100 Greatest Hip-Hop Songs of All Time

What makes a great hip-hop song?

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50. Outkast, "B.O.B."

Outkast greeted the 21st century with a single that'll probably sound ahead of its time in the 22nd. Big Boi and André 3000 were inspired by hearing the hard, double-time rhythms of drum-and-bass music at a London party. "There wasn't anything in hip-hop that was killing me at the time," André said. "But that shit was tough … I thought about how to Americanize it." With an insane beat, Hendrix-at-Monterey guitar and massed voices chanting like a gospel choir conducted by Afrika Bambaataa, "B.O.B." became one of the greatest left-field hits of all time.

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