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Your XFINITY Connect session has timed out due to inactivity. Click here to go back close Presents: Anne Hathaway's Transformation

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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 32-year-old, Oscar-winner has remained a fan of the classic lip, drawing comparisons to Hollywood legends. "Her porcelain skin and amazing features give her an Ava Gardner quality," says her stylist Rachel Zoe. With kindergarten—and Mom's hand-me-downs—long behind her, Hathaway is a true 21st-century style-setter.

1997 (above): The freshman at Millburn High School in New Jersey was a natural beauty. (Photo: Seth Poppel/Yearbook Library
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