Played By: Charlie Sheen
Hottest Conquests: It's difficult to say where Charlie Harper ends and Charlie Sheen begins

It was never a stretch for Charlie Sheen to get into character as composer-turned-jingle man Charlie Harper. The tiger blood-filled actor has never been shy talking about his own sexual conquests, which he claims tops the 5,000 mark. (Well, he was one of Heidi Fleiss' favorite clients for a reason.)

As a primetime show on family-friendly network television, Sheen's alter ego probably can't boast those sorts of totals, but it's not hard to believe that the character's hard-partying ways were loosely based on the actor himself.