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Annette Funicello

Former Mouseketeer Annette Funicello was the original Disney star. And, just like Britney Spears and Miley Cyrus, she rebelled against her squeaky-clean image as she made the transition from girl to woman. Walt himself reportedly asked her not to wear navel-baring swimsuits when she signed on to shoot "Beach Party" in 1963. But Funicello, then 20 years old, nevertheless dared to don this (still pretty innocent) number.

(CREDIT: Everett Collection)
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