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The 200 Greatest Hip-Hop Albums of All Time

These are the albums that have defined hip-hop history — from Run-DMC to Playboi Carti, from G-funk to drill, from the Bronx to Houston, and beyond

Hip-hop albums list

Photo illustration by Sarah Rogers for Rolling Stone. Images in illustration by Michael Stewart/WireImage; Paras Griffin/Getty Images; Rich Fury/Getty Images; Rick Kern/Getty Images; Al Pereira/Michael Ochs Archives/Getty Images; John Shearer/Getty Images; Paras Griffin/WireImage

Two hundred seems like an almost luxuriantly expansive number when you’re making an albums list, and in any other genre, maybe it would be. But the history of rap LPs is so rich and varied, we were forced to make some painful choices — there are so many iconic artists with deep catalogs, so many constantly evolving sounds and regional scenes. That’s one reason we limited our scope to English language hip-hop. Relatedly, a list of hip-hop-adjacent albums from the worlds of dancehall or reggaeton or grime would be fun and fascinating, and something for us to revisit down the road.

When confronted with a choice between the third (or fourth or fifth) record by a classic artist (Outkast, for instance, or A Tribe Called Quest) and an album from an artist who would make the list more interesting (The Jacka or Saba or Camp Lo), we tended to go with the latter option. The result was a list that touches on every important moment in the genre’s evolution — from compilations that honor the music’s paleo old-school days, to its artistic flourishing in the late Eighties and early Nineties with Public Enemy, De La Soul, Eric B. and Rakim and others, through the gangsta era, the rise of the South, the ascendance of larger-than-life aughts superstars like Jay-Z and Kanye West and Nicki Minaj, and on and on into more recent moments like blog-rap, emo-rap, and drill, from New York to L.A. to Houston to Chicago, and beyond.

As we dug and listened, we found ourselves a little less swayed by “golden age” mystique than we might’ve been had we done this list 10 or 15 years ago. One of the incredible things about hip-hop is that it evolves and expands faster than any other genre in music history. To a fan coming up in the era of Cardi or Tyler or Polo G or Playboi Carti, the golden age is now.

From Rolling Stone US

35

Snoop Doggy Dogg, ‘Doggystyle’ (1993)

To brag, I was drinking gin and juice in the studio with Dr. Dre and Snoop during the Doggystyle sessions, so I watched (briefly) as Dre integrated a revolving door of rappers, singers, live musicians, et al. into an audaciously swinging, digitally contoured, crushed-velour tapestry of Blaxploitation funk. With Snoop’s slithery, sly flow, the album eventually went 11-times platinum worldwide. While The Chronic‘s X-rated gunclaps wafted through the haze of the L.A. Uprising, Doggystyle was the scandalous, bong-ripped afterparty. —C.A.

34

Various Artists, ‘The Sugar Hill Records Story’ (1997)

Founded by R&B veterans Sylvia and Joe Robinson in 1979, Sugar Hill Records defined the early rap landscape. It scored the first Top 40 rap hit in Sugar Hill Gang’s “Rapper’s Delight”; the first important rap act in Grandmaster Flash & the Furious Five, who released the turntablist gem “Grandmaster Flash on the Wheels of Steel” and the socially conscious classic “The Message”; the first major female rap group (and first Southern hip-hop act) in the Sequence; and even the first group to appear on national TV, thanks to the Funky Four + 1 More’s 1981 appearance on Saturday Night Live. Sugar Hill’s seminal catalog largely consists of standout 12-inch singles, which makes this compilation of its peaks so crucial. —M.R.

33

De La Soul, ‘3 Feet High and Rising’ (1989)

De La Soul’s debut album is a landmark of the genre, a feat of imagination and creativity impossible to duplicate. That’s not only because the samples used — from Steely Dan’s “Peg” to Daryl Hall and John Oates’ “I Can’t Go for That (No Can Do)” — would be prohibitively expensive now. The trio along with mentor-producer Prince Paul craft a private language defined by jokey juvenilia (Luden’s cough drops and the 1970s exploitation film Bloodsucking Freaks) and dense allegories like “Potholes in My Lawn,” a metaphor for MCs trying to copy their unusual style. The latter sentiment proved hopeless: De La Soul made a beacon for quirky, left-of-center hip-hop that yielded innumerable followers, all entranced by the power of the D.A.I.S.Y. Age. —M.R.

