The 50 Greatest Hip-Hop Songs of All Time

Jay Z, Eminem, Tupac, Biggie and more

Notorious B.I.G., 'Hypnotize'
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30. Notorious B.I.G., 'Hypnotize'

Life After Death, 1997

"Hypnotize" was Biggie's greatest pop moment, topping the charts weeks after his murder in March 1997. Delivered over Puff Daddy's Herb Alpert­-sampling candy-corn beat, it showed his knack for leavening gangsta sex and violence with punch lines even a toddler could cuddle up to: "Poppa been smooth since days of Underoos," he quipped. No one's been smoother since.

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