bey's performance as Dr. Vivien Thomas shines as one of the best in the rapper-actor's career, and Bey's portrayal of the real-life heart surgeon highlights the multifaceted nature of his creativity. Starring alongside the late Alan Rickman, Bey's performance as the meek yet determined Dr. Thomas not only demonstrates the pioneering medical professional's brilliance, but his tack with combating racism speaks volumes to his character as well. While Bey has acted in movies since the late 1980s, his work in the 2004 biographical drama remains a standout in his acting career.

3 Donald Glover as Earnest “Earn” Marks - Atlanta (2016 - 2022)

Glover's performance exposes audiences to the multifaceted nature of being a black man in america..

Created by, co-written, and co-directed by Donald Glover, Atlanta sees Glover as Earnest "Earn" Marks , a brilliant yet lazy young man navigating his personal relationships while also trying to establish himself in the music industry. Although Glover's work on the hit comedy series, Community , perfectly demonstrates the actor-rapper's excellent comedic chops, his performance as Earn outshines it because it highlights the nuanced experience of being Black in America as it relates to both one's interactions with Black and non-Black people. Infused with absurd, surreal, and horror elements, Glover grounds the show with his performance.

2 Ice Cube as Doughboy - Boyz in the Hood (1991)

Ice cube's breakout performance as doughboy is the heart of john singleton's debut film..

Although O'Shea "Ice Cube" Jackson has developed a strong reputation as one of Hollywood's best rapper-actors, his breakout role came in the 1991 John Singleton classic drama, Boyz in the Hood , as the iconic Doughboy. Based partially on the people Ice Cube grew up around, Doughboy is brash and outspoken, often speaking up on behalf of his significantly less confident friends and peers. While Doughboy very easily could have been a generic and flat character, Ice Cube's authentic representation of the often disregarded people like Doughboy , helps highlight many issues in urban communities.

Moreover, Ice Cube's performance as Doughboy addresses an oft-neglected issue in many Black households, especially for its time, and that's problems relating to Black masculinity. While Doughboy remains one of the most prominent figures in cinematic history because of Ice Cube's star-making performance, his monologue at the film's climax regarding society's impact on his behavior perfectly tackles the issues in the community without feeling preachy or insincere. Ice Cube's acting career has taken off since Boyz in the Hood , but the empathy expressed in his monologue solidifies itself as one of his best.

1 Tupac Shakur as Roland Bishop - Juice (1992)

Bishop's manipulative and controlling mindset makes him one of the best movie villains..

Despite Tupac Shakur's untimely demise in 1996, he successfully developed an impressive acting career that consists of supporting and starring roles in movies such as Poetic Justice , Abov the Rim , Bullet , and Gridlock'd . However, his star-making turn as Juice 's Roland Bishop not only serves as the best acting performance of his career, but is also arguably the best performance from a rapper in a movie . Even though star Omar Epps delivers a strong and convincing performance throughout the film, Shakur's intensity and charisma make his Bishop one of the most effective villains in cinematic history.

Bishop's speech to Epps' Q inside their school's hallway is iconic, but the brief scenes of Bishop's home life and Shakur's body language speak to his ability as a thespian. Bishop's awkward interactions with his near-comatose father highlight the negative impact that the lack of a proper father figure can have on young men, particularly young men of color. While the scenes don't justify Bishop's actions, they explain them, and given the lengths Shakur's Bishop goes through to maintain his misconstrued sense of manhood, it remains the best rapper performance delivered in one of the best movies ever made.

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The Best Hip Hop Movies Of The '90s

The best ‘90s hip hop movies capture the essence of a golden era in both music and film. This ranked list focuses on films from the ’90s that celebrated hip hop culture, had significant cultural impact, and resonated deeply with audiences back then—and still do today. The selection criteria for this list involve factors such as popular votes, box office performance, lasting legacy, and critical acclaim. This list encourages you to join in on a crowdranking effort, allowing the community to decide which films deserve top spots.

From Boyz n the Hood (1991) to Juice (1992), the ‘90s delivered some truly classic hip hop films. Boyz n the Hood offered a raw glimpse into the struggles of urban life, featuring Ice Cube in a memorable debut. Juice starred Tupac Shakur, marking him as an indelible force in both music and acting. New Jack City (1991) brought Wesley Snipes to the forefront with its gripping narrative about drugs and power. Menace II Society (1993) shocked audiences with its unflinching portrayal of inner-city violence. Above the Rim (1994) combined basketball with hip hop culture, starring Tupac Shakur once again. Other good 90’s movies featuring rappers include House Party , Belly , CB4 , and Original Gangstas . 

Engage with this list by casting your vote for your favorite 90s hip hop movie. Your vote helps keep this ranking updated and reflective of community opinions. Whether it's the powerful storytelling, iconic soundtracks, or unforgettable performances, let your voice be heard. Feel free to share your thoughts in the comments and debate why your picks deserve the top spots. Get ready to celebrate the best of 90s hip hop cinema!

Boyz n the Hood

• Released : 1991
• Directed by : John Singleton

Boyz n the Hood , directed by John Singleton, is an exemplary 90s hip-hop film that delves into the harsh realities of life in South Central Los Angeles. The story focuses on three friends – Tre (Cuba Gooding Jr.), Doughboy (Ice Cube), and Ricky (Morris Chestnut) – as they navigate their way through the challenges of living in a crime-ridden neighborhood. With its powerful performances and authentic portrayal of the African-American experience during this time period, Boyz n the Hood has become a cultural touchstone for its unflinching look at systemic racism, gang violence, and diminished opportunities for young black men.

• # 1 of 9 on John Singleton: Movies Directed By John Singleton
• # 11 of 63 on The Greatest Directorial Debuts Of All Time
• # 89 of 379 on The Best Movies Of The '90s, Ranked

New Jack City

• Directed by : Mario Van Peebles

New Jack City , directed by Mario Van Peebles, stands as one of the most influential hip-hop films of the 90s. This gritty crime drama chronicles the rise and fall of drug lord Nino Brown (Wesley Snipes) and his notorious Cash Money Brothers crew. Co-starring Ice-T and Chris Rock, New Jack City offers viewers a riveting glimpse into Harlem's crack epidemic era while showcasing a memorable soundtrack featuring contemporary rap artists such as Ice-T himself. With its captivating visuals and intense storyline, New Jack City encapsulates urban street life with hard-hitting authenticity.

• # 304 of 379 on The Best Movies Of The '90s, Ranked
• # 35 of 86 on The Best Movies Of 1991, Ranked
• # 17 of 475 on The Best Black Movies Ever Made, Ranked

• Released : 1995
• Directed by : F. Gary Gray

Friday is an unapologetically hilarious comedy directed by F. Gary Gray that shines a light on African-American culture during the 90s hip-hop era. Starring Ice Cube and Chris Tucker as two friends trying to survive a hectic day in their South Los Angeles neighborhood, this cult classic captures both humor and heart amid everyday struggles in urban America. Its unforgettable one-liners ("Bye Felicia!") are still quoted today, proving that Friday's charm endures even decades after its release.

• Dig Deeper... The 15+ Best 'Friday' Movie Quotes
• # 131 of 278 on 'Old' Movies Every Young Person Needs To Watch In Their Lifetime
• # 531 of 769 on The Most Rewatchable Movies

• Released : 1992
• Directed by : Ernest R. Dickerson

Juice stars Omar Epps and Tupac Shakur in a coming-of-age story set against the backdrop of Harlem's rapidly growing hip-hop scene. Directed by Ernest R. Dickerson, this riveting drama follows four friends as they grapple with violence, crime, and their own personal demons. The film is notable for its memorable performances, particularly Shakur's standout portrayal of the troubled Bishop, and its vivid depiction of youth living on the edge during a tumultuous time in New York City.

• # 6 of 475 on The Best Black Movies Ever Made, Ranked
• # 4 of 81 on 80+ Great Movies About Black Teens
• # 46 of 98 on The Best Movies Of 1992, Ranked

Menace II Society

• Released : 1993
• Directed by : Allen Hughes, Albert Hughes

Menace II Society , directed by Albert and Allen Hughes, tells the harrowing story of young Caine (Tyrin Turner) as he navigates life in South Central Los Angeles amidst gang violence and drug addiction. Co-starring Larenz Tate and Jada Pinkett Smith, this critically acclaimed film serves as a resounding commentary on urban decay and the cyclical nature of poverty in marginalized communities. Featuring an outstanding hip-hop soundtrack with tracks from Spice 1, MC Eiht, and Brand Nubian, Menace II Society remains an essential watch for fans of 90s cinema.

• # 259 of 379 on The Best Movies Of The '90s, Ranked
• # 431 of 675 on The Best Movies Roger Ebert Gave Four Stars
• # 12 of 475 on The Best Black Movies Ever Made, Ranked

Above the Rim

• Released : 1994
• Directed by : Jeff Pollack

Above the Rim is an engaging sports drama directed by Jeff Pollack that combines basketball action with gritty street life. The film revolves around aspiring high school athlete Kyle Watson (Duane Martin) as he navigates both on-court challenges and off-court temptations while pursuing his dreams of playing college ball. Co-starring Tupac Shakur as a charismatic drug dealer, Above the Rim features unforgettable performances set against an exhilarating soundtrack featuring noteworthy collaborations between artists like Warren G, Nate Dogg, Snoop Dogg, and The Lady of Rage.

• # 48 of 475 on The Best Black Movies Ever Made, Ranked
• # 25 of 69 on The Best High School Sports Movies
• # 19 of 81 on 80+ Great Movies About Black Teens

The Definitive List: Top 50 Greatest Rappers of All Time

Let’s face it: Hip Hop heads love a good debate, and nothing gets the culture talking like a “Greatest Rappers” list. Here at HHGA we love lists, but we’ve always shied away from ranking emcees. It seemed like a fool’s errand – how do you quantify greatness in an art form as diverse and dynamic as rap? But after seeing some truly head-scratching lists out there (we’re looking at you, Forbes ), we decided it was time to throw our hat in the ring.

This isn’t your typical popularity contest. We’re not here to crown rappers based on record sales or Instagram followers. Nah, we’re digging deeper. We’re talking about pen game, flow, technical skill, ability to rock a crowd, impact on the culture, longevity, and to a lesser extent things like fame, popularity, and hype. That means some ‘big’ names might not make the cut if we think their bars or skills don’t match their fame. And rappers who depend on ghost-writers? Not on our list.

We know this list is gonna ruffle some feathers. Your favorite might not be here, or maybe they’re lower than you think they should be. That’s cool – debate is the lifeblood of Hip Hop, even if these debates can quickly become subjective to the point of meaninglessness. So: while this is OUR definitive list, we’re not claiming it should be yours, it’s just our take based on decades of listening, analyzing, and living this culture.

We’re giving props to the pioneers who laid the foundation, the lyrical assassins who elevated the art form, and the innovators pushing boundaries today. You’ll see some undisputed legends, some underrated greats, and maybe a few surprises that’ll make you hit rewind on their catalog. Our preference for artists with long-standing careers should be no surprise, given our background. To earn a place among the best, an artist needs a substantial history, in our opinion. While most rappers on this list have decades of work behind them, we’ve included a few with shorter or more recent careers because their talent and the quality of their work are simply undeniable.

This list is a love letter to Hip Hop in all its forms. From the boom-bap of New York to the gangsta rap of LA, to the Dirty South sounds of Atlanta – we’re celebrating the emcees who’ve shaped and are continuing to shape this global phenomenon.

So grab your headphones, listen to these rappers as we talk about them, get ready to nod your head, and maybe even screw up your face at some of our choices. This is our definitive Top 50 Greatest Rappers of All Time. Let the debates begin.

50. Melle Mel

Melle Mel is a true OG, a pioneer who helped birth Hip Hop as we know it. As a founding member of Grandmaster Flash and the Furious Five, he was there when the culture was still taking its first breaths in the Bronx.

His booming voice commanded attention, cutting through weak sound systems and dominating crowds when rap was still unnamed. But Melle Mel’s true power lay in his pen. “ The Message ” was a seismic shift in music when it dropped in 1982. He painted gritty, vivid portraits of urban struggle, elevating rap beyond party rhymes to a form of potent social commentary. Tracks like “Beat Street,” “White Lines (Don’t Do It),” and “New York, New York” were other examples of his ability to tackle complex issues with unflinching honesty. This raw truth-telling became Hip Hop’s signature.

Melle Mel didn’t simply participate in Hip Hop’s early days – he architected its future. And even though he doesn’t have a catalog on par with his significance, every emcee who followed has built upon the foundation he laid. His influence resonates through decades of rap, so bow down to the legend; Melle Mel helped create the game we’re all playing.

49. Killah Priest

Killah Priest is one of Hip Hop’s most enigmatic and intellectually profound voices. Born Walter Reed in Brooklyn’s Bedford-Stuyvesant projects, Priest emerged from the extended Wu-Tang family to carve out a unique lane as rap’s metaphysical maestro.

From his early appearances with Gravediggaz and his legendary verse on GZA’s “B.I.B.L.E.,” Priest established himself as a lyricist of rare depth. His bars are dense with religious allegory, historical references, and cosmic imagery that reward repeated listens.

Priest’s solo catalog is a treasure trove for those willing to dive deep. Albums like Heavy Mental (1998), Elizabeth (Introduction To The Psychic) (2009), The Psychic World of Walter Reed (2013), and Planet Of The Gods (2015) are sprawling epics that blend street wisdom with esoteric knowledge. His recent works, like Rocket to Nebula (2020), push further into experimental territory, eschewing traditional beats for dreamlike soundscapes.

Killah Priest’s commitment to his artistic vision apart is unwavering. In an era of disposable content, he crafts albums that demand – and reward – full immersion. His baritone flow and vivid imagery create worlds in which listeners get lost. While he may never have achieved mainstream fame, Killah Priest’s influence on Hip Hop’s intellectual and spiritual fringes is indisputable. He is a beacon for those who seek more than surface-level lyricism, a true artist’s artist whose work continues to challenge and inspire.

Essential albums: Heavy Mental (1998), Elizabeth (Introduction To The Psychic) (2009), The Psychic World of Walter Reed (2013), Rocket to Nebula (2020)

48. Mos Def

Mos Def, now known as Yasiin Bey, is an emcee who captured hearts as soon as he appeared on the scene. Born Dante Terrell Smith in New York City, he began reshaping the rap game in the late ‘90s with his deep conscious lyrics and versatile style. His work with Talib Kweli in the duo Black Star brought him recognition for his soulful essence and thought-provoking wordplay. Their 1998 debut album, Mos Def & Talib Kweli Are Black Star , is hailed as a classic, addressing critical societal issues like racism and poverty with a blend of intelligence and artistry.

His 1999 debut solo album Black On Both Sides is celebrated for its artistic vision, featuring standout tracks like “Ms. Fat Booty” and “UMI Says.” These songs demonstrate his ability to effortlessly switch from bawdy storytelling to profound reflections on black liberation. His lyrical prowess and ability to infuse complex metaphors into his critiques of society elevate his rapping to the level of poetry.

After making a triumphant return with The Ecstatic in 2009, Bey continued to evolve, both as an artist and an actor. His performances in films like “Brown Sugar” and the TV show “Dexter” proved his range beyond music. In 2011, he adopted the name Yasiin Bey, starting a new phase in his illustrious career. Whether through his groundbreaking work with Black Star or his impactful solo projects, Yasiin Bey earned his place among Hip Hop’s elite.

Essential albums: Mos Def & Talib Kweli Are Black Star (1998), Black On Both Sides (1999)

47. Kool Moe Dee

Kool Moe Dee, born Mohandas DeWese in 1963, is a Hip Hop pioneer who helped shape the genre’s early sound and style. Rising from the block parties of Harlem, he first made waves as part of the Treacherous Three, dropping iconic singles like “The New Rap Language” and “Body Rock” in the early ’80s.

After the group split, Kool Moe Dee’s solo career took off. His self-titled 1986 debut LP set the stage (with the hit single “Go See The Doctor” as its centerpiece), but 1987’s How Ya Like Me Now catapulted him to stardom. The platinum-selling album had his commanding delivery and razor-sharp rhymes front and center, making him one of the leading rappers of his era.

Moe Dee’s impact extended beyond album sales. He became the first rapper to perform at the Grammys and was part of the groundbreaking “ Self-Destruction ” single. His appearance on Quincy Jones’ “Back on the Block” alongside other rap legends bridged generational gaps in Black music. His beef with LL Cool J became one of Hip Hop’s first high-profile feuds, pushing both artists to new lyrical heights. Moe Dee’s bold style and uncompromising attitude influenced countless emcees who followed.

While his commercial peak was brief, Kool Moe Dee’s significance in Hip Hop history is massive. He helped elevate rap from an underground phenomenon to a mainstream art form, paving the way for future generations. His legacy as an innovator, skilled lyricist, and fearless artist secures his place on this list.

46. Aceyalone

Aceyalone is a West Coast emcee who helped shape the underground scene in Los Angeles during the early ’90s. As a founding member of Freestyle Fellowship, he was at the forefront of a movement that prioritized lyrical dexterity and creative expression over the gangsta rap that dominated the region back then.

Emerging from the legendary Good Life Café as a co-founder of Freestyle Fellowship and of alternative Hip Hop collective Project Blowed, Aceyalone honed his craft in freestyle battles and open mics. His work with Freestyle Fellowship, particularly on the group’s classic sophomore album Innercity Griots (1993) showcased his unique flow and wordplay, setting a new standard for lyricism on the West Coast.

His solo debut, All Balls Don’t Bounce (1995), cemented his reputation as one of the West Coast’s most gifted lyricists. But 1998’s A Book of Human Language truly set Aceyalone apart. This concept album, produced by Mumbles, is a lyrical tour de force that pushed Hip Hop into uncharted territory. Dense with metaphors and abstract concepts, it’s a masterpiece that rewards repeated listens but was unfortunately slept on by many.

Throughout his career, Aceyalone has always rejected mainstream trends in favor of artistic integrity. While never achieving massive commercial success, Aceyalone proved that rap could be intellectually challenging, poetically rich, and musically adventurous. For those who value lyrical innovation and true artistic vision, Aceyalone is essential, and he is a worthy addition to any list of all-time greats.

Essential albums: Innercity Griots (1993), All Balls Don’t Bounce (1995), A Book of Human Language (1998)

45. Gift Of Gab

Gift of Gab, one half of the legendary Blackalicious duo, was a lyrical virtuoso from Sacramento, California. He exploded onto the scene in 1999 with Blackalicious’s debut Nia , an album that quickly became a cult classic and revealed his unparalleled wordplay.

Gab’s technical prowess was mind-blowing. He could effortlessly spit rapid-fire rhymes packed with intricate internal schemes and multisyllabic words that would leave other emcees in awe. His iconic track “Alphabet Aerobics” is a jaw-dropping display of verbal gymnastics, but it’s only the tip of the iceberg regarding his abilities.

Albums like Blazing Arrow (2002) further solidified Gab’s status as one of Hip Hop’s elite lyricists. His content was as rich as his delivery, exploring complex themes with intelligence and depth. This commitment to substance over style may have limited his mainstream appeal, but it earned him the undying respect of true Hip Hop heads.

Sadly, Gift of Gab passed away in 2021 due to kidney failure. His loss was deeply felt in the Hip Hop community, but his presence is eternal. For those who value technical skill, poetic complexity, and genuine artistry in rap, Gift of Gab will always be remembered as one of the greatest ever to touch a mic.

Essential albums: Nia (1999), Blazing Arrow (2002)

44. Kendrick Lamar

Kendrick Lamar is a generational talent, even earning respect from old-school Hip Hop heads like us who might not always vibe with his unconventional vocal inflections and rap styles. His rise to Hip Hop royalty has been meteoric, with a discography that reads like a list of modern classics.

His breakout album good kid, m.A.A.d city (2012) introduced the world to Kendrick’s linguistic prowess and conceptual storytelling, while To Pimp A Butterfly (2015) transcended genre boundaries, becoming a cultural landmark. DAMN. (2017) solidified his mainstream appeal and earned him a historic Pulitzer Prize.

Kendrick’s lyricism is always clever, combining vivid storytelling with sharp social commentary always featuring fearless experimentation and his masterful flows. With 17 Grammys and counting, Kendrick has firmly established himself among rap’s elite. His influence extends beyond music, as seen in his work on the “Black Panther” soundtrack and his pgLang collective. He’s earned his spot among Hip Hop’s finest, bridging the gap between commercial success and artistic integrity in a way few others have managed.

However, it’s worth noting that some feel the younger generation can be overzealous in their praise, sometimes glossing over the contributions of earlier rap pioneers when crowning Kendrick the GOAT. While he may not top OUR all-time list, his inclusion here among the greatest is indisputable – Kendrick Lamar’s presence on this list speaks volumes about his talent and impact.

Essential albums: good kid, m.A.A.d city (2012), To Pimp A Butterfly (2015)

Skyzoo, born Gregory Skyler Taylor in Brooklyn’s Crown Heights, has been a formidable presence in Hip Hop since the early 2000s. This Brooklyn emcee has consistently delivered dexterous narratives about city life, daily struggles, and dreams of success, earning his place among the best rappers of his generation.

Skyzoo grew up admiring local legends like The Notorious B.I.G. and Jay-Z. He cut his teeth on numerous mixtapes, collaborating with respected producers like Jay Dee and 9th Wonder. His 2006 project with 9th Wonder, Cloud 9: The 3 Day High , set the stage for his solo career.

Skyzoo’s official debut, The Salvation (2009), established him as one of rap’s brightest talents. The album, featuring production from Just Blaze, 9th Wonder, and Illmind, matched tough beats with Skyzoo’s cutting lyricism. Since then, he’s released a string of excellent albums, each showcasing his growth as an artist and storyteller.

His discography is remarkably consistent, both extensive and critically acclaimed, Skyzoo has proven himself to be a true emcee with an exceptional pen game and mic presence. His near-flawless catalog coupled with his ability to craft compelling narratives while maintaining technical excellence earns him this place among Hip Hop’s elite.

Essential albums: The Salvation (2009), Barrel Brothers (with Torae) (2014), Music for My Friends (2015), The Easy Truth (with Apollo Brown) (2015), Retropolitan (with Pete Rock) (2018), All the Brilliant Things (2021)

42. Big Pun

Big Pun, the lyrical juggernaut from the Bronx, was a force of nature in the rap game. This heavyweight emcee burst onto the scene in the late ’90s, dropping bars so dense they had their own gravitational pull.

