100 Greatest Hip-Hop Songs of All Time

What makes a great hip-hop song?

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45. Lauryn Hill, "Lost Ones"

The opening track on Lauryn Hill's landmark solo debut is a reminder of how viciously this great singer could rhyme. It was recorded in Jamaica, and Hill raps (and, in the chorus, croons) in her version of a Trenchtown patois. "It's funny how money changes situations," she begins, but what follows isn't funny: a spit-roasting indictment of arrogance, greed and spiritual blindness. The song's alleged target – Hill's former bandmate in the Fugees and ex-lover Wyclef Jean – must have been quaking in his Timbs.

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