Mike Tyson in The Hangover (2009)
Director: Todd Phillips
This cameo just makes sense. It feels right. Of course three dudes who got too turnt in Vegas run into Mike Tyson. Of course Mike Tyson would own a tiger that the boys stole. And, of course, Mike Tyson would reveal that he struggled with his appearance in the first film because he was way too high on cocaine during filming. Its like the stars aligned for that movie, man.