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Slide 9 of 10

She's the Man

Cross-dressing comedies go back even further than Shakespeare (which, incidentally, She's the Man is based on), and while they're not as popular today, this 2006 Amanda Bynes/Channing Tatum comedy is definitely an old favourite. Viola passes herself off as her twin brother, Sebastian, so that he can go to London with his band. While disguised as her brother, Viola accidentally gets wrapped up in a love triangle between her roommate (and crush) Duke and the girl he likes, Olivia. And things only get more complicated when the real Sebastian turns up earlier than expected . . .

Image Source: Everett Collection