Man dressed as a woman movies and TV shows

The list contains the best, new and most relevant man dressed as a woman movies ordered by relevance. The recommendation service has sorted out humorous, realistic, exciting, cult classic, feel good and semi serious films and TV shows about / with man dressed as a woman, cross dressing, gay, disguise, male nudity, police, nudity, bare chested male, violence and man dressed as woman plots mostly in Comedy, Drama and Crime genres shot in USA, Italy, France and other countries.
man dressed as a woman
 128
man dressed as a woman movies
TOP 10 movies tagged as man dressed as a woman: The Lady Medic (1976), Miss (2020), The New Girlfriend (2014), He's My Girl (1987), Me, Myself and Mum (2013), Delivery Boys (1985), King of the Belgians (2016), Tootsie (1982), Happy High School (1986), Jack and Jill (2011).

List of man dressed as a woman movies

Watch Trailers From This List to Choose a Movie
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: age-gap relationship, teacher, horniness, nudity, bare chested male, female nudity, teenage boy, bare breasts, student, sex, hospital, teenager ...
Is relevant ?
 4.4
 330
The Lady Medic (1976)
Genre: Comedy
Country: Italy
Duration: 105 min.
Story: A man is desperately trying to avoid mandated military service, but a sexy medic proves to be his undoing.
Style: sexy
Plot: erotica, shakespeare, nudity, bare chested male, army, seductive behavior, blindness, recruit, sex scene, sexual attraction, fantasizing, gay ...
Place: italy
Is relevant ?
 6.4
 952
Miss (2020)
Genre: Comedy, Drama
Country: France, Belgium
Duration: 107 min.
Story: A young man seeking his sexual identity decides to take part in the Miss France beauty pageant.
Style: disturbing, psychological, satirical, captivating
Plot: beauty pageant, sexual identity, transvestite, gender disguise, competitor, ambition, contest, satire, pretty girl, social problems, pretense, gender ...
Is relevant ?
The New Girlfriend (2014)
Genre: Comedy, Drama, Romance
Country: France
Duration: 108 min.
Story: A young woman makes a surprising discovery about the husband of her late best friend.
Style: psychological, touching, sexy, romantic, erotic ...
Audience: chick flick
Plot: transvestism, transsexual, death of wife, mistaken for gay, bare breasts, female orgasm, friendship, man dressed as a woman, naked female corpse, female nudity, life turned upside down, lgbt ...
Time: year 2014, 2010s, 21st century
Place: france
Is relevant ?
 4.6
 651
He's My Girl (1987)
Genre: Comedy
Country: USA
Duration: 104 min.
Story: Bryan and Reggie are best friends who are in the music business in Missouri. When Reggie enters Brian for a chance to go to L.A., Bryan wins the contest and wants to bring Reggie with him. However, Bryan must bring a girl. In an effort to make sure ...
Style: independent film, semi serious, realistic, offbeat, humorous
Plot: lgbt, man dressed as a woman, gay interest, best friend, partner, hollywood, filmmaking, gender bending, showbiz, rock, disorder, friends ...
Time: year 1987, 80s
Place: missouri, usa, california, los angeles
Is relevant ?
Me, Myself and Mum (2013)
Genre: Comedy
Country: France, Belgium
Duration: 85 min.
Story: How to become a man when your mother and your closed circle have decided otherwise? This is the challenge Guillaume took up. The film recounts Guillaume's tragicomic battle from the young age of eight, as he adopts the role of a girl then of a ...
Style: realistic, sentimental, semi serious, touching, humorous ...
Plot: gay stereotype, identity crisis, gay, family relations, same actor playing two characters simultaneously on screen, youth, actor's life, self discovery, fall in love, unsupportive parent, lifestyle, parents and children ...
Time: year 2013, 90s, 21st century
Place: france, europe, spain
Is relevant ?
 3.9
 280
Delivery Boys (1985)
Genre: Comedy, Sport
Country: USA
Duration: 91 min.
Story: A gang of boys under the Brooklyn Bridge are united by their common interest in break dancing. Some work as pizza delivery boys, hence they call themselves the "Delivery Boys". They form a dance team and enter a local break dance contest, ...
Style: juvenile, independent film
Audience: teens
Plot: breakdance, dance, exploitation, hip hop, teenager, dancing, man dressed as a woman, may december romance, nudity, meditation, art exhibition, pizza delivery boy ...
Place: new york
Is relevant ?
King of the Belgians (2016)
Genre: Comedy, Drama
Country: Belgium, Netherlands, Bulgaria
Duration: 94 min.
Story: The King of the Belgians is on a state visit in Istanbul when his country falls apart. He must return home at once to save his kingdom. But a solar storm causes airspace and communications to shut down. No planes. No phones. With the help of a ...
