When Boxers Meet Entertainers

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  • 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
  • Muhammad Ali and James Brown
  • Mike Tyson and Canibus

Mike Tyson and The Hangover Cast

Former boxing champ Mike Tyson is no stranger to comedy. He appeared in both of the hilarious Hangover movies and even did a song-and-dance number in The Hangover Part II. (Photo: Kevin Winter/Getty Images)