Let’s talk about Capital Punishment (1998). This album was a declaration of war on lyrical mediocrity in Hip Hop. Pun came through with wordplay so intricate, you needed a map to navigate it. Tracks like “Beware”, “You Ain’t a Killer”, and “Super Lyrical” (with Black Thought), had heads spinning, trying to catch every punchline and metaphor. But Pun wasn’t all lyrical flexing. “Still Not a Player” proved he could craft a radio-friendly hit without dumbing down his style. That track flipped a Brenda Russell sample into a salsa-tinged banger that had the whole world singing along.

Pun’s technical prowess was off the hook. The man could spit multisyllabic rhymes faster than most people can think. His flow on “Tres Leches (Triboro Trilogy)” should still studied by aspiring emcees today. As the first Latino solo rapper to go platinum, Pun kicked down doors for a whole generation of artists.

Big Pun’s life was cut short at 28, but his legacy looms large. In a time when mainstream Hip Hop was moving away from lyricism, Pun reminded everyone that bars still matter. He wasn’t here for long, but he left an indelible mark on Hip Hop that’s still felt today.

Essential albums: Capital Punishment (1998)

41. Lupe Fiasco

Chicago’s Lupe Fiasco has carved out a unique space in Hip Hop with his intricate lyricism, socially conscious themes, and reflective storytelling. Emerging in 2006 with his debut album Food & Liquor , Lupe quickly established himself as more than just another rapper – he was a thought-provoking force addressing life, politics, and social issues.

His career has been marked by both critical acclaim and commercial success. Albums like Food & Liquor , The Cool (2007), Tetsuo & Youth (2015), and the conceptual masterpiece Drogas Wave (2018) are the classics in his discography. Tracks such as “Kick, Push,” “Superstar,” and “The Show Goes On” have become fan favorites, while “Mural” is widely regarded as one of the best songs of the 2010s.

Lupe’s influence extends beyond his music. As an entrepreneur and community advocate, he’s used his platform to foster creative discourse and opportunities in underprivileged communities. His efforts have earned him recognition as a Henry Crown Fellow and GQ’s Man of the Year in 2006.

Despite some ups and downs in his career and a couple of duds in his catalog, Lupe’s dedication to lyricism has never wavered. His poetic, uplifting nature and insightful lyrics connect him to rap’s rich lineage, earning him his place on this list.

Essential albums: Food & Liquor (2006), The Cool (2007), Tetsuo & Youth (2015), Drogas Wave (2018)

40. Snoop Dogg

Snoop Dogg is a West Coast icon who’s become one of Hip Hop’s most recognizable figures. His journey began in Long Beach, California, where he caught the ear of Dr. Dre. Snoop’s debut on Dre’s “ Deep Cover ” in 1992 was the start of something monumental. When The Chronic dropped later that year, Snoop’s laid-back flow and distinctive voice helped define the G-funk era. His verses on tracks like “ Nuthin’ But a ‘G’ Thang ” became instant classics, setting the stage for his solo career.

In 1993, Snoop’s debut album Doggystyle shattered records, becoming the first debut album to enter the Billboard 200 at number one. It sold over 800,000 copies in its first week, establishing Snoop as a force to be reckoned with. The album, packed with hits like “ Gin and Juice ” and “Who Am I? (What’s My Name?)”, is now considered a quintessential West Coast rap record.

While none of Snoop’s later albums reached the heights of Doggystyle , he continued to evolve. He explored different sounds, from gangsta rap to more melodic productions, and even ventured into reggae as Snoop Lion. His versatility shines through in collaborations across genres and generations, from 2Pac to Kendrick Lamar.

Beyond music, Snoop has become a cultural icon and entrepreneur. His laid-back persona, business ventures, and mainstream appeal have made him a global celebrity, transcending Hip Hop. In 2022, Snoop came full circle by purchasing Death Row Records, his former label.

Snoop’s influence on Hip Hop is undeniable. From his smooth flow to his storytelling abilities, he’s left an indelible mark on the genre, helping to bring West Coast rap to the forefront and making Hip Hop more accessible to the masses.

Essential albums: Doggystyle (1993)

Big L, born Lamont Coleman in Harlem, was a lyrical prodigy whose life was tragically cut short. Rising from freestyle battles on the streets, he quickly made a name for himself with his razor-sharp wit and intricate wordplay.

His 1995 debut, Lifestylez ov da Poor & Dangerous , didn’t immediately set the charts on fire, but it’s now considered a Hip Hop classic. Tracks like “ Put It On ” and “MVP” showcased Big L’s unparalleled ability to string together complex rhyme schemes and deliver punchlines that left listeners rewinding to catch every bar.

Big L’s flow was rapid-fire yet crystal clear, his content a mix of street narratives and clever wordplay that few could match. He gained respect from peers and Hip Hop heads alike, becoming a key member of the Diggin’ in the Crates crew alongside Lord Finesse and others. The single “Ebonics” in 1998 seemed poised to catapult Big L to mainstream success. Tragically, he was gunned down in Harlem in 1999 at just 24 years old. His posthumous album, The Big Picture (1999), gave fans a bittersweet taste of his immense potential.

Despite his limited catalog, Big L’s impact on Hip Hop is profound. He was a master lyricist and he influenced countless emcees who followed. While we’ll never know what could have been, Big L’s raw talent and innovative rhyme style ensure his place among rap’s best.

Essential albums: Lifestylez ov da Poor & Dangerous (1995)

38. MC Lyte

MC Lyte, the Brooklyn-born queen of rap, burst onto the scene in 1987 like a lyrical thunderbolt and shattered ceilings in Hip Hop’s boys’ club. At 16, she dropped “I Cram to Understand U (Sam),” a track that tackled the crack epidemic with a maturity beyond her years. This wasn’t your typical teenage fare – Lyte came out swinging, her distinctive voice and powerful lyrics demanding attention.

In ’88, Lyte made history with Lyte as a Rock , the first full-length album by a solo female rapper. From battle rhymes to heartfelt narratives, she proved she could hang with – and often outshine – her male counterparts. Hits like “ Paper Thin “, “10% Dis”, and “Cha Cha Cha” (from Eyes On This ) showcased her lyrical dexterity and take-no-prisoners attitude.

Lyte’s stature only grew in the ’90s. “Ruffneck” became her third No. 1 on the Billboard Hot Rap Singles chart and earned her a gold certification – another first for a female emcee. The track also snagged a Grammy nod, making Lyte the first woman in rap to receive that honor.

But Lyte’s legacy extends beyond the charts. She paved the way for generations of female rappers, proving that women in Hip Hop could be both commercially successful and critically acclaimed. From organizing all-female Hip Hop showcases to mentoring up-and-coming artists, Lyte continues to champion women in the genre.

MC Lyte isn’t a footnote in Hip Hop history – she’s a whole damn chapter. Her fearless approach, unmistakable flow, and groundbreaking achievements make her an indubitable icon in the rap game.

Essential albums: Lyte as a Rock (1988), Eyes on This (1989)

J-Live, born Jean-Jacques Cadet, is a hidden gem in the Hip Hop world, an artist who embodies the essence of true lyricism and soulful production. Emerging from New York’s underground scene in the mid-90s, J-Live quickly caught the attention of Hip Hop purists with his 1995 single “Bragging Writes.” His thoughtful, confident flow and soul-inflected beats resonated with fans seeking substance over style.

Despite early promise and collaborations with heavyweights like Prince Paul, DJ Premier, and Pete Rock, J-Live’s career faced significant hurdles. Label troubles and bootlegs delayed his debut album The Best Part for four years, creating an air of mystery around the artist. During this time, J-Live ‘moonlighted’ as an eighth-grade teacher, while continuously refining his craft.

When The Best Part finally dropped in 2001, it was worth the wait. This album, along with 2002’s All Of The Above , are underground classics, displaying J-Live’s exceptional wordplay and production skills. Subsequent releases like The Hear After (20005), Then What Happened? (2008), and S.P.T.A. (Said Person of That Ability) (2011) further cemented his reputation as a top-tier lyricist.

J-Live’s approach to Hip Hop is refreshingly authentic. As he spits in one of his tracks, “I prefer the ones with the lyrics of the year, than the with the gear and the right puppeteer.” This ethos has earned him a devoted following among true Hip Hop heads, even if mainstream success has remained elusive.

While some overlook J-Live’s contributions, his body of work speaks for itself. From his early days to his recent independent releases, J-Live continues to create music that inspires and challenges listeners, proving that real Hip Hop is alive and well.

Essential albums: The Best Part (2001), All Of The Above (2002)

36. Busta Rhymes

Busta Rhymes is a force of nature in the rap game, a Brooklyn-born tornado of lyrical prowess and larger-than-life charisma. He burst onto the scene with Leaders of the New School, but it was his show-stopping verse on A Tribe Called Quest’s “ Scenario ” that had everyone asking, “Who’s that guy with the wild flow?”

From there, Busta’s career took off like a rocket. His 1996 solo debut, The Coming , was aptly named – it was like Hip Hop’s Big Bang, unleashing a new era of high-energy rap. Tracks like “ Woo Hah!! Got You All in Check ” were guaranteed party-starters.

But Busta’s not a one-trick pony. This man’s got range for days. He can spit rapid-fire rhymes that’ll make your head spin, then turn around and drop smooth collaborations with R&B royalty like Mariah Carey and Janet Jackson. And let’s not forget those mind-bending music videos with Hype Williams – “ Put Your Hands Where My Eyes Could See ” still looks like it’s from the future.

On stage, Busta’s a whole different animal. His performances are less concerts and more controlled chaos, with every bar delivered with the intensity of a championship fight. Even decades into his career, he’s still dropping heat, collaborating with new school titans like Kendrick Lamar.

In a genre full of larger-than-life personalities, Busta Rhymes towers above the rest. When it comes to the greatest rappers of all time, Busta’s name is carved into the stone.

Essential albums: A Future Without a Past…  as part of the Leaders of the New School (1991), The Coming (1996), When Disaster Strikes… (1997), Extinction Level Event: The Final World Front (1998)

35. Canibus

Canibus exploded onto the Hip Hop scene in the ’90s, quickly establishing himself as a lyrical force to be reckoned with. His razor-sharp wordplay, complex vocabulary, intricate rhyme schemes, and unmatched freestyle ability saw him rise above his peers, earning him respect in underground circles and beyond.

While his infamous beef with LL Cool J may have derailed his mainstream momentum, it did nothing to diminish Canibus’ raw talent. His debut album, Can-I-Bus , dropped in 1998, giving the world a taste of his intricate bars and thought-provoking content.

Throughout his career, Canibus has consistently delivered top-tier lyricism, even when production didn’t always match his verbal prowess, to say he doesn’t have a great ear for beats is an understatement. His fifth album, Rip the Jacker  (2003), produced entirely by Stoupe the Enemy of Mankind, is widely considered a classic, arguably the only Canibus album with top-tier production from start to finish. It perfectly marries Canibus’ dense, metaphor-laden rhymes with atmospheric beats, creating a masterclass in emceeing.

While commercial success may have eluded him, Canibus raised the bar for technical skill and lyrical complexity, inspiring countless aspiring emcees who followed. For Hip Hop heads like us who value pure lyrical ability, Canibus will always be considered one of the best to ever do it.

Essential albums: Rip the Jacker (2003)

34. Roc Marciano

Roc Marciano, a pivotal figure in underground Hip Hop, has carved out a unique space in the genre over the past two decades. After parting ways with Busta Rhymes’ Flipmode Squad in 2001, Marciano honed his craft, eventually becoming a cornerstone for contemporary rap acts like Westside Gunn, Boldy James, Mach Hommy, and many others.

Born Rakeem Calief Myer on Long Island, Marciano’s journey through the Hip Hop landscape included stints with The U.N. and Flipmode Squad before he struck out on his own. His solo debut, Marcberg (2010), was a game-changer, redefining street rap with its minimalist, sample-heavy production and Marciano’s unorthodox flow.

Marciano’s style is characterized by intricate rhyme schemes, creative wordplay, and a laid-back delivery. His lyrics paint vivid pictures of urban life, blending gritty realism with poetic flair. This distinctive approach has earned him critical acclaim and a dedicated following in the underground scene.

From Marcberg to 2024’s Marciology , Marciano has maintained an impressive level of quality across his discography. Only contemporaries like Ka and billy woods can claim a similarly strong and consistent catalog throughout the 2010s and 2020s. Roc Marciano’s innovative approach to production and lyricism has inspired a whole new generation of artists, helping to keep the spirit of authentic, New York-style street rap alive in the modern era.

Essential albums: Marcberg (2010), Reloaded (2012), The Elephant Man’s Bones (2022)

GZA, aka The Genius, is the lyrical mastermind of Wu-Tang Clan, dropping science like a professor with a Ph.D. in wordplay. This Brooklyn-born wordsmith might not have the flashy charisma of some of his Wu brothers, but when it comes to pure lyricism, GZA is in a league of his own.

From his early days as The Genius to his evolution into GZA, this emcee has been crafting intricate rhymes that’ll make your head spin. On Enter the Wu-Tang (36 Chambers) , GZA showed us glimpses of his power – he even got a solo track with “Clan in da Front,” laying down bars so dense you needed a machete to cut through ’em. But it was Liquid Swords (1995) that truly unleashed the beast.

Liquid Swords is a Hip Hop masterpiece. GZA’s pen game is sharp as a katana, painting vivid street tales over RZA’s dark, atmospheric beats. Tracks like “4th Chamber” and “Cold World” are sonic noir films, with GZA as the gruff narrator guiding us through the gritty streets of Shaolin.

Even as Wu-Tang’s popularity waxed and waned, GZA kept pushing himself creatively. GZA’s brilliance extends beyond Wu-Tang. His collaboration with DJ Muggs on “Grandmasters” is a chess game in musical form, each track a strategic move showcasing GZA’s lyrical prowess. His other solo albums are often overlooked but are strong listens too, especially Legend of the Liquid Sword (2002).

GZA might not be the flashiest in the Wu-Tang hierarchy, but he’s undoubtedly the backbone. Method Man said, “We form like Voltron, and GZA happen to be the head.” When it comes to pure lyricism and storytelling, few can touch The Genius. He might not be the loudest voice in the room, but when GZA speaks, real heads listen.

Essential albums: Enter the Wu-Tang (36 Chambers) (1993), Liquid Swords (1995), Wu-Tang Forever (1997), Legend of the Liquid Sword  (2002)

Ka, born Kaseem Ryan in Brownsville, Brooklyn, represents a unique voice in Hip Hop that prioritizes poetic depth over mainstream appeal. His career began in the early 90s with Natural Elements, but it’s with his solo work that his exceptional talent as both a lyricist and producer shines.

Unlike many of his peers, Ka’s approach to rap is deliberate and introspective. He crafts minimalist beats that are perfect for his dense, literary lyrics. Each of his albums is a meticulously constructed piece of art, demanding multiple listens to fully appreciate the layers of meaning woven into every line.

Ka’s discography reads like a series of philosophical explorations into urban life’s harsh realities. From his debut Iron Works (2008) to his recent doubleheader Languish Arts / Woeful Studies (2022) he paints vivid pictures of street life, personal struggle, and the search for wisdom amidst chaos. His wordplay is deep, often drawing parallels between modern struggles and ancient warrior codes, creating a rich tapestry of metaphor and allusion.

Ka self-produces, self-releases, and even hand-mails albums to fans. This DIY ethic permeates his music, giving it a raw authenticity that’s increasingly rare in today’s industry. His voice is gruff yet restrained, as if he’s sharing secrets in hushed tones, forcing listeners to lean in and pay close attention. Ka’s role in Hip Hop may be subtle, but it’s significant. He preserves a strain of New York rap that prioritizes lyricism and storytelling above all else. His verses are like incantations, densely packed with multisyllabic rhymes and double entendres that reward careful study.

Beyond his technical skills, Ka is a philosopher at heart. His lyrics grapple with themes of legacy, sacrifice, and survival, offering profound insights into the human condition. He reflects on what is owed – by society, by history, and by himself – creating music that serves as both personal catharsis and social commentary.

For those who value depth, poetic prowess, and uncompromising artistry in Hip Hop, Ka is essential listening. His body of work is like a form of literature, giving meaning to the term Hip Hop poetry. Often overlooked, Ka is an unmissable addition to our list of greatest rappers.

Essential albums: The Night’s Gambit (2013), Days With Dr. Yen Lo (with Preservation, as Dr. Yen Lo) (2015), Honor Killed the Samurai (2016), Orpheus vs. the Sirens (with Animoss, as Hermit and the Recluse) (2018), Descendants of Cain (2020), A Martyr’s Reward (2021)

Q-Tip is Hip Hop’s Renaissance man. As the frontman of A Tribe Called Quest, he helped revolutionize the game with classic albums The Low End Theory (1991) and Midnight Marauders (1993), perfecting the art of jazz rap . This Harlem-born wordsmith isn’t your average rapper. Q-Tip’s flow is smoother than a Miles Davis trumpet solo, effortlessly gliding over jazzy beats with a wit that’ll make your head spin. His delivery is so slick, it’s like he’s not even trying – but trust us, every bar is meticulously crafted.

Q-Tip’s genius extends beyond his group work. His solo work, particularly 2008’s The Renaissance , showed he could shine on his own, flexing his pop sensibilities while maintaining his artistic integrity. His production credits read like a who’s who of Hip Hop and R&B, from Nas to D’Angelo. Whether he’s rhyming over jazzy samples or producing chart-topping hits, Q-Tip’s musical fingerprints are all over the place.

With a career spanning over three decades, multiple classic albums, and a style that continues to inspire, Q-Tip has rightfully earned his place among rap’s greatest. The Abstract isn’t content to rest on his laurels, though – he’s still pushing the culture forward, one beat and one rhyme at a time.

Essential albums: People’s Instinctive Travels and the Paths of Rhythm (1990), The Low End Theory (1991), Midnight Marauders (1993), The Renaissance (2008)

30. Inspectah Deck

Inspectah Deck, the unsung hero of Wu-Tang Clan, is a lyrical sniper whose precision and depth often fly under the radar. This Park Hill Projects native might not have the flashiest persona, but his pen game is nothing short of legendary.

From the jump, Deck was dropping bombs on “Enter the Wu-Tang (36 Chambers).” Remember that opening verse on “Protect Ya Neck”? That was Deck setting the tone for Wu-Tang’s takeover. And let’s not forget his immortal bars on “C.R.E.A.M.” – pure poetry over gritty beats.

But it’s his verse on “ Triumph ” that’s etched in Hip Hop history. Opening an all-star posse cut with one of the most technically complex verses ever laid down? That’s Deck’s realm.

While his solo career might not have hit the same heights as some of his Wu brethren (‘thanks’ to that flood that washed away RZA’s beats for Deck’s debut), his guest spots are the stuff of legend. From Gang Starr’s “Above The Clouds,” to GZA’s “Duel of the Iron Mic” to Big Pun’s “Tres Leches,” Deck consistently brought that heat.

And just when you thought he might be slowing down, Deck linked up with 7L & Esoteric to form Czarface, dropping fire to this day. It’s a testament to his skills and longevity that he’s still impressing new generations of rap fans.

When discussing great emcees, Inspectah Deck deserves his flowers. He might be the most underrated member of Wu-Tang, but make no mistake: when it comes to pure lyrical ability, Deck is as sharp as they come.

Essential albums: Enter the Wu-Tang (36 Chambers) (1993), Wu-Tang Forever (1997), Uncontrolled Substance (1999), Every Hero Needs a Villain (2015)

29. billy woods

billy woods is an elusive and enigmatic force in underground Hip Hop, carving out a unique space with his uncompromising artistry. Hailing from Washington D.C. but deeply rooted in New York City, woods’ background is as complex as his lyrics. Born to a Jamaican intellectual and a would-be Marxist revolutionary, he spent his childhood across Africa and the West Indies, infusing his work with a global perspective that sets him apart from his peers.

woods’ journey in rap began with underground collaborations, notably Camouflage with Vordul in 2003. This low-budget, ultra-indie release set the stage for woods’ particular brand of blunted dissonance and lyrical tightrope walking. His solo debut, The Chalice , dropped in 2004, but it was his work with Super Chron Flight Brothers that truly laid the groundwork for his distinctive style. Their trilogy of concept albums – Emergency Powers: The World Tour (2007), Indonesia (2009), and Cape Verde (2010) – blended sharp sociopolitical commentary with racial humor and pop culture references, earning critical acclaim and a cult following.

2012 marked a pivotal turning point with History Will Absolve Me , a searing solo effort that kicked off an incredible streak of releases. Over the next decade, woods unleashed a barrage of stellar albums, including Today, I Wrote Nothing (2015), Known Unknowns (2017), and Hiding Places (with Kenny Segal, 2019). His collaboration with Elucid as Armand Hammer produced equally compelling work, with albums like Paraffin (2018) further solidifying his reputation.

woods’ lyrical prowess is unmatched, tackling topics most rappers wouldn’t dare or even be able to touch and bringing fresh perspectives to familiar themes. His versatile flow and unfiltered approach have earned him a devoted following among Hip Hop heads seeking substance and innovation. Despite a relatively short time in the spotlight, woods’ prolific output and consistent quality make him a standout in contemporary Hip Hop.

The 2020s have seen no slowdown in woods’ creative output. Aethiopes (with Preservation, 2022), Church (with Messiah Musik, 2022), and Maps (with Kenny Segal, 2023) are top-tier Hip Hop albums. His collaboration with experimental musician Moor Mother on BRASS and three more Armand Hammer releases demonstrate his willingness to explore new sonic territories, Haram (with the Alchemist, 2021) and  We Buy Diabetic Test Strips (2023), are among the best albums released in their respective years.

While woods may not have the mainstream recognition of some of his contemporaries, his impact on underground Hip Hop is significant. His ability to weave complex narratives, deliver biting social commentary, and experiment with sound has earned him a place among underground Hip Hop’s most respected lyricists. For those seeking depth, innovation, and raw honesty in their rap, billy woods is essential listening , and he is a worthy and even logical addition to any best rappers list.

Essential albums: History Will Absolve Me (2012), Known Unknowns (2017), Paraffin (2018), Hiding Places (Haram (2021), Maps (2023), We Buy Diabetic Test Strips (2023)

28. Posdnuos

Posdnuos, born Kelvin Mercer, is a Hip Hop heavyweight. As part of De La Soul, this emcee has been spitting some of the smoothest rhymes the genre has ever heard. Plug 1, as he’s also known, brings that ’80s flavor to everything he touches. His witty wordplay and captivating narratives are the secret sauce that makes De La Soul’s music so damn irresistible. When he teamed up with Plug 2 (the late, great Trugoy the Dove), magic happened. Their chemistry was tangible, resulting in a busload of tracks that stand the test of time.

