This is how your favorite stars looked like in High School

Sean Penn

The Telegraph

Sean Penn comes from a show business family, with an actor/director father and an actress mother. During high school, he befriended other to-be actors Emilio Estevez, Charlie Sheen, and Rob Lowe.

Madonna

Classmates

Madonna grew up in a very religious household as the middle child of six siblings, which fired up her performance instincts from early on. During her teenage years, she was very rebellious and used to turn her clothes into revealing outfits and frequent underground gay nightclubs.