I guess we’ll start with the obvious and not quite so accessible. Outside of being an escort, there really is no other job where there is such a booty buffet. Wilt Chamberlain may be most famous for his ability to milk his athletic prowess for hook-ups. According to his own estimate, he had slept with 20,000 women by the time he’d reached the age of 55. Scoring 100 points in a game is incredible, but 20,000 women? That’s a lot of crazy ex’s.