Cross dressing movies and TV shows

The list contains the best, new and most relevant cross dressing movies ordered by relevance. The recommendation service has sorted out humorous, realistic, feel good, entertaining, funny and sexy films and TV shows about / with cross dressing, gender, gender bending, disorder, hidden identity, love and romance, gender disguise, dishonesty, lgbt and disguise plots mostly in Comedy, Drama and Romance genres shot in USA, UK, Canada and other countries.
cross dressing
cross dressing movies
TOP 10 movies tagged as cross dressing: Just One of the Guys (1985), Sorority Boys (2002), White Chicks (2004), She's the Man (2006), Unconditional Love (2012), Mrs. Doubtfire (1993), Just One of the Girls (1993), Twelfth Night or What You Will (1996), Bosom Buddies (1980), Tootsie (1982).

List of cross dressing movies

Just One of the Guys (1985)
Genre: Comedy, Romance
Country: USA
Duration: 100 min.
Story: 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 ...
Style: entertaining, feel good, humorous, not serious, sexy ...
Audience: teens, chick flick, girls' night, family outing, date night
Plot: cross dressing, high school, adolescence, gender bending, woman dressed as man, college, sexism, cheerleading, prom, gender disguise, hidden identity, switching roles ...
Time: 80s
Place: california, new jersey, phoenix arizona, arizona, tucson arizona
Is relevant ?
Sorority Boys (2002)
Genre: Comedy
Country: USA
Duration: 93 min.
Story: Three friends who head the Social Committee in a frat house, called KOK (Kappa Omicron Kappa), are charged with stealing money their fraternity has been saving for a cocktail cruise at the end of the semester, the one that guarantees them a spot at ...
Style: humorous, ridiculous, funny, not serious, sexy ...
Audience: teens, girls' night
Plot: cross dressing, college, student life, farce, hidden identity, cheerleading, high school, sorority, stereotypes, stupidity, women, fish out of water ...
Time: 21st century
Place: usa
Is relevant ?
White Chicks (2004)
Genre: Comedy, Crime
Country: USA
Duration: 109 min.
Story: Two FBI agent brothers, Marcus and Kevin Copeland, accidentally foil a drug bust. As punishment, they are forced to escort a pair of socialites to the Hamptons, where they're going to be used as bait for a kidnapper. But when the girls realize ...
Style: ridiculous, humorous, parody, satirical, funny ...
Audience: teens, girls' night, chick flick, date night
Plot: cross dressing, dumb, fbi, fish out of water, working undercover, special agents, gender bending, undercover, goofy hero, teenager, gender disguise, buddy cop ...
Time: future, 2000s, 21st century
Place: new york, usa
Is relevant ?
She's the Man (2006)
Genre: Comedy, Romance, Sport
Country: USA, Canada
Duration: 105 min.
Story: Viola Johnson is in a real jam. Complications threaten her scheme to pose as her twin brother, Sebastian, and take his place at a new boarding school. She falls in love with her handsome roommate, Duke, who loves beautiful Olivia, who has fallen for ...
Style: feel good, romantic, funny, humorous, sexy ...
Audience: teens, chick flick, girls' night, kids, date night ...
Plot: high school, teenager, cross dressing, soccer, tomboy, sport, teenage love, roommate, teen romance, teenage life, hidden identity, high school life ...
Time: 2000s, 80s, 21st century
Place: london, new jersey, canada, usa
Is relevant ?
Unconditional Love (2012)
Genre: Drama, Thriller
Country: UK
Duration: 92 min.
Story: A psychological romantic drama about teenage twins Owen and Kristen who fall under the sway of a charismatic young loan shark who offers love to one of them but on one condition.
Style: realistic, sexy, serious, unusual plot structure, sexual ...
Audience: teens, pre-teens
Plot: cross dressing, homosexual, brother sister relationship, gay, sexual obsession, manipulation, twins, gay interest, lgbt teen, love and romance, obsession, family relations ...
Time: 21st century
Place: england
Is relevant ?
Mrs. Doubtfire (1993)
Genre: Comedy, Drama
Country: USA
Duration: 125 min.
Story: Loving but irresponsible dad Daniel Hillard, estranged from his exasperated spouse, is crushed by a court order allowing only weekly visits with his kids. When Daniel learns his ex needs a housekeeper, he gets the job -- disguised as an English ...