Style: road movie
Plot: road trip, man dressed as a woman, border crossing, political unrest, disguise, incognito, prison, accident, royalty, heartwarming, boat, van ...
Place: balkan, turkey, albania, belgium
Is relevant ?
 7.4
 114K
Tootsie (1982)
Genre: Comedy, Drama, Romance
Country: USA
Duration: 116 min.
Story: 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.
Style: feel good, light, witty, humorous, funny ...
Audience: kids, chick flick, date night
Plot: cross dressing, man dressed as a woman, actor, gender bending, love, love and romance, actress, transvestite, relationships, double life, love triangle, gender ...
Time: 80s, 20th century, year 1982
Place: new york, usa, manhattan new york city
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, humorous, sex comedy, romantic, hilarious ...
Audience: teens, chick flick
Plot: wedding, public nudity, topless woman, erotic massage, sex scene, nudity, sexual humor, canceled wedding, violent woman, stupidity, pretending to be someone else, farce ...
Time: year 2016
Place: hawaii, oceania
Is relevant ?
Happy High School (1986)
Genre: Comedy
Country: Argentina, Italy
Duration: 85 min.
Story: The plot involves the school director bringing in a female inspector to clean up the school. The students decide to kidnap her and replace her with the sexy stripper "aunt" of one of the girls (who is naturally sleeping with several of the ...
Style: sex comedy, erotic, psychotronic, teen comedy
Audience: adult
Plot: female nudity, teenage girl, coming of age, age-gap relationship, nudity, high school, older woman younger man relationship, nudist, high school teacher, voyeurism, school, voyeur ...
Is relevant ?
 3.3
 90K
Jack and Jill (2011)
Genre: Comedy
Country: USA
Duration: 91 min.
Story: Jack Sadelstein, a successful advertising executive in Los Angeles with a beautiful wife and kids, dreads one event each year: the Thanksgiving visit of his twin sister Jill. Jill's neediness and passive-aggressiveness is maddening to Jack, ...
Style: humorous, parody, not serious, slapstick, entertaining ...
Audience: teens
Plot: twins, twin brother and sister, thanksgiving, siblings relations, stupidity, happy ending, family relations, misfit, eccentric family, life turned upside down, looking for love, celebration ...
Time: 21st century
Place: los angeles, usa, california
Is relevant ?
There's Good Weather in Deribasovskaya, It's Raining Again in Brighton Beach (1993)
Genre: Action, Comedy, Crime
Country: Russia, USA
Duration: 91 min.
Story: When mysterious Russian bandit named Artist came in USA, brave Russian special agent Fyodor Sokolov runs to States for defeat evil master.
Style: spoof
Plot: perestroika, fraud, casino owner, car crash, usa president, evil, agent, torture, surrealism, kidnapping, disguise, car accident ...
Place: brighton, moscow russia, new york
Is relevant ?
 7.3
 501K
Shrek 2 (2004)
Genre: Animation, Adventure, Comedy, Family, Fantasy, Romance
Country: USA, Canada
Duration: 93 min.
Story: Shrek, Fiona and Donkey set off to Far, Far Away to meet Fiona's mother and father. But not everyone is happy. Shrek and the King find it hard to get along, and there's tension in the marriage. The fairy godmother discovers that Shrek has ...
Style: fairy tale, feel good, computer animated, entertaining, humorous ...
Audience: family outing, kids, pre-teens, family friendly, teens ...
Plot: princess, cat, kingdom, creature, transformation, dragon, ogre, donkey, talking animal, prince, true love, satire ...
Time: year 2004, 2000s, 16th century, medieval times, middle ages
Is relevant ?
Meet the Applegates (1990)
Genre: Comedy, Fantasy, Horror, Sci-Fi
Country: USA
Duration: 90 min.
Story: Giant preying mantis living in a south American jungle decide to move into suburban USA. Disguised as humans, the mantis are planning something.. Could it be connected to dad's job in the power station perhaps ?. One day the daughter mantis ...
Style: cult classic, black comedy, humorous, independent film, dark comedy ...
Audience: kids, family outing
Plot: satire, interspecies sex, rain forest, cocoon, praying mantis, dysfunctional family, insect, jungle, male nudity, monster, creature, addiction ...
Time: 90s
Place: wisconsin, ohio, usa, rio de janeiro
Is relevant ?
Man on High Heels (2014)
Genre: Action, Drama
Country: South Korea
Duration: 125 min.
Story: Ji-wook is a cold-blooded detective who would brutally assault and stop at nothing to catch criminals. However, despite her perfectly masculine appearance, Ji-wook struggles with a secret desire to be a woman. At last, Ji-wook decides to transition. ...
Style: exciting, captivating, tense, psychological, neo noir ...