32

Chief Keef, ‘Finally Rich’ (2012)

There is still nothing that feels like “Love Sosa,” the breakout single from a then 17-year-old Chief Keef, from his debut album, Finally Rich. The Chicago rapper’s melodic, hard-nosed anthem shook the foundation of hip-hop. The kids were taking control in a way that the genre had never seen. And why not? Keef’s sound was at the heart of Chicago’s enduring drill movement, populated by young MCs whose lives are tinged with as much violence as the prior generation’s old heads. There’s a menacing atmosphere throughout Finally Rich, but not enough to eclipse the feeling of triumph. Keef’s ethos booms loudly and full of feeling. Proof that the kids are alright. —J.I.

31

Nicki Minaj, ‘Pink Friday’ (2010)

After slaughtering on a series of mixtapes and high-profile cameos such as Kanye West ’s “Monster,” Nicki Minaj made her debut LP a regal announcement of her new status as hip-hop queen: “Got two shows tonight, Brooklyn and Dallas/Then the private party at the Buckingham Palace.” The guest list ranged from Rihanna to Kanye to Drake, but no one got in the way of Nicki herself, showing off her razor-sharp R&B crossover instincts (the vulnerable “Save Me”), brash rhymes, and hydra-headed flows. The result proved you could own the charts without dialing back your confrontational individuality, and it set the table for a generation of artists from Cardi B to Megan Thee Stallion to Doja Cat. —J.D.

30

Beastie Boys, ‘Paul’s Boutique’ (1989)

Weirded out by the frat-boy fanbase they’d accrued after their debut, License to Ill, became a runaway success, the Beasties decamped to L.A., hooked up with sampledelic production crew the Dust Brothers, and created one of pop music’s all-time great left turns. Sampling everything from the Beatles to Dylan to the Funky 4 + 1, rapping about drive-by eggings, The Flintstones, and the schism of racism, they went from playing beer-brained dicks to becoming true boho pied pipers, leading a whole generation toward a cooler, doper, more open-minded tomorrow. —J.D.

29

2Pac, ‘All Eyez on Me’ (1996)

Everything bedeviling Tupac Shakur — mortality, black humanity, rivals real and imagined, media notoriety, Suge Knight — ripples, shudders, and blusters inside of All Eyez on Me‘s 27 precisely defiant songs. The just-free-from-prison MC auteur enlists a cast of superb, fully invested voices (Snoop, Nate Dogg, Method Man, E-40, et al.) and studio hands (Daz, Johnny J, DJ Quik, Dr. Dre) to match his gusher of exacting energy. It’s all personal, political, life, death. And “California Love” makes it rain blood money. It’s a goddamned masterpiece. —C.A.

28

Mobb Deep, ‘The Infamous’ (1995)

If Mobb Deep’s second album had just been “Shook Ones, Pt. II” 10 times in a row, it would still be a first-ballot hall-of-famer. The late, great Prodigy’s opening verse alone is full of shiver-inducing bars that belong in a Norton Anthology of Poetry, from “Rock you in your face, stab your brain with your nose bone” to “I’m only 19, but my mind is old,” and Havoc’s droning, plinking beat is minimalist gold. But “Shook Ones” is only one of many unforgettable moments on the ruggedest jewel of New York rap’s crowning era. On tracks like “Survival of the Fittest,” “Eye for an Eye,” “Trife Life,” and “The Start of Your Ending,” P and Havoc create a unique world of menace and mystery, turning cold-hearted threats into the height of cool. —S.V.L.

