When Boxers Meet Entertainers

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  • Muhammad Ali and James Brown
  • Mike Tyson and Canibus
  • Mike Tyson and Tupac
  • 50 Cent and Floyd Mayweather
  • Martin Lawrence and Tommy "Hitman" Hearns
  • Floyd Mayweather and Justin Bieber
  • Mike Tyson and The Hangover Cast
  • Joe Louis and Frank Sinatra
  • Muhammad Ali and the Beatles
  • Muhammad Ali and Sam Cooke

Mike Tyson and Tupac

Mike Tyson and Tupac were very close friends. Tupac would call Tyson in prison and even make custom rap songs for Tyson's fight. Tupac wound up being fatally shot after a Mike Tyson fight in 1996. (Photos from Left to Right: Alexander Hassenstein/Bongarts/Getty Images, Raymond Boyd/Michael Ochs Archives/Getty Images)