The 50 Greatest Hip-Hop Songs of All Time

Jay Z, Eminem, Tupac, Biggie and more

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Jay-Z feat. UGK, 'Big Pimpin''

16. Jay-Z feat. UGK, 'Big Pimpin''

Vol 3 . . . The Life and Times of S. Carter, 1999

Jay-Z has since said he's a little ashamed by the rawness of his tricky verses on "Big Pimpin'" – "I thug 'em, fuck 'em, love 'em, leave 'em/Cause I don't fuckin' need 'em," the future family man and business leader boasts. But "Big Pimpin'" is the ultimate playa anthem. Jay defied regional bias by reaching across the Mason-Dixon Line and giving Port Arthur, Texas, duo UGK a prominent spot on one of his biggest hits. And Timbaland's beat was just as ecumenical – a bugged-out orchestral track from Egypt that deepened the song's sense of world-straddling dominance.

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