Plot: gay, transvestism, transsexual, nudity, police, gang, flashback, revenge, car accident, hostage, cross dressing, danger ...
Time: 21st century
Place: seoul, south korea
Is relevant ?
 6.4
 113K
Tango & Cash (1989)
Genre: Action, Comedy, Crime, Thriller
Country: USA
Duration: 104 min.
Story: Ray Tango and Gabriel Cash are narcotics detectives who, while both being extremely successful, can't stand each other. Crime Lord Yves Perret, furious at the loss of income that Tango and Cash have caused him, frames the two for murder. Caught ...
Style: intense, action comedy, detective, realistic, rough ...
Audience: manly, boys' night
Plot: buddies, police detective, reluctant partners, prison, prison escape, prisoner, buddy, buddy cop, police, law enforcement, organized crime, gunfight ...
Time: 80s, 20th century
Place: los angeles, usa, california
Is relevant ?
 6.7
 30K
Stir Crazy (1980)
Genre: Comedy, Crime
Country: USA
Duration: 111 min.
Story: New Yorkers, Skip Donahue and Harry Monroe, have no jobs and no prospects. They decide to flee the city and find work elsewhere, and land jobs as woodpeckers to promote the opening of a bank. When their feathery costumes are stolen and used in a ...
Style: funny, humorous, witty, feel good, laugh out loud ...
Audience: boys' night
Plot: prison, buddy, wrongful conviction, injustice, convict, cell mate, prison escape, lawyer, partner, on the road, jail, black ...
Time: 20th century, 70s
Place: new york, arizona
Is relevant ?
Related movie lists
Police Academy 5: Assignment: Miami Beach (1988)
Genre: Comedy, Crime
Country: USA
Duration: 90 min.
Story: The Police Academy misfits travel to Miami, Florida for their academy's commanding officer, Lassard, to receive a prestigious lifetime award pending his retirement, which takes a turn involving a group of jewel thieves after their stolen loot ...
Style: funny, slapstick, humorous, absurd, relaxing ...
Audience: teens, boys' night
Plot: police academy, police, golf, police investigation, shark, satire, love affair, car chase, hostage, prank, man dressed as a woman, voyeur ...
Time: 80s, 20th century
Place: miami beach, miami, florida, usa
Is relevant ?
 6.2
 17K
Party Monster (2003)
Genre: Biography, Crime, Drama, Thriller
Country: USA
Duration: 98 min.
Story: The New York club scene of the 80s and 90s was a world like no other. Into this candy-colored, mirror ball playground stepped Michael Alig, a wannabe from nowhere special. Under the watchful eye of veteran club kid James St. James, Alig quickly rose ...
Style: stylized, serious, disturbing, talky, surreal ...
Audience: chick flick, teens
Plot: gay, drug addiction, addiction, gays and lesbians, drug, celebrity culture, life is a bitch, drug addict, friends, social misfits, artists and showbiz, drug dealing ...
Time: 80s, 90s, year 2003
Place: new york, usa, indiana, grand central station manhattan new york city, dallas texas ...
Is relevant ?
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: neo noir, expressionism, crying, black comedy, slapstick ...
Plot: serial killer, nurse, thief, pyramid, man dressed as a woman, psychiatric hospital, crossdresser, insane asylum, drag queen, list, mental illness, psychiatric patient ...
Time: year 1998
Place: los angeles
Is relevant ?
Rin: Daughters of Mnemosyne (2008)
Genre: Animation, Action, Drama, Fantasy, Horror, Mystery, Sci-Fi, Thriller
Country: Japan
Duration: 276 min.
TV show
Story: Rin Asogi is an immortal private detective with a thirst for vodka and a talent for attracting things that go bump in the night. In a series of nightmarish vignettes spanning sixty-five years, Rin's lush body is sadistically pierced, blown up, ...
Style: anime, ecchi, adult animation, exciting, captivating ...
Audience: boys' night
Plot: private detective, supernatural, lust, hermaphrodite, investigation, orgy, haunted by the past, cloning, immortality, danger, oral sex, law enforcement ...
Time: 90s, year 2011, 20th century, 2010s, future ...
Place: japan, tokyo
Is relevant ?
Thunderbolt and Lightfoot (1974)
Genre: Action, Comedy, Crime, Drama
Country: USA
Duration: 115 min.
Story: With the help of an irreverent young sidekick, a bank robber gets his old gang back together to organise a daring new heist.
Style: road movie, humorous, action thriller, light, captivating ...
Audience: boys' night
Plot: friendship, heist, chase, treasure hunt, on the road, car chase, buddy, robbery, bank robbery, rivalry, preacher, homosexual subtext ...
Time: 20th century, 70s, year 1974, year 1972
Place: montana, usa
Is relevant ?
