1. Damon Wayans in The Last Boy Scout, The Great White Hype, Celtic Pride
For six years in the early to mid '90s, it was apparently an unspoken rule in Hollywood that Damon Wayans was the only black actor that was allowed to play a professional athlete. We’re guessing it had something to do with the fact that he, like the most famous professional athlete at the time, had a shaved head. That’s really the only reason we can come up with to explain how Damon Wayans was, at various times in his career, cast as one of the most talented quarterbacks the NFL has ever seen, the best player in the NBA and, we shit you not, James "The Grim Reaper" Roeper, the Heavy Weight Champion of the World. Look at the picture to the right and read that nick name again. It looks more like James "Arms That Look Like Pantyhose Stuffed with Cookie Dough" Roeper would have been a more accurate nick name. We'd have a tough time believing that Damon Wayans could knock out Marlon Wayans, let alone a heavy weight title contender.