Let’s talk classics. 3 Feet High and Rising (1989) changed the game, period. Pos and his crew reshaped Hip Hop’s landscape with their debut, and they didn’t stop there. De La Soul dropped four straight classic albums , making their status as one of the greatest groups in Hip Hop history undisputable.

But here’s the kicker – Posdnuos often flies under the radar when we’re talking about the greatest rappers. Maybe it’s because he’s such a crucial part of De La Soul that we forget to shine the spotlight on him individually. But make no mistake, his pen game and technical skills are top-tier.

From his animated flows to his endless quotables, Posdnuos embodies everything we love about Hip Hop. He’s not a one-trick pony; he’s the whole damn circus. So when you’re making your list of the greatest rappers of all time, don’t sleep on Plug 1. He’s earned his spot among the legends.

Essential albums: 3 Feet High and Rising (1989), De La Soul Is Dead (1991), Buhloone Mindstate (1993), Stakes Is High  (1996)

27. Aesop Rock

Aesop Rock emerged from New York’s underground scene in the late 1990s to become one of Hip Hop’s most intriguing and technically skilled emcees. His dense, abstract wordplay and expansive vocabulary challenge listeners to unpack his cryptic verses like linguistic puzzles.

Since his obscure 1997 debut, Aesop has dropped numerous solo albums and collaborative projects, each displaying his unique brand of intellectually charged rap. A 2014 study even crowned him as having the largest vocabulary in Hip Hop, surpassing 85 other major artists and even Shakespeare.

Albums like his early classic Labor Days (2001), arguably his best work The Impossible Kid (2016), and the more recent Spirit World Field Guide (2020) and Integrated Tech Solutions (2023) highlight Aesop’s storytelling prowess. He can craft vivid narratives about blue-collar struggles or construct surreal worlds populated by spirits, all delivered with his signature rapid-fire flow and mind-bending wordplay.

Aesop’s style is polarizing – you either love him or you don’t. But even his detractors can’t deny his lyrical skill. He transforms even the most mundane topics into poetic gold, weaving references both obscure and pop-cultural into his rhymes. While he may not have achieved massive mainstream success, Aesop Rock has earned a dedicated following and critical acclaim. For fans of intricate lyricism Hip Hop, Aesop Rock is a must and he deserves recognition among rap’s elite wordsmiths.

Essential albums: Labor Days (2001), None Shall Pass (2007), The Impossible Kid (2016)

Treach, the New Jersey-born emcee who fronted Naughty by Nature, is a technical wizard on the mic who often doesn’t get the recognition he deserves. His rapid-fire delivery and intricate wordplay set a new standard for lyrical prowess in the 90s.  As the face of Naughty by Nature, Treach perfected a formula that balanced street credibility with mainstream appeal. Hits like “ O.P.P. “, “ Hip Hop Hooray “, and “ Feel Me Flow “,  became cultural touchstones, crossing over to pop radio without compromising their Hip Hop roots. This success sometimes overshadowed Treach’s raw skill as an emcee, but true heads always recognized his talent.

Treach’s ability to craft multi-syllable rhymes and switch up his flow mid-verse was unparalleled. He could spit rapid-fire bars that left listeners rewinding to catch every word, then seamlessly transition into a catchy hook that would have the whole club singing along. While Naughty by Nature’s massive hits sometimes led to them being labeled as more pop than street, their music was undeniably rooted in authentic Hip Hop culture. Treach’s lyrics often reflected the gritty realities of urban life, even on their most radio-friendly tracks.

Treach’s technical skill, charismatic delivery, and ability to balance commercial appeal with street credibility make him one of the most well-rounded emcees of his era. For these reasons, Treach deserves his spot among rap’s all-time greats.

Essential albums: Naughty by Nature (1991), 19 Naughty III (1993)

Chicago’s Common, has been a cornerstone of intelligent Hip Hop since the mid-90s. His career is a great example of the power of evolution and staying true to one’s artistic vision.

With his 1992 debut Can I Borrow a Dollar? , Common showed promise. But it was his next trio of albums – Resurrection (1994), One Day It’ll All Make Sense (1997), and Like Water for Chocolate (2000) – that cemented his status as a Hip Hop heavyweight. Tracks like “ I Used to Love H.E.R. ” demonstrated his ability to craft complex allegories, while “The Bitch in Yoo” proved he could hold his own in battle. Common can deliver introspective, socially conscious rhymes that paint vivid pictures of urban life, then switch gears to drop Grammy-nominated hits like “ The Light “. His flow is conversational yet precise, allowing his words to resonate deeply with listeners.

Throughout his career, Common has embraced musical evolution. He’s collaborated with producers from No I.D. to J Dilla to Kanye West, adapting his style while maintaining his lyrical integrity. Excellent albums like Be (2005), Finding Forever (2007), and Black America Again (2016) show off his ability to create timeless Hip Hop that speaks to both the streets, the mind, and the soul.

Beyond music, Common has used his platform to address important social issues, becoming a voice for change and upliftment. His thoughtful approach to rap has inspired countless artists and listeners, making him an iconic figure in Hip Hop’s cultural landscape.

Essential albums: Resurrection (1994), One Day It’ll All Make Sense (1997), Like Water for Chocolate (2000), Be (2005)

24. Ghostface Killah

Ghostface Killah, man. This Staten Island wordsmith is a Hip Hop institution all on his own. Ghost’s style is like a fever dream in the best possible way. His intense flow is a high-pitched, rapid-fire assault of slang, vivid imagery, and street tales that’ll make your head spin. From the jump, Ghost stood out. His opening verse on “Bring Da Ruckus” from Wu-Tang’s 1993 debut Enter The Wu-Tang (36 Chambers) hit like a sledgehammer.

It was his tag-team effort with Raekwon on Only Built 4 Cuban Linx.. . in 1995 that set the stage for his solo takeover. Ghost’s solo debut Ironman dropped in ’96, and it was clear – this was the official birth of a rap titan. Tracks like “ Daytona 500 ” and “ All That I Got Is You ” showed Ghost could spit fire and touch your soul in equal measure.

But it was Supreme Clientele in 2000 that took Ghost to another level. This album is pure lyrical wizardry, with Ghost painting vivid street tales using a palette of slang that’d make your English teacher’s head spin. “Nutmeg” alone is a masterclass in abstract rhyming. Ghost didn’t slow down in the 2000s, dropping classics like Fishscale and the conceptual Twelve Reasons to Die. His storytelling ability is unmatched, creating cinematic narratives that transport listeners to a gritty, colorful world uniquely Ghostface.

While other emcees fade, he’s been dropping heat for over three decades. From Wu-Tang classics to jazz collabs, Ghost has proven he can spit over anything. In the pantheon of great emcees, Ghostface Killah’s name is written in bold. He’s not just one of the best out of Wu-Tang – he’s one of the best, period. Long live Tony Starks!

Essential albums: Enter the Wu-Tang (36 Chambers) (1993), Ironman (1996), Wu-Tang Forever (1997), Supreme Clientele (2000), Fishscale (2006), Twelve Reasons to Die (2013)

Redman has been bringing the funk since the early ’90s. This Newark, New Jersey native first caught ears with his appearances on EPMD tracks, impressing Erick Sermon with his raw freestyle skills. From there, Redman’s career took off like a rocket. His 1992 debut Whut? Thee Album is a certified golden age classic, blending funky beats with Redman’s unique brand of rugged humor and sharp wordplay. It earned him Rap Artist of the Year from The Source, proving he was no flash in the pan.

Throughout the ’90s and beyond, Redman kept dropping heat. His albums consistently went gold, thanks to his unmatched energy and quotable punchlines. He’s a rapper’s rapper – Eminem even named him one of the greatest emcees in “Till I Collapse.”

Redman’s chemistry with Wu-Tang Clan’s Method Man is legendary. Their “Blackout!” albums and the stoner comedy “How High” established them as one of Hip Hop’s most beloved duos. Whether solo or collaborating, Redman brings an infectious personality that fans just can’t get enough of.

What makes Redman special is his ability to balance hardcore rhymes with laugh-out-loud humor. He’s equally at home spitting gritty street tales or crafting weed-fueled party anthems. Even in his 50s, Redman’s live performances are a force of nature, proving he’s still one of the most dynamic emcees in the game.

Essential albums: Whut? Thee Album (1992), Dare Iz a Darkside (1994, Muddy Waters (1996)

22. Masta Ace

Masta Ace, the Brownsville, Brooklyn native, is a Hip Hop chameleon who’s been shape-shifting through rap’s evolution since the late ’80s. This lyrical heavyweight first turned heads as part of Marley Marl’s legendary Juice Crew, with his verse on “ The Symphony ” in 1988. But that was only the beginning of Ace’s incredible run.

His 1990 debut Take a Look Around set the stage, but his later work truly defined his legacy. SlaughtaHouse in ’93 cleverly flipped the script on gangsta rap, while ’95’s Sittin’ On Chrome blended East Coast lyricism with car culture vibes. In 2001, he dropped Disposable Arts , a brilliant commentary on rap’s evolution and exploitation. This kicked off a string of critically acclaimed projects that showcased his growth as an artist and storyteller.

Masta Ace’s discography is a masterclass in lyricism and storytelling. His complex wordplay, satirical wit, and conceptual ambition shine through on every track. While he might not have the mainstream recognition of some, true heads know that Ace’s skill, consistency, and longevity make him one of the greatest ever to pick up the mic.

From “The Symphony” to 2024’s Richmond Hill with Marco Polo, Masta Ace has repeatedly proven why he deserves his spot among Hip Hop’s elite.

Essential albums: SlaughtaHouse (1993), Disposable Arts (2001), A Long Hot Summer (2004)

Eminem’s impact on Hip Hop is monumental, both from a technical standpoint and in terms of cultural significance. His lyrical prowess is unparalleled, with constantly shifting rhyme schemes and intricately layered internal rhymes that seem meticulously crafted. As one of the greatest emcees of his generation, Eminem is rapid, fluid, dexterous, and unpredictable, capable of delivering long-form narratives as easily as withering asides.

His first three major albums form an unbeatable trifecta. The Slim Shady LP (1999) rivals Slick Rick’s best work in storytelling. The Marshall Mathers LP (2000) balanced commercial success with raw, unfiltered content. The Eminem Show (2002) saw Slim Shady at the height of his powers, confident and unstoppable. These albums, produced with the powerful loops of his mentor Dr. Dre, evoked the terror and paranoia that became Eminem’s signature.

Eminem is one of the best-selling artists ever, with over 220 million records sold worldwide. He’s achieved ten consecutive number-one albums and won six Grammys for Best Rap Album, and 15 Grammys in total. His commercial success has helped establish Hip Hop as the most commercially successful genre globally.

But Eminem is more than sales and awards. He’s a wordsmith and technician, able to bend any word to his will and master every flow. He’s immensely respected by other great artists and is a Hip Hop purist at heart. While his work in the last two decades may not reach the heights of his early classics, Eminem’s position as one of Hip Hop’s finest wordsmiths remains secure. His technical skill, storytelling ability, and cultural impact make him a logical figure in any best rappers discussion.

Essential albums: The Slim Shady LP (1999), The Marshall Mathers LP (2000), The Eminem Show (2002)

20. Notorious B.I.G.

The Notorious B.I.G., is one of Hip Hop’s most influential figures, despite a career cut tragically short. Emerging from Brooklyn with 1993’s “ Party and Bullshit ,” Biggie quickly became the crown jewel of Diddy’s Bad Boy Records.

Biggie’s style was unmistakable: gritty tales delivered with a laid-back flow, deep-toned rumbling vocals, and a signature dark humor. His smooth yet powerful delivery, vivid imagery, and sharp wit made every verse count. His debut LP Ready to Die (1994) was a monumental success, followed by the double-disc Life After Death (1997), which topped the Billboard 200 for four weeks. Hits like “Juicy,” “Big Poppa,” and “One More Chance” cemented his iconic status. Biggie’s versatility was remarkable. He effortlessly switched between styles, collaborating with legends like Jay-Z and Mary J. Blige, while nurturing talent through his Junior M.A.F.I.A. clique.

Tragically, Biggie was murdered in 1997 at just 24, leaving Hip Hop with one of its biggest “what if” questions. Would he have continued his streak of excellence? Or would Puff Daddy’s marketing machine have pushed him further into mainstream pop territory? We’ll never know.

Despite his brief tenure, Biggie left an indelible mark on the genre. He proved a charismatic big man could blend lyrical street rhymes with heart and humor – and dominate the mainstream. While his catalog may be too small to crown him the undisputed GOAT, Biggie’s impact on Hip Hop is gigantic, a place of honor among the greatest rappers of all time a matter of course.

Essential albums: Ready to Die (1994), Life After Death (1997)

19. R.A. The Rugged Man

R.A. the Rugged Man is a true Hip Hop original, a lyrical powerhouse whose controversial reputation is matched only by his unbeatable skill on the mic. Hailing from Long Island, New York, R.A. has been a force in the underground rap scene for decades, earning him respect from fans and fellow artists alike for his raw authenticity and razor-sharp wordplay.

Despite being blacklisted by major labels and even banned from performing during the late ’90s underground boom, R.A. has managed to carve out a legendary career through sheer talent and determination. His complex rhyme schemes, rapid-fire delivery, and unparalleled breath control have set a new standard for technical proficiency in rap. Though he’s only released less than a handful of official albums, R.A.. is one of our favorite emcees of all time. His guest verses are the stuff of legend, usually outshining the track’s main artists.

Beyond his musical output, R.A. the Rugged Man is known for his unfiltered personality and willingness to speak his mind, regardless of the consequences. This authenticity, paired with his undeniable skills, has earned him a devoted following, the respect of Hip Hop purists worldwide, and a top spot on this list.

In a genre often dominated by image and hype, R.A. the Rugged Man represents the essence of what it means to be a “real emcee” – unapologetically skilled, fiercely independent, and always true to the culture.

Essential albums: Die, Rugged Man, Die (2004), Legends Never Die (2013), All My Heroes Are Dead (2020)

Jay-Z, born Shawn Carter in Brooklyn’s Marcy Projects, has evolved from a street hustler to Hip Hop royalty, embodying the essence of the American Dream. His journey from the streets to the boardroom is nothing short of legendary.

Hov’s musical legacy is as strong as anyone’s. With at least three undisputed classics – Reasonable Doubt (1996), The Blueprint (2001), and The Black Album (2003) – Jay has consistently delivered quality Hip Hop across three decades. His clever wordplay, slick punchlines, and intricate storytelling have earned him 24 Grammys and the distinction of being the first rapper inducted into the Songwriters Hall of Fame.

Jay-Z also is Hip Hop’s premier businessman, co-founding Roc-A-Fella Records, serving as president of Def Jam, and launching Roc Nation. His ventures into spirits with D’usse and Armand de Brignac are other examples of his business acumen. With 14 Billboard 200 No. 1 albums and over 140 million records sold, Jay’s commercial success is staggering too.

Jay-Z tops most lists like this one, and that’s fine with us. While we have ranked others higher here based purely on artistic merit and above all our personal preferences, Jay-Z’s overall impact on Hip Hop culture – musically, culturally, and financially – is hard to overstate. He is a cultural icon who’s succeeded in every era.

Essential albums: Reasonable Doubt (1996), luepri (2001), The Black Album (2003), American Gangster (2007)

17. Scarface

Emerging from Houston’s Fifth Ward in the late ’80s, Scarface helped put Southern rap on the map when the region was still finding its voice in the Hip Hop landscape. As a founding member of the Geto Boys, Scarface was instrumental in crafting the group’s raw, unfiltered sound. Their 1991 hit “ Mind Playing Tricks on Me ” is widely regarded as one of the best rap songs ever, breaking new ground with its introspective lyrics and stark portrayal of paranoia and mental anguish.

It was Scarface’s solo career that truly launched him to Hip Hop’s top tier. Albums like Mr. Scarface Is Back (1991), The Diary (1994), and The Fix (2002) are stone-cold classics. Scarface’s lyrics often explored themes of loneliness, depression, and the dark side of the hustler’s mentality. This unflinching honesty and emotional depth were revolutionary, paving the way for future artists to explore more complex subject matter in their music. His influence can be heard in the work of later rap icons like 2Pac, Jay-Z, and Nas, all of whom have collaborated with and praised Scarface. His ability to blend gritty street narratives with introspective vulnerability created a template that many have emulated but few have matched.

Throughout his career, Scarface has consistently demonstrated his lyrical prowess and storytelling ability. Whether he’s crafting hard-hitting street anthems or deeply personal reflections, his authenticity and skill shine through. Scarface’s legacy as one of Hip Hop’s greatest lyricists and most influential voices is well-established, making him an unmissable figure in any discussion of the genre’s all-time greats.

Essential albums: The Geto Boys (1990), Mr. Scarface Is Back (1991), The Diary (1994), The Fix (2002) 

Tupac Shakur, better known as 2Pac, arguably is the biggest icon in Hip Hop history. His impact transcends music, making him a cultural phenomenon whose influence resonates, decades after his untimely death.

2Pac’s journey from Digital Underground backup dancer to solo superstar was meteoric. His debut album, 2Pacalypse Now (1991), set the tone for his career, addressing racial injustice, police brutality, and poverty. This willingness to tackle hard-hitting topics earned him respect as a voice for the disenfranchised.

2Pac’s duality as an artist was remarkable. He could craft empathetic classics like “ Dear Mama ” and “ Keep Ya Head Up ,” then switch gears to deliver explosive tracks like “Hit ‘Em Up.” While not necessarily the most technically proficient lyricist, 2Pac’s power lies in his voice, charisma, and ability to emote and connect with listeners on a deeply personal level.

His magnum opus, All Eyez On Me (1996), is one of rap’s best-selling albums. However, it’s not without flaws. At over two hours long, it suffers from filler and repetition, particularly in its second half. Yet, its impact on Hip Hop culture is incredible.

2Pac’s legacy extends beyond music. He was a poet, actor, and activist, embodying the idea that a rapper could be more than an entertainer. His raw introspection and vulnerable honesty made him unique. Tragically gunned down at 25, 2Pac left behind a complex legacy. Seven posthumous albums, a Rock Hall of Fame induction, and a spot in the Library of Congress’s National Recording Registry for “ Dear Mama ” speak to his enduring influence.

While debates about his technical skills or album quality persist, 2Pac’s significance to Hip Hop is unquestionable. He wasn’t perfect, but his ability to bare his soul through music made him one of Hip Hop’s most important and celebrated figures ever.

Essential albums: Me Against the World (1995), All Eyez on Me (1996), The Don Killuminati: The 7 Day Theory  (1996) (as Makaveli)

15. Andre 3000

André 3000, born André Lauren Benjamin, is an iconic figure whose innovative style and lyrical prowess have left an indelible mark on Hip Hop, and music in general. As one-half of the legendary duo OutKast, André helped put Atlanta on the Hip Hop map and revolutionized the sound of Southern rap.

From OutKast’s 1994 debut Southernplayalisticadillacmuzik to their groundbreaking albums ATLiens (1996) and Aquemini (1998), André consistently pushed rap’s envelope. His verses are a masterclass in wordplay, blending complex rhyme schemes with profound introspection and a dash of extraterrestrial flair.

André’s lyrical dexterity is matched only by his musical versatility. He effortlessly shifts from rapid-fire rhymes to soulful crooning, often within the same track. This chameleonic ability reached its apex with OutKast’s 2003 double album Speakerboxxx/The Love Below , where André’s half showcased his genre-defying creativity. But it’s not all spacey beats and alien personas. André’s lyrics often dive deep into raw vulnerability and social commentary. He can switch from humor to heartbreak in a heartbeat, taking listeners on an emotional rollercoaster with every verse.

Even without a real solo album to his name, André’s shadow looms large over Hip Hop. His guest verses are the stuff of legend, with artists clamoring for a 3 Stacks feature to elevate their tracks. Beyond music, André’s eccentric fashion sense and thoughtful public persona have made him a cultural icon. His famous declaration at the 1995 Source Awards – “The South got something to say” – wasn’t hype. It was a promise that he and OutKast delivered on, reshaping the Hip Hop landscape and inspiring countless artists in their wake.

André 3000’s contributions to Hip Hop have earned him a spot among the greatest to ever touch a mic, his legacy as one of rap’s true visionaries forever secure.

Essential albums: Southernplayalisticadillacmuzik (1994), ATLiens (1996), Aquemini (1998), Stankonia (2000)

14. MF DOOM

MF DOOM, the masked maestro of Hip Hop, remains one of the genre’s most enigmatic and influential figures. Born Daniel Dumile in London but raised in Long Island, DOOM’s journey through Hip Hop is as captivating as his intricate rhymes.

DOOM’s origin story is steeped in tragedy and reinvention. He first emerged as Zev Love X in the group KMD, but the death of his brother DJ Subroc in 1993 led to a period of retreat. When he resurfaced in the late ’90s, he had transformed into the metal-faced villain we know as MF DOOM.

The persona of DOOM, complete with his iconic mask inspired by the Marvel villain Doctor Doom, became as integral to his art as his music. This mythical character allowed DOOM to craft dense, imaginative lyrics that blended comic book references, social commentary, and unparalleled wordplay.

DOOM’s 1999 solo debut Operation: Doomsday established him as a prominent force in underground Hip Hop . But it was 2004’s Madvillainy , his collaboration with producer Madlib, that firmly made him a Hip Hop icon. This album, with its abstract production and DOOM’s dark, husky delivery, is widely regarded as one of the greatest Hip Hop albums ever made. Throughout his career, DOOM adopted various alter egos like King Geedorah and Viktor Vaughn , each adding new dimensions to his artistry. His production work, particularly the “Special Herbs” series, showcased his talent behind the boards as well.

DOOM’s complex rhyme schemes and creative approach to storytelling inspired a generation of artists and helped shape the modern underground scene. Even mainstream success came knocking, with collaborations with Gorillaz and features on Adult Swim. Sadly, DOOM’s passing in 2020 marked the end of an era. Yet, his legacy lives on. DOOM’s music and imagery continue to captivate new audiences. His mantra, “Remember ALL CAPS when you spell the man’s name,” remains a rallying cry for Hip Hop purists.

MF DOOM was a visionary. His work is a blueprint for artists who dare to be different, ensuring that the legend of the Supervillain will endure for generations to come.

