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Actors in Drag: Adam Sandler, Daniel Craig, and Other Boys Who Will Be Girls

Marissa Brassfield

In his upcoming movie "Jack and Jill," Adam Sandler cross-dresses to play Jack's twin sister, Jill. It might be a surprising departure for Sandler, but other actors known for male-targeted roles have also dressed in drag on camera, including the star of summer action film "Cowboys & Aliens." See who else:

Daniel Craig

Craig cross-dressed for a WeAreEquals.org public service announcement to promote International Women's Day. The ad first shows the "Cowboys & Aliens" actor as a man; in the second part of the PSA, he appears dressed as a woman while a voiceover outlines the disparity between men and women in modern society.

James Franco

Franco dressed up as Marilyn Monroe for the 2011 Academy Awards telecast, a move that would devolve into one of the Oscars' oddest moments of all time. He was originally supposed to portray Cher, but when Cher's song "You Haven't Seen the Last of Me Yet" from "Burlesque" wasn't nominated, the telecast's writers had other ideas.

In an interview with Playboy, the "127 Hours" actor explained: "They said, 'You'll come out as Marilyn Monroe. It'll be funny.' Me in drag is not funny. Me in drag as Cher trying to sing like her is a thing. That didn't happen, so then I just didn't want to argue anymore."

Tom Hanks

This Oscar-winning actor got one of his big breaks on the set of "Bosom Buddies" in 1980, a role that required Hanks and costar Peter Scolari to dress and act like women. It wasn't a role he completely embraced at the time; at the 8th Annual TV Land Awards in 2010, Hanks told a Los Angeles Times reporter: "We would tell the writers, 'Aren't we strong enough as clever guys with our banter? Isn't that enough?' And then there would be the next episode and we'd have to dress up."

Eddie Murphy

Murphy is no stranger to a fat suit and women's clothing. He played the roles of Mama and Grandma Klump in "The Nutty Professor" and "Nutty Professor II: The Klumps," as well as the lazy Rasputia Latimore in 2007's "Norbit."

Martin Lawrence

Lawrence played the larger-than-life title role in the three "Big Momma" films: "Big Momma's House," "Big Momma's House 2" and "Big Mommas: Like Father, Like Son." In each movie, the actor wore a fat suit to simulate the body of a 300-pound woman.

"If a guy can dress up in women's clothing and have you believe that he's really a woman and the situation is funny, that's where all the humor comes from," Martin Lawrence told PopEater in February 2011. The Big Momma role wasn't Lawrence's first time in drag, however: He made Sheneneh a household name in '90s TV shows "Martin" and "In Living Color."

Wesley Snipes, John Leguizamo, and Patrick Swayze

All three cross-dressed as co-stars in the 1995 film "To Wong Foo, Thanks for Everything! Julie Newmar."

For Snipes, whose super-macho thriller "Money Train" came out in theaters just two months afterward, the role of drag queen Noxeema Jackson was an intentionally dramatic departure.

"I did it not so much because I have a thriving, burning passion to be in a dress, but because nobody would expect me to do it," Snipes revealed in a 1995 interview. "Frankly, I'm a little concerned about me being perceived as just an action guy."

Swayze cross-dressed to portray Vida Boheme, a role that he wasn't the least bit intimidated about playing. "I don't have anything to prove," Swayze told Entertainment Weekly in 1995. "I'm as heterosexual as a bull moose. That's what made me so comfortable as Vida." (Swayze died in 2009.)

John Travolta

Among Travolta's many head-turning roles over the years is his version of Edna Turnblad in the 2007 remake of "Hairspray." Like Snipes and Lawrence, he emphasized the role's inherent challenge as a driving factor in his decision to do the movie. "Playing a woman attracted me," Travolta told the New York Times in 2007. "Playing a drag queen did not. The vaudeville idea of a man in a dress is a joke that works better onstage than it does on film, and I didn't want any winking or camping."

Published by Marissa Brassfield - Featured Contributor in Arts & Entertainment

Marissa is a ridiculously efficient lifestyle, fashion and entertainment writer with over 5,000 published articles (and over 25 million views) for several international online publications, including Trend H...  View profile

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