Male to female cross dressing movies and TV shows

The list contains the best, new and most relevant male to female cross dressing movies ordered by relevance. The recommendation service has sorted out humorous, cult film, light, semi serious, funny and dark humor films and TV shows about / with male to female cross dressing, cross dressing, barefoot male, male objectification, man dressed as woman, chase, death, disguise, man wearing a wig and female nudity plots mostly in Comedy, Sci-Fi and Crime genres shot in USA, France, UK and other countries.
male to female cross dressing
 62
male to female cross dressing movies
TOP 10 movies tagged as male to female cross dressing: Dr. Jekyll and Ms. Hyde (1995), Going Overboard (1989), The Christmas Setup (2020), The Shiny Shrimps (2019), Hollywood Homicide (2003), Sukeban Boy (2006), If Looks Could Kill (1991), The Actors (2003), Girl (2018), Marry Me, Dude (2017).

List of male to female cross dressing movies

Dr. Jekyll and Ms. Hyde (1995)
Genre: Comedy, Romance, Sci-Fi
Country: UK, USA, Canada
Duration: 100 min.
Story: In New York in 1995 Dr. Richard Jacks is a creator of perfumes. Thus he spends his days inventing new colorful and well smelling potions and certainly caring for his girlfriend Sarah Carver. But when he discovers that his greatgrandfather, called ...
Style: humorous, semi serious, light, sexy, offbeat ...
Audience: teens, girls' night
Plot: gender bending, split personality, experiment gone awry, mad scientist, switching roles, disorder, hidden identity, supernatural ability, fish out of water, transformation, femme fatale, double life ...
Time: 90s
Place: new york
Is relevant ?
Going Overboard (1989)
Genre: Comedy
Country: USA
Duration: 99 min.
Story: A struggling young comedian takes a menial job on a cruise ship where he hopes for his big chance to make it in the world of cruise ship comedy.
Style: humorous, not serious, gross out humor, sex comedy, awful ...
Audience: teens, girls' night
Plot: ambition, ocean, ship, friendship, cruise ship, bartender, dictator, disorder, silly humor, ocean or sea, down on your luck, fish out of water ...
Time: 80s
Is relevant ?
The Christmas Setup (2020)
Genre: Drama, Romance
Country: USA, Canada
Duration: 85 min.
Story: The story of New York lawyer Hugo who heads to Milwaukee with his best friend Madelyn to spend the holidays with his mom Kate, who is also in charge of the local Christmas celebrations. Ever the matchmaker, Kate arranges for Hugo to run into ...
Audience: date night
Plot: christmas, gay, gay couple, son, gay lead character, christmas decorations, holiday, mother son relationship, mother, holiday season, gay interest, gay relationship ...
Place: milwaukee wisconsin, new york
Is relevant ?
The Shiny Shrimps (2019)
Genre: Comedy, Drama, Sport
Country: France
Duration: 103 min.
Story: Matthias Le Goff, an Olympic champion at the end of his career, makes a homophobic statement on TV. His punishment: coach the Shiny Shrimps, a flamboyant and amateur gay water-polo team. They have only one thing in mind: to qualify for the Gay Games ...
Style: feel good, captivating, light, sincere, gay cinema ...
Plot: gay, gay interest, lgbt, rivalry, friendship, gay slur, escapades, society, sport, youth, adaptation, male nudity ...
Time: contemporary
Place: paris france
Is relevant ?
Hollywood Homicide (2003)
Genre: Action, Comedy, Crime, Drama, Thriller
Country: USA
Duration: 116 min.
Story: Joe Gavilan (Harrison Ford) and his new partner K. C. Calden (Josh Hartnett), are detectives on the beat in Tinseltown. Neither one of them really wants to be a cop, Gavilan moonlights as a real estate broker, and Calden is an aspiring actor ...
Style: humorous, semi serious, witty, realistic, exciting ...
Audience: boys' night, teens
Plot: police investigation, murder, hip hop, hollywood, crimes, reluctant partners, partners against crime, law enforcement, odd couple, chase, foot chase, gunfight ...
Time: contemporary, 21st century
Place: usa, los angeles, united states
Is relevant ?
Advantages of Travelling by Train (2019)
Genre: Comedy, Mystery, Thriller
Country: Spain, France
Duration: 106 min.
Story: A casual encounter in a train will lead Helga Pato to a circle of insanity, perversion and trash, a lot of trash.
Style: dark humor, non-linear, disturbing, suspenseful
Plot: first sexual experience, pedophilia, psychiatry, family relations, mental illness, zoophilia, bdsm, train travel, soldier, child abuse, father son relationship, orphanage ...
Time: 90s, 1990s
Place: kosovo, paris france, madrid
Is relevant ?