27

Outkast, ‘Aquemini’ (1998)

“It’s him and I/Aquemeni,” raps André 3000 on the album’s title track, establishing him and Big Boi as one of hip-hop’s all-time great duos, two halves of the same jiggy coin. Aquameni proved the South in general and Atlanta in particular were hip-hop and American pop’s next frontier.  Funky, filmic, and forward-looking, the album liberated their artistic impulses by shifting their evocative storytelling to left-of-center compositions like the driving “Rosa Parks” and “Skew It on the Bar-B” where Raekwon spits allegiance with his fellow avant-rappers. There was no way to know they would hit greater heights with Stankonia, but Aquameni still sounds like the future. Inspirational verse: “I said what you wanna be, she said, ‘Alive’.” —J.G.

26

Jay-Z, ‘Reasonable Doubt’ (1996)

There was a cultivated inevitability around Reasonable Doubt — Jay-Z’s rep as a freestyle MC with a hot demo, kingpin image, and discreetly funded label that he co-founded (Roc-A-Fella), industry connects (Big Daddy Kane cosign, A-list beats, Biggie, Mary J. Blige features), plus a single (“Ain’t No Nigga,” featuring Foxy Brown) already rockin’ New York clubs and radio. But this crisply refined record elevated Jay to an elite artistic, if not yet commercial, level. He had the ruthlessly lucid crime lore, subtle shifts in dialogue and point of view, you-conceited-bastard wordplay, and haughty C-suite vision. The result: Hooky, poignant champagne-soul, from a sage with well-earned scars. —C.A.

25

Eminem, ‘The Marshall Mathers LP’ (2000)

Post The Slim Shady LP, national Eminem kibitzing began to boil. Reading the room, the devilish, blue-eyed MC cranked the heat and the combustible debate ignited: Was he a hateful scourge or an artistic prankster? That debate became his most fruitful inspiration. Here, he crafts a series of riveting one-act plays: a fan writes him disturbing letters; he threatens matricidal revenge; he has a psychotic break and screams at his wife. Buoyed by Dr. Dre’s vivid production, he even enthralled Nobel Prize-winning poet Seamus Heaney. —C.A. 

24

Nas, ‘Illmatic’ (1994)

The first on-record appearances of “Nasty” Nas (Main Source’s “Live at the Barbeque,” “Halftime” from the Zebrahead soundtrack) were like Shakesperean, fuck-thou freestyles resituated into songs in the studio. But Illmatic‘s tight, 10-track set cast a timeless spell — project poetry with documentary depth and vocalese so subtly resonant you could see and smell the Queensbridge Houses stairwells. Ultimately, Nas’ musings were the intuitive philosophy of a 20-year-old old soul, but the roll call of masterful producers — key man Large Professor, plus Pete Rock, DJ Premier, and Q-Tip — artfully shaped the songs with such affecting jazz-funk brush strokes that they felt divinely inspired. —C.A.

23

UGK, ‘Ridin’ Dirty’ (1996)

Ridin’ Dirty marks UGK’s creative peak. Everything is deeper here: The bluesy rhythms are richer and slower – yep, that’s guitarist Leo Nocentelli from the Meters on “Diamonds & Wood” – and the performances are razor sharp. The late Pimp C established himself as one of the genre’s greats, a dynamic Southern producer who could rap and sing with equal finesse. Meanwhile, Bun B stands out for his aggressively textured lyrics, and he blacks out on “Murder.” The album vividly evokes the sensation of smoking out and drifting through the Texas streets, a time and place of that resonates decades later. —M.R.

22

DMX, ‘It’s Dark and Hell Is Hot’ (1998)

Emerging from a childhood scarred by poverty, abuse, and incarceration, Earl “Dark Man X” Simmons came hungry and heartfelt on his five-times-platinum debut. In 1998, he was the undisputed hottest rapper in the game because of his technical ability on songs like single “Get at Me Dog,” but his debut LP revealed a multifaceted, emotionally rich tangle of contradictions and confessions. X was boastful (“Ruff Ryders’ Anthem”) and prone to grisly murder scenarios (“X-Is Coming”), but he takes a moment for an earnest, a cappella prayer to the heavens (“Prayer”). He raps as temptation (“Damien”) and as God (“The Convo”), airing his demons and aspirations, painting both the horror of his existence and the power of his triumph. —C.W.