Essential albums: Operation: Doomsday (1999), Madvillainy (2004)

Guru was a Hip Hop icon whose smooth, monotone flow and introspective lyrics helped define the sound of East Coast rap in the ’90s. As one half of Gang Starr, alongside DJ Premier, Guru created some of the most influential albums in Hip Hop history.

Guru’s early work on the first Gang Starr albums showcased his battle-rap prowess, but as he matured, his lyrics became more reflective and philosophical. His unique style differentiated him from his contemporaries. He didn’t rely on flashy delivery or aggressive posturing. Instead, his steady, almost nonchalant flow allowed his intricate wordplay and profound observations to take center stage. This approach turned Guru into a Hip Hop philosopher, packing each verse with wisdom about life, music, and society. Beyond Gang Starr, Guru’s solo “ Jazzmatazz ” series broke new ground, blending Hip Hop with live jazz instrumentation.

Tragically, Guru passed away in 2010 at the age of 48. His ability to evolve as an artist, his dedication to his craft, and his impact on the culture make him one of the greatest emcees in Hip Hop history. Guru’s contributions to Hip Hop, as part of Gang Starr and as a solo artist, will always be an example of authentic, intelligent rap music.

Essential albums: Step In The Arena (1991), Daily Operation (1992), Hard To Earn (1994), Moment Of Truth (1998)

12. Ice Cube

Ice Cube is a bonafide Hip Hop legend – from his explosive debut with N.W.A to his groundbreaking solo career, Cube’s journey through rap is a shining example of where raw talent and unwavering vision can lead.

As a founding member of N.W.A, Cube helped ignite the gangsta rap movement with 1988’s Straight Outta Compton . His opening verse on the title track set the tone for the entire album, introducing the world to a new, unapologetic rap style. Despite minimal radio play and controversy surrounding tracks like “F Tha Police,” the album went multi-platinum, forever etching N.W.A in the annals of music history.

But it was Cube’s solo career that truly showcased his genius. From 1990 to 1992, he released classic albums widely considered some of the best in Hip Hop history. AmeriKKKa’s Most Wanted , Death Certificate , and The Predator solidified Cube as one of rap’s most potent voices. These albums balanced razor-sharp social commentary with masterful storytelling, addressing issues like racism, police brutality, and life in South Central LA with unflinching honesty, marked by his instantly recognizable and angry flow and distinctive delivery. Tracks like Cube’s biggest hit “It Was a Good Day” demonstrated Cube’s versatility, proving he could craft feel-good hits without compromising his message.

While Cube’s later career has seen him transition into acting and entrepreneurship, his impact on Hip Hop remains undeniable. His ability to blend political consciousness with street-level realism set a new standard for rap lyricism. Ice Cube leaves a legacy as a visionary, a revolutionary, and one of Hip Hop’s greatest rappers ever and he deserves a nod high on a list like this.

Essential albums: Straight Outta Compton (1988), AmeriKKKa’s Most Wanted (1990), Death Certificate (1991)

11. Pharoahe Monch

Pharoahe Monch is one of Hip Hop’s best-kept secrets, a virtuoso wordsmith whose intricate rhyme schemes and mind-bending wordplay have earned him legendary status among true heads. From his early days with Organized Konfusion to his boundary-pushing solo career, Monch has always pushed the art of emceeing to new heights.

Born Troy Jamerson, Monch first made waves as one-half of Organized Konfusion. Their three albums – especially the classic Stress: The Extinction Agenda (1994) – showcased his unorthodox flow and conceptual brilliance. Tracks like “Stray Bullet” demonstrated Monch’s ability to craft entire narratives from unique perspectives. Monch’s solo debut, Internal Affairs (1999) brought him wider recognition. The explosive single “ Simon Says ” became a club staple, though sample clearance issues would later haunt its legacy. But it’s on deeper cuts where Monch’s true genius shines. His ability to bend words, stack syllables, and craft vivid imagery is unparalleled.

Throughout his career, Monch has remained a rapper’s rapper, earning respect for his technical prowess and willingness to experiment. Albums like Desire (2007) and PTSD (2014) displayed his growth as an artist and a socially conscious voice. His recent work with th1rt3en proves he’s still pushing boundaries, fusing Hip Hop with rock in exciting new ways.

Pharoahe Monch’s complete mastery of the craft is evident. His flows are unpredictable, his wordplay dizzying, and his concepts often mind-expanding. His verse on the hit song “ Oh No ” (with Mos Def and Nate Dogg) is a perfect example of next-level rapping. While he may not have achieved mainstream superstardom, Pharoahe Monch represents the gold standard for technical skill and lyrical innovation, a true artist’s artist whose catalog is among the best in Hip Hop.

Essential albums: Stress: The Extinction Agenda (1994), Internal Affairs (1999)

Ice-T is a Hip Hop pioneer and one of the most influential figures in the genre’s history. Rising from the streets of Los Angeles in the early 1980s, Ice-T became the godfather of West Coast gangsta rap, paving the way for countless artists who followed in his footsteps.

His 1986 track “6 N the Mornin'” is widely regarded as the spark that ignited the West Coast gangsta rap explosion. This raw, unfiltered look at street life inspired a generation of rappers, including Eazy-E and Ice Cube, who credited the song as the inspiration for their own groundbreaking work.

What set Ice-T apart from the gangsta rap poseurs who would later flood the scene was his authenticity and depth. While he didn’t shy away from the harsh realities of street life, his lyrics always carried an underlying message about the consequences of the gangsta lifestyle. His music was hard and real, but it also possessed a layer of intelligence and humor that elevated it above the simple glorification of violence.

Like the non-album single “ Colors ,” Ice’s masterful 1988 first-person account of the Crips and Bloods gang violence that gripped Los Angeles in the 1980s, Ice T’s first four albums – Rhyme Pays (1987), Power (1988), The Iceberg (1989), and O.G. Original Gangster (1991)- are widely considered classics. All four are among the albums we always have on rotation here at HHGA, one of the reasons for Ice T’s high ranking here.

Despite some controversies, like the uproar over his metal band Body Count’s “Cop Killer” song, Ice-T has remained a respected figure inside and outside Hip Hop. His transition into acting, with roles in movies like “Trespass” and “New Jack City”, and a recurring role in “Law & Order: SVU,” opened new avenues for rappers in entertainment.

Today, Ice-T is revered as an elder statesman of Hip Hop. His documentary “The Art of Rap” and”Art of Rap” festivals demonstrate his ongoing commitment to the culture. From his early days as a pioneer to his current status as a Hip Hop icon, Ice-T will forever be one of Hip Hop’s powerhouses.

Essential albums: Rhyme Pays (1987), Power (1988), The Iceberg (1989), and O.G. Original Gangster (1991)

9. LL Cool J

LL Cool J is a Hip Hop legend who has left an indelible mark on the genre over four decades. Emerging in the mid-1980s, LL was at the forefront of a new wave of artists pushing Hip Hop’s boundaries alongside contemporaries and labelmates like Run-DMC, Beastie Boys, and Public Enemy.

At the tender age of 16, LL became Def Jam’s first signed artist, releasing “I Need a Beat” in 1984. This track, with its raw energy and aggressive lyricism, helped set the tone for the b-boy style that would dominate rap’s golden age. His debut album Radio , produced entirely by Rick Rubin, cracked the Billboard Top 50 and went platinum, establishing LL as a force to be reckoned with. Tracks like “I Can’t Live Without My Radio” and “Rock The Bells” are unforgettable Hip Hop anthems that never get old.

LL’s multi-platinum sophomore album, Bigger and Deffer , took him to new heights. Hard-edged songs like “The Breakthrough” and “Go Cut Creator Go” alongside hits like “ I’m Bad ” and “I Need Love” showcased his ability to balance street credibility with radio-friendly tracks, a formula that would influence future rap superstars like Treach, Snoop Dogg, and 2pac.

While LL could deliver hard-hitting street anthems with the best of them, he also co-pioneered a softer, more melodic approach to rap (alongside acts like Whodini were doing the same in the mid-80s). Tracks like “I Need Love”, “Around The Way Girl”, and “Doin’ It” blended fierce rap skills with smooth R&B influences, appealing to both hardcore Hip Hop heads and mainstream audiences. Throughout his career, LL consistently evolved, dropping classics like “ Mama Said Knock You Out ” that kept him relevant through decades of industry shifts, even if his post-millennium albums were not on par with his earliest six or seven albums.

LL Cool J laid down the blueprint for becoming a superstar in the genre, proving that rappers could achieve mainstream success without compromising their artistic integrity. From his infectious enthusiasm and razor-sharp bars to his unmatched charisma and delivery, LL Cool J remains a bonafide Hip Hop icon.

Essential albums: Radio (1985), Bigger And Deffer (1987), Mama Said Knock You Out (1990)

Chuck D is a revolutionary voice that transformed the genre into a powerful tool for social change. As the frontman of Public Enemy, he wielded his commanding baritone like a weapon, delivering razor-sharp lyrics that cut through the noise of mainstream media and challenged the status quo.

Born Carlton Douglas Ridenhour in New York, Chuck D co-founded Public Enemy with Flavor Flav, creating a dynamic group that would redefine rap music. Their breakthrough album, It Takes a Nation of Millions to Hold Us Back , released in 1988, set a new standard for Hip Hop excellence. Fueled by The Bomb Squad’s innovative, sample-heavy production and Chuck D’s unrelenting delivery, it became an instant classic. For us, it still is the best Hip Hop album ever released.

Chuck D’s lyrical prowess went beyond mere wordplay. He addressed racism, media manipulation, and systemic oppression with an urgency that still resonates today. But Chuck D’s impact extends far beyond the microphone. He’s been a tireless advocate for Hip Hop culture, fighting for artists’ rights and pushing for education. His deep knowledge of music history and cultural criticism has made him a respected voice both in and out of the rap world.

Even as he approaches his mid-60s, Chuck D remains a relevant and outspoken figure in Hip Hop, and beyond. He continues to create, educate, and agitate, proving that wisdom and experience can be as powerful as youthful energy in this genre. For many, Chuck D isn’t only one of the greatest rappers – he’s one of rap’s greatest teachers, a conscious voice that continues to inspire and challenge listeners to this day.

Essential albums: Yo! Bum Rush The Show (1987), It Takes a Nation of Millions to Hold Us Back (1988), Fear Of A Black Planet (1990), Apocalypse 91… The Enemy Strikes Black (1991)

7. Kool G Rap

Kool G Rap is a true OG in the rap game, a pioneer who helped shape the genre’s landscape long before many of today’s stars picked up a mic. Coming up in the Juice Crew, this Queens native quickly made waves with his fierce, no-holds-barred style. G Rap wasn’t content with simple rhymes; he elevated the art form by mastering multi-syllabic flows that left listeners’ heads spinning.

Kool G Rap didn’t sugarcoat the realities of street life – instead, he painted gritty, colorful narratives that transported listeners to the heart of New York’s toughest neighborhoods. Years before Nas, Raekwon, or Biggie brought mobster-inspired rhymes to the mainstream, G Rap was already perfecting the craft. This pioneering spirit earned him the unofficial title of “godfather of mafioso rap,” influencing countless artists who followed in his footsteps.

G Rap’s impact on Hip Hop is undeniable. His technical prowess and street-smart lyrics inspired generations of East Coast MCs. Listen closely to the complex rhyme schemes and vivid storytelling in albums like Nas’ It Was Written , Raekwon’s Only Built 4 Cuban Linx , or Jay-Z’s Reasonable Doubt and you’ll hear echoes of G Rap’s innovative style.

From his early days with the Juice Crew and DJ Polo to his critically acclaimed solo work, Kool G Rap has consistently delivered quality, hard-edged Hip Hop. His legacy as one of rap’s most skilled and influential street poets is indisputable, securing his place among the all-time greats.

Essential albums: Wanted: Dead or Alive   (with DJ Polo) (1990), Live and Let Die   (with DJ Polo) (1992), 4,5,6 (1995), Roots of Evil  (1998)

6. Big Daddy Kane

When it comes to Hip Hop royalty, few names command as much respect as Big Daddy Kane. Emerging from Brooklyn in the late ’80s, Kane helped redefine what it meant to be an emcee, blending lyrical dexterity with undeniable charisma and style.

Kane’s Marley Marl-produced debut album, Long Live the Kane (1988), hit the scene like a sonic boom. Classic tracks like “Ain’t No Half Steppin’,” “Raw,” and “Set It Off” are blueprints for Hip Hop excellence. Kane’s razor-sharp wordplay, rapid-fire delivery, and effortless cool set a new standard for emcees everywhere.

As a key member of the legendary Juice Crew, Kane was in elite company. But even among giants like Kool G Rap and Biz Markie, he stood tall. His influence rippled through Hip Hop, inspiring future Brooklyn icons like Jay-Z and The Notorious B.I.G.

What made Kane special wasn’t his mic skills alone. He brought the total package – smooth-talking ladies’ man one minute, battle-ready lyrical assassin the next. His fashion sense was impeccable, and his stage presence was electric. Kane didn’t simply rap; he performed. Anyone who ever saw him perform will know he is one of the best to ever do it live , and he is rocking crowds to this day .

While his later albums may not have reached the same heights as his early two classics, Kane’s legacy is ironclad. His contributions to Hip Hop’s development are immeasurable. From pioneering double-time flows to elevating the emcee as a sex symbol, Big Daddy Kane helped shape rap into the cultural force it is today – he’s a cornerstone of the culture’s golden age.

Essential albums: Long Live The Kane (1988), It’s A Big Daddy Thing (1989)

5. Kool Keith

In the constellation of Hip Hop greats, Kool Keith shines as a blazing anomaly. His career, from his start with the pioneering Ultramagnetic MCs to his solo flights of fancy, has been a journey through unexplored sonic territories. He’s earned his reputation as Hip Hop’s resident mad genius, a fearless innovator whose creativity burns bright.

Kool Keith emerged from the Bronx in the mid-1980s with Ultramagnetic MCs, formed in 1984 and anchored by Keith and producer/MC Ced Gee. Their first single, “Ego Tripping” in 1986, put them on the map with a sound unlike anything else at the time. The group’s strange, almost left-field approach and unorthodox delivery, especially Keith’s, set them apart.

Critical Beatdown , Ultramagnetic’s 1988 debut, is a landmark album that helped redefine Hip Hop’s sonic landscape. Keith’s unconventional flow and Ced Gee’s innovative production created a blueprint that influenced countless artists, including the legendary Bomb Squad. The album featured spacy beats and some of the most creative sampling to date, with Keith’s higher-pitched, somewhat nasal voice and broken, intricate rhyme schemes stealing the show. While not a big seller upon release, it retrospectively became a classic.

Keith continued with Ultramagnetic MCs for two more albums, most notably 1993’s The Four Horsemen , before fully launching his solo career. His solo work solidified his legacy as one of rap’s most daring innovators. Dr. Octagonecologyst , released in 1996 under the alias Dr. Octagon, is a conceptual masterpiece of surreal lyricism and otherworldly production. Keith’s stream-of-consciousness rhymes about a homicidal alien gynecologist, paired with Dan the Automator’s eerie soundscapes, created a Hip Hop experience unlike anything before or since. In an era when commercial Hip Hop embraced “shiny suit” aesthetics, this album, along with Company Flow’s Funcrusher Plus in 1997, set a new standard for underground Hip Hop .

Keith’s prolific output in multiple groups and as multiple personas proved he was an artist unbound by convention. While his quality control may vary, the sheer volume of groundbreaking material in his catalog is staggering. Kool Keith classics like Sex Style (1997) and First Come, First Served (1999) further demonstrated his ability to create entire worlds within his music, each with its own twisted logic and vivid imagery.

Throughout his career, Kool Keith has been unwavering in his commitment to artistic freedom. His lyrics, often bizarre and disjointed, challenge listeners to keep up with his frenetic imagination. Keith’s disdain for commercialized Hip Hop is palpable in his work. He consistently remained defiantly underground, satirizing wack rappers and the mainstream while pushing the genre into uncharted territories.

Kool Keith’s influence reverberates through Hip Hop’s avant-garde, inspiring generations of artists to embrace the weird and wonderful. From MF DOOM to the entire “abstract” Hip Hop movement, his DNA can be found in any rapper willing to color outside the lines.

For those willing to dive into the deep end of Hip Hop’s creative pool, Kool Keith’s catalog offers a treasure trove of mind-bending lyricism and innovative production. He may not be the most accessible artist, but for true Hip Hop heads, he’s an indispensable figure – a reminder that in art, sometimes the strangest paths lead to the most remarkable destinations.

Between his work with Ultramagnetic MCs and his solo output, Kool Keith has proven himself a Hip Hop legend. His experimental and abstract delivery never grows stale or repetitive. There’s always something new in a Kool Keith track. He’s an emcee who keeps you guessing, and despite his strange and sometimes disturbing personas, Kool Keith’s lyrical prowess and creative genius deserve celebration by any Hip Hop fan with an open mind. Kool Keith is hardly ever even mentioned in lists like this one, but he is one of our all-time favorite rappers, so there you go.

Essential albums: Critical Beatdown (1988), Dr. Octagonecologyst (1996), First Come, First Served (1999)

4. Black Thought

Tariq Trotter, better known as Black Thought, is a towering figure in Hip Hop. As the lead MC of The Roots, he’s been schooling rappers and mesmerizing audiences for over three decades with his unparalleled lyrical prowess.

Black Thought’s skills are the stuff of legend. His ability to weave intricate narratives, drop mind-bending metaphors, and deliver thought-provoking social commentary is matched only by his technical mastery. Whether he’s flowing over The Roots’ live instrumentation or bodying a Funkmaster Flex freestyle, Thought’s bars are always dense, purposeful, and razor-sharp.

While many emcees fade or stagnate, he’s arguably only gotten better with time. His recent Streams of Thought series and the critically acclaimed Cheat Codes with Danger Mouse ( 2022 AOTY ) present an artist still pushing boundaries and exploring new creative territory.

On the mic, Black Thought is a force of nature. His rich baritone and impeccable breath control allow him to deliver rapid-fire verses that demand multiple listens to fully unpack. Collaborations with other lyrical heavyweights like Big Pun, Eminem, and Royce da 5’9″ prove he can go bar-for-bar with anyone.

In a genre that often prioritizes style over substance, Black Thought is a beacon of lyrical excellence. He’s not Hip Hop’s most famous emcee, but he may well be its most skilled.

Essential albums: Illadelph Halflife (1996), Things Fall Apart (1999), Cheat Codes (2022)

Nasir bin Olu Dara Jones, known as Nas, is a cornerstone of Hip Hop royalty. Emerging from the Queensbridge projects, Nas didn’t wait for an album to announce his arrival – he shook the culture with a single verse on Main Source’s “Live at the Barbeque” in 1991. That 16-bar masterpiece sparked comparisons to Rakim and set the stage for one of rap’s most storied careers.

When Nas’ debut album Illmatic dropped in 1994, it was like a seismic event. Nas painted vivid portraits of street life with a poet’s touch and a philosopher’s depth. Tracks like “N.Y. State of Mind” and “The World Is Yours” presented a lyricist operating on another level, blending complex rhyme schemes with raw, unfiltered storytelling.

But Nas’ greatness extends far beyond Illmatic . He’s proven to be the rare artist capable of evolving while maintaining his essence. From the commercial heights of It Was Written to the fierce comeback of Stillmatic (featuring the legendary diss track “Ether”), Nas has consistently delivered. His pen game remains unmatched. Whether he’s crafting intricate narratives (“Rewind”), offering social commentary (“I Can”), or reflecting on personal growth (“Daughters”), Nas approaches every verse with surgical precision.

Over three decades deep, and Nas is still pushing boundaries. His recent collaborations with Hit-Boy have resulted in Grammy success and critical acclaim, proving that the Queensbridge King’s reign is far from over. In the ever-changing landscape of Hip Hop, Nas is like a bridge between eras – a living legend who continues to inspire and challenge listeners and fellow emcees alike.

Essential albums: Illmatic (1994), It Was Written (1996), Stillmatic (2001), Life Is Good  (2012)

Rakim Allah is a monumental figure in Hip Hop’s pantheon. This New York native didn’t merely elevate the art of MCing in the late ’80s and ’90s – he completely transformed it, setting a new standard that echoes through the decades.

Partnering with Eric B., Rakim unleashed a lyrical revolution. Their 1987 debut, Paid in Full , landed like a seismic event, reshaping the landscape of rap. Rakim’s flow was a revelation: cool, calculated, and lethally precise. He constructed rhymes with an architect’s eye, weaving complex internal patterns and multisyllabic schemes that left contemporaries in awe and imitators struggling to keep pace.

Rakim was the first to demonstrate the absolute knowledge of rapping, pioneering a free-rhythm, multi-syllabic rhyme scheme. He mastered “internal rhyming,” creating patterns that matched rhymes within the middle of a bar, not solely at the end of each line. His smooth delivery and calm voice managed to grab listeners by the throat, commanding respect and attention.

Classics like “Eric B. Is President,” “ I Ain’t No Joke ,” and the title track “Paid in Full” displayed a wordsmith operating in rarified air. Rakim didn’t simply string together clever phrases; he crafted dense, layered verbal labyrinths. His approach elevated rap from catchy rhythms to genuine poetic expression, demanding analysis and appreciation on multiple levels.

The duo followed up with 1988’s Follow the Leader , another album regarded as one of Hip Hop’s finest. It featured timeless tracks like “ Follow The Leader “, “ Microphone Fiend ,” “Put Your Hands Together,” and “No Competition.” Their subsequent albums, Let the Rhythm Hit ‘Em (1990) and Don’t Sweat the Technique (1992), continued to showcase Rakim’s unparalleled lyrical abilities.

Rakim’s influence permeates every corner of Hip Hop. He was the crucial link between old-school straightforwardness and the intricate wordplay of modern lyricism. The technical mastery displayed by today’s most respected emcees can be traced directly back to Rakim’s pioneering style. He didn’t follow trends – he created them, pushing Hip Hop to evolve and mature as an art form.

His impact extends far beyond rap’s borders. The 2024 Rock and Roll Hall of Fame nomination for Eric B. & Rakim speaks volumes about their lasting cultural significance. Even decades later, Rakim’s verses reward repeated listens, revealing new depths and connections. His calm, philosophical delivery belied the revolutionary nature of his content. Rakim proved that true power in Hip Hop lies in the quiet confidence of undeniable skill.

While his solo records never reached the acclaim of his work with Eric B., Rakim’s mark on the art of rhyming is indelible. It’s hard to imagine greats like Big Daddy Kane, Nas, and The Notorious B.I.G. not being influenced by Rakim’s groundbreaking rhyme schemes.