Related movie lists
 7.5
 7K
Benidorm (2007)
Genre: Comedy
Country: UK
Duration: 30 min.
TV show
Story: Set in the Solana all-inclusive Resort, Benidorm follows the antics of regulars and first-time holiday makers on their journeys abroad.
Style: humorous, not serious, sitcom, light, captivating ...
Plot: tourist, holiday, resort, guest, vacation, lifestyle, workplace, entertainment, staff, swimming pool, waiter, workplace situations ...
Time: 2000s, 2010s, 21st century
Place: europe, spain
Is relevant ?
 5.1
 2K
Silver Hawk (2004)
Genre: Action, Adventure, Sci-Fi
Country: Hong Kong
Duration: 99 min.
Story: Michelle Yeoh plays Lulu Wong, a much-idolised rock star and philanthropist by day, and a super heroine, Silver Hawk, who fights injustice in skin-tight black leather outfit as her alter-ego. Richie Ren plays police detective Richman, who has an ...
Style: exciting, stylized, suspenseful, futuristic, cult classic ...
Audience: teens, boys' night
Plot: martial arts, fighting crime, daring rescue, good versus evil, rivalry, danger, escapades, female martial artist, female warrior, imaginary, women, disguise ...
Time: future, 2000s
Place: asia, hong kong
Is relevant ?
Batman: The Dark Knight Returns, Part 2 (2013)
Genre: Animation, Action, Crime, Drama, Mystery, Sci-Fi, Thriller
Country: USA
Duration: 76 min.
Story: Batman has stopped the reign of terror that The Mutants had cast upon his city. Now an old foe wants a reunion and the government wants The Man of Steel to put a stop to Batman.
Style: suspense, epic, suspenseful, bleak, rough ...
Audience: kids, teens, boys' night
Plot: superhero, batman, comic book, villain, distopia, fighting crime, heroes, imaginary, good versus evil, rivalry, master villain, protector ...
Time: year 2013, 2010s, future, 80s, 21st century
Place: usa, washington d.c., soviet union
Is relevant ?
The Dog Who Saved Christmas Vacation (2010)
Genre: Comedy, Family
Country: USA
Duration: 89 min.
Story: The Bannister family including former K-9 police hero Zeus (voiced by Mario López) is back, and this time they're spending their holidays at a beautiful Rocky Mountain resort. But toss in an unexpected visit from cocky Uncle Randy (Casper Van ...
Style: semi serious, feel good, humorous, light, touching ...
Audience: family outing, kids
Plot: christmas, dog, animal life, save the day, pets, holiday, love, destiny, christmas season, xmas, animal, family relations ...
Time: 2010s, 21st century
Place: usa, colorado
Is relevant ?
Thoroughly Modern Millie (1967)
Genre: Comedy, Musical, Romance
Country: USA
Duration: 138 min.
Story: Millie Dillmount, a fearless young lady fresh from Salina, Kansas, determined to experience Life, sets out to see the world in the rip-roaring Twenties. With high spirits and wearing one of those new high hemlines, she arrives in New York to test ...
Style: romantic, rom com, realistic, semi serious, captivating ...
Audience: kids, chick flick, date night
Plot: flapper, dancing, love, stenographer, american history, chase, theater, pursuit, lgbtq, impostor, coming of age, transgender ...
Time: 1920s, year 1967, 20th century
Place: new york, usa, manhattan new york city, california
Is relevant ?
 6.9
 91K
Kingpin (1996)
Genre: Comedy, Sport
Country: USA
Duration: 114 min.
Story: After bowler Roy Munson swindles the wrong crowd and is left with a hook for a hand, he settles into impoverished obscurity. That is, until he uncovers the next big thing: an Amish kid named Ishmael. So, the corrupt and the hopelessly naïve hit the ...
Style: humorous, funny, light, feel good, melancholic ...
Audience: teens
Plot: bowling, road trip, on the road, older woman younger man, culture clash, mentor, fish out of water, success, against the odds, championship, prodigy, contests and competitions ...
Time: 90s, 70s, 20th century, year 1969, year 1979 ...
Place: pennsylvania, pittsburgh, usa, nevada, reno nevada
Is relevant ?
Police Story 3: Supercop (1992)
Genre: Action, Comedy, Crime, Thriller
Country: Hong Kong
Duration: 96 min.
Story: A Hong Kong detective teams up with his female Red Chinese counterpart to stop a Chinese drug czar.
Style: humorous, intense, suspenseful, cult classic, action packed ...
Audience: boys' night
Plot: martial arts, kung fu, police, gangster, buddy cop, drug lord, undercover cop, undercover, heroes, police detective, law enforcement, working undercover ...
Time: 90s, 20th century
Place: china, hong kong, malaysia, asia, thailand
Is relevant ?
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