21

Lil Wayne, ‘Da Drought 3’ (2007)

Has any artist hit a hot streak like Lil Wayne circa 2007? The New Orleans MC was on fire, stunting with a barrage of brilliant underground mixtapes that made everyone else in the game look slow. Da Drought 3 was his crazed peak, two discs of Weezy cruising to Anita Baker and smoking weed by the acre, in his blunted-out Louisiana drawl. (It also had the first showcase for his new discovery, Nicki Minaj.) The high point: “Upgrade,” where Weezy freestyles over a Beyoncé hit, declaring, “Put a motherfucker on ice like the Maple Leafs/That’s a hockey team, and I ain’t on no hockey team/But I’m a champion — where’s the fucking Rocky theme?” —R.S.

20

Future, ‘DS2’ (2015)

From the hedonistic chaos of “Freak Hoe” to the diamond-encrusted self-promotion of “Rich Sex,” Future’s double-platinum opus is the dark lothario at his best. For years after its release, there was not a college party or apartment pregame that went un-soundtracked by DS2, and ever since, wherever there are vices to be enjoyed among rap fans, there is some Future record to be played. Plus, by tacking on modern classics like “Fuck Up Some Commas” and “Real Sisters,” DS2 presents a rare instance in which a deluxe repackaging actually enhances the original album rather than bloating it. —M.C.

19

Lil Kim, ‘Hard Core’ (1996)

“Inside every man is a bad girl!,” Lil Kim declared in her debut hit, “No Time.” And all over Hard Core, she proved she was that girl. The Queen Bee was the femme in the Bad Boy crew, the self-proclaimed “rap Mae West.” Nobody could top Kim for raunchy sex-and-money talk. She flosses with her mentor Biggie on four of Hard Core’s songs. (Biggie called her “my lieutenant.”) Ironically, her two most iconic hits from this era were remixes she left off the album: “Crush on You” and “Not Tonight,” a Top 10 feminist jam with Missy Elliott, Left Eye, and Da Brat. —R.S.

18

Madvillain, ‘Madvillainy’ (2004)

The one and only Madvillain album has two eccentric hip-hop geniuses pushing each other to a peak of weirdo virtuosity: rapper MF Doom and producer Madlib. Doom started in the underrated Long Island crew KMD, but he became a cult figure on his own, a mysterious supervillain in a metal mask, using a string of aliases and costumes. He had perfect chemistry with Madlib, a West Coast maestro of warped funk samples. As Doom said, the album sessions were “like a telepathy thing. There wasn’t a lot of talking.” Madvillainy was strictly for the underground, but it was so dazzling, so original, nobody could resist. It stands as one of hip-hop’s boldest creative landmarks. —R.S.

17

Kanye West, ‘Yeezus’ (2013)

With its thick timbres, faster tempos, dissonant keyboards, dynamite drums, and violent mix of hip-hop and electronic music, Kanye’s sixth studio album remains Kanye West’s most radical statement. Nothing in mainstream rap had the hammering percussion of “Black Skinhead,” the glitchy design of “On Sight,” or the ballistic New Orleans bounce of “Blood on the Leaves.” By turning up the distortion, contorting the samples, and rhyming with a petulant recklessness that was over the top even by Kanye’s standards, he found a new way to shock the world. Croissant: earned. —Y.P.

16

Cardi B, ‘Invasion of Privacy’ (2018)

Cardi B built a reputation as Love & Hip Hop’s most beloved “regular degular smegular girl from the Bronx,” but when it came time to release her debut album, Invasion of Privacy, she threw herself into the music with the menace of a Louboutin rammed into someone’s throat. While it was the bellicose spirit of the Grammy-nominated lead single “Bodak Yellow” that set Cardi on course for a history-making career, the greatest achievement of the LP is how it coalesces into a full, unflinching portrait, with songs like “Best Life” and the mega-smash “I Like It” filling in the details of her rise from strip clubs to reality-show fame to hip-hop royalty. —J.L.

