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The Queens mixtape king who survived being shot nine times, got signed by Eminem and Dr. Dre, and turned his bulletproof origin story into one of the biggest rap debuts of the decade. For a few years in the mid-2000s, 'In da Club' and 'Get Rich or Die Tryin'' were everywhere, and 50 Cent was the most bankable name in hip-hop.
Stankonia's impossible lead single—drum'n'bass breakbeats, wailing guitar, organ, gospel choir—that radio was too scared to play in 2000. The song critics eventually crowned the decade's best.
The Fresh Prince goes solo — and takes over the planet. 'Gettin' Jiggy Wit It,' 'Miami,' 'Just the Two of Us': radio-owning, profanity-free hip-hop from the guy who was simultaneously the biggest movie star alive. Nineteen ninety-eight belonged to Will.
![Video thumbnail — Busta Rhymes - Woo-Hah!! Got You All In Check (Official Video) [Explicit]](https://i.ytimg.com/vi/EQzvQO2LcA4/maxresdefault.jpg)
The human cartoon of 90s rap—hip-hop's most watchable man, a blur of dreadlocks and rubbery limbs who moved like he was made of springs. Trevor Smith stole posse cuts for a living and built a solo career on being impossible to look away from.
"I'm goin' down down baby, yo' street in a Range Rover..." — Nelly built his breakout single on the playground clap chant every kid already knew, and it carried St. Louis rap onto every radio in America in the summer of 2000.
The goofy hip-hop anthem that existed in two versions simultaneously — and somehow that made it more legendary. Eminem and his Detroit crew D12 dropped a track so unapologetically silly that radio stations invented an entirely different song around it, and nobody minded.
The barking Yonkers growl who crash-landed on the glossy late-90s rap charts like a dog off its chain. Earl Simmons snarled prayers over Swizz Beatz beats, made Ruff Ryders a household name, and opened a #1 movie at the box office. Equal parts menace and open wound, he was hip-hop's most ferocious voice when it needed one most.
Marshall Mathers from Detroit, a white rapper in a Black art form, exploded into stardom with shock-rap alter ego Slim Shady and relentless rhymes. The blond buzzcut, unapologetic controversy, Dr. Dre mentorship, and hits like 'Stan' and 'The Real Slim Shady' made him the biggest and most polarizing star in music during the early 2000s.
NBC's six-season hit brought hip-hop culture to mainstream network TV, launching Will Smith from music-industry crisis to acting stardom. A sitcom pitched by music manager Benny Medina about his own rags-to-riches story, it gave the world one of the most recited theme songs ever — and Alfonso Ribeiro's Carlton Dance defined a generation's pop-culture moves.
Lauryn Hill, Wyclef Jean, and Pras turned a 1973 soul classic into a hip-hop anthem and reminded the world that cover songs could dominate the charts. The Fugees' second album was one of the best-selling hip-hop albums ever — and also, mysteriously, their last.
![Video thumbnail — Coolio - Gangsta's Paradise (feat. L.V.) [Official Music Video]](https://i.ytimg.com/vi/fPO76Jlnz6c/maxresdefault.jpg)
The rare rap song that made parents and teenagers converge on the same chorus, and the moment gangsta rap genuinely crossed over into the mainstream. Coolio's dead-serious delivery over a gospel choir and an interpolation of Stevie Wonder proved that the genre had gone everywhere.
50 Cent's explosive 2003 debut album, released on Eminem's and Dr. Dre's labels (Shady/Aftermath/Interscope), became one of the best-selling albums of the era. Anchored by massive hits like "In da Club," "21 Questions," and "P.I.M.P.," the album announced 50 Cent as a superstar and defined early 2000s rap radio. His backstory — surviving being shot nine times — became central to his larger-than-life persona.
A drug runner's goodbye letter set to strings performed by the New York Philharmonic — the tenderness wrapped around an unsentimental story is the whole song. Released in late 1997 from The Carnival, it hit #7 on the Hot 100 and proved a solo Wyclef could carry a hit without the Fugees.
Rick Rubin stripped Jay-Z down to bare guitar and cowbell, and the Marcy Projects kid recited a real 1994 traffic stop so precisely that a law professor later published a journal article dissecting it. "99 Problems" was endlessly quotable, taught in law schools, and inescapable in 2004—the sound of Jay-Z staging his own exit.
Timbaland looped a flute line from a 1957 Egyptian melody, Houston's UGK traded verses with Jay-Z, and the result was the yacht-party anthem of 2000. The song was iconic enough to fuel a decade-long copyright fight—and brash enough that Jay-Z himself later disowned the lyrics in the Wall Street Journal.
Jay-Z's breakthrough single samples the orphans' chorus from Broadway's Annie, turning the hardest block-level rap into a stadium singalong. The song that taught America—and taught Broadway—that hip-hop didn't need permission to reinvent itself. A masterclass in audacity that cleared the charts and rewrote the rules.
