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The 50 Greatest Hip-Hop Songs of All Time

Jay Z, Eminem, Tupac, Biggie and more

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Looking for the full list of the 100 greatest hip-hop songs of all time? Check it out right here.

Editor’s note: To make this list, Rolling Stone asked 33 artists and experts – from Rick Rubin to Busta Rhymes – to choose their favorite hip-hop tracks, then crunched the numbers. Click to read the full list of voters.

What Makes a Great Hip-Hop Song?
An Introduction by Ahmir “Questlove” Thompson

I was eight years old when “Rapper’s Delight” made its world premiere on Philadelphia radio. It happened at 8:24 p.m. on a Thursday, after a dinner of porgies, string beans and creamed corn. Me and my sister, Donn, were sneaking a listen of the local soul station while washing dishes­ when an army of percussion and a syncopated Latin piano line came out of my grandma’s JVC clock radio – what appeared to be Chic’s “Good Times.” How was I to know that my world would come crashing down in a matter of 5, 4, 3, 2 . . .

I said a hip, hop, the hippy to the hippy/To the hip hip hop, you don’t stop. . . .

The next night, I was prepared, with a prehistoric tape recorder in hand and a black-and-white composition notebook. My boy Aantar became my agent that week, scheduling performances of the song in exchange for snacks or hand-holding with girls in gym class. “Rapper’s Delight” turned this future high school band geek into a superstar for the month of October 1979.

Some of the most powerful hip-hop songs are tracks with elements so simple your brain would explode trying to explain their logic: Take the unstoppable two-note guitar stab in Craig Mack’s “Flava in Ya Ear.” (I hounded the producer, Easy Mo Bee, for 17 years for the secret behind it – then wanted to throw someone out the window when I heard how basic it was.) Or the huge sound of the Roland 909 on Schoolly D’s “PSK” – an echo that seemed like it came from a church cathedral eight city blocks wide.

These sounds had incredible power if you grew up with hip-hop: There was the summer I spent trying to match the mix to “The Adventures of Grandmaster Flash on the Wheels of Steel,” note for note, on two Fisher-Price turntables. (My father, unimpressed, told me, “There ain’t a living spinning other people’s music” – little did you know, Dad, little did you know.) There were so many times when a song premiere could stop you in your tracks, then become a subject of discussion for the next four hours: in the high school lunchroom when me and Black Thought heard “Wrath of Kane” for the first time, or my first listen to “Fight the Power” – it sounded like Pharoah Sanders and Rahsaan Roland Kirk had gotten into a knife fight.

Hip-hop gives listeners sets of rules that you follow like the law, only to see them change every five years. I’ve seen my reactions to hip-hop change from age nine (“What the hell was that?”) to age 14 (“That was incredible!”) to age 22 (“Wait . . . are they allowed to do that?”) to age 29 (“It was kinda different when I was a kid”) to now (“What the fuck was that?!“). I’ve seen Vanilla Ice’s “Ice Ice Baby” go from ruling the world to being a musical pariah to being an ironic statement in my DJ set that makes people smile.

The greatest hip-hop songs have the power to pull energy and excitement and anger and questions and self-doubt and raw emotion out of you. It could be a song that sets your neighborhood on fire (“Rebel Without a Pause”) or a song on your headphones that makes you rethink what hip-hop is (Ultramagnetic MCs’ “Ego Trippin’ ”). The common thread is change. The best hip-hop songs aren’t blueprints – they are calls to action, reminders that you can start a revolution in three minutes. Just keep that clock radio on.

28

Eminem, ‘Lose Yourself’

‘8 Mile’ soundtrack, 2002

Eminem‘s biggest-ever hit plays like Rocky condensed into a five-minute song. It helped that in telling the story of Rabbit – the trailer-dwelling aspiring rapper he played in 8 Mile – Eminem was more or less telling his own, sidestepping demented clowning and pure rage in favor of tough, realist rhymes about overcoming very long odds. Em cut the song during a brief break from filming. “He came in and laid down all three verses in one take,” recalled engineer Steven King. “Jaws dropped – we were like, ‘Oh, my God!’ This story had been building up in him.”