Style: feel good, light, touching, funny, sweet ...
Audience: family outing, kids, girls' night, teens, chick flick ...
Plot: cross dressing, divorce, nanny, comedy of errors, children, kids and family, family relations, custody battle, gender disguise, hidden identity, childhood, dysfunctional family ...
Time: 90s, 20th century
Place: san francisco, california, usa
Is relevant ?
Just One of the Girls (1993)
Genre: Comedy
Country: Canada, USA
Duration: 91 min.
Story: Chris has to change school to attend a music program, but a bully named Kurt is going to make his life impossible so he decided to dress as a girl to avoid this. Taking advantage of his condition he became (girl-)friend with Marie, and fell in love ...
Style: realistic, humorous, semi serious, entertaining, light ...
Audience: date night, teens, chick flick
Plot: teenage life, gender bending, fall in love, cross dressing, hidden identity, switching roles, youth, cheerleading, high school, friendship, college, high school life ...
Time: 90s
Is relevant ?
Twelfth Night or What You Will (1996)
Genre: Comedy, Drama, Romance
Country: Ireland, UK
Duration: 134 min.
Story: Shakespeare's comedy of gender confusion, in which a girl disguises herself as a man to be near the count she adores, only to be pursued by the woman he loves.
Style: humorous, feel good, stylized, light, witty ...
Audience: girls' night, date night
Plot: cross dressing, shakespeare, twins, mistaken identity, love triangle, comedy of errors, beach, disguise, sea disaster, couples, disorder, fall in love ...
Time: 19th century, 1930s, 1890s, victorian era, 18th century
Place: london, england, cornwall
Is relevant ?
Bosom Buddies (1980)
Genre: Comedy
Country: USA
Duration: 30 min.
TV show
Story: Bosom Buddies is an American sitcom starring Tom Hanks and Peter Scolari created by Robert L. Boyett, Thomas L. Miller and Chris Thompson. It ran from 1980 to 1982 on ABC and in reruns in the summer of 1984 on NBC. The show features the ...
Style: sitcom, buddy comedy, not serious, humorous, realistic ...
Audience: chick flick, kids, date night, girls' night
Plot: cross dressing, gender bending, hotel, friendship, showbiz, workplace romance, physical appearance, buddies, dishonesty, workplace, lifestyle, performer's life ...
Time: 20th century, 90s, 80s
Place: usa, new york
Is relevant ?
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, humorous, funny, touching ...
Audience: kids, chick flick, girls' night, date night
Plot: cross dressing, man dressed as a woman, actor, gender bending, love, love triangle, transvestite, love and romance, relationships, double life, gender, actress ...
Time: 80s, 20th century, year 1982
Place: new york, california, usa, manhattan new york city
Is relevant ?
The 1st Shop of Coffee Prince (2007)
Genre: Comedy, Drama, Romance
Country: South Korea
Duration: 55 min.
TV show
Story: Han-gyeol is a smart young man who hates to be tied down to one career in his life. Abhorring the idea of joining the family business, he is ordered by his grandmother to manage a cafe. Unable to disobey his grandmother, he reluctantly takes over ...
Style: romantic, feel good, entertaining, captivating, inspirational ...
Plot: tomboy, cross dressing, friendship, coffee shop, gender disguise, love triangle, love and romance, class differences, sister sister relationship, mistaken for being gay, romantic relationship, relationships ...
Place: seoul, korea
Is relevant ?
Albert Nobbs (2011)
Genre: Drama, Romance
Country: USA, Ireland, UK, France
Duration: 113 min.
Story: Albert Nobbs struggles to survive in late 19th century Ireland, where women aren't encouraged to be independent. Posing as a man, so she can work as a butler in Dublin's most posh hotel, Albert meets a handsome painter and looks to escape ...
Style: stylized, sincere, sad, touching, serious ...
Plot: gender, cross dressing, lesbian, hotel, loneliness, hidden identity, master and servant, maid, servant, woman dressed as man, death, secrets ...
Time: 19th century, 1890s, victorian era, 1930s
Place: ireland, england, dublin ireland, europe
Is relevant ?
Related movie lists
Mulan (1998)
Genre: Animation, Adventure, Comedy, Family, Fantasy, Musical, War
Country: USA
Duration: 87 min.
Story: A tomboyish girl disguises herself as a young man so she can fight with the Imperial Chinese Army against the invading Huns. With help from wise-cracking dragon Mushu, Mulan just might save her country -- and win the heart of handsome Captain Li ...