Shawn Corey Carter rose from Marcy Projects hustler to rap's defining CEO, making the 2000s the decade when hip-hop conquered the boardroom. His Imperial period—from Hard Knock Life through The Black Album and beyond—turned street rap into stadium singalongs and Grammy gold. Jay-Z didn't just make hits; he made an industry, proving rappers could own their own records and empires. The 2000s belonged to him.
Lauryn Hill's solo debut album, a genre-blending masterpiece that merged hip-hop, neo-soul, and R&B into a landmark release. Released in August 1998, it featured the hit singles "Doo Wop (That Thing)" and "Ex-Factor," establishing Hill as a solo artist of remarkable range and depth.
![Video thumbnail — Ne-Yo - Miss Independent [Official Video]](https://i.ytimg.com/vi/k6M5C-oKw9k/maxresdefault.jpg)
The guy who wrote some of the biggest R&B songs of the mid-2000s before his own voice became equally unavoidable. Ne-Yo went from invisible hitmaker to chart-dominating artist in one album cycle — and never stopped being both at once.
For the first half of the 2000s, Nelly was pop-rap's biggest crossover star — the Band-Aid-cheeked St. Louis rapper behind "Hot in Herre" and "Dilemma," a run of singalong hits that owned radio, MTV, and the charts.
![Video thumbnail — The Notorious B.I.G. - Juicy (Official Video) [4K]](https://i.ytimg.com/vi/_JZom_gVfuw/maxresdefault.jpg)
Brooklyn's rap king — Christopher Wallace, aka Biggie Smalls — whose effortless flow and vivid street storytelling made him the defining East Coast voice of the mid-90s. His 1997 murder, still unsolved, cut short one of hip-hop's greatest careers at just 24.
OutKast's 2003 double album—one solo disc each for André 3000 and Big Boi—became an unstoppable cultural force. Anchored by the inescapable #1 hit "Hey Ya!" ("shake it like a Polaroid picture") and the smooth groover "The Way You Move," the album won a Grammy for Album of the Year and achieved diamond certification. Radio and MTV were inundated.
André 3000 and Big Boi met as teenagers at Lenox Square mall in Atlanta and launched one of hip-hop's most fearless acts. The South got something to say—literally—and hip-hop would never ignore it again.
"If you wanna go and take a ride wit me..." — HEY, MUST BE THE MONEY! Nelly's acoustic-guitar bounce was the sound of every radio, mall, and school bus in 2001, the laid-back victory lap off Country Grammar.
DMX's signature moment wasn't supposed to happen. A 19-year-old producer's first beat sale, nearly rejected by the star himself for sounding "too rock 'n' roll," became one of the most iconic hooks of its era—all "stop, drop, shut 'em down, open up shop" and dirt-bike imagery.
Three women put frank, funny, sex-positive talk on pop radio at the height of the AIDS crisis, daring stations to blink and winning with a wink. Salt-N-Pepa turned consent and pleasure into a chart singalong—and later spun the same beat into an act of public health, rewriting the verse to preach AIDS prevention.
OutKast's getting-dressed anthem and cultural forever-favorite. A Sleepy Brown hook over a Joe Simon soul sample that became the decade's smoothest flex. The video was a visual extravaganza—CGI backdrops, a beauty parlor, church scenes, and cameos from Ludacris, Chilli, and Goodie Mob.
A 16-year-old self-produced a ringtone rap that conquered MySpace, YouTube, and every school talent show. The Superman dance was inescapable, the song spent weeks at #1, and nobody asked permission from traditional radio.
![Video thumbnail — Dr Dre - Nuthin' But A "G" Thang [Official Music Video]](https://i.ytimg.com/vi/8GliyDgAGQI/hqdefault.jpg)
Dr. Dre's solo debut, released December 15, 1992, defined G-funk—whining synth leads over deep bass and laid-back drawl—and introduced Snoop Doggy Dogg to the world as the breakout star. The Chronic went multi-platinum, won a Grammy, hit #2 on the Hot 100 with 'Nuthin' but a 'G' Thang,' and reshaped the sound of hip-hop radio for the rest of the decade.
The best-selling American girl group since the Supremes. T-Boz, Left Eye, and Chilli fused hip-hop, R&B, and a playful safe-sex message into era-defining hits — "Waterfalls," "No Scrubs," "Creep" — in baggy streetwear that a generation copied.
Usher's 2004 album that opened with 1.1 million copies sold its first week and owned every school dance for the next year. "Yeah!" with Lil Jon and Ludacris became the crunk-and-B blueprint, and Confessions proved Usher was untouchable at the peak of 2000s R&B.
Two words that could fill any gym, wedding, or stadium in the 90s. Tag Team's 1993 anthem "Whoomp! (There It Is)" was pure call-and-response bass-music joy — and one of the best-selling singles of the decade.
Fresh from his Grammy-winning rap career, Will Smith became the biggest movie star of the '90s—charismatic, relatable, and seemingly incapable of releasing a film that didn't top the summer box office. By 1999 he was untouchable.
A modest 2002 soundtrack cut that became a cultural explosion thirteen years later when Deadpool hijacked it for its entire identity. For one generation it's a 2003 film track; for another, it's the Deadpool song—DMX's snarl reborn for audiences who weren't born for the original run.