LAT / AP
Evan Rachel Wood / Drew Barrymore As anyone who saw Marilyn Mansons video for Heart-Shaped Glasses knows, the 19-year-old actress is kind of going through a rebellious phase right now. (She and the singer, nearly 20 years her senior, have graphic, blood-soaked sex in the video). But she may come around. Drew Barrymore was into being a bad girl when she was 19, and look at her now: reigning queen of the romantic comedy.
SEE MORE GALLERIES