15

Eric B. and Rakim, ‘Paid in Full’ (1987)

Rakim, for all his lyrical complexity, never confused us. (If anything, maybe he was slightly confused — when on his game-changing debut, Paid in Full, he rapped, “My unusual style/Will confuse you a while”—about how palatable his doctorate-in-physics-level rhymes sounded to the average hip-hop head back in 1987.) The timeless title track brought regal God-body purity to lyrics that were otherwise about getting to the bag. And on “Eric B Is President,” Ra dropped science that felt fun and easy as a P.E. course. Neither medicine nor candy, Paid in Full hit a therapeutic sweet spot in the culture. —W.D.

14

Ghostface Killah, ‘Supreme Clientele’ (2000)

When people mention Ghostface as an all-time great, this is the one they’re talking about. His second solo full-length is Ghost at his purest quintessence, talking miraculous shit for an hour straight and stringing together outlandish imagery at a clip that would leave lesser MCs panting for breath. Lyrical displays like “One,” “Nutmeg,” and “Apollo Kids” — the one where he rhymes “Ayo, this rap is like ziti” with “strawberry kiwi” — fulfill the dreams of anyone who heard his scene-stealing verses on earlier Wu-Tang releases and wondered if he could sustain that energy for an entire album. He could, and it’s telling that an LP that includes Ghost’s first solo chart hit (“Cherchez LaGhost”) is better remembered for the outrageously inventive album tracks that surround it. —S.V.L.

13

Dr. Dre, ‘2001’ (1999)

“Guess who’s back,” announces Dr. Dre on the intro to “Still D.R.E.,” as Scott Storch’s cascading piano lines glide beneath him. The multi-platinum success of 2001 barely concealed all the problems Dre overcame to make it. His prior two projects, the 1996 label compilation The Aftermath and the 1997 supergroup The Firm, were commercial disappointments. He lost his brother to gun violence. He even had to change the name from The Chronic 2000 because his onetime business partner-turned-blood enemy, Suge Knight, stole it. These tabloid dramas lend fuel to hard-hitting tracks like “What’s the Difference,” “Forgot About Dre,” and “The Message.” Yet it all sounds like an unforgettable G-funk extravaganza, a hallmark of Dre’s ability to turn tumult to triumph. —M.R.

12

Clipse, ‘Lord Willin’ ‘ (2002)

Real-life brothers Malice and Pusha T had been working with the Neptunes production duo since 1992, making songs in Chad Hugo’s basement despite his screaming parents. Ten years and one shelved album later, they emerged with Lord Willin’, a visionary combination of Clipse’s hard-nosed rhymes about the drug trade and the Neptunes’ futuristic bubble-funk. Single “Grindin’” was the most minimalist thing to hit the radio since “We Will Rock You,” and the rest of the album exploded prismatically with the type of rhymes that blended raw chops, punchlines, and ice-cold veins: Raps Pusha T in “Comedy Central, “I keep the streets so numb they call me ‘Novocaine’/I turn over ‘caine, over and over again.” —C.W.

11

Drake, ‘Take Care’ (2011)

A whole world of mythology exists in the 80-minutes of Drake’s 2011 opus, Take Care. Kendrick Lamar even finds himself awestruck during his feature on the album’s interlude, “Buried Alive,” essentially realizing that the record is a classic in real time. Indeed, Take Care is the most well-rounded project of Drake’s career, and marks the beginning of a new era in rap. Inspired production from Drake’s right-hand man, Noah “40” Shebib, engendered a dynamic shift in the sonics of hip-hop. Toronto-born Drizzy had already turned the genre’s masculine facade on its head by freely crooning alongside his verses, and with Take Care, the pair achieved sonic cohesion. Drake spends Take Care digging into his psyche, and it set the stage for the vulnerable and self-reflective ethos we see in rap today. —J.I.

