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Hollywood's Most Convincing Men in Drag

Brandon T. Jackson and Martin Lawrence in "Big Momma's: Like Father, Like Son"
Fox

Really, who doesn't love a man in drag?

From Tyler Perry and Robin Williams to those kooky kids at Harvard who put on the annual Hasty Pudding silliness, a dude in dainty duds is often the cause of a good laugh, an occasional heartfelt moment and even some family-oriented warm fuzzies.

With "Big Momma's: Like Father, Like Son" hitting theaters this week – and "Tyler Perry's Madea's Big Happy Family" arriving in April – we're counting down the most convincing male movie cross-dressers from the utterly ridiculous sight gags to the jaw-droppingly feminine. Get More »

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