Drew Barrymore posed for Playboy for the January 1995 issue, when she was 19. This came during her rebellious period. This was the same year she hopped up on David Letterman’s desk and showed him her breasts. She later told “Inside the Actors Studio” that Steven Spielberg, who directed her as a child in E.T. and is her godfather, sent her a quilt for her 20th birthday with a note that read Cover yourself up.