Current age: 39
Career at 20: Drew turned 20 in February 1995, just a month after she appeared nude for Playboy. For her birthday, Steven Spielberg, who directed her as child in E.T., gave her a quilt and a note that said, "Cover yourself up." That year, she starred in Boys on the Side with Whoopi Goldberg and Mad Love opposite Chris O'Donnell. She also made a cameo in Batman Forever.
Relationship status at 20: Drew was linked to Hole's lead guitarist Eric Erlandson in 1995, whom she likely met through Courtney Love — Drew is the godmother of Frances Bean Cobain, the daughter of Courtney and the late Kurt Cobain.
Quoted at 20: Drew Barrymore's 1995 late-night appearance with David Letterman made headlines, mostly because at one point, she hopped up on his desk to dance for David and ended up flashing him before kissing him on the cheek. During the interview, she also shared details about her recent 20th birthday, saying, "It was my first birthday of my whole life that I enjoyed, because normally on my birthday I pretty much sit in the bathtub and cry . . . I have no problem with age, it's just the celebratory day — a day all about you — it makes you kind of nauseous."