When Boxers Meet Entertainers

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  • 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 Tupac
  • 50 Cent and Floyd Mayweather
  • Martin Lawrence and Tommy "Hitman" Hearns
  • Floyd Mayweather and Justin Bieber
  • Mike Tyson and The Hangover Cast

Muhammad Ali and Sam Cooke

Sam Cooke was a good friend of Muhammad Ali and Ali even gave Cooke a shout out after beating Sonny Liston. The two took pictures together, hung out together and even recorded their own duet. (Photos from left: EMPICS /Landov, Michael Ochs Archives/Getty Images)