Current age: 41
Career at 20: In September 1992, Gwyneth Paltrow was right at the start of her career, following a small role as young Wendy in 1991's Hook and a quick cameo in May 1992's Cruel Doubt, which starred her mother, Blythe Danner. She also starred in the made-for-TV movie Deadly Relations.
Relationship status at 20: Her first publicized romance didn't come until age 24, when she was engaged to Brad Pitt, whom she dated from 1994 to 1997.
Quoted: Gywneth's career hadn't taken off yet when she was 20, but at 21, she sat down for an interview and talked about what she hoped for herself, saying, "I think I would like to do the roles that are interesting. I would like to do everything — comedy and drama — as long as the characters have real substance to them. I'm not interested in being, you know, that sort of set-decoration woman at all."