Top 100 Cross Dressing movies
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Dragonslayer (1981)
2
The sorcerer and his apprentice Galen are on a mission to kill an evil dragon to save the King’s daughter from being sacrificed according to a pact that the King himself made with the dragon to protect his kingdom.
Bosom Buddies (1980)
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Kip and Henry, two young studs working for a New York ad agency, must disguise themselves as women to live in the one apartment they can afford.
The Tenant (1976)
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A quiet and inconspicuous man rents an apartment in Paris where he finds himself drawn into a rabbit hole of dangerous paranoia.
The Rocky Horror Picture Show (1975)
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Sweethearts Brad and Janet, stuck with a flat tire during a storm, discover the eerie mansion of Dr. Frank-N-Furter, a transvestite scientist. As their innocence is lost, Brad and Janet meet a houseful of wild characters, including a rocking biker and a creepy butler. Through elaborate dances and rock songs, Frank-N-Furter unveils his latest creation: a muscular man named 'Rocky'.
The Great Masquerade (1974)
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In order to infiltrate a gang of drug smugglers, a cop is sent undercover to participate in a drag-queen beauty contest aboard a cruise ship.
The Triple Echo (1972)
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After her husband is captured during WWII, homesteader Alice is forced to maintain their land herself. One day, a wandering soldier named Barton stops by the farm and the pair begin a relationship. When the military police pass through the area looking for deserters, Barton is forced to disguise himself as a woman to stay with Alice. But he soon catches the eye of a sergeant posted nearby.
Carry On Matron (1972)
- 2
A gang of thieves plan to make their fortune by stealing a shipment of contraceptive pills from Finisham maternity hospital. They assume disguises and infiltrate the hospital, but everything doesn't go according to plan. The hypochondriac consultant Sir Bernard Cutting, Matron and the doctors and nurses at Finisham have a habit of getting in the way.
Our Miss Fred (1972)
- 2
Danny La Rue stars in this 1970s drag comedy as Fred Wimbush, a Shakespearean actor who is drafted into WWII and is appearing in a camp show in France when the Nazis advance. Unless he continues in his female costume, Fred is certain to be shot as a spy. The risque gags and double entendres fly as he attempts to make his escape in the company of a troupe of Girl Guides.
Sometimes Aunt Martha Does Dreadful Things (1971)
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Two eccentric fugitives become roommates in Miami to avoid the law, while one dresses in drag as the other's aunt, leading to deception and murder.
Take It Out in Trade (1970)
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A couple hire a detective to locate their missing daughter. He finds her in a "house of ill-repute."
Love Feast (1969)
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Mr. Murphy, a photographer, lures models to his house on the pretense of legitimate modelling work, and then busies himself bedding them. After a while, his bedroom has gotten pretty crowded and he's exhausted, so he snags a taxi cab driver to help out. Soon, a trio of domineering women show up and force him (willingly) to dress in women's clothes and submit to their whims.
The Damned (1969)
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In the early days of Nazi Germany, a powerful noble family must adjust to life under the new dictatorship regime.
Carry On Screaming! (1966)
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The sinister Dr. Watt has an evil scheme going—he's kidnapping beautiful young women and turning them into mannequins to sell to local stores. Fortunately for him, Detective Sergeant Bung is on the case, and he doesn't have a clue!
Carry On Constable (1960)
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With a flu epidemic running rife, three new bumbling recruits are assigned to Inspector Mills police station. With help from Special Constable Gorse, they manage to totally wreck operations of the police force and let plenty of criminals get away, even before they arrive at the station. They all have to prove themselves or else they'll be out of a job and Sgt. Wilkins will be transferred.
Some Like It Hot (1959)
- 3
Two musicians witness a mob hit and struggle to find a way out of the city before they are found by the gangsters. Their only opportunity is to join an all-girl band as they leave on a tour. To make their getaway they must first disguise themselves as women, then keep their identities secret and deal with the problems this brings - such as an attractive bandmate and a very determined suitor.
Casanova's Big Night (1954)
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Italy 1757, Pippo Popolino, a lowly tailor, disguises himself as the great Casanova in order to romance the attractive widow Francesca. He little suspects what awaits him... Locked into the incongruous role by the desperation of the real Casanova's creditors, Pippo must journey to Venice on a delicate mission far beyond his capabilities.
Bud Abbott and Lou Costello Meet the Killer, Boris Karloff (1949)
- 1
Lost Caverns Hotel bellhop Freddie Phillips is suspected of murder. Swami Talpur tries to hypnotize Freddie into confessing, but Freddie is too stupid for the plot to work. Inspector Wellman uses Freddie to get the killer (and it isn't the Swami).
A-Haunting We Will Go (1942)
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Stan and Ollie get involved with con men, crooks, a genial magician, and two interchangeable coffins with disastrous but funny results.