 5.2
 434
Sukeban Boy (2006)
Genre: Action, Comedy, Horror
Country: Japan
Duration: 62 min.
Story: A raucous teen boy with a feminine face is teased everywhere, so his odd biker father dresses him as a girl and sends him to an all-girl school. The lad introduces himself as Sukeban, and a classmate, Michiko, takes him to after-school activities. ...
Style: sexy
Plot: school, fetish, fetishism, transsexuality, leg amputation, female nudity, mahjong, martial arts, monk, nude fight, kicked in the crotch, erotica ...
Is relevant ?
If Looks Could Kill (1991)
Genre: Action, Comedy
Country: USA, Canada
Duration: 88 min.
Story: Michael Corben, along with the rest of his high-school French class, sets out for a trip to France when he is mistaken for an agent of the same name. He is beseiged by both the good guys and the bad guys. British Intelligence outfits him with a ...
Style: exciting, realistic, semi serious, humorous
Audience: teens, boys' night
Plot: mistaken identity, escapades, chase, secret agents, espionage, james bond spoof, kidnapping, spy, teenager, youth, state affairs, heroes ...
Time: 20th century, 90s
Place: france, europe, paris france
Is relevant ?
Test Tube Teens from the Year 2000 (1994)
Genre: Comedy, Drama, Sci-Fi
Country: USA
Duration: 74 min.
Story: In the future, corporations have taken over the world and banned sex. A group of rebellious high school students devise a way to go back in time to the present day and try change history to prevent that from happening.
Style: cult film, sex comedy, psychotronic
Plot: time travel, high school, girl with glasses, group shower, reading aloud, female objectification, female boss, voyeur, listening to music, robot, voyeurism, villainess ...
Time: 21st century, year 1994, 2000s, year 2000, year 1997 ...
Is relevant ?
 6.0
 2K
The Actors (2003)
Genre: Comedy, Crime
Country: UK, Germany, Ireland
Duration: 91 min.
Story: During the run of a particularly awful interpretation of Richard III, the star, Anthony O'Malley, begins to frequent a rough pub to develop his character. He meets Barreller who he discovers owes someone he's never met a considerable sum ...
Style: semi serious, humorous, feel good, realistic, offbeat
Plot: debt collector, disguise, debt, hidden identity, unlikely criminals, pretense, dishonesty, gangsters, criminal's revenge, cons and scams, disorder, make believe ...
Time: contemporary, 21st century
Place: england, ireland, london
Is relevant ?
 7.1
 12K
Girl (2018)
Genre: Drama
Country: Netherlands, Belgium
Duration: 105 min.
Story: A 15-year-old girl, born in a boy's body, dreams of becoming a ballerina and will push her body to its limits in order for her dream to succeed.
Style: based on true events, thought provoking, sentimental, social, disturbing ...
Plot: transsexual, gender identity, sexual desire, ballerina, first sexual experience, father daughter relationship, teenager, self mutilation, male nudity, school, self harm, single father ...
Time: 2010s
Place: antwerp, belgium
Is relevant ?
Marry Me, Dude (2017)
Genre: Comedy, Romance
Country: France
Duration: 92 min.
Story: Yassine asks his best friend Fred to marry him in order to avoid deportation...
Style: humorous, funny, feel good, cynical, homoerotic
Audience: teen comedy, date night, boys' night
Plot: friendship between men, friendship, pretending to be gay, gay, boyfriend girlfriend relationship, gay stereotype, employer employee relationship, investigation, ex boyfriend ex girlfriend relationship, illegal immigrant, buried truth, gay couple ...
Time: contemporary
Place: france, paris france
Is relevant ?
Related movie lists
I Woke Up Early the Day I Died (1998)
Genre: Comedy, Crime, Thriller
Country: USA
Duration: 90 min.
Story: A mental patient escapes from the looney bin in drag, robs a bank, and goes on the lam!
Style: cult movie cast, dark humor, cult film
Plot: nurse, thief, counting money, seductive behavior, cabriolet, mentally unstable, acrobat, man wearing a wig, broken bottle, memorial, carrying someone, watching someone sleep ...
Place: los angeles
Is relevant ?
 5.7
 250
The Big Bang (1987)
Genre: Animation, Adventure, Comedy, Fantasy, Sci-Fi, War
Country: France, Belgium
Duration: 76 min.
Story: In 1995, Italy annihilates Libya, which destroys Israel. Africa bombs Germany, which in turn attacks France. Luxembourg conquers England. Sweden, Monte Carlo and Switzerland immolate themselves.The Russians decide to liquidate the Americans, who ...
Style: dark humor, sexual, cult film, adult animation, sexy
Plot: satire, bossy wife, woman with glasses, carrying someone, apocalypse, poster, end of the world, head cut off, taking off clothes, collection, disembodied head, masked man ...