Rakim’s ability to transcend into another era of Hip Hop, demonstrated by his re-emergence in the late 1990s, is a feat few emcees have accomplished. He was a trailblazer from the start, setting a new standard and taking the competitive aspect of Hip Hop seriously. Neither a party emcee nor a political pioneer, Rakim was a battle rapper with unmatched pride in his craft.

In his most influential days, Rakim didn’t rely on guest features or R&B hooks. He took the reins of his work with Eric B. and turned it into some of the most influential and pioneering music – Hip Hop or otherwise – of all time. Rakim’s contributions to Hip Hop are among the most celebrated and impressive, solidifying his place as one of the greatest emcees in the genre’s history.

Essential albums: Paid In Full (1987), Follow The Leader (1988)

KRS-One, born Kris Parker in the Bronx, embodies the essence of the culture’s origins and evolution. His influence resonates through every facet of Hip Hop, from music to philosophy.

From his beginnings with Boogie Down Productions, KRS-One (Knowledge Reigns Supreme Over Nearly Everyone) established himself as a formidable force. His debut single “South Bronx” and the groundbreaking album Criminal Minded (1987) set a new standard for uncompromising Hip Hop. After the tragic loss of DJ Scott La Rock in August 1987, KRS evolved into ‘The Teacha,’ blending hard-hitting beats with socially charged lyrics.

KRS-One’s discography is a powerful chronicle of Hip Hop’s potential to educate and inspire. Albums like By All Means Necessary (1988), Ghetto Music: The Blueprint of Hip Hop (1989), Edutainment (1990), Sex and Violence (1992), Return Of The Boom-Bap (1993), and KRS-One (1995) addressed issues ranging from politics to religion, police brutality to black empowerment. His commanding, distinctive voice became a tool for mass education, challenging and inspiring listeners.

On stage, KRS-One is a dynamo of energy and skill. His live performances are renowned, demonstrating an emcee who can captivate a crowd with voice and presence alone. This old-school ethos has kept him relevant for decades. KRS-One’s technical skills are equally impressive. His rhyme schemes, clever wordplay, clear articulation, and impeccable timing have influenced countless emcees. Even in his later years, KRS continues to demonstrate a mastery of flow that surpasses many younger rappers.

Beyond music, KRS-One has become Hip Hop’s philosopher king. Through lectures, books like “The Gospel of Hip-Hop,” and his Temple of Hip-Hop initiative, he’s worked tirelessly to preserve and elevate the culture. He views Hip Hop not as mere entertainment, but as a way of life – a perspective that’s influenced generations. As Hip Hop’s conscience, KRS-One has never shied away from addressing injustice, whether in society at large or within the Hip Hop community itself. His unwavering commitment to knowledge and self-empowerment has made him a role model for those who see Hip Hop as a vehicle for social change.

From the street corners of the Bronx to prestigious university lecture halls, KRS-One has carried the torch of Hip Hop’s true essence. He serves as a living link to the culture’s origins, a bridge between old school and new school, and a constant reminder of Hip Hop’s potential to educate, uplift, and revolutionize.

KRS-One’s legacy is multifaceted: battle rap destroyer, conscious lyricist, live performance virtuoso, and cultural guardian. He continues to release music and tour with the same passion that’s defined his career. In the grand narrative of Hip Hop, KRS-One isn’t a chapter – he’s a foundational text, essential for anyone who truly loves this culture. Since the mid-80s, he has forged his own path, staying true to his message and beliefs regardless of popular trends.

In today’s era of mainstream rap, KRS-One represents the antithesis – originality, skill, and a powerful message. No other artist in Hip Hop has provided such a complete package for so long without let up. While other legends have left their mark, KRS-One’s contribution over the decades is unparalleled.

KRS-One embodies the founding principles of Hip Hop, maintaining authenticity across decades. He represents everything that defines true Hip Hop – KRS-One is Hip Hop.

Essential albums: Criminal Minded (1987), By All Means Necessary (1988), Return Of The Boom-Bap (1993)

Honorable Mentions | 51-100

• 53. Tech N9ne
• 54. Ras Kass
• 55. Percee P
• 57. Prodigy
• 58. Royce Da 5’9″
• 59. Big Boi
• 61. Chali 2na
• 62. Grand Puba
• 63. Sean Price
• 64. Raekwon
• 65. Grandmaster Caz
• 68. Talib Kweli
• 69. Guilty Simpson
• 70. Slick Rick
• 71. Chino XL
• 72. Too Short
• 73. Lauryn Hill
• 75. Killer Mike
• 76. Rapsody
• 77. Bushwick Bill
• 78. Jeru The Damaja
• 80. Lord Finesse
• 82. Brother Ali
• 84. Del Tha Funky Homosapien
• 85. Method Man
• 86. Planet Asia
• 87. 50 Cent
• 88. Chubb Rock
• 90. Queen Latifah
• 91. Jadakiss
• 94. Cormega
• 95. Ludacris
• 96. Immortal Technique
• 98. Freddie Gibbs
• 100. One Be Lo

As we wrap up our definitive Top 50 Greatest Rappers of All Time, it’s clear that Hip Hop’s legacy is as rich and diverse as the culture itself. From the pioneers who laid the foundation to the modern-day lyrical innovators, each artist on this list has left an indelible mark on the genre.

Although our preferences undoubtedly lean a certain way, we’ve journeyed through different eras, styles, and regional sounds, viewing the incredible depth and breadth of rap talent. Whether you agree with every placement or not, there’s no denying the impact these 50 emcees have had on Hip Hop and popular culture at large.

This list isn’t the end of the conversation – it’s an invitation to dive deeper into these artists’ catalogs, revisit classics, and discover hidden gems. It’s a celebration of lyricism, flow, creativity, and cultural significance that spans decades.

Remember, Hip Hop is a living, breathing art form. As new voices emerge and established artists continue to evolve, the landscape of “greatest rappers” will undoubtedly shift. But for now, this is our definitive take on the 50 (+50) emcees who’ve shaped the game and pushed the culture forward.

So keep the debates going, keep the music playing, and most importantly, keep supporting the art form we all love. Peace out.

Written by HHGA Staff

6 responses to “the definitive list: top 50 greatest rappers of all time”.

Gift of gab at 45, q tip at 31 and f****** ll cool j and ice t above him?

Aaaaaanyway.

RA the rugged Man in between Jay Z and Biggie is insane haha

Finally a list I can actually respect (unlike that dreadful list from billboard last year). While I definitely don’t agree with the order of everything and I would place some rappers far lower and others far higher, there wasn’t really one name that left me scratching my head in disbelief (drake, wayne, kanye etc) that I usually see too high on these sort of lists, but as you said in the beginning, rappers who use ghostwriters must be left out.

Well executed and thorough as always, friends. However, I think MC Casanova deserves a nod. Ahead of his time with his intricate, clever flows, he galvanized the burgeoning NY hip hop scene in the late-seventies, early-eighties. I love KRS at #1. “illegal Business” was the first Hip hop song that actually taught me something about the world, and with the dope Fat Albert sampling, and that ol’boom bap in full effect; that song, and Young MC’s “Bust A Move,” got me hooked on hip hop when I was a kid.

Oops. Ya’ll got Grandmaster CAZ in there, I see. My bad ne’er mind

I think Boots Riley of The Coup deserves a nod

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The 100 Greatest Rap Albums of All Time: Staff List

Our full list of picks for the best full-length hip-hop projects ever made is out now.

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Hip-Hop has spoiled us. In the 50 years since a group of kids decided to throw a party in the Bronx, the genre has grown and blossomed in ways Kool Herc couldn’t have imagined. Hip-hop left New York and moved south to Atlanta, Miami, Memphis, and Houston, and west to Chicago and St. Louis. It took up shop out in Los Angeles and The Bay Area and reinvented itself before moving back across the country. And in that time, as it worked its way across this country, we’ve been fortunate to experience a seemingly endless amount of incredible, culture-shifting, delectable, classic albums.

There have been so many amazing albums that it’s damn near impossible to capture them all in one list. You can point to any corner of the map and find 50 albums that could be the best album ever made. As a matter of fact, you’ve probably already had this conversation multiple times at parties or over dinner or in your various group chats. It’s a tough nut to crack. But, it’s a challenge we relish.

So, to round off Black Music Month, we decided to attempt the impossible and rank the 100 greatest rap albums of all time. Yep, of all time — and, yep, from all regions. A few members of our staff huddled to come up with a list of albums we believe represent the best of what the genre has given us over the past 50 years. We had a few criteria when deciding: We only included full-length projects that were commercially released, so no mixtapes or EPs. We took into account the world into which the album was released: Did it break new ground or was it just a different version of a more popular album? We weighed the album’s impact and how it’s endured over time: Did it change the game? Do people still play it? And, of course, since we’re Billboard , we took into account how the albums performed commercially — though ultimately, that was a lesser consideration.

To make this more digestible, we’ve been rolling the list out 25 albums at a time. And now we’ve come to the end. Today (July 11), we reveal what we here at Billboard believe are the 100 greatest hip-hop albums of all time. As ever, getting to 100 was a massive undertaking. There are albums you love that didn’t make the list. That’s just how it goes, but if there are projects you strongly believe deserved to be on the list, let us know. 

Lil Baby, My Turn

Lil Baby secured the solo spotlight with his sophomore album My Turn . It’s easy to mistake his mellow vocals as being devoid of emotion, but his lyricism uncovers the perplexing reality of what it’s like to experience glitz and glamour after coming out of the gutter (“What’s the chances that you run you up a couple mil’?/ And you really come from sleepin’ out the projects?” Baby wonders on “Hurtin.”). And the turbo-speed delivery on songs like the Future-featuring “Live Off My Closet” mimics the rapid rate of his own ascension in the rap game. But he’s ready to become a dignitary on “The Bigger Picture,” a modern-day Black Lives Matter protest anthem where Baby’s poignant reflections about racial injustice galvanize him to lead his community to action: “I got power, now I gotta say somethin’.” Baby earned his first Billboard 200 chart leader with My Turn, and on top of producing two Hot 100 top 10 hits with the deluxe edition’s 42 Dugg-assisted “We Paid” and “The Bigger Picture,” it ended 2020 as the most popular album of the year in the U.S. , according to MRC Data, as well as the most-streamed album of the year. — HERAN MAMO

E-40, In a Major Way

E-40’s best album, the perfect synthesis of his swaggering flow and the Bay Area style he pioneered, also contains a transcendentally sweet moment. On the socially conscious song “It’s All Bad,” 40 addresses his then-five-year-old son, who asks “Daddy sprinkle me with some more game,” and even raps bars of his own. The track is not the strongest off In a Major Way, that honor belongs to the silky “Sprinkle Me” or “1-Luv,” a moving exploration of life behind bars, but it illustrates why E-40 has endured and grown from a local stalwart to a global hip-hop force: since the earliest days of his career, he’s been molding minds, inventing vocabulary and making music that made the Bay Area’s highly idiosyncratic style feel welcoming and inclusive, even for his own preschooler. — GRANT RINDNER

Do or Die, Picture This

For most people, Chicago rap beings when Kanye got into a near-fatal car accident and then threw on a pink Polo shirt. But the Chi has as deep a rap history as any major city. Do or Die, a trio from Chicago’s west side, looms large over that history. After the group found local success with their single “Po Pimp,” they were signed to Houston’s Rap-A-Lot Records where they dropped their gutsy and funky debut. Produced primarily by the Legendary Traxster and featuring a young Tung Twista, Picture This gave Chicago a flag to plant in its home soil while the West and East coasts were dominating the airwaves. — DAMIEN SCOTT

Geto Boys, We Can’t Be Stopped

When it comes to Geto Boys’ third project, the conversation always bends towards “Mind Playing Tricks on Me,” and for good reason. Haunting and morose, the song cut through the noise with an unwavering clarity of purpose: to highlight just how f–ked up it is trying to make it out of a U.S. ghetto when your options are limited to gangster s–t. The rest of the album does well in exploring that motif, giving an unfiltered look at the south that wasn’t being shown in the popular music videos of the day. To call it groundbreaking feels reductive because in reality it decimated the ground it came in on. — D.S.

Run-D.M.C., Raising Hell

After Run-D.M.C. helped bring rap into the modern era with their debut album and then used their second LP to help the genre find new audiences by melding it with rock, Run-D.M.C. was on an unthinkable run. Turned out they had nowhere to go but up: The group’s third album continues its focus on sparse, hard-hitting production as Rick Rubin works his minimalist magic, pulling from all places to create a sound bed authentic enough for rap purists but accessible and innovative enough to break through into the mainstream. Run and D.M.C. pen songs that span the gamut of black life in the ’80s, covering everything from the shoes people wore (“My Adidas”) to the struggles the endured (“Proud to Be Black”). But Raising Hell ‘s reality is that, thanks for the aforementioned songs and tracks like the Aerosmith collab “Walk This Way,” both rap and Run-D.M.C. began to go mainstream. — D.S.

LL Cool J, Mama Said Knock You Out

Nearly 40 years after the 1985 release of his debut album  Radio , the ladies still love cool James. And that’s thanks to a canon of seminal albums in the ‘80s and early ‘90s that played a pivotal role in shaping and proving rap’s mainstream appeal. With this — his double-platinum, Marley Marl-produced 1990 fourth studio album — LL knocked aside naysayers who thought prior album  Walking With a Panther  leaned too pop for the room. Classics like the hard-hitting title track (which nabbed the Grammy for best rap solo performance) and neighborhood romance romp “Around the Way Girl” proved his rap gamesmanship hadn’t lost any of its authenticity. — GAIL MITCHELL

EPMD, Business as Usual

With a catalog full of classics that resoundingly vibrated through the underground in the ’80s and ’90s, EPMD’s third LP (their first release on Def Jam) not only makes this list, but gets the crown as their best work. This opus (and stunning album artwork) was chiefly inspired by anger towards haters and their former label Sleeping Bag Records (“I’m Mad” is the literally the first song on the track list). Erick and Parrish were in fact not making the dollars they felt they deserved, especially with two consecutive gold, critically acclaimed albums in the two years prior to Business as Usual .

Undeterred, EPMD focused. They delivered an adamantium-strong, well-rounded project smothered in underground funk. It is replete with seismic bangers, whimsical concept tales, and outlandish storytelling continuation. Notwithstanding, LL Cool J masterfully assaulted “Rampage” with one of his greatest guest verses and Redman made a brilliantly belligerent debut on “Hardcore.” – SHAHEEM REID

B.G., Chopper City in the Ghetto

Before Lil Wayne became the superstar of Cash Money Records, B.G. was seen as one of the label’s franchise players – and his album Chopper City in the Ghetto was proof of why. His deep, slinky-voiced street tales provided an alluring contrast to Mannie Fresh’s skittering hi-hats and synthetic horns and cymbals, a bouncy late-’90s evolution of the jazz that was such a strong part of their New Orleans heritage. While Geezy was plenty strong on his own, as he says on the album’s second-most-notable song, “Cash Money Is an Army.” But the high point is “Bling Bling,” a song where he and his fellow Hot Boyz compatriots join forces for a glitzy, synth-heavy celebration of jewelry that became a permanent staple of hip-hop lingo. — WILLIAM E. KETCHUM

Three Six Mafia, Mystic Stylez

Three 6 Mafia made history winning an Oscar for their musical contribution to the 2005 Memphis rap drama Hustle & Flow, but any track pulled from 1995’s Mystic Stylez could be the most memorable music cue in a horror classic. The group didn’t invent horrorcore, but fused it with authentic southern rap in a way that is still influencing teenage artists nearly three decades later. Many of the album’s beats (from DJ Paul and Juicy J of course), move with the slow, but undeniable pace of a movie killer stalking their prey, and act as a perfect contrast to the nimble flows — which even led to a brief beef between the group and Bone Thugs-n-Harmony. With Memphis currently in the midst of a rap renaissance, the importance of LPs like Mystic Stylez is why Three 6 Mafia’s stamp of approval remains invaluable for the city’s rising talent. — G.R.

Migos, Culture

The beloved Atlanta trio shook up the rap game and became a pop culture phenomenon with its second full-length album Culture. The first of the Culture trilogy, the 13-track set is the most concise showcase of the group’s compelling sonic DNA: a rapid-fire triplet flow that revolutionized cadences in rap music; memorable ad-libs and slang terms that’ve entered the hip-hop lexicon; and classic ATL trap production courtesy of top producers like Zaytoven, DJ Durel and Murda Beatz. Its lead single “Bad and Boujee,” featuring Lil Uzi Vert, became an epochal moment in Migos’ career — primarily due to its iconic “Raindrop, drop-top/ Smokin’ on cookie in the hotbox” chorus that spurred internet memes; Donald Glover thanked Migos for making the track while hailing them as “the Bealtes of this generation” at the 2017 Golden Globes. Culture did cement Migos as the one of the most influential acts in rap and transformed the group into a commercially successful act: It earned Migos its first Billboard 200-topping album and first set of Grammy nominations in 2018, for best rap album and best rap performance with “Bad and Boujee,” which also became the group’s first Hot 100 No. 1 smash. Given the group’s tragic ending – Takeoff was killed in 2022, Quavo and Offset reportedly had a falling out and Migos officially disbanded in 2023 – Culture serves as an excellent remembrance of better times.  — H.M.

The Pharcyde, Bizarre Ride II the Pharcyde

Back in the early ’90s when N.W.A was dominating the charts with its brand of visceral gangster rap, there didn’t seem to be much room for anything else. But else where a movement was brewing. A movement that valued novelty over realism and fun over pathos. A leading project of that movement was the Pharcyde’s debut — which is full of, well, bizarre tales, which make you nod your head and laugh out loud. The group went left of what was popping on the radio and made something wholly original. A lot of that can be credited to J-Swift, the eccentric genius producer who helmed the project. It may be trite, but after Bizarre Ride II the Pharcyde nothing was the same. — D.S.

Public Enemy, Fear of a Black Planet

Raucous, unsettling, radically heartening, Fear of a Black Planet is a generation-transcending masterpiece, where P.E. takes us from the revolution war room to the frontlines on the road to Black empowerment. “Welcome To The Terrordome” was so alluringly agitating, Mike Tyson used the P.E. catalog staple as his anthem when he walked to the ring en route to decapitating opponents. Chuck D spoke for all young Blacks who were fighting societal oppression, but who had the rebellious wherewithal to never submit, rapping “I got so much trouble on my mind/ Refuse!/ To Lose!” That inexorable conviction is so omnipresent throughout the LP, especially on the unrelenting “Brothers Gonna Work It Out,” which you can consider the big brother to Kendrick Lamar’s “Alright.” Meanwhile, “Fight the Power” is the grandson of James Brown’s “Say It Loud – I’m Black and I’m Proud” as the greatest hip-hop call to arms for the Black community. — S.R.

Ice-T, O.G. Original Gangster

Let’s get the obvious joke out of the way: Yes, the guy most kids know as a cop on the long-running Law & Order: SVU was a gangsta rap pioneer. Not only was he a pioneer, Ice-T made a certifiable classic of the form with his fourth album. Sprawling at 24 tracks, O.G. offered a nuanced take on street life with T questioning a lot of the actions he would go on to brag about. But instead of derailing the party, the contradictions make for a more absorbing listen, lending humanity to a genre many viewed as cold and antisocial. Turns out that’s just want the people wanted as O.G. debuted at No. 15 on the Billboard 200 and wound up going gold, setting a new standard for gangster rap in its wake. — D.S.

The Roots, Things Fall Apart

Year : 1999

For their first few albums together, The Roots were already more than just a novelty act: They were known as the first “hip-hop band,” bringing the jazzy energy of jam sessions to their music and building a reputation for a unique live show. But with Things Fall Apart , they began to forge their artistic identity with more conviction. Named after a seminal novel by renowned African author Chinua Achebe and beginning with a skit that stems from disenchanted jazz musicians in Spike Lee’s Mo Betta Blues , the group wanted to make a statement about their careers and their place in the hip-hop lexicon. Questlove began to integrate the off-kilter hip-hop soul that was perfected by Soulquarian peers like J Dilla, Erykah Badu and D’Angelo, while rappers Black Thought, Malik B and Dice Raw were in a zone — dropping brilliant verses alongside a roster of all-star MCs like Mos Def, Common, a young Beanie Sigel, and Eve, the latter appearing with Badu on the soulful, Grammy-winning love song “You Got Me.” — W.E.K.

The Game, The Documentary

When the West Coast craved a new rap face in the 2000s, The Game gladly accepted, rejuvenating an entire region. With Dr. Dre and 50 Cent on speed dial, The Game leapfrogged his peers on 2005’s The   Documentary . Though 50’s songwriting wizardry on “How We Do” and “Hate It Or Love It” gave Game mainstream appeal, it was Chuck Taylor’s grittiness and lyrical finesse on “Dreams,” “Start From Scratch” and “Runnin” that truly solidified his debut album. — CARL LAMARRE

Outkast, Southernplayalisticadillacmuzik

It’s sounds boring in 2024, but you can really divide southern rap into two eras: Before Outkast and After Outkast. Before Outkast most thought of southern rap as mostly bass booty anthems and party songs. Sure, there were some outliers, but none made a big enough impact to change the perception. Then came Antwon “Big Boi” Patton and André “Andre 3000” Benjamin. Their debut, Southernplayalisticadillacmuzik, is a heady album, one that works hard to prove that young black men all around the country are facing the same issues — and that gangstas and playas come in all shapes and sizes. It was revelatory at the time, and is still effective three decades later. All of rap — not just in the south, either — owes a debt of gratitude to Outkast. — D.S.

The D.O.C., No One Can Do It Better

If you’re of a certain age, you may have no idea who The D.O.C. is. Well, he was one of the best rappers to come out of the West Coast, even though he was originally from Texas. He co-founded Death Row records and wrote a gang of hits for N.W.A. He also dropped one of the best albums of the ’80s in No One Can Do It Better . Produced by Dr. Dre, D.O.C.’s debut was filled with expertly tailored funk riffs and drums that could knock a sub from a ’64 loose. Tracks like “Mind Blown,” “The Formula” and “The D.O.C. & The Doctor” showed a nimble MC who reinvigorated Ruthless Records with his classic debut. — D.S.

The Diplomats, Diplomatic Immunity

By the time The Diplomats released their double-disc debut under Roc-A-Fella Records, their name had already been ringing bells in New York City. The group, co-founded by Cam’ron and Jim Jones, was rooted in decades of friendship from growing up together in Harlem, and they’d gone on a historic mixtape run in 2002 where they’d established their own slang, sound and USA-inspired iconography. As a result, Diplomatic Immunity was a fully-formed presentation: Cam, Jim, Juelz and Freaky Zeeky had brilliant chemistry with differing rap styles, Heatmakerz and Just Blaze supplied them with brilliantly triumphant soul samples, and kids around the country were walking around with fitted hats and throwback jerseys three sizes too big. — W.E.K.

