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49. Tara Reid

49. Tara Reid

Occupation: Actress

Reid is best known as the innocent virgin in American Pie, but her real-life antics are the antithesis of her claim-to-fame character. The actress has posed for Playboy, is the repeated victim of wardrobe malfunctions, is known for her public drunkenness, and knows her way through a rehab program. We won't mention her plastic surgery gone wrong.

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