During her wild-child years in the 1990s, former child star Drew Barrymore, then 19, posed nude for Playboy.
It was so scandalous when Britney Spears, then 17 years old, posed in her underwear for the cover of Rolling Stone that some religious groups called for a boycott of her music.
Alyssa Milano put her child-star roots to rest when she did a sexy shoot for Maxim. At least she was of age by then!
Jessica Biel posed topless in Gear at age 17. Aaron Spelling, who was producing her show 7th Heaven at time, brought a $100 million defamation suit against the magazine for the images.
Another 7th Heaven actress, Mackenzie Rosman, made us feel incredibly old recently when she posed for Maxim. She's now 23.
Way before people wouldn't stop talking about her VMAs performance, people wouldn't stop talking about Miley Cyrus' strangely sexual photo shoot in bed for Vanity Fair, snapped when she was just 15.
How young is too young to pose next to a coverline about guaranteed orgasms? Selena Gomez was actually 19 on her first Cosmo cover, but that baby face always makes her seem younger!
The closest the typically prim and lovely Emma Watson has gotten to a scandalous photo shoot was this cover of British GQ, but she was in character, to be fair.