Brooke Shields

Modeling Credentials: She was the youngest model to appear on the cover of Vogue, at 14, and made those ads for Calvin Klein that touted an absence of underwear.
Acting Resume: Pretty Baby (1978), The Blue Lagoon (1980), Endless Love (1981), Suddenly Susan (1996-2000), Lipstick Jungle (2008-09)

Brooke Shields has had a strangely segmented career in which she seemed to jump straight from jailbait to former model. There's a whole middle phase that is just missing. We blame Michael Jackson.

Acting Skills: 5 out of 10