20. Shaun White
Famous alleged flings: Bar Rafaeli, Arielle Vandenberg, Summer Spiro
Shaun White is extreme sports' biggest star and has grown up in the sport into a charismatic icon that kids can look up to and women adore. We bet you didn't know how much women adore White though, he actually managed to bag supermodel Bar Rafaeli along with actress Arielle Vandenberg. Respect Mr. White, much respect.