MC Lyte, Lyte as a Rock

As one of the genre’s pioneering foremothers, Queens, NY-bred rapper MC Lyte – born Lana Michele Moorer – helped kick down the door for female MCs to stand toe-to-toe with their male counterparts. The diminutive dynamo released her critically acclaimed debut album, an Audio Two production, at the age of 18. On what’s been touted as the first full album by a female rapper as a solo artist, the husky-voiced Lyte fearlessly tackled socially conscious and personal matters such as infidelity (“Paper Thin”), drug addiction (“I Cram to Understand U [Sam]”) and beat-stealing (“10% Dis”) — alongside the symbolic title track — through deft rhymes that still resonate. — G.M.

Missy Elliott, Miss E... So Addictive

Few artists have been able to merge the worlds of hip-hop and R&B as inventively as Missy Elliott, and her third album arguably sees her at the peak of her creative powers. She and Timbaland had already been hot since 20 years ago by then — and they teamed up to co-produce one of the spaciest, quirkiest batches of beats you’ll ever hear, which Missy takes on with stunning versatility. She demands men hold their own in the bedroom on “One Minute Man,” delivers a sincere, romantic ballad with “Take Away,” and provides the club an eternal staple in “Get Ur Freak On.” Futuristic production, limber flows and velvety vocals: Missy Elliott has it all, and there’s never been anyone in hip-hop like her. — W.E.K.

Roddy Ricch, Please Excuse Me for Being Antisocial

A string of successful singles, like 2018’s “Die Young” and 2019’s “Ballin’” with Mustard, and a co-sign from West Coast heavyweight Nipsey Hussle set up Compton MC Roddy Ricch for his debut album Please Excuse Me for Being Antisocial . His melodic approach and acoustic-driven hip-hop production add a smooth coating to his gritty rags-to-riches tale — but lines like “‘Cause I ain’t sure why my dawg had to make the news reel/ Got promethazine in my eyes, I’m cryin’ purple tears” on the “Intro” prove a Rolex can’t be a Band-Aid for life’s real problems. Its fourth single, “The Box,” morphed into a monster smash, with a swelling orchestral intro, squeaky “ eee err ” ad-libs and thunderous reverse 808s underlying Ricch’s shape-shifting vocal delivery. Please Excuse Me earned Roddy his first Billboard 200-topping album as well as his first Hot 100 No. 1 with “The Box,” which spent 11 weeks at the top, snagged three 2021 Grammy nominations (including song of the year) and was certified diamond by the RIAA.  — H.M.

Travis $cott, Astroworld

Named after the defunct Six Flags AstroWorld in Travis Scott’s Houston hometown, Astroworld invites listeners into Scott’s custom-built world of pandemonium. His wildly entertaining fusion of psychedelic and trap music makes for Scott’s finest production, inciting his trademark mosh pits with the LP’s mind-boggling main attraction, the Drake-assisted “Sicko Mode,” and levitating to a state of euphoria with the help of Stevie Wonder’s dizzying harmonica riffs, James Blake’s ghastly moans and Kid Cudi’s stirring hums on “Stop Trying to Be God,” or Tame Impala’s kaleidoscopic instrumentals and The Weeknd’s ethereal falsetto on “Skeletons.” Astroworld remains Scott’s strongest project in his discography as well as his most decorated: The 17-song set earned the rapper his second Billboard 200-topping album and first best rap album nomination at the 2019 Grammys, where “Sicko Mode” — which became Scott’s first Hot 100 No. 1 and first diamond-certified song — was also nominated for best rap song and best rap performance. — H.M.

Madvillain, Madvillainy

Madlib and MF Doom’s respective legacies as underground rap pillars would still exist if their 2004 joint LP Madvillainy didn’t exist, but would lack a crystallizing release that has come to be a seminal gateway record for any fans looking to explore rap’s more idiosyncratic realms. It’s a true superhero showdown, with Doom reeling off some of his most lyrically dense-yet-quotable bars atop Madlib’s collaged beats (“Mad plays the bass like the race card” remains one of the greatest mid-track producer shoutouts ever). Songs like “Meat Grinder” and “Figaro” are off-kilter, but menacing, like a Yorgos Lanthimos movie, while “Raid” and “America’s Most Blunted” honor East and West Coast rap without compromising the essential askewness of Madlib and Doom. — G.R.

8Ball & MJG, Coming Out Hard

Thanks to Yo Gotti, GloRilla, and Moneybag Yo, Memphis rap has been in the mainstream spotlight for the past half decade. But long before CMG became a dominant force, Suave House and its premier duo, 8Ball & MJG, put Memphis rap on the map. The duo’s debut album is soulful tour of the city known as the birthplace of Rock ‘n’ Roll. However, instead of taking listeners to Graceland, they show rap fans the illicit underbelly of the city, where pimps reign supreme and pushers move weight like it’s legal. Over production that mixes blues, soul and funk into a wonderfully dank concoction, the two MCs play off each other — 8Ball’s chill, luxurious flow and MJG’s spitfire approach — to bring to life a side of Memphis most had never seen before. — D.S.

Cypress Hill, Cypress Hill

Sometimes Cypress Hill’s discography can be unfairly flattened to just their frat party classics (“Insane in the Brain,” “Hits From the Bong”), but listening to any of their first four records in full cements why the group remains a uniquely revered part of L.A.’s storied rap history. In some ways, their buck-wild approach to collaborative rap made them an answer to Beastie Boys or Wu-Tang Clan, but they also provided a bridge from the early days of gangsta rap into a new phase of West Coast rap, one that could be vivid and violent, but also playful (“Hole in the Head,” “How I Could Just Kill a Man”). — G.R.

XXXTentacion, 17

17 is XXXTENTACION’s rage, chaos, depression, trauma and love meshed into an artistic fastball of troubled meditations with a still-kinetic energy. The poignant 22-minute LP leaves listeners with X’s bleeding heart. His genre-blending debut cuts deep and shows off an impressive artistic range, using guitars and icy piano keys as a canvas to display his raw DIY style. 17 even struck a chord with Kendrick Lamar, who instructed fans on Twitter to listen to the album if they “feel anything. Raw thoughts.” (The Compton legend later followed that by revealing he was on his fifth listen of the profound project.) X – born Jahseh Onfroy – would be tragically murdered just over a year later. — MICHAEL SAPONARA

Chief Keef, Finally Rich

Year : 2012

At just 16 years old, Chief Keef became the face of Chicago’s drill scene. Sosa blossomed as a rose from the concrete, growing up on the city’s vicious South Side. Keef’s syrupy rhymes mixed with Young Chop’s thumping beats proved the rapper and producer to be a lethal Shaq & Kobe combo on the MC’s major label debut Finally Rich — which, with enduring anthems like “Hate Bein’ Sober,” “I Don’t Like” and “Love Sosa,” would go on to define an often-misunderstood movement. Somehow still only in his 20s, Keef and his signature studio album are still routinely cited as influences by burgeoning artists from all across the hip-hop landscape to this day. — M.S.

Redman, Muddy Waters

Year : 1996

The closest thing New Jersey rap has had to a superhero was Treach, the lead rapper from Naughty By Nature. But the Garden State does have a resident dark horse comic book character in Redman, the North Jersey anti-hero who’s as funny as he is ill with it. After his harrowing second album, 1994’s Dare Iz a Darkside , Redman and Erick Sermon built a more playful and slightly more radio-friendly sound for 1996’s Muddy Waters without sacrificing the gritty dark comedy that made Red a fan favorite. Light on features but heavy on skits — maybe a bit too heavy? — the album shows Redman at the height of his powers, rapping his ass off about any and everything that popped into his head, and set the stage for what would be his most commercially successful album two years later. — D.S.

Tyler, the Creator, Call Me if You Get Lost

Year : 2021

Tyler, the Creator finally got a Gangsta Grillz mixtape 11 years after tweeting he wanted one “SO F–KING BAD.” With his jet-setting alter ego Sir Tyler Baudelaire taking the controls, Call Me If You Get Lost plays like the atmospheric soundtrack of an international flight’s first class, with dizzying jazz flute melodies on the Lil Wayne-featuring “HOT WIND BLOWS” and a nearly 10-minute shimmering synth-pop-turned-reggae fantasy on the Brent Faiyaz and Fana Hues-assisted “SWEET / I THOUGHT YOU WANTED TO DANCE.” But at the same time, he upholds DJ Drama’s heralded hip-hop tradition with the braggadocious, Gravediggaz-sampling single “LUMBERJACK” and brutally honest “MANIFESTO” (featuring Domo Genesis). Tyler continues to push the boundaries of his own music, making CMIYGL his most profound work — as well as his second Billboard 200 No. 1 album, and second to win the best rap album Grammy.  — H.M.

Lil Uzi Vert, Love Is Rage 2

Year : 2017

Rap and rock have a storied history together, and Uzi flipped that relationship on its head with his star-making debut studio album, Luv Is Rage 2 . Combining swaggering energy with songs that contemplate the darkest depths of suicidal ideation and depression, Uzi expertly captures the through lines between the seemingly disparate emotions of love and rage. Across the album’s 20 tracks, Uzi tries on myriad sounds, all held together by the way he commands top-level production from the esteemed likes of Metro Boomin, Pharrell Williams and Pi’erre Bourne. The album’s refusal to settle in a predictable pocket is indicative of Uzi’s rap generation – a group of restless rock stars always on the search for something new, a theme that courses through his post-breakup paeans on Luv Is Rage 2 . — KYLE DENIS

Mos Def, Black on Both Sides

Now known as Yasiin Bey, the Brooklyn rapper has never been one to mince words. As its title implies, his debut solo album finds an unapologetic Bey addressing socio-political issues involving the environment and white appropriation of Black culture (“New World Water,” “Rock N Roll”), meditating on life (“Umi Says”) and navigating romance (“Ms. Fat Booty”). Bey’s ability to shift between rapping and singing, his calm-yet-affirmative voice, vivid and insightful storytelling nestled against laidback soul-jazz sonics — accented by live instrumentation and skillful samples of songs by Aretha Franklin, Fela Kuti, Broadway’s Gershwins and more — are among the reasons why this 1999 album was so impactful, and remains an essential hip-hop primer. — G.M.

Nicki Minaj, Pink Friday

Year : 2010

While her 2009 mixtape Beam Me Up Scotty established Nicki Minaj as one of rap’s exciting newcomers, she proved she was here to stay the following year with official debut album Pink Friday . She proudly proclaims “I’m the Best” on the LP’s opener, and proceeds to dethrone Queen Bee (aka Lil’ Kim) as her volatile alter ego Roman Zolanski on the next track “Roman’s Revenge,” with Eminem assisting as Slim Shady. But while she makes the case for why who rules rap shouldn’t be limited to one’s sex, Minaj also doesn’t limit herself to the rap genre: She flaunts her mainstream pop sensibilities on tracks like the deluxe cut-turned-infectious smash “Super Bass”; reveals her vulnerable side and R&B vocals on “Right Thru Me”; and taps willl.i.am for the electropop, Buggles-sampling single “Check It Out.” 

But on the celebratory single “Moment 4 Life,” she and her Young Money labelmate Drake pause to relish in the reality of becoming successful rappers after yearning for their time to come – and Minaj deservedly earned her moment with this album. Pink Friday became Minaj’s first Billboard 200 No. 1 album, while “Super Bass” earned the rapper her first Hot 100 top 10 hit as a lead artist (and became the highest-charting rap hit by a solo female act since Missy Elliott’s “Work It” a decade earlier) as well as her first diamond-certified single. Pink Friday also earned a best rap album nod at the 2012 Grammys, where Minaj was also up for best new artist and best rap performance for “Moment for Life.”  — H.M.

The Throne (Ye & Jay-Z), Watch the Throne

Year : 2011

Although both members of The Throne – Kanye “Ye” West & Jay-Z – have fallen victim to different black holes in the universe of rap capitalism, their culture-shifting joint LP captured the two hip-hop titans before that monster consumed them. A record that unabashedly revels in its own opulence, Watch the Throne mines classic soul samples and combines ruminations on Black wealth that are simultaneously inspirational and haunting. After all, there’s no way to wax poetic about wealth without also addressing the chaos and mania that comes with it. “N—as in Paris” might be the eternal party starter, but “Welcome to the Jungle” and the Frank Ocean-assisted “Made In America” are where the album’s gravity truly lies. — K.D.

Lil Wayne, Tha Carter III

Year : 2008

Lil Wayne has a permanent spot on the Mixtape Mount Rushmore, but that doesn’t mean he doesn’t know his way around a proper studio album either. For the third installment of his iconic Carter series, Tunechi fully leaned into the vivacious commerciality of late 2000s mainstream hip-hop without sacrificing the nimble flows and hilarious wordplay that make his mixtapes so arresting. From the sweet R&B-laced hook of “Mrs. Officer” to the irresistible pop appeal of his Billboard Hot 100-topping “Lollipop,” Tha Carter III wasn’t just a blockbuster, it was also a flawless blueprint for what can be achieved at the height of rap-pop stardom. — K.D.

Cam'Ron, Come Home With Me

Year : 2002

The Harlem rapper, who hustled out of the limelight for most of his career, finally found success when he decided to rebrand and rebuild. With his Diplomats crew in tow, Cam’ron began releasing a torrent of music, which mixed the street luxury and glamour made popular by Roc-A-Fella’s then-recent releases with his own get-it-how-you-live griminess. The most perspicuous example of which was his first solo album, released in partnership with Roc-A-Fella: Come Home With Me had the glittering soul samples popular at the time in the form of “Hey Ma” and “Oh Boy,” as well as the stark realism for which this former Child of the Corn was best known.

Standouts like the title track saw Killa Cam spitting bars as sharp as a blade hidden in his gums, while Juelz Santana and Jim Jones foreshadow what the future held for the Harlem collective. And, as an acknowledgment of how good the album is, the King of New York himself Jay-Z gets in on the action, going back and forth with Cam on the Just Blaze-produced “Welcome to New York City.” Was Jay passing the baton or was Cam taking it? Either way, after Come Home With Me, there was a new king in town — D.S.

T.I., Trap Muzik

Year : 2003

“This ain’t no album, this ain’t no game, this a trap,” T.I. fiercely declares on the opening bars of Trap Muzik ’s title track. After his 2001 debut I’m Serious fell flat, Tip made a proper national introduction with his ’03 sophomore set, an album T.I. insists invented a genre. DJ Toomp’s husky string melodies provide the backing for dope boy anthems like “24’s” and “Look What I Got,” which welcome America to life in the trap. Meanwhile, David Banner’s spiritual production on “Rubber Band Man” should be taught in schools, as Tip’s braggadocious rhymes and southern drawl lent him more commercial appeal than his former label originally thought. Just don’t get it twisted: T.I. isn’t here to glamorize the struggle, but to provide inspiration and information on his means for survival running around Bankhead. — M.S.

Warren G, Regulate... G Funk Era

All hail the grand underdog. In 1994, Warren G. delivered the blockbuster album we never knew we wanted, but always needed — particularly Def Jam records, who was raised out of a slump with the album’s sales of over five million.

Slept on by his brother Dr. Dre and Suge Knight, Warren was not signed to Death Row like his 213 group members Snoop Dogg and Nate Dogg. It ended up being a blessing in disguise: Undeterred, but with a chip on his shoulder, Warren laid on the floor on his sister’s apartment for months, concocting his signature, laid-back, euphoric soundscapes. He got his big break as a producer via 2Pac’s declarative “Definition of a Thug N—a” and Mista Grimm’s funk smothered “Indo Smoke.” Warren was so hot as a boardsman, he secured his own record deal.

Warren’s coup de grace came as he culled a magnum opus in Regulate… G Funk Era , filled with blissful, soul-uplifting West Coast rhythms that penetrated speakers worldwide. “This DJ” has been lauded for generations, and “Regulate” was so smooth and permeating, it quickly became one of the biggest rap singles ever. — S.R.

A Tribe Called Quest, Midnight Marauders

Year : 1993

A seminal harbinger of hip-hop’s ‘90s golden era, Tribe’s third album is a key representative of the Native Tongues movement. The 1993 release picks up where 1991’s  Low End Theory  left off, continuing Tribe’s innovative genre-bridging of jazz, bebop, R&B/soul, funk and other elements. That, coupled with members Q-Tip, Ali Shaheed Muhammad and the late Phife Dawg’s on-point mix of socially conscious and amusing storytelling helped prove there was more to hip-hop than just gangsta rap. Nabbing the top spot on the R&B/Hip-Hop Albums chart and No. 8 on the Billboard 200, the platinum-certified  Midnight  yielded classic singles like the chill anthem “Electric Relaxation,” “Award Tour” (featuring De La Soul’s late Trugoy the Dove) and “Oh My God” with Busta Rhymes. — G.M.

DJ Quik, Rhythm-al-ism

Year : 1998

If Dr. Dre’s 2001 was the ‘90s West Coast rap record that heralded the arrival of the future, DJ Quik’s Rhythm-al-ism was the most fitting send off to nearly two decades of paradigm-shifting L.A. rap. The MC and producer gave G-funk a Viking funeral, incorporating R&B classics from Prince, SWV and Curtis Mayfield with his own cascading flows for an album that embraced a more tender side of Quik — even while also encompassing the X-rated romp “Medley for a ‘V,’” the reggae-based reefer ode “Bombudd II,” and the standout slice-of-life cut “You’z a Ganxsta,” On the latter track’s third verse, Quik implores rappers to consider the power of their music and lyrics, advising, “You see you can say the things that can help us all ball/ Or you can say things that make it bad for us all/ Fix the problem the only way is come to the source/ Don’t be a Trojan Horse help us change the course.” — G.R.

UGK, Ridin’ Dirty

When UGK finally had its overdue moment in the mainstream sun with 2007’s Underground Kingz, it only made sense that the double LP would include an entire track dedicated to their 1996 breakthrough, Ridin’ Dirty. Facing the cumbersome task of building a national profile from a region considered a hip-hop afterthought besides Geto Boys, the group persevered through label drama and significant personal loss to make a generational rap album.

“One Day,” with its poignant Isley Brothers sample and moving lyrics, ranks among rap’s most moving tributes to lost loved ones — particularly since the Houston area scene UGK came from has dealt with so much death, from DJ Screw to Big Hawk to Pimp C. Tracks like “Diamonds & Wood” and “F–k My Car” perfected the funky bravado of great southern hip-hop, thanks to velvety beats from N.O. Joe and Pimp himself. Houston wouldn’t have its big moment on the national stage for nearly a decade, but there’s no way that would have been possible without the enduring legacy of Ridin’ Dirty. — G.R.

Lil Wayne, Tha Carter II

Year : 2005

Tha Carter II set the stage for Lil Wayne to enter the highest peak of his career in the mid-2000s. The New Orleans legend strayed from his usual array of Mannie Fresh beats for a more diversified palette, and boasted a different level of maturity growing up in front of the world’s eyes as a 23-year-old entering adulthood. “Fireman” spread like wildfire, as Limewire files were transferred to millions of iPods, and “Hustler Musik” showcased a layered and introspective Wayne fans had never seen before. With a first week that doubled the sales of its predecessor, C2 planted the seeds for Wayne’s ascension to commercial titan status, via one of the most successful album series of any rap era. — M.S.

J. Cole, 2014 Forest Hills Drive

Year : 2014

Sometimes, going home can spark inspiration. That was the case for J. Cole when he stitched together his third album, 2014  Forest Hills Drive . Sitting atop his childhood house on the cover, Cole blows out his own candles on the autobiographical “January 28” while wittily ruminating on his pubescent days in “Wet Dreamz.” The project reaches its crescendo when he offloads his concert-starter “No Role Modelz,” paying homage to the late James Avery. And when Cole isn’t in his militant bag, he’s a guiding light for the oppressed on the indelible gem “Love Yourz.” — C.L.

Nipsey Hussle, Victory Lap

Year : 2018

After releasing over a dozen mixtapes and experiencing years of delays, Nipsey Hussle solidified his position as a West Coast hero with Victory Lap , his first official full-length album – and sadly, his last project before his tragic murder in 2019 . Laser beam synths, bumping basslines and soaring female background vocals underscore the Crenshaw native’s journey, from a Rollin’ 60s Crip who once strived to become a millionaire drug dealer (per his explanation about “Million While You Young”) to a community activist and entrepreneur with dreams he was turning into reality (“Billion-dollar project, ‘bout to crack the cement/ So what if our investments had become strategic?” he raps on “Blue Laces 2”).

Throughout the set, Nipsey drops breadcrumbs about how to get your bread up, like he’s teaching financial literacy courses in the hood. And he also has the turn-up tracks on deck, with the YG-assisted, Jeezy-inspired “Last Time That I Checc’d” calling for cruising down the L.A. streets, while “Grinding All My Life” will have you going up in the club or walking out to the ring as if you’re Jonathan Majors in Creed III . Victory Lap – which earned the Eritrean American MC his first Grammy nomination in 2019 for best rap album – immortalizes Nip’s legendary hustle, while also aspiring others to cultivate their own. — H.M.

Nas, It Was Written

What was once considered a misstep when it was first released has aged like fine wine over the decades since. It Was Written was Nasty Nas losing the camouflage and hoodies in favor of Versace silks and tailored suits, as he turned into his mafiaso rap persona Escobar on his much-anticipated sophomore set. This angered purists — and even sparked a subliminal war with Biggie — but under the glossy exterior of the lead single “If I Ruled the World” featuring Lauryn Hill, laid an underbelly of lyrics wrapped in blood money. If Illmatic was his Goodfellas , then It Was Written was his Casino . — ANGEL DIAZ

GZA, Liquid Swords

Year : 1995

When you talk about solo Wu projects, this project should be mentioned in the same sentence with Only Built 4 Cuban Linx and Supreme Clientele . The RZA’s production and the GZA’s lyrics took what C uban Linx did and made it darker, serving up a gothic tale of blood being spilled in the name of honor, while introducing the classic samurai movie Shogun Assassin to a new generation with its spooky skits and samples. The title track opener, starting off with Daigoro’s narration of him explaining his father’s past and the time a rival clan murdered his mother, remains still bone-chilling nearly 30 years later. — A.D.

