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12. Vanessa Hudgens
Naughty Bit: Private sexy pics fall into the wrong hands … twice.
Post-Nude Fallout: Little Miss "High School Musical" didn't learn from her mistake the first time she snapped some sexy photos back in 2007. Another set of pics were released in August 2009, once again jeopardizing her status as a squeaky clean Disney kid. Good thing "Musical" is a gigantic cash cow, otherwise she'd probably be fired from the happiest job on Earth.