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10 Actors Who Dressed in Drag

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    In 'Jack and Jill', hitting theatres this weekend, an A-list actor has set out to prove that he can be a box office hero whether he does it in hockey skates or high heels. And he's not the first to dress in drag for a movie. CTVNews.ca's Tina Yazdani looks at 10 male celebrities who have all gotten in touch with their feminine sides at some point in their careers. Can you spot who's who?

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    Hint: He's transformed many times. A water boy turned football player, a soldier turned hair stylist, even a rejected hockey player turned pro golfer. But never has he transformed from a man to a woman. Can you guess who the star is?
    Happy Madison Productions/Columbia Pictures

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    It's Adam Sandler, starring in his new film 'Jack and Jill', which hit theatres Nov. 11, 2011.
    AP Photo/Marco Ugarte

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    Hint: He's considered one of the most attractive male celebrities in Hollywood, but this British born star didn't shy away from taking on a more feminine role in the 2009 film 'Rage.' Can you guess who this is?
    Adventure Pictures

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    It's Jude Law who played the role of a beautiful Russian woman named Minx in the film, which tells the story of a tragic murder in New York's fashion industry.
    AP Photo/Akira Suemori, File

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    Hint: This is not the actor's first role as a woman, having played one in the 1994 film 'Ed Wood'. But he dolled up his look for his role as Bon Bon in the 2000 film 'Before Night Falls', seen in this image. Can you guess who this is?
    Grandview Pictures/Fine Line Features

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    Johnny Depp played a dual role as a transvestite and a lieutenant in the film based on a Cuban poet's life. He hasn't since dressed in drag on screen.
    AP Photo/Thibault Camus

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    Hint: This Oscar winning actor had to play a woman for two years in the sitcom 'Bosom Buddies,' which became one of his first breakthrough roles. Can you guess who this is?
    Paramount Television

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    Tom Hanks starred in the sitcom for two seasons, in a total of 38 episodes from 1980-1982. His character had to disguise himself in order to live in an all-women apartment building.
    AP Photo/Matt Sayles

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    Hint: This 'Grease' star was completely transformed when he returned to his musical roots as Edna Turnblad from 'Hairspray.' It took heaps of padding and silicone prosthetics but he succeeded in playing a kind and loveable mother.
    New Line Cinema

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    John Travolta's transformation into Edna Turnblad took four hours daily on the set of 'Hairspray.' In his long career, this was the actor's first time playing a woman, save for doing Barbra Streisand on Saturday Night Live.
    AP Photo/Jason DeCrow, file

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    Hint: In the 1993 film 'Mrs. Doubtfire,' this actor won the hearts of audiences when he disguised himself as a female housekeeper to secretly spend time with family. Can you guess who this comedian is?
    Twentieth Century Fox Film Corporation

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    Actor Robin Williams put on a wig, a dress and a mask to mimic an old Scottish nanny in the film. The convincing transformation won the movie an Academy Award for best make-up in 1994.
    AP Photo/Chris Pizzello, File

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    Hint: His deep voice and muscular physique would have most people doubting he could ever pull off being a woman, but he does just that in the film 'Junior.'
    Universal Pictures

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    Arnold Schwarzenegger not only had to pretend to be a woman, but he also had to convince audiences that he was pregnant in the 1994 film.
    AP Photo/Lionel Cironneau, File

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    Hint: Before becoming a ladies' man in his current HBO television series, this actor had to play a female DEA agent named Denise Bryson for three episodes on the 1990 show 'Twin Peaks'.
    Twin Peaks Productions, Lynch/Frost Productions

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    'Californication' star David Duchovny was a struggling actor at the time and jumped at the chance to act in the series. He had never played a woman before, and found it somewhat daunting at first.
    AP Photo/Matt Sayles

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    Hint: This actor earned an Oscar nomination for his role as Dorothy Michaels in the 1982 film 'Tootsie' about a struggling actor who disguises himself as a woman.
    Columbia Pictures Corporation/Mirage Enterprises

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    Dustin Hoffman played the role of the actor pretending to be an actress. The idea behind 'Tootsie' grew out of a conversation between Mr. Hoffman and Murray Schisgal, the playwright.
    AP Photo/Matt Sayles

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    Hint: This actor played the role of Madea, a confrontational older woman with a unique Georgian accent, in six movies. Madea is often recognized as the title character and comic relief in the movies. Can you guess this star's name?
    Lions Gate Films

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    It's Tyler Perry, who created and portrayed the fictional character from 'Diary of a Mad Black Woman,' and 'Madea's Family Reunion' himself, and has been writing plays since he was 18.
    AP Photo/Chris Pizzello

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