Top 100 Cross Dressing movies
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Billy Elliot (2000)
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County Durham, England, 1984. The miners' strike has started and the police have started coming up from Bethnal Green, starting a class war with the lower classes suffering. Caught in the middle of the conflict is 11-year old Billy Elliot, who, after leaving his boxing club for the day, stumbles upon a ballet class and finds out that he's naturally talented. He practices with his teacher Mrs. Wilkinson for an upcoming audition in Newcastle-upon Tyne for the royal Ballet school in London.
100 Girls (2000)
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Matthew, a college freshman, meets his dream girl in a dorm elevator during a blackout. He never sees her face, but instantly falls in love. In the morning, the power is restored, but the "dream girl" has vanished. All Matthew knows is that she lives in an all-girls dorm. He sets out on a semester-long journey to find his mystery girl among a hundred female suspects. Could it be Wendy? Dora? Arlene? Patty? Cynthia? Or the 95 other girls, any of whom could have been in that elevator with Matthew.
Revolutionary Girl Utena: The Movie (1999)
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In a loose retelling of the Revolutionary Girl Utena TV series, Utena Tenjou arrives at Ohtori Academy, only to be immediately swept up in a series of duels for the hand of her classmate Anthy Himemiya and the power she supposedly holds. At the same time, Utena reunites with Touga Kiryuu, a friend from her childhood who seems to know the secrets behind the duels. Utena must discover those secrets for herself, before the power that rules Ohtori claims her and her friends, new and old.
Shakespeare in Love (1998)
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Young Shakespeare is forced to stage his latest comedy, "Romeo and Ethel, the Pirate's Daughter," before it's even written. When a lovely noblewoman auditions for a role, they fall into forbidden love -- and his play finds a new life (and title). As their relationship progresses, Shakespeare's comedy soon transforms into tragedy.
The Birdcage (1996)
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Middle-aged gay life partners, Armand Goldman, a Jewish drag club owner, and Albert, the club's flamboyant star attraction, live in the eclectic community of South Beach and have raised a straight son. Now, their newly engaged son, 20-year-old Val, wants to bring his fiancée, Barbara, and her ultraconservative parents home to meet his family for the first time. By Val's request, Armand pretends to be straight, not Jewish and attempts to hide his relationship with Albert, in order to please Barbara's father, controversial right-wing Republican Sen. Kevin Keeley.
The Return of the Texas Chainsaw Massacre (1995)
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After a group of Texas teenagers leave prom night early and get into a car crash in the woods, they employ the aid of a nearby insurance agent, who calls in her tow truck-driving boyfriend, Vilmer Slaughter. Unfortunately for them, Vilmer is a sadistic killer with a mechanical leg who introduces them to his brother, Leatherface, and the rest of their twisted family.
The Scary Movie (1993)
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Martina and Sonja, cross-dress in vampire capes and werewolf claws, re-enacting familiar horror tropes. A corresponding soundtrack of stock screams and "scary" music suggests that the girls' toying with gender roles and power dynamics may have dire consequences.
All Ladies Do It (1992)
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After five years of marriage, Diana discovers the joys of adultery, claiming that she can save her failing relationship through betrayal.
Ladybugs (1992)
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To climb the corporate ladder to success, a businessman agrees to coach his company's all-girl soccer team with the help of his secret weapon: his fiancee's son.
Fast Getaway (1991)
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Nelson, played by Corey Haim is a teenager who robs banks with his father in group along with two other friends. Corey Haim Is the right guy, in the right place, at the right time. All he needed was a ...fast getaway
Psycho IV: The Beginning (1990)
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When he hears talk radio host Fran Ambrose discussing the topic of matricide, Norman calls in under a false name to tell his story.
Glitch! (1988)
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Two thieves rob a large fancy house when the owner is away. But when a visitor mistakes them for the owner, and they find out about a casting party mis-scheduled for that day, they decide to stick around for the fun. There's only one small problem, a little glitch in their plan. The real owners owe some bad dudes a lot of money, and they show up to collect.
Psycho III (1986)
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When Maureen Coyle, a suicidal nun who resembles Norman's former victim, Marion Crane, arrives at the motel, all bets are off and "Mother" is less than happy.
Just One of the Guys (1985)
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When Terry Griffith loses her high school's writing competition, she's convinced that it's because she's a girl. So Terry decides to change high schools and pose as a boy to prove her point. Her brother, Buddy, helps her pass as a guy so well that she is soon making friends with the boys at school, including the attractive Rick, who becomes her new best friend. But her gender-swapping makes things difficult when she falls in love with him.
The Supergrass (1985)
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While taking a holiday in the country with his mother, Dennis hits on a scheme to impress a girl so that she'll go away on a trip with him as his girlfriend. Although he fails to gain any interest from the girl, the police take a great interest in his story. From this point on, Dennis digs a deeper hole for himself at every turn
Cannonball Run II (1984)
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When a wealthy sheikh puts up $1 million in prize money for a cross-country car race, there is one person crazy enough to hit the road hard with wheels spinning fast. Legendary driver J.J. McClure enters the competition along with his friend Victor and together they set off across the American landscape in a madcap action-adventure destined to test their wits and automobile skills.
Labyrinth of Passion (1982)
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An array of outrageous people, including a desperate nymphomaniac and a terrorist with an acute sense of smell, seek love and happiness in Madrid.
Tootsie (1982)
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When struggling, out of work actor Michael Dorsey secretly adopts a female alter ego – Dorothy Michaels – in order to land a part in a daytime drama, he unwittingly becomes a feminist icon and ends up in a romantic pickle.