Gentlemen's Club: When Rappers Cover GQ Magazine

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  • 50 Cent
  • Will Smith, Muhammad Ali
  • Diddy, Shyne
  • Will Smith
  • Will Smith, GQ
  • Pharrell Williams, T.I.
  • Kanye West
  • Pharrell
  • Drake
  • Drake, Will Smith, Kanye West, Jay Z
  • Jay Z
  • Lil Wayne, Eminem, GQ, Keith Richards
  • Drake
  • Kanye West, GQ
  • Jay Z


In 1999, Diddy proved how much of a bad boy he really was. He was accused of assaulting Interscope Records' Steve Stoute, was arrested for weapons violations charges in the infamous gun incident that sent Shyne to jail for 10 years... and he took the August cover of GQ.

(Photo: GQ Magazine, August 1999)

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