The pinafore: whether yours was checked or plain, it was undoubtedly the foundation of our pre-school wardrobes. Paired with a sailor-collared blouse and shiny black Mary Janes (our excitement over new shoes goes way back), you were ready to take on kindergarten like the miniature style star you were.
Exactly why we love Anne Curtis' ensemble so much. She takes a classic childhood outfit—navy pinafore, Peter Pan collar, socks-and-black-shoes combo—and spins it like a big girl. Give your school shoe a bit of heel (maybe even an open toe,) pick a sexy romper version of the jumper dress, and ditch the no-sleeveless-tops rule for a look that's not too innocent. Don't forget your baon (aka that new tote you just bought yourself)!