27

Craig Mack, Rampage, the Notorious B.I.G., LL Cool J, Busta Rhymes, ‘Flava in Ya Ear (Remix)’

Non-album single, 1994

Craig Mack has faded into obscurity – reportedly renouncing rap to join a fundamentalist Christian cult in South Carolina – but he left his mark on rap history with his debut single and its remix, one of hip-hop’s greatest posse cuts. Mack’s verse has its moments – “Wanna grab my dick/Too lazy/Hold it for me” – but the real fireworks come from the guests: a suave, sexy LL; Busta Rhymes, nearly devouring the mic in a manic 20 bars; and, above all, the punch-line-slinging Biggie Smalls, stealing the song right out from under his Bad Boy labelmate, beginning with one of his funniest boasts: “Niggas is mad I get more butt than ashtrays.”

a tribe called quest
26

A Tribe Called Quest, ‘Scenario’

Q-Tip, Phife Dawg and Ali Shaheed Muhammad cultivated a reputation as bohemian jazzbos, but they made one of their best songs when the incense smoke cleared, and they got into b-boy mode – slinging tight rhymes over a wicked downbeat. This meeting between Tribe and Leaders of the New School is one of rap's most exciting oddball summits. Everyone brings his A-game, with top honors going to Tribe's punch-line specialist, Phife: "Short, dark and handsome/Bust a nut inside your eye, to show you where I come from." "Scenario" is most famous for the breakout performance by 19-year-old Busta Rhymes, who comes out roaring like a dungeon dragon. "I thought he was ill," Q-Tip later said. "I just wanted to set him up."

25

Big Daddy Kane, ‘Ain’t No Half Steppin”

Long Live the Kane, 1988

When Jay-Z christened Brooklyn’s new Barclays Center arena earlier this year with a series of eight straight shows, he brought out only one guest rapper to share his stage: Bed-Stuy native Big Daddy Kane. And for good reason. Antonio Hardy was the master wordsmith of rap’s late-golden age and a huge influence on a generation of MCs. On “Ain’t No Half Steppin’,” his tone is rich and commanding as he rocks tightly coiled extended metaphors over Marley Marl’s laid-back groove (based around the Emotions’ fine 1972 cut “Blind Alley”): “Rappers, you better be/Ready to die because you’re petty/You’re just a butter knife, I’m a machete.” Legend has it that even the Eighties’ greatest rapper, Rakim, turned down a challenge to go mic-to-mic with Kane.

24

Rob Base and DJ E-Z Rock, ‘It Takes Two’

It Takes Two, 1988

“All I know is, it’s a club banger,” Rob Base said of his biggest rec­ord. Actually, it’s the mother of all club bangers, a pop-rap opus that’s as absurdly fun today as it was 25 years ago. Mixing hip-hop and house music, lifting liberally from James Brown background singer Lyn Collins’ 1971 song “Think About It,” Rob Base and DJ E-Z Rock’s 1988 smash was also an ode to understanding and respect, one that brought everyone together under a groove – from block parties in Harlem to slumber parties in Des Moines. The song was produced by Teddy Riley, who deployed a similar jump-up syncopation as the king of New Jack Swing. Base later said, “I wanted people to get up and dance and not have to worry about fightin’ and arguin’.”

23

Eric B. and Rakim, ‘I Know You Got Soul’

Paid in Full, 1987

“When I’m writing, I’m trapped between the lines/I escape when I finish the rhyme,” explains Rakim, rocking the kind of jam that would soon disappear once copyright lawyers stepped up their game. Eric B. looped a chunk of the James Brown-produced song of the same name by Bobby Byrd and the J.B.’s All Stars. But all turnabout is fair play: The British mix masters M|A|R|R|S constructed their hit “Pump Up the Volume” around a sample of Rakim saying that memorable phrase on “I Know You Got Soul.”