Profession: Actress

When it comes to Hollywood bad girls, no one's done it better. The blueprint for destroyed child stars, Barrymore rebounded from a rough post E.T. stretch in the '80s that landed her in rehab at 13 with a career rebuilding turn in...Poison Ivy? Yep, the '90s kicked off with Elliott's little sister getting her Lolita on in a flick built for Skinemax, and she didn't look back. Playboy followed, then she threw her twos in Letterman's face. Then more Playboy. Then... breast reduction?? Something about a bad back. Also, "When I was younger, I used to go with lots of women. Totally, I love it." Think about that next time you're watching Beverly Hills Chihuahua.