Time: near future, 1990s, year 1995, 90s
Is relevant ?
Bill & Ted's Bogus Journey (1991)
Genre: Adventure, Comedy, Fantasy, Music, Sci-Fi
Country: USA, UK
Duration: 93 min.
Story: Amiable slackers Bill and Ted are once again roped into a fantastical adventure when De Nomolos, a villain from the future, sends evil robot duplicates of the two lads to terminate and replace them. The robot doubles actually succeed in killing Bill ...
Style: humorous, not serious, offbeat, witty, buddy movie ...
Audience: teens, date night, teen comedy
Plot: time travel, time machine, afterlife, heavy metal, sent to the past, death, robot, seance, farce, devil, heaven, adventure ...
Time: future, 20th century, 90s, 80s
Place: california
Is relevant ?
You're Killing Me (2015)
Genre: Comedy, Crime, Horror, Romance
Country: USA
Duration: 88 min.
Story: Joe just told his boyfriend, George, that he is a serial killer. George thinks that his boyfriend, Joe, is hilarious... and he just saw Patricia Arquette at Target!!! In the horror/comedy hybrid, 'You're Killing Me', we take a look at ...
Style: homoerotic, lgbt cinema, gay cinema, topical humor, humorous ...
Plot: gay lead character, serial murder, criminal, doctor patient relationship, serial killer, killer as protagonist, son murders mother, group of friends, flash forward, friendship between men, son murders father, criminal as protagonist ...
Place: los angeles
Is relevant ?
Strangler vs Strangler (1984)
Genre: Comedy, Crime, Horror, Thriller
Country: Yugoslavia
Duration: 93 min.
Story: When it comes to crime, Belgrade is same as any other modern metropolis, except for having its own serial killers. That blank is filled when a flower salesman begins strangling women. A popular, but very disturbed rock star soon becomes ...
Style: dark humor, cult film
Plot: killing spree, strangulation, anonymous letter, serial killer, telepathy, carnation, ear, rock concert, blood, police investigation, dominant woman, radio station ...
Time: 80s
Place: yugoslavia, balkan, former yugoslavia, belgrade, serbia ...
Is relevant ?
Crimes of the Future (1970)
Genre: Comedy, Sci-Fi
Country: Canada
Duration: 63 min.
Story: Crimes of the Future is set in a future where sexually mature women appear to have been obliterated by a plague produced by the use of cosmetics. It details the wanderings of Adrian Tripod director of the dermatological clinic the House of Skin. ...
Style: homoerotic
Plot: mad scientist, end of the world, hospital, chase, taking off shoes, gender, man with glasses, blood, fetishism, foot chase, plague, surrealism ...
Time: future, 1990s, year 1997, 90s
Is relevant ?
Related movie lists
 6.3
 289
The Big Wash (1968)
Genre: Comedy
Country: France
Duration: 95 min.
Story: Sickened to see his students always sleeping in class, a teacher with a colleague and an anarchist start a war against the television. They climbed on Paris roofs to coat the T.V. antennas with a special product cutting the signal reception.
Plot: reading a book, knocking on a door, manipulation, taking off shoes, gang, media manipulation, cigar smoking, frontier justice, snoring, taking a bath, underage smoking, singing in a car ...
Time: 60s, 1960s
Place: france, paris france
Is relevant ?
Computer Killers (1973)
Genre: Comedy, Horror, Sci-Fi
Country: UK
Duration: 90 min.
Story: Following his forced retirement from an appalling rock band, Jason decides to vacation at Brittlehouse Manor, a health farm run by the leather-gloved, ex-Nazi scientist Dr. Storm. Along the way, Jason meets Judy, also on her way to Brittlehouse ...
Style: suspenseful, semi serious, scary, biting, suspense ...
Plot: zombie, mad scientist, survival, hospital, mind control, violence, experiment gone awry, deadly, danger, mental illness, on the run, laboratory ...
Time: 70s
Place: europe, england
Is relevant ?
 4.1
 2K
Woo (1998)
Genre: Comedy, Romance
Country: USA
Duration: 84 min.
Story: Gorgeous and extraverted Woo meets insecure and straight-laced law clerk Tim at a blind date.
Style: feel good, semi serious, idiotic, sexy, humorous ...
Audience: date night
Plot: vulgarity, blind date, farce, love, romance, opposites attract, nothing goes right, looking for love, friendship, restaurant, seductress, stereotypes ...
Time: 90s
Place: new york, manhattan new york city, usa, manhattan, new york city
Is relevant ?
 6.0
 21K
Doghouse (2009)
Genre: Comedy, Horror, Sci-Fi
Country: UK
Duration: 89 min.
