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9. Bruce Jenner

Before he came to be known as Kris Jenner’s husband, Bruce was an Olympic athlete obsessed with his looks. He underwent at least two cosmetic operations in the 1980s, neither of which did much to improve his appearance. Recently, he decided to try and reverse the results and underwent some corrective procedures on camera for his family reality show, Keeping Up With the Kardashians. It might have been good for the ratings, but it just further pushed his face into the freaky zone. Recently he had a laryngeal shave, leading to speculation that he might be working on a gender change.

Bruce Jenner
Helga Esteb / shutterstock.com

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