10

Lauryn Hill, ‘The Miseducation of Lauryn Hill’ (1998)

Looking to express herself outside the hugely successful Fugees, 23-year-old Lauryn Hill came through with a feminist hip-hop-soul masterpiece on her 1998 debut. The opening one-two punch still stuns: The anthemic “Lost Ones” moves into the brutal breakup ballad “Ex-Factor.” The smash hit, “Doo Wop (That Thing)” is sandwiched between “To Zion,” an ode to her first child, and “Superstar,” a demand for more inspirational mass culture. At 77 minutes long, Miseducation spills over with brilliant (at times contradictory) insights, thrilling melodies, and plenty of moralizing — a righteous blockbuster that redefined every genre it touched. —J.G. 

9

A Tribe Called Quest, ‘The Low End Theory’ (1991)

The epithet “jazz rap” can’t come close to describing what Q-Tip, Phife, and Ali Shaheed Muhammad achieved on their second, classic LP. Though it samples session legends like Grant Green and Art Blakey, Tribe’s masterpiece is a whole multiculti mind state. Cool, eclectic, boho, and Black AF, it covered everything from anger management predicaments to the perils of date rape, and even gave us a random-ass number — 4080 — to sum up all that’s shady about the record industry. Tip’s husky, helium-toned couplets were a perfect match for Phife’s raspy everyman bravado. We still haven’t come down from The Low End Theory’s highs. —W.D.

8

Wu-Tang Clan, ‘Enter the Wu-Tang (36 Chambers)’ (1993)

A hip-hop legend so fantastical, it could only be the truth: Nine guys from New York’s outermost boroughs, steeped in Five Percent teachings and old kung-fu movies, crammed into one smoky studio for a lyrical battle royale that would reshape rap for the next decade. RZA’s sample collages set a new standard for hard-elbowed beats, and the Clan’s verses showed a stunning range of craftsmanship: the multisyllabic wisdom of U-God, the brainy arrogance of Inspectah Deck, the street-level insights of Raekwon, the crooked pop instincts of Method Man, the free-form wit of Ol’ Dirty Bastard, the keyed-up yelp of Ghostface Killah. The sheer density of slang-encrusted myth-making on Enter the Wu-Tang made an entire generation of MCs step up their lingo and laid the blueprint for outsized crews to come from Odd Future to Spillage Village and beyond. —S.V.L.

7

Missy Elliott, ‘Miss E… So Addictive’ (2001)

Missy Elliott’s third album isn’t necessarily an advertisement for MDMA, although she chants, “This is for my ecstasy people” on “4 My People.” But it may be the most evocative reflection of an orgiastic moment when the hip-hop and R&B crowd discovered the delights of the club drug. The music is kinetic and sexually charged, and Elliott and longtime collaborator Timbaland craft some of their most unforgettable and innovative sounds. Everyone loves “Get Ur Freak On,” an instant classic where she spits party raps over a whirling, percussive dervish of drum and bass and Bollywood influences. Just as awesome is “Take Away,” which defines love as a “perfect match” greater than anything the jiggy era could offer. —M.R.

6

Kanye West, ‘My Beautiful Dark Twisted Fantasy’ (2010)

Following the fallout from his infamous interruption of Taylor Swift’s VMA acceptance speech, Kanye West was fighting to win back the public’s favor. That fueled him to do something he hadn’t done before and maybe never will do again: exactly what we wanted him to. MBDTF is an upgraded amalgamation of everything that made us love Kanye: luxurious production, fluid features, and dexterous rapping over themes of grandeur, drugs, sex, and love. It combines the heartfelt vulnerability of The College Dropout, the orchestral soundscapes of Late Registration, the upscaled arena-raps of Graduation, and touches of the Auto-Tuned crooning of 808’s & Heartbreak. Kanye may think differently, but this album is a masterpiece. —M.C.

5

Kendrick Lamar, ‘To Pimp a Butterfly’ (2015)

With narrative development akin to a bestselling novel, Kendrick Lamar’s third album whisks us from Compton to South Africa and back again, with stirring meditations on everything from colorism to incarceration to wealth inequality along the way. Kendrick’s imagination here is deep and deft, as he dreams aloud of resilience, vengeance, and conversations with religious and rap deities. Both the sound and the words of Butterfly gracefully toe the line between diverse and disjunct with producers like Terrace Martin and Sounwave elevating Kendrick’s stories by bending jazz, soul, funk, and psychedelia into the shape of a hip-hop album. —M.C.

