Courtesy Everett Collection
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 twenty years old, nevertheless dared to don this (still pretty innocent) number.