Story: Six men with mid-life anxiety set out for a weekend in the country in an attempt to reconnect with their masculinity. What they find is a catastrophe so horrible and bizarre that a mid-life crisis turns out to be exactly what they need to survive ...
Style: humorous, not serious, melancholic, absurd, scary ...
Audience: boys' night
Plot: zombie, survival, battle of the sexes, virus, friendship, cannibalism, danger, disorder, supernatural, chaos, chases and races, escapades ...
Time: contemporary, 21st century
Place: europe, england, london
Is relevant ?
Six Bears and a Clown (1972)
Genre: Comedy, Family
Country: Czechoslovakia, West Germany
Duration: 83 min.
Story: The owner of a circus decides to swap his trained bears for trained pigs, and fires clown Cibulka. The clown gets a job at a local school, bears escape and seek him out and a school inspector comes into town.
Plot: landlady, intrigue, barefoot male, school, visitor, school principal, comedian, little boy, boy, girl, mistaken identity, cleaning lady ...
Is relevant ?
The Midsummer Wreath (2015)
Genre: Comedy, Family, Fantasy
Country: Czech Republic
Duration: 96 min.
Story: Princess Verunka's marriage is to save the kingdom, impoverished as a result of its ruler's crazy ideas. She's not hard up for suitors: there's a talented poet, twins - one a general, the other a composer - as well as a ...
Style: psychotronic, fairy tale, humorous, light, feel good
Plot: family relations, schizophrenia, rivalry, tradition, princess, scientist, teacher, schizophrenic, father daughter relationship, mathematician, envy, mathematics ...
Is relevant ?
 5.0
 108
New Wave (1983)
Genre: Comedy, Sport
Country: Brazil
Duration: 102 min.
Story: A group of eleven women organize a soccer team, as a manifesto against sexism.
Style: lgbt cinema
Plot: death, singer, soccer, taking a shower, group sex, soccer match, full moon, football team, bisexual, stadium, sex in car, singing in a car ...
Is relevant ?
The Soldier with Great Maneuvers (1978)
Genre: Comedy
Country: Italy, France
Duration: 96 min.
Story: Doctor Eva Marini takes up a position at an army base to investigate the sexual behavior of the Italian male soldier and soon finds out she's taken on more than she bargained for.
Plot: doctor, soldier, pretending to be gay, military, shaving, sexual frustration, blood sample, deaf mute, penis size, man dressed as woman, broken arm, military hospital ...
Place: italy
Is relevant ?
School Teacher Dances... with Her Class (1979)
Genre: Comedy
Country: Italy
Duration: 83 min.
Story: Girls' dance instructor Claudia Gambetti takes over the boy's gym class after gym teacher Martorelli breaks both his legs owing to one of his student's pranks. Soon both teachers and students are interested in learning more of ...
Style: sex comedy, erotic
Plot: farce, teacher, voyeurism, teenage boy, high school student, high school, undressing, female nudity, erection, student, school, bare breasts ...
Is relevant ?
Mike and Dave Need Wedding Dates (2016)
Genre: Comedy, Romance
Country: USA
Duration: 98 min.
Story: Mike and Dave are young, adventurous, fun-loving brothers who tend to get out of control at family gatherings. When their sister Jeanie reveals her Hawaiian wedding plans, the rest of the Stangles insist that the brothers bring respectable dates. ...
Style: funny, absurd, humorous, idiotic, sex comedy ...
Audience: teens
Plot: wedding, manipulative woman, wedding party, pretending to be someone else, swindle, troublemaker, deception, brother brother relationship, friendship, sexual humor, party, stupidity ...
Place: hawaii
Is relevant ?
A Taste for Women (1964)
Genre: Comedy, Crime
Country: France, Italy
Duration: 100 min.
Story: A secret sect of cannibals owns a vegetarian restaurant, which they use as a cover so they can find a beautiful young woman to serve as the main course at their full-moon sacrifice.
Style: dark humor
Plot: womanizer, investigation, ritual, vegetarian, exploding car, arrow, vomiting, sacrifice, mistaken identity, wheelchair, killing spree, menu ...
Is relevant ?
I Know How Many Runs You Scored Last Summer (2008)
Genre: Comedy, Crime, Horror
Country: Australia
Duration: 80 min.
Story: A cricket team are dismissed by a moustachioed serial killer with a razor sharp cricket glove and an arsenal of sharpened stumps. One by one the killer exacts revenge for the torment he endured 20 years earlier.
Style: suspenseful, semi serious, humorous, dark humor, realistic ...
Plot: serial killer, slasher, vengeance, on the run, danger, deadly, crimes, rivalry, gory, psychopath, stalking, police detective ...
Time: 21st century, contemporary
Place: australia
Is relevant ?