#48: Sean Penn and Leila George
When it comes to people being in relationships with people that are younger than them, it always feels like men have an easier time trying to explain their side of the story than women. Why is it that men in the world are always afforded to do things that if women did the same things it would be frowned upon?

Well, he might have been married to Madonna once, but Sean Penn has only dated younger women since then. Penn’s most recent relationship with Leila George ended in divorce less than a year after they got married. Who knows, perhaps the marriage between Leila George and Sean Penn had something to do with the fact that she was 32 years younger than him?