Transformation

Jessica Simpson is big into beauty. "I always said that if I weren't a singer, I would be a makeup artist," the star of the upcoming Major Movie Star has said. "I even did all my friends for our prom.” These days Simpson travels with a dream team of beauty experts that includes makeup artist Mary Phillips and hairstylist Ken Pavés. With her smoky eyes, pale pink lips and come-hither hair (unabashedly plumped up with body-lending hairpieces), the artist behind A Public Affair has become an all-American version of Brigitte Bardot. "Men find her look captivating and sexy, and women find it inspiring yet tangible," says Pavés. "See why she's my muse?" We see, Ken.

—Betony Toht

1999: Her major-label debut, Sweet Kisses, is released. Her look? “It’s all in the smile,” she has said.