Transformation

When it comes to lipstick, Anne Hathaway was a prodigy. "My first play at the stuff was in my mother's bathroom," she has said. "I wanted big lips, so I took her red lipstick and proceeded to run it all over my face. I was five." The two-time Oscar nominee has remained a fan of the classic look, drawing comparisons to Hollywood legends. "Her porcelain skin and amazing features give her an Ava Gardner quality," says her stylist Rachel Zoe. We say that with kindergarten—and Mom's hand-me-downs—behind her, Hathaway is a stylesetter for the 21st century!

The freshman at Millburn High School in New Jersey was an all-natural beauty.