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Think Like A Man opens in theaters today! The movie is based on Steve Harvey’s book, Act Like a Lady, Think Like a ManIt stars a steller cast including Michael Ealy, Kevin Hart, Taraji P. Henson and La La Anthony to name a few. 

This got us thinking: what other Hollywood actors have had the opportunity to “think like a man” … or woman. Or even taking the next step; acting like a man or woman! 

Seeing someone cross-dress on the streets always causes one to take a double-look to figure out which sex that person may be. But in Hollywood, it’s easy for one to say, “Yup, I’ve crossed dressed.”

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Although maybe singers, actors and comedians have taken a shot at it, some are not too fond of the idea.

Back in 2008, Dave Chappelle appeared on the The Oprah Show and discussed his feelings towards it when approached by writers and producers about the idea:

“Nah, I’m not doing that, I dont feel comfortable with that. I dont feel comfortable wearing a dress ..I’m funnier than a dress. Just give me something funny to say.”

Despite what he says, many of Hollywood’s top heavy-weights, including Tyler Perry, have taken over box offices cross-dressing!

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Check out the list of celebs who’ve cross-dressed or portrayed another person!

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