It was inevitable that we'd find our way to Charlie Sheen, son of Martin, brother to Emilio and all around wild and crazy, Tiger-Blood drinkin' actor that's as much a cultural icon as he is a Hollywood celebrity. Sheen began his early work in 80's flicks like Lucas and Red Dawn, before making a splash in Oliver Stone's Platoon (and again in Wall Street). Sheen would then continue his hot streak with Major League (as Rick 'Wild Thing' Vaughn), Navy Seals and Hot Shots! and then dovetailing into a stream of obscure films that never matched his early popularity. However, Sheen found massive success in the long-running sitcom Two and a half Men, which catapulted him not only in the TV world, but in the press as well, where he seemed to make just as much noise in his personal life as he did onscreen. With his well-documented wild lifestyle, Sheen became both a cautionary tale and a hero to many, all the while remaining the bad boy. Any way you cut it, Sheen has made a name for himself and forever cemented his legacy in the world of film and TV.