OutKast, Stankonia

Year : 2000

Each of OutKast’s first three albums has its own case as a classic, but their senior effort Stankonia forged the image that most people have in their heads when they imagine the Atlanta rap duo: boundlessly creative, with sonic influences that weave between funk, soul and psychedelic rock, and raps that were both personal and sociopolitical. “Ms. Jackson” tenderly chronicles babymamadrama, while “Gasoline Dreams” starkly compares white wealth to unjust prison sentences for Black people. “B.o.B” showcases two of the only rappers on earth who could handle such a frenetic 155 BPM instrumental, and “So Fresh So Clean” slows things down for a funky dedication to flyness. OutKast was both dominating radio and moving in a way that seemed to completely ignore it – the industry had no choice but to follow their lead. — W.E.K.

Kendrick Lamar, To Pimp a Butterfly

Year : 2015

Through his amalgamation of P-Funk, neo-soul, jazz and rap, Kendrick Lamar’s To Pimp a Butterfly stands as hip-hop’s greatest epic poem. A glorious odyssey through Kung Fu Kenny’s very own season of Black Lives Matter-era maturation, TPAB houses the roots of his eternal internal battle between his understanding of himself and the world’s perception of him as Messiah-esque activist. Those sentiments would fully crystalize nearly a decade later on Mr. Morale & the Big Steppers (2022), but in their inception on TPAB , Lamar parses his relationship with Christianity, the advantages and pitfalls on Pan-Africanism, and the interconnected modes of oppression wielded against Black people in America with incredible nuance and disarming charm. — K.D.

Drake, Nothing Was the Same

Year : 2013

After winning his first Grammy in 2013 for best rap album with Take Care, Drake revealed the title of his third studio album, Nothing Was the Same — telling MTV that it wasn’t “some straight rap album.” On his junior set, Drake challenges what it means to be one of the best rappers alive by further refining his technique of rapping and singing, balancing menacing and meditative bars and polishing his and Noah “40” Shebib’s brooding production.

The album’s two Hot 100 top 10 hits – “Started From the Bottom” and “Hold On, We’re Going Home,” with OVO duo Majid Jordan – couldn’t be more different: The former is an underdog anthem about Drizzy’s ability to make it against all odds over a chilling piano loop and crisp shakers, while the latter is a dreamy synth-pop smash about finding The One that Drizzy imagined would be a timeless wedding song. His versatility as a hitmaker while throwing away the notions of a conventional hit made Drake untouchable (“Heavy airplay all day with no chorus,” he exclaims on the six-minute, Whitney Houston-sampling opener “Tuscan Leather”). Nothing Was the Same notched Drake another Billboard 200-topping album that also received a best rap album nod at the 2014 Grammys, while “Started From the Bottom” was nominated for best rap song and best rap performance. — H.M.

Just when you thought Jordan and Pippen were Chicago’s lone superstar duo, Common and Kanye entered the conversation when the former released his 2005 album,  Be . Clocking in at 42 minutes, West laid down the foundation, serving as the project’s executive producer, allowing Common to glide through some of his best beats. The title track signaled what would come, as the Windy City MC cycled through his emotions on the Albert Jones “Mother Nature” sample with aplomb. That same faith and ambition bled through tracks like “The Food,” “The Corner” and “They Say,” where Common showed why Chicago had its gorgeous moments beyond the city’s war scars. — C.L.

Queen Latifah, All Hail the Queen

Year : 1989

Dana Owens was just 19 when she began forging her indelible imprint as Queen Latifah. Her statuesque presence, African-inspired attire and crowning headwear commanded attention from the gate. But any doubt as to what the New Jersey native could do musically was erased by her 1989 debut album, whose 12 tracks she either wrote or co-wrote. Its genre-crossing fusion of hip-hop, reggae, house and jazz coupled with Latifah’s passionate, empowering flow yielded classics such as the female anthem and top five Hot Rap Songs hit “Ladies First” with Monie Love. Spitting lyrics like “Some think that we can’t flow/ Stereotypes, they got to go,” the rapper/singer — now an award-winning actress and savvy business entrepreneur —  has since inspired a host of women, both behind the mic and in executive suites. — G.M.

Rick Ross, Teflon Don

Teflon Don  was Rozay’s bulletproof masterwork. A concise project with 11 tracks, the set was unmistakably triumphant, brimming with high-octane production and luxury raps laid out by the self-proclaimed rap boss. A gumbo drenched with flavorful tracks,  TD  boasted club-rattling anthems, including “BMF” and “I’m Not a Star,” flexing Ross’ radio-making prowess. And when paired with heavyweight MCs like Jay-Z (“Free Mason”), Jadakiss (“Maybach Music III”), and Kanye West (“Live Fast, Die Young”), Rozay held his own, captivating fans with his gruff raps. — C.L.

Lil Kim, Hardcore

Before Nicki Minaj and Cardi B, there was Lil Kim. And with the 1996 arrival of her debut album, the Junior M.A.F.I.A. alum immediately put everyone — especially male rappers — on notice: Women can be sexually empowered too. Between her sexy outfits and poised flow, Queen Bee upended the status quo with explicit, scintillating lyrics that brought a new dynamic to the feminist movement and to hip-hop itself. “They ain’t hit s–t ’til they stuck they tongue in this/ I ain’t with that frontin’ s–t/ I got my own Benz, I got my own ends,” she raps on “Not Tonight.” That hit, as well as fellow game-shifting smashes “No Time” and “Crush on You (Remix),” best demonstrate why the double-platinum-certified Hard Core  still stands as an essential chapter in hip-hop history. — G.M.

Big Punisher, Capital Punishment

You know you’re nice when a guest appearance makes your debut album one of the most anticipated releases in rap history. That’s what happened when Big Punisher lost his mind on the Beatnuts’ 1997 New York classic “Off the Books.” The Puerto Rican rapper hailing from the Bronx quickly justified the hype and then some with Capital Punishment . His breakout single “Still Not a Player” remains a party anthem and once went viral because Chef Bobby Flay was recorded dancing to it. While Latinos were always involved in hip-hop in some form or another, it was Pun who repped the hardest, as the first solo Latin rapper to go platinum. — A.D.

Clipse, Lord Willin'

Clipse’s classic single “Grindin” took over lunch tables all over the country with The Neptunes’ sparse, percussive instrumental. But with their major-label debut LP Lord Willin’, brothers Pusha T and Malice proved that they were worthy signees of Pharrell and Chad Hugo. The two Virginia siblings had a shelved late-’90s album in their rearview mirror, and they displayed a polished chemistry that outpaced the expectations of a studio debut. The contrast between Pusha’s brash, sinister cockiness and Malice’s contemplative remorsefulness made for arguably the best coke rap duo since Raekwon and Ghostface Killah, and The Neptunes laced them with heat every step of the way. — W.E.K.

Boogie Down Productions, Criminal Minded

Year : 1987

KRS-One and fellow BDP founding member, the late DJ Scott La Rock, were on the album cover literally draped in bullets and sitting at a table that was plastered with a full arsenal. However, when you heard about 9mms going bang on the Criminal Minded LP, it wasn’t gangsterism they were going for (although N.W.A will tell you they were inspired by BDP) — they were illustrating to the world what the modern-day revolutionaries looked and sounded like.

KRS and P.E.’s Chuck D were the most import voices in hip-hop in the 1980s. Both MCs’ luminous rhymes were fueled by righteous indignation. KRS wanted to uplift the Black and hip-hop communities AND elevate himself as a heralded, elite MC. The Blastmaster ensured that the “Boogie Down” Bronx got props as the birthplace of the culture, spawning the anthemic dis record/blockbuster hometown theme, “South Bronx” (sparking an historic rivalry with Queens’ MC Shan). KRS followed up with arguably the greatest dis record ever, “The Bridge Is Over.” The aforementioned records and the title track stand out as the most momentous on Criminal Minded , however, there were no flaws throughout the tracklist. — S.R.

Beastie Boys, Paul’s Boutique

The Beastie Boys’ 1986 debut established them as a frenetic force for good in hip-hop, but 1989’s Paul’s Boutique is what established their model of musically adventurous yet gleefully juvenile rap music that endures even after the group disbanded following MCA’s 2014 death. Paul’s Boutique is revered for its tapestry of samples, lifting everything from the Eagles to The Sugarhill Gang, with blips of global instrumentation and references aplenty. The LP is the sort of rich musical and pop cultural tapestry that needed a “66 and ⅔” book , not just the usual “33 and ⅓.” But it’s also a damn good rap record, hinging on the inimitable chemistry of MCA, Ad Rock and Mike D, punctuating the end of the ‘80s with the decade’s meticulously traded-off flows, while also ushering in the future of the artform. — G.R.

Juvenile, 400 Degreez

Yeah : 1998

“Cash Money Records taking over for the ’99 and the 2000!” Has there been a more prophetic intro in all of hip-hop history? From the bounce-rooted contemporary Negro spiritual that is “Back That Azz Up” to “Ha” — whose Jay-Z-assisted remix is a key inflection point in the relationship between Southern and East Coast rap – 400 Degreez is an undeniable classic. With tracks that nod to hip-hop’s party-rocking history to lyrics that subtly address the inescapable confines of certain circumstances, 400 Degreez is the best of what can happen when a regional sound hits the national stage. — K.D.

Ghostface Killah, Supreme Clientele

“I don’t give a f—k if you don’t know what I’m talking about — this is art. When you go see a painting on the wall and it looks bugged out because you don’t know what the f—k he thinking, because he ain’t got no benches, no trees there, it’s just a splash. The n—a that did know what the f—k it is.” That’s a famous Ghostface quote from RZA’s book, “The Wu-Tang Manual,” and best encapsulates anything I can think of writing about Supreme Clientele . Ghost’s abstract bars were made out to be nonsensical, and yet they still manage to be eternally quotable. Only a person that studied under Bruce Lee has that ability. Or maybe it’s because Ghost’s rhymes are made of garlic? We’ll never know. — A.D.

Jay-Z, The Black Album

At this point, we know Mr. Carter will never really retire, but that was a real possibility leading up to the release of The Black Album – one of several classics the Brooklyn legend has dropped over the years. Had Jay-Z actually retired, he would have left the rap game at the peak of his powers: With The Black Album , Jigga paired some of his slickest bars and most introspective lyrics with production that complemented the range of his songwriting. Timbaland’s sauntering “Dirt Off Your Shoulder” beat is an infinite earworm, while Just Blaze’s hair-raising “Public Service Announcement” instrumental still blows out any speaker in a ten-mile radius. As both a commercial knockout and a testament to Jay’s ability to curate and craft quality albums, The Black Album is a hip-hop monument. — K.D.

Kendrick Lamar, Good Kid, M.A.A.D. City

One the defining hip-hop albums of the 2010s, Kendrick Lamar’s seismic good kid, m.A.A.d. City freaks the blueprints of the genre’s best autobiographical LPs with harrowing recollections of the Pulitzer Prize-winning actor’s life in Compton, through the lens of a storyteller who drifts between subject and observer. Effortlessly oscillating between a gripping nonlinear narrative and an enviable collection of radio anthems — “Swimming Pools,” “Bitch Don’t Kill My Vibe” and “Backseat Freestyle,” among them – K.Dot’s major label debut heralded the arrival of one of music’s most important voices. We’re over a decade removed from Lamar’s infamous Grammy shutout, but if there was ever an album that didn’t need that institution’s validation, it’s good kid . — K.D.

Bone Thugs-n-Harmony, E. 1999 Eternal

Bone Thugs-N-Harmony were one early signees to Eazy-E’s Ruthless Records, and they brought a new style of the gangsta rap that their mentor had popularized with N.W.A. The group paired the Midwestern-specific double-time flows with harmonic melodies, adding dimension to both their vengeful street raps on songs like “Mo’murda” and to their anguished, grief-stricken songs like their classic Hot 100-topper “Tha Crossroads.” The latter was originally an ode to a fallen friend, Wallace “Wally” Baird III, and it became one of hip-hop’s most iconic songs of mourning when a remix was made after Eazy’s death. Hip-hop chronicles the cycle of inner-city violence better than any other genre, and E. 1999 Eternal makes that agony as palpable as any album ever recorded. — W.E.K.

Future, DS2

After pulling off an impeccable three-peat with his storied 2014-2015 mixtape run, the table was set for Future to demolish the entire rap circuit.  Dirty Sprite 2  was Future’s tour de force, as the superstar assumed the antagonist role and scoffed at everything mainstream rap wanted him to be. With Atlanta’s elite backing him on the production side (Metro Boomin, Southside, and Zaytoven), Future’s self-assurance was top-tier as he reclaimed his power on “Slave Master” while proving why he’s a hall-of-fame edgelord on “Real Sistas.” Pick any track at random, and Atlanta’s trap king will show you why he’s a habitual line stepper, who revels in f–king your bitch in some Gucci flip-flops. — C.L.

Gang Starr, Hard to Earn

Year : 1992

Though neither hailed from New York, it’s impossible to imagine the city’s rap scene without the contributions of Gang Starr, the duo of DJ Premier and Guru who reeled off four sensational LPs in five years, capped by 1994’s Hard to Earn. The album is a graduate thesis in turntablism from Premier, with expert scratching and sampling, and a showcase for the underrated lyricism of Guru, who brought a contemporary cool that often belied the imaginative (and frequently hilarious) lyrics he put to songs like “Blowin’ Up the Spot” and “Suckas Need Bodyguards.” Gang Starr never quite recaptured their form from Hard to Earn, but that hardly matters when you make an album that is impossible to omit from the story of East Coast rap — and that sets its DJ up for a career as one of the most sought-after producers in music, period. — G.R.

Makaveli, The Don Killuminati: The 7 Day Theory

When 2Pac’s posthumous The Don Killuminati: The 7 Day Theory dropped, hip-hop was deep in the seven stages of grief following his tragic murder. So when an album surfaced that saw him taking on the name of the legendary political philosopher who (according to some) faked his own death before taking out his enemies, it was all many people needed to let their imaginations run wild. Reportedly recorded over a seven-day span, the album found Pac vindictive and confrontational, reflecting the tumult of his final months. The haunting “Hail Mary” seethes with revenge, “Me and My Girlfriend” finds him inseparable from his gun, and “To Live and Die In LA” celebrates the highs and lows of his city one last time. The Don Killuminati plays less like a swan song, and more like the final battle cry from one of rap’s most polarizing warriors. — W.E.K.

Young Jeezy, Let's Get It: Thug Motivation 101

Jeezy rumbled through the mixtape circuit to become “your favorite rapper’s favorite rapper.” Cooking in the trap could only last so long as his long-overdue Let’s Get It: Thug Motivation 101 major label debut finally arrived via Def Jam in ‘05. Jeezy’s raspy street tales and hustler ambitions hit heavier than many of his snake oil salesmen peers cosplaying Trapper of the Year. Even mainstream America wrapped its arms around Jeezy, as the Atlanta native notched his first top five hit on the Hot 100 with some help from Akon on “Soul Survivor.” TM101 gave the south an instant classic, while Jeezy, T.I, and Gucci Mane formed a big three of trap pioneers keeping the spotlight on the ATL through the 2000s. — M.S.

LL Cool J, Radio

Year : 1985

At its very fabric, Radio and its quasi-title track (“I Can’t Live Without My Radio”) is about the genuine love a youngster has of rap music — the high its artist gets from hearing his favorite rappers’ music blast out of his boombox speakers at near-deafening levels, and the sense of urgency he has to be heard and held in the same regard of his b-boy heroes.

Radio didn’t just embodied the spirit of hip-hop as it was growing in the mid 1980s, it was an integral building block of rap’s foundation. LL Cool J broke ground as rap’s first teen superstar and an instant pillar of the culture with a debut that ushered a new era of emboldened MCs. While the quality level on the LP is high, especially with Rick Rubin’s head-banging tracks fueling LL’s aggressive tone and bar barrages. The hip-hop superstar would put out bigger and deffer albums as his legendary career continued, but his first offering’s success and influence was the most critical vehicle in driving rap to the top early in the Golden Age. — S.R.

Big Daddy Kane, It's a Big Daddy Thing

At just 19 years old, Big Daddy Kane was the rap world Thanos, collecting all the hip-hop infinity stones to become the prototypical rhyming superstar. Stone 1, he was an MC’s MC: a myriad of flows, magnetic vocal tone, lyrically astounding — he was as witty as he was deadly with the punchlines, always articulate and never compromising intellectual integrity. Stone 2, he had The Look: BDK was just as alluring to the females as LL Cool J (he even bagged Madonna), but so fashionably forward, fly and uber-cool, men started biting his trendsetting styles (which Jay-Z referenced on Vol. 3 ‘s “Do It Again”).

Stone 3, he was an ultimate showman: Kane, the late great DJ Mister Cee, and backup dancers Scoob and Scrap Lover massacred every stage and video set when they performed. And Stone 4, he had classic works: The Brooklyn Czar’s 1988 debut Long Live The Kane and especially its 1989 follow-up It’s a Big Daddy Thang propelled him into rap’s upper echelon. With a diverse array of hits, hardcore street joints and songs for the ladies, he was a clinician for the Black community — also able to seamlessly dive into addressing the societal atrocities affecting his people. — S.R.

Scarface, The Fix

Scarface was already a southern rap legend by the time of his seventh album. The franchise player of J. Prince’s Rap-A-Lot Records dropped classics as both a solo artist and as frontman of Geto Boys. But after becoming the president of Def Jam South in 2000, he created an album that showcased his no-frills street soliloquies with new sounds. He added production by Kanye West, Nottz and The Neptunes to supplement beats from longtime collaborators like Mike Dean, and teamed up with rap stars like Jay-Z, Beanie Sigel and Nas. The soul samples gave his sound a new East Coast-friendly coat of paint, but gems like the nostalgic, reminiscent “My Block” and the heartless street tales of “In Cold Blood,” prove it’s still the same stoic, profound Brad Jordan that fans had long grown to love. — W.E.K.

Jay-Z, Reasonable Doubt

Bowing onto the scene in 1996 via his own Roc-A-Fella Records imprint, Jay’Z’s 14-track full-length introduction made a lasting impression, thanks to its skillful production (including DJ Premier, Clark Kent), mafioso rap themes integrating the former drug dealer’s own street hustling experiences, insightful and witty rhymes about life and material dreams — and of course, Jay-Z’s keen freestyle prowess. In other words, this newcomer was the real deal. Highlights from the critically beloved debut, whom many fans (and even Jay-Z himself) have declared his best, include “Can’t Knock the Hustle” with Mary J. Blige, “Brooklyn’s Finest” with Notorious B.I.G. and “Ain’t No N—a” with Foxy Brown. — G.M.

Drake, Take Care

Shortly after Drake toppled expectations with his 2010 debut album,  Thank Me Later , a gust of fury overtook his spirit. The chatter consumed him: “Oh, he had too many features. What happened to the  So Far Gone  version of Drake?” 

On 2011’s  Take Care , Drizzy silenced critics and sculpted his version of  SFG  on steroids. Imbued with nostalgia mirroring his 2009 classic, Drake enlisted his one-time ally, The Weeknd, to capture the feeling of  SFG.  The pair’s chemistry gleamed on songs like “Over My Dead Body,” “Crew Love,” and “The Ride.” And while Abel’s secret sauce unlocked a new level in Drake, the OVO general’s penchant for hitmaking remained his calling card. Songs like “Headlines,” “Started From the Bottom,” and “Make Me Proud” showcased Drizzy’s marksmanship, and why he was undisputed when chasing the hits. — C.L.

Eminem, The Marshall Mathers LP

Looking back on The Marshall Mathers LP , Eminem admitted in 2017 that he’s “forever chasing” the album with whatever he’s creating next. “That was the height of what I could do,” he told Vulture of what he feels is his magnum opus. Slim Shady’s flagrant poetry resonated with rebellious kids across the country, tapping into their adolescence angst while they flipped the bird to their teachers and pressed play on Em’s CD (He sold 1.7 million copies of TMMLP in the first week). The electro-funk helmed by Dr. Dre behind Em’s pop-culture-attacking rhymes on “The Real Slim Shady” attracted him hoards of new fans, while jarring references to O.J. Simpson’s alleged murder weapon and the 1999 Columbine school shooting led to Eminem’s album being brought to the Senate floor. Nearly 25 years later, perhaps the most longstanding legacy from TMMLP came with Eminem coining the now-overused term “Stan” in his still-spellbinding seven-minute horror-drama of that title, detailing a relationship with a deranged, overzealous fan. — M.S.

Cardi B, Invasion of Privacy

Cardi B had already lived several lives before she became a rapper: She was a stripper. She was an Instagram star. She was a reality TV personality on Love & Hip Hop New York . But with her debut album Invasion of Privacy , Cardi discovered her true calling, and claimed the rap game as her own. The explosive “Get Up 10” begins her rags-to-riches story, checking critics at the door with don’t-f—k-with-me declarations liked “I’ma put a Louboutin where her neck at.” That’s not even her best red-bottom heels reference, as “bloody shoes” from her breakout smash “Bodak Yellow” became pop canon. Cardi unapologetically reveals and revels in every side to her, honoring her Latin heritage with the bilingual banger “I Like It” (with Bad Bunny and J Balvin) and breaking down her walls on the vulnerable single “Be Careful” – resulting in one of the best rap debut albums in recent history.  

And its accolades endorse why it’s one for the books:  Invasion of Privacy  debuted at No. 1 on the Billboard 200, making Cardi the fifth female rapper to top the chart. It became the top female rap album of the 2010s, according to the  Billboard 200 Decade-End chart,  and came out victorious in a stacked best rap album category at the 2019 Grammys. She became the first female artist to have every song from an album  certified platinum or higher  by the RIAA, while her Hot 100 No. 1s “Bodak Yellow” and “I Like It” were both certified diamond.  — H.M.

Mobb Deep, The Infamous

Havoc and Prodigy remain grossly underappreciated by the average rap fan and critic. The duo out of Queens crafted a mid-’90s masterpiece with The Infamous that still sets the bar when it comes to hardcore rap music. “Survival of the Fittest” and “Shook Ones, Pt. II” remain two of the hardest records ever recorded; they might as well be categorized under heavy metal on the genre list. Havoc’s ability to flip samples both popular and obscure should be taught in music theory classes, while his partner in crime Bandana P’s lyrics are just as grim as Edgar Allen Poe’s. The Infamous is a pair of brass knuckles in sonic form.  — A.D.