4

Public Enemy, ‘It Takes a Nation of Millions to Hold Us Back’ (1988)

The crowning achievement of rap’s greatest year, Nation of Millions was hip-hop’s first masterpiece. Musically, it was Sgt. Pepper’s; lyrically, it was London Calling, a radical mix of controlled chaos, righteous anger, dizzying scratch workouts, and samples that collided like a demolition derby. Chuck D led the prophets of rage with his instantly recognizable stentorian shout, taking aim at radio programmers, the prison-industrial complex, the media, the surveillance state, and addictions to both drugs and TV. The four-man Bomb Squad production team picked only the most caustic and noise-bringing samples. World’s-greatest-hype man Flavor Flav brought the undeniable spotlight-stealing star power that ultimately crossed generations. Louder than a bomb, its influence crossed genre lines from hip-hop to heavy metal to shoegaze and beyond. —C.W.

3

Jay-Z, ‘The Blueprint’ (2001)

After his landmark debut, Reasonable Doubt, Jay-Z spent much of the late Nineties fighting to prove he was a chart contender and a worthy heir to his late friend Biggie. By 2001, he could sit back and relax, flowing effortlessly over the choicest crop of throwback-soul beats he ever bought, from an ascendant Just Blaze and a new guy from Chicago named Kanye West. This is also the album where he aired out his grievances against Nas and Prodigy (the brash, Doors-sampling “Takeover”), but he gets that out of the way early, leaving the rest of the album clear for extra-clever boasts (“U Don’t Know,” “Izzo,” “Hola Hovito”) and some of the most emotionally direct writing of his career (“Song Cry,” “Heart of the City,” “Never Change”). Quick and witty, confident and smooth, he never sounded better. —S.V.L.

2

Outkast, ‘Stankonia’ (2000)

By the turn of the millennium, Outkast were the standard bearers for Southern hip-hop, a regional form unfairly derided as less sophisticated than rap’s coastal variants. Stankonia finds harmony in the region’s myriad forms — booty bass and HBCU marching bands, protean crunk and trap, psychedelic P-funk and organic neo-soul. André 3000 and Big Boi, two of the best rappers of their generation, encompass the stylistic patchwork with panache, particularly on the hits “Ms. Jackson” and “B.O.B.” They really do sound “So Fresh, So Clean,” even as the “blue collar scholars” address hot-button topics like sex, abortion, and hypocrisy in American politics. “I met a critic, I made her shit her draws/She said she thought hip-hop was only guns and alcohol,” raps Andre on “Humble Mumble.” “I said, ‘Oh, hell naw/But yeah, it’s that, too/You can’t discriminate because you read a book or two.’” —M.R.

1

The Notorious B.I.G., ‘Ready to Die’ (1994)

Ready to Die marked the precise moment when hip-hop’s golden age transitioned into its modern age, the height of New York hip-hop, and the sound of the greatest rapper of all time at the absolute top of his powers. The album starts with the theater necessary for such a high-stakes debut. Before he became the Notorious B.I.G., Christopher Wallace had been hustling and selling drugs to make ends meet, experiences he poured into hard-hitting, semi-autobiographical songs after he signed with Uptown Records in 1992. When his A&R rep Sean “Puffy” Combs got fired, Wallace’s future looked uncertain — but that all changed once Ready to Die was released on Combs’ Bad Boy Records in 1994. Biggie leavened his raw fatalism with a smooth, subtle sense of humor, perfecting a hard-soft dichotomy that would become a template for decades of artists. From the grandiose cinema of the four skits on “Intro” to the triumph of “Juicy” to the bleak honesty of “Suicidal Thoughts,” the album remains a grim, groundbreaking classic that stared death in the eye and became larger than life. —J.L.