Style: feel good, touching, light, captivating, sweet ...
Audience: kids, family outing, preschoolers, girls' night, teens ...
Plot: female protagonist, female warrior, dragon, cross dressing, disney, human spirit, friendship, heroine, sexism, good versus evil, princess, talking animals ...
Time: 5th century
Place: china, ancient china, asia
Is relevant ?
Ouran High School Host Club (2006)
Genre: Animation, Comedy, Romance
Country: Japan
Duration: 24 min.
TV show
Story: Ouran High School Host Club is a manga series by Bisco Hatori, serialized in Hakusensha's LaLa magazine between the September 2002 and November 2010 issues. The series follows Haruhi Fujioka, a scholarship student at Ouran High School, and the ...
Style: anime, humorous, feel good, realistic, romantic ...
Audience: teens, kids
Plot: society, cross dressing, debt, teenage life, youth, high school, rich and poor, identical twins, high school life, flirting, high school hunk, gender bending ...
Time: 21st century
Place: japan, asia
Is relevant ?
The Hot Chick (2002)
Genre: Comedy, Fantasy
Country: USA
Duration: 104 min.
Story: Not only is Jessica Spencer the most popular girl in school -- she is also the meanest. But things change for the attractive teen when a freak accident involving a cursed pair of earrings and a chance encounter at a gas station causes her to switch ...
Style: funny, entertaining, humorous, not serious, ridiculous ...
Audience: teens, girls' night, chick flick, date night
Plot: body swapping, high school, cross dressing, switching roles, prom, cheerleading, teenager, teenage life, gender bending, gender, switching bodies, love and romance ...
Time: 80s, 2000s, 1st century b.c.
Is relevant ?
Hana-Kimi (2007)
Genre: Comedy, Drama
Country: Japan
Duration: 54 min.
TV show
Story: Hanazakari no Kimitachi e: Ikemen Paradise, also known as Ike-para, is a Japanese drama produced by Fuji Television and first aired on July 3, 2007. It is based on the comic by Hisaya Nakajo, published in English as Hana-Kimi. Filming locations ...
Style: light, emotional, inspirational, humorous, talky
Plot: cross dressing, boys' school, friendship, rivalry, love, dormitory, everyday life, athlete's life, frustration, love triangle, high school, private school ...
Place: japan
Is relevant ?
You Are Beautiful (2009)
Genre: Comedy, Drama, Music, Romance
Country: South Korea
Duration: 60 min.
TV show
Story: You're Beautiful is a 2009 South Korean romantic comedy television drama series, starring Park Shin-hye, Jang Keun-suk, Lee Hong-ki of F.T. Island and Jung Yong-hwa of CN Blue. It is about a fictional boy band A.N.Jell and the relationship ...
Style: sentimental, humorous, semi serious, realistic
Audience: teens, girls' night
Plot: friendship, friends, cross dressing, love and romance, fall in love, gender bending, rising to stardom, music band, hidden identity, celebrity, celebrity culture, unrequited love ...
Time: 21st century
Place: korea
Is relevant ?
Big Momma's House (2000)
Genre: Action, Comedy, Crime
Country: Germany, USA
Duration: 99 min.
Story: When a street-smart FBI agent is sent to Georgia to protect a beautiful single mother and her son from an escaped convict, he is forced to impersonate a crass Southern granny known as Big Momma in order to remain incognito.
Style: funny, ridiculous, humorous, not serious, feel good ...
Audience: teens, girls' night, family outing
Plot: cross dressing, disguise, gender disguise, hidden identity, working undercover, gender, farce, fbi, surveillance, silly humor, disorder, special agents ...
Time: 90s, 20th century
Place: usa, georgia, southern usa
Is relevant ?
Related movie lists
To Wong Foo Thanks for Everything, Julie Newmar (1995)
Genre: Comedy, Drama
Country: USA
Duration: 109 min.
Story: Three New York drag queens on their way to Hollywood for a beauty pageant get stranded in a small Midwestern town for the entire weekend when their car breaks down. While waiting for parts for their Cadillac convertible, the flamboyant trio shows ...
Style: road movie, feel good, humorous, entertaining, campy ...
Audience: chick flick, girls' night
Plot: gay, transvestism, friendship, small town, gender bending, cross dressing, on the road