Ye (Kanye West), The College Dropout

Year : 2004

Kanye knew he was the best long before he ever released an album. His puffy ego and unflinching resolve were the guardrails to his creativity, and when the time came to show and prove, he did just that with his 2004 debut album,  College Dropout . Armed with unabashed lyrics on subjects ranging from working night shifts at The Gap (“Spaceship”) to his mother combatting racism (“Never Let Me Down”), Kanye refused to sugarcoat anything on album No. 1. Though he was Roc-A-Fella’s unofficial diamond in the rough, he also shined bright when standing alongside some of rap’s fiercest rhymers in Mos Def, Common, Ludacris and Jay-Z — showcasing why he was a viable threat both in and out of the booth. — C.L.

Wu-Tang Clan, Enter the Wu-Tang (36 Chambers)

It’s hard to overstate the importance of 36 Chambers, the 1993 Wu-Tang Clan debut that helped kick off a golden age of New York rap, and remains in the zeitgeist 30 years later. Its influence is one thing, but the LP remains preposterously good, a masterful showcase of young RZA’s gritty-yet-refined production style and an immediately symbiotic relationship on the microphone from the Clan’s nine members. 36 Chambers remains the gold standard for large group records, from the menacing thump of “Wu-Tang Clan Ain’t Nuthing ta F–k Wit” to the incisive and autobiographical “C.R.E.A.M.” The album doesn’t just sit at the center of the Venn diagram for the hardcore East Coast sound, Kung Fu as a rapper muse, and great all-time group records — it’s among the best in each individual circle. — G.R.

Fugees, The Score

Rap was in a state of flux in 1996. Gangsta rap appeared to be losing a bit of steam from its early 90s heyday and new rappers with different takes on the Black American experience were taking root and sprouting into legit superstars. The Fugees, a New Jersey-based trio, helped lead the charge. After a 1994 debut album that showed promise but ultimately missed the mark, the group’s follow-up was nothing short of a revelation. Richly and expertly rapped and produced, The Score is as heady as it is accessible, with the group creating a gorgeous blend of hip-hop, reggae, soul and R&B, while touching on everything from romantic relationship drama to Black liberation. Singles like “Fu-Gee-La” and “Ready or Not” showed that the kids from New Jeru had grown into seriously thoughtful songwriters and producers who could craft hits with the best of them. Even the covers on the album were incredible. All told, Lauryn Hill, Pras Michel, and Wyclef Jean made an undeniable classic with The Score . It’s just a shame the charge ended here. — D.S.

The Notorious B.I.G., Ready to Die

Year : 1994

The stakes were high with Notorious B.I.G.’s debut album Ready To Die : The rapper was ready to leave behind years of drug dealing, his mother was battling breast cancer, and his girlfriend was pregnant with their first child. But Christopher Wallace was up to the task: he wrote ruthless hood dramas and delivered them with both menace and charm, whichever was the right fit for the variety of speaker rattlers and smooth samples steered by Sean “Puff Daddy” Combs. And no hip-hop song embodies the American Dream like “Juicy,” a rags-to-riches tale that sweetly flips a sample by 80s soul group Mtume. Biggie was a star in no time. — W.E.K.

Ye (Kanye West), Graduation

Year : 2007

Coming off The College Dropout and Late Registration , Ye wanted to complete his education-themed trilogy by pushing the boundaries of his soulful sound to stadium-level. Laboring through 75 mixes before calling in Timbaland from the bullpen to get the drums properly kicking led to a Hot 100 No. 1 with “Stronger.” Meanwhile, the ego-driven “Can’t Tell Me Nothing” gave West a timeless, catalog-defining anthem. Graduation even took down 50 Cent in a sales battle and essentially killed the jersey-wearing era of rap in the process, sending the G-Unit mogul into another phase of his career. — M.S.

Dr. Dre, 2001

Seven years after his monumental solo debut The Chronic , Dr. Dre put the sophomore jinx to bed with 2001 . Earlier that year, he helped introduce Eminem to the world with The Slim Shady LP , but his two releases as label boss prior to that — Dr. Dre Presents: The Aftermath and The Firm: The Album — were considered flops. So, when he dropped lead single “Still D.R.E.,” those piano keys hit like a lowrider bouncing on the concrete and cemented his Aftermath era as one for the history books. Naming this project 2001 and dropping it in 1999 showed just how futuristic Dre’s ear was at the time, and it’s doubtful that there’s been a better-engineered album since. — A.D.

DMX, It’s Dark and Hell Is Hot

Blending hip-hop’s storied horrorcore aesthetics with visceral, vulnerable tales of revenge, deferred dreams, crime and betrayal, DMX’s scorching debut LP – his first of five consecutive Billboard 200 chart-toppers – is the stuff of legend. Tentpole singles like “Ruff Ryders Anthem” and “Get At Me Dog” continue to light up even the youngest New York functions, but it’s biting deep cuts like “Prayer” and “Let Me Fly” that best showcase X’s penchant for passing the sometimes-oppositional aspects of his everyday life and the life his spirit yearns for. A foundational addition to the lexicon of narrative-driven hip-hop LPs, few albums remain as hot as Hell.  — K.D.

Missy Elliott, Supa Dupa Fly

Year : 1997

One of the most auspicious debuts in hip-hop history came when Missy “Misdemeanor” Elliott burst on the scene in 1997. Songwriter Elliott’s fun and insightful female perspective on life, romance, dreams and respect — plus her smooth gear-shifts between rapping, singing and vocal vamping, laid against producer Timbaland’s futuristic yet organic fusion of hip-hop, R&B and electronic beats —  was a seismic break away from the overt sexuality and socially conscious themes of the day. After factoring in left-of-center samples including Ann Peeples on the classic first single “The Rain (Supa Dupa Fly)” and its game-changing video — who can forget Elliott’s innovative trash bag suit?  —   Supa Dupa Fly  (released on Elliott’s own label, no less) cemented her rep as a super-duper visionary and full-throttle creative force both on and off the stage. — G.M.

Public Enemy, It Takes a Nation of Millions to Hold Us Back

Year : 1988

From the group moniker and logo to the album title and artwork — and, of course, the actual content — everything about this project was a robust eye-opener, and a warning that a needed revolution (socially and music) was coming.

The rap renegades put power, poetry and prophecy in their angst, unleashing a magnificent manifesto of disruption. Nothing in hip-hop every sounded like this: Black CNN over boom bap. It was only their second album, however P.E. sculpted such a declarative call to arms for the Black community that they became known as rap’s most important voices. Every Chuck D rhyme was intentional, intellectual and insightful, amplified by his imperial voice and emboldened by the beautiful bluster of The Bomb Squad’s (P.E. in house producers) beats. Meanwhile, Flavor Flav’s always-hype energy was the perfect X factor, bringing needed humor and neighborhood relatability, and upping the sense of urgency throughout. — S.R.

N.W.A, Straight Outta Compton

“You are now about to witness the strength of street knowledge,” Eazy-E boasts in the first sentence heard on Straight Outta Compton, before N.W.A peels back the realities that inner-city kids faced across the country in the ‘80s. Hip-hop would never be the same, as the Compton crew’s debut ushered in a new era of commercialized gangsta rap. The music industry didn’t know how to wrap its arms around drug-dealing anthems like “Dopeman” or the blunt rebelliousness of “F**k Tha Police” — which had the F.B.I. at their doorstep — but the group’s impact could not be denied, and certain themes still reverberate through American society to this day. At its core, hip-hop has always been a voice for the voiceless. — M.S.

De La Soul, 3 Feet High and Rising

When De La Soul’s first six albums became available on streaming and digital platforms in 2023, longtime and next-gen fans finally got the change to relive (or hear for the first time) why the group’s iconic debut  3 Feet High and Rising  marked such a momentous release in 1989. Frequently referenced as the forefathers of jazz rap and alternative hip-hop, the group — consisting of high school friends Kelvin “Posdnuos” Mercer, the late David “Trugoy the Dove” Jolicoeur and Vincent “Maseo” Mason — immediately gained rapt attention for their free-spirited vibe (referred to by the group as the “D.A.I.S.Y Age” standing for Da Inner Sound, Y’all), savvy samples (whose clearances helped delay the trio’s digital arrival) and positive-yet-off-center lyrics and topics. The album’s innovative and unconventional mix of doo-wop, psychedelic rock and other music styles, found on gems such as “Me Myself and I,” “The Magic Number” and “Say No Go,” laid the foundation for the recording’s Grammy Hall of Fame induction this year. — G.M.

Ice Cube, AmeriKKKa’s Most Wanted

Year : 1990

AmeriKKKa’s Most Wanted put Cube at the focal point of rap as the world became beholden to the next level of street knowledge. The album found Cube as a conscientious observer who was also active in the hood’s frontlines. He was a gangsta and the homie from up the block. He admonished the sellouts in the Black community and the rap community. He was an unapologetically Black, street-embedded MC that championed non-mainstream hip-hop to be held in the highest regards.

And then there was the drama surrounding the LP, which only added on to the anticipation. Cube left N.W.A., where he established himself as a West Coast stalwart and made a groundbreaking pivot. He temporarily resided in New York, aligned himself with Public Enemy’s Chuck D and P.E.s producers The Bomb Squad and got their cinematic chaos soundscapes. When the smoke cleared, it didn’t matter what coast you were from, Cube was in everyone’s conversation as the new King of Rap. — S.R.

Kendrick Lamar, DAMN.

Kendrick Lamar’s storytellings superpower and expansive sonic arrangements culminated with what some consider his best album. On DAMN ., he waxes poetic about racism, religion, the political, the personal and more, all with the precision of a martial artist (hence his alter ego, Kung Fu Kenny).

In the middle of the 14-track set, Lamar examines his bilateral internal struggles regarding two of the seven deadly sins: He struggles with his “PRIDE.” in the psychedelic, acoustic guitar-driven track Steve Lacy notably co-produced on his iPhone GarageBand app — yet the next track, the high-octane Hot 100 No. 1 hit “HUMBLE.,” is highly arrogant. Jazz/hip-hop outfit BADBADNOTGOOD (and saxophonist Kamasi Washington, who contributed to To Pimp a Butterfly ) help create an uneasy groove for “LUST.,” where Dot unpacks his unquenchable desire for sex… but it’s followed up by the tender Zacari-assisted ballad “LOVE.” “DUCKWORTH.,” the final track (titled after the rapper’s government surname), tells the unbelievably true story of how TDE CEO Top Dawg robbed the KFC where Lamar’s father, Ducky, worked. Ducky’s generosity compelled Top Dawg to spare his life, and two decades later, Top Dawg signed Ducky’s son to his label. The layers of Lamar’s life are so ineffably deep that his ability to find the words to dexterously dive into them make DAMN. that much more monumental.  

It became Lamar’s third Billboard 200 No. 1 album and second best rap album Grammy win. And while conservative  Fox News  pundit Geraldo Rivera disputed that “hip-hop has done more damage to young African Americans than racism” while referencing Lamar’s “Alright” performance atop a vandalized cop car at the 2018 BET Awards – a line the artist samples on “DNA.” –  DAMN.  made Dot the first rapper to win a  Pulitzer Prize , for the album’s “affecting vignettes capturing the complexity of modern African-American life.”  — H.M.

Ye (Kanye West), My Beautiful Dark Twisted Fantasy

Facing backlash from the 2009 MTV VMAs Taylor Swift incident, Kanye West fled to a creative safe haven in Hawaii. West set up camp, surrounded by the picturesque oceanside with a phalanx of talented collaborators (ranging from Rihanna to Elton John and Bon Iver), to deliver his opulent magnum opus. Typical of Ye albums, Dark Fantasy brought out the best in others, as Nicki Minaj, Pusha T, and Rick Ross delivered career-defining guest verses across the maximalist 68-minute LP. Yeezy’s avant-garde production set a standard for high art in hip-hop that hasn’t been matched in the 14 years since its release. — M.S.

A Tribe Called Quest, The Low End Theory

Year : 1991

This album came out in 1991 and its existence still barely makes sense. You want to know where Ye got his whole style from? Look no further: Q-Tip mastered the art of the rapper/producer combination and Phife Dawg proved himself as one of the game’s top lyricists. The beats helped make jazz samples popular in the early ‘90s, and the subject matter was the antithesis of the gangsta rap that was quickly becoming popular at the time, thanks to N.W.A and Kool G Rap. The video for posse cut “Scenario” proved to be ahead of its time, with its use of computer graphics predicting how we consume music today. The song also made Busta Rhymes a star and had everyone randomly roaring like a dungeon dragon. — A.D.

Raekwon, Only Built 4 Cuban Linx

Arguably the best of the bunch when it comes to solo Wu-Tang projects, the Chef Raekwon’s debut album sounds like a razor blade cutting rocks of crack on fine china. He and his co-star Ghostface Killah solidified themselves as stars as they told intricate street tales with the flair of a John Woo gunfight. In fact, Woo’s classic 1989 action flick The Killer was sampled throughout, and the director was so honored he cleared the samples free of charge . How real is that? This album also popularized the trend of rapper’s using crime lord aliases, with the song “Wu Gambinos” being the catalyst, and also put the game onto Cristal. Striving for perfection, indeed. — A.D.

50 Cent, Get Rich or Die Tryin'

After blazing through the mixtape circuit with  50 Cent Is the Future  and  Guess Who’s Back  in 2002, 50 Cent signed with Eminem and Dr. Dre to orchestrate the biggest heist in hip-hop. A bruising MC with a callous disregard for human life, 50 looked to take advantage of his pain by trampling the competition with bloodthirsty raps and boundless intensity. With Em and Dre in his corner, he devised his magnum opus,  Get Rich or Die Tryin’ , a piercing portrayal of his road to glory after being shot nine times. Though “In Da Club” was his robust entry point into superstardom, songs like “Many Men,” “If I Can’t” and his ruthless headshot to Ja Rule and Murder Inc. on “Backdown” enshrined him in the annals of rap history. — C.L.

Slick Rick, The Great Adventures of Slick Rick

Year : 1988  

It’s apropos that the Godfather of gloriously gaudy jewelry would have such an embarrassment of gems on his first album.  The Great Adventures of Slick Rick is so extraordinary, in fact, that its narrator became known as one of the GOATs chiefly off of this LP alone. The crème de la crème of hip-hop storytellers, including Jay-Z, Snoop Dogg, Eminem, Nas, Biggie, Kendrick Lamar and J. Cole, have all heralded Slick Rick the Ruler as the Grand Wizard of weaving visually vivid narratives on wax (Rick brought changing voices to play different characters on song to the forefront). 

With his distinct British accent gliding on every track, Rick was as precise as he was unpredictable. He brazenly addressed toxic women and his trust issues on one track, then provided a theme for hopelessly romantic adolescents on another. There was an entire song of flirty banter between a man and woman (where Rick plays both parts) over a slice of pizza — and elsewhere, K.I.T.T. from “Knight Rider” comes along for the ride. — S.R.  

Jay-Z, The Blueprint

Year : 2001  

With hopes of fortifying his legacy as the God MC, Jay-Z angled his way to the top by piecing together his 2001 masterwork,  The Blueprint . Having a young Kanye West, Just Blaze and Bink! at his disposal allowed Hov to unleash in ways we never saw before: From defiling Nas’ legacy on “Takeover” to assuming the emperor’s chair on “The Ruler’s Back,” Hov was unruly and uncaged. Though a bold and cheeky Jay was always entertaining, he truly charmed the audience when he slid on heartfelt tracks like “Never Change” and “Heart of the City.” The pinnacle of his emotional depth came on “Song Cry,” when he penned a Pulitzer-caliber narrative about betrayal, deceit and shortcomings in a relationship.  — C.L.  

Eric B. & Rakim, Paid in Full

Year : 1987  

There is rap before the true and living god MC, and there is rap after him. The booth was like the burning bush on Mount Sinai, and Rakim was Moses — stepping out of it with the 10 Rap Commandments, and giving us the Good Word via 1987’s timeless Paid in Full . We can’t front on Eric B’s genius either: His stripped-down beats accentuated Rakim Allah’s lyrics, and he was one of the first rap producers to sample James Brown’s music, leading to a lawsuit , but also opening the door for other beatmakers to sample the Godfather of Soul. You’d be hard pressed to find an older rapper who doesn’t have this album near the top of their Best Rap Albums list.  — A.D.  

Snoop Doggy Dogg, Doggystyle

Year : 1993 

Dr. Dre and Snoop Dogg. Hip-Hop’s most potent, pioneering production visionary and his protégé, limitless in charisma, rhyme flows and barking bars. They are our culture’s Quincy Jones and Mike Jack. Better yet, our culture’s Martin Scorsese and Robert De Niro. 

Album aside, Doggstyle’s visuals (those videos deserved Oscars!) and the circumstances around the album felt more like spellbinding, award-winning cinema than music. With murder charges looming over him, Snoop was America’s Most Wanted by lawmen — and, more importantly, by the fans. The LP’ s 806,000 first-week sales were the most for any new artist in any genre, signaling that G-Funk and gangsta rap had not just taken over, but would forever change hip-hop and pop culture.

Snoop’s seamless delivery (still the smoothest ever for any MC) and Dre’s diabolically magnetic production seemed culled together by the sonic Gods, making for an enthralling masterpiece of monster hits with skits, intros and outros tying it all together. Not one skip worthy moment on the LP. — S.R.  

2Pac, All Eyez on Me

Year : 1996  

Out on bail amid all of the chaos that surrounded him, 2Pac delivered the ultimate Death Row double-album with All Eyez On Me . Pac unleashed his pent-up frustration and combined it with slivers of paranoia and braggadocio for a profound body of work that most closely mirrors the raw-persona rap with which most fans identify the West Coast legend. Dr. Dre and DJ Quik’s involvement on the production and mixing side helped steer Pac’s mercurial nature and keep him coloring in the lines for an era-defining album — which generations down the line can press play on and learn exactly who Tupac Shakur, the polarizing rap superstar, really was. — M.S.  

The Notorious B.I.G., Life After Death

Just when you thought the Brooklyn wunderkind couldn’t outdo his debut album,  Ready to Die , Biggie did the impossible  twice. Life After Death  isn’t just a quintessential rap project; it’s the apex of double albums. Biggie soared into rarified air when he loaded the clip for his unfortunate swan song, blessing us with over 20 tracks. His affinity for greenbacks was apparent on the Jay-Z-assisted “I Love The Dough,” while “Goin’ Back to Cali” forebode his untimely demise. Even though Biggie’s core told him time was running out, like a boss, he reminded us why his mafioso flow would live on forever, as proven in “Hypnotize” and “Notorious Thugs.” — C.L.

Outkast, Aquemeni

From the lengthy cultural shadow of “Rosa Parks” to the timeless horn riffs in “SpottieOttieDopaliscious,” OutKast’s Aquemini is a cornerstone of Southern rap and one of the most formidable works to come out of hip-hop’s 50-year history. In doubling down on their regional idiosyncrasies, Big Boi and 3 Stacks craft a nuanced love letter to the vast expanse of Black music, from P-funk and gospel to country and soul. There’s an Afrofuturist through-line that grounds the album as it traverses both the spiritual and the secular: Big Boi’s odes to ATL strip clubs live harmoniously alongside André’s ruminations on the ways humans have pillaged and philandered the Earth. Equal parts nostalgic and inventive, Aquemini finds hip-hop’s greatest duo functioning at the height of their joint powers. — K.D.

Lauryn Hill, The Miseducation of Lauryn Hill

Nearly 30 years after bowing at No. 1 on the Billboard 200 in 1998, Ms. Hill’s seminal debut — and only solo studio album — still endures as one of hip-hop’s most influential musical feats. Its melodious mélange of R&B, neo-soul, hip-hop, gospel, pop and reggae provided the perfect accompaniment to the Fugees linchpin’s emotive vocals, raps and searingly honest perspectives on life’s and love’s ups and downs, motherhood and God. The 16-track project is a treasure trove of hits and fan faves, including “Doo Wop (That Thing),” “Ex-Factor,” “Everything Is Everything,” “Nothing Even Matters” (with D’Angelo) and even its hidden-track cover of Frankie Valli’s pop classic “Can’t Take My Eyes Off You.” Hill’s phenomenal introduction as a solo artist led to her winning five awards at the 1999 Grammys, including album of the year for Miseducation (the first hip-hop album to take home the top honors), and was also certified diamond in 2021 and inducted this year into the Grammy Hall of Fame. — G.M.

Dr. Dre, The Chronic

Year : 1992 

This album changed everything. It was Dre’s comeback after falling out with Eazy-E and Ruthless Records, launching his new label Death Row Records and introduced the world to Snoop Doggy Dogg. The Chronic was the Doctor perfecting the G-Funk sound that he helped cultivate as a member of N.W.A, and which would later go on to become the sound of the West Coast. It’s tough to pick standouts on an album you can let rock from front to back, but Snoop’s star turn on “Nuthin’ But a ‘G’ Thang” and the Eazy-E and Luke diss track “F—k Wit Dre Day” were staples on the charts (and, with their unforgettable accompanying visuals, on music video stations like MTV and The Box). Despite its blue subject matter, The Chronic was instrumental in pushing rap to the mainstream and ensuring it stayed there. You know rap music has come a long way when an album named after a slang term for cannabis is in the National Recording Registry. — A.D.  

Nas, Illmatic

What is left to say about Nasir Jones’ debut album? The standard-bearer of ’90s rap, Illmatic is the album that changed the way rap albums were made. Everything about it changed the game. The album cover made rappers rethink what they wanted fans to see before they even heard a bar. Instead of working with one producer like most MCs of the time, Nas and Large Professor decided to build an all-star team that included New York luminaries DJ Premier, Pete Rock and Q-Tip. And despite them all bringing their unique talents, every beat on the album manages to feel a part of a whole. Nothing feels superfluous or out of place. From Primo’s rugged boom bap to Tip’s modern jazz reinterpretation, it all works and flows beautifully. 

Then there’s the rapping: Picking up where the God MC Rakim left off, Nasty Nas hopped on two tracks that made the game stop and pay attention. The Queensbridge native then crafted a lean and tight LP that brought listeners to his project hallways and perfectly displayed his immense breadth of talent. Whether rapping about lost homies or waxing philosophical about his future, Nas was really “as ill as a convict who kills for phone time.” Nas spits as if the bars are just flowing through him. Every song features memorable lines that have gone on to inspire generations to come. Just ask Jay-Z, who took one of those hot lines to make a dope song.  

Illmatic is one of the rare albums that works as a time capsule and a promise for the future. You can go back and listen to what state-of-the-art rap sounded like back in ‘94. But you’ll also hear everything hip-hop can be: a genre that allows for constant evolution and the ability to share your world with the world. — D.S.  

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• Cultura y Entretenimiento

Get Up Anthems by Tres Expand get-up-anthems-by-tres menu

Honda music expand honda-music menu.