Dude Looks Like a Lady: The Best and Worst Attempts at Men Playing Women in Movies

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Dustin Hoffman in Tootsie

You know times had to be really hard for Hoffman’s character of Michael Dorsey to feel the need to go the womanly route and dress up like an actress named Dorothy, but he did, and the Oscar-winning film Tootsie definitely created a new revolution in dudes looking like ladies on-screen. Clearly, he looked nothing like an actual woman, and that fake Southern accent still sounded like a guy doing his best impression of the girl from The Beverly Hillbillies (and her wardrobe was so blah), but it’s still an awesome movie and who doesn’t love Dustin Hoffman?

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