Current age: 39
Career at 20: Angelina's first major film, Hackers, debuted in 1995.
Relationship at 20: On the set of Hackers, Angelina began a romance with her British costar, Jonny Lee Miller. They married on March 28, 1996, when Angelina was 20 and Johnny was 23. The bride wore rubber pants and a white t-shirt that had the groom's name written in her blood.
Quotes at 20: Angelina didn't try to hide her drug experimentation, like many starlets do today. In an interview, she said: "I have done just about every drug possible: cocaine, ecstasy, LSD and, my favorite, heroin."