TOP FIVE MOST FAMOUS CROSS-DRESSERS IN MOVIES

I had a hard time categorizing this entry because the characters listed below are not really gays or lesbians but they are actors who pretend to be a member of an opposite sex. After doing some research, I have learned that this form of acting is known as Cross Dressing. According to Wikipedia, cross dressing is an act of wearing clothing and other accouterments commonly associated with an opposite sex. Cross Dressing films are different from Cross Gender films in which an actor will portray a role of a real member of an opposite sex ( like what John Travolta did in Hairspray and same thing goes with Tyler Perry's role as Madea and Adam Sandler as Jill in Jack and Jill) while cross dressing usually features an actor who is forced to pretend as a member of opposite sex. Listed below are five of the most famous cross dressers in movies. Have fun!

TOP FIVE MOST FAMOUS CROSS-DRESSERS IN MOVIES 


Author's note: This entry is listed subjectively.

TOP 5 MOST FAMOUS CROSS-DRESSERS IN MOVIE

"THE WHITE CHICKS"

(From White Chicks)

White Chicks is a 2004 Comedy film starring the Wayans' brothers (Marlon and Shawn) which centers around the story of two FBI agents (Kevin and Marcus) who disguised themselves as two white American women. Their main intention is to capture a guy named Latrell Spencer who is very attracted to white women. The two disguised as the Wilson sister and Spencer was trapped on their bait as he takes an interest in Marcus , thinking that he is the real Tiffany Wilson. This film, however, garnered poor reviews from the critics and is dubbed as one of the worst films of 2004. 

TOP 4 MOST FAMOUS CROSS-DRESSER IN MOVIE

"BIG MOMMA"

(From Big Momma's House film series)

The story of Big Momma is very identical with White Chicks but I think it deserves more the credit because the film debuted four years before the White Chicks. Big Momma's House is a highly successful film starring Martin Lawrence, portraying the role of  Malcolm Turner who is an FBI Agent who is considered as a master of disguise. Here, as what the title of the film suggests, Turner disguised himself as a fat elderly African American woman. The film is indeed a surprised hit and it actually came up with another two sequels notably Big Momma's House 2 (2006) and Big Momma: Like Father like Son (2011).

TOP 3 MOST FAMOUS CROSS-DRESSER IN MOVIE

"VIOLA / SEBASTIAN HASTINGS"

(From She's The Man)

Okay, so before Amanda Bynes' life turned into major disaster, this film rose her to fame and is probably the only film that everybody will gonna remember from her despite of all the bad publicity. She's also the only actress who made it on our list. She's The Man is a story based on William Shakespeare's Twelfth Night. The plot is about a teenage girl named Viola Hastings who is very eager to play soccer and so she disguised herself as a male , pretending to be his brother Sebastian. Viola successfully made it on his brother's school while he's brother went to London to join a band contest. He also made it through the school's soccer's team. Here she met Duke (Channing Tatum) which she fell in love with. 

TOP 2 MOST FAMOUS CROSS-DRESSER IN MOVIE

"MRS DOUBTFIRE"

(Mrs Doubtfire)

Mrs Doubtfire is personally one of the my favorite comedy films. It is a 1993 film starring Robin Williams. The story is about a guy named Daniel Hillard who is a loving father but an irresponsible and immature husband. This forced Miranda (Sally Field) to divorce him. Since Daniel doesn't have a stable home and job, he is very eager to get his family back. And after he learned that Miranda is looking for a housekeeper, Daniel disguised himself as an elderly woman named as Mrs Euphegenia Doubtfire. Daniel, however, failed when his identity was revealed. Mrs Doubtfire is a certified box office hit and is named as one of the funniest movies of all time. 

THE TOP MOST FAMOUS CROSS-DRESSER IN MOVIE

"TOOTSIE"

(Tootsie)

Before Mrs Doubtfire, we once had Tootsie played by Dustin Hoffman. It is a 1982 film which tells a story of a talented yet volatile actor whose reputation for being difficult forces him to adopt a new identity as a woman to land a job. The film is considered as the second funniest film of all time and is second highest grossing film in 1982 (behind ET). The film also earned 10 Academy Award nominations (it won only one category though). The film is also selected for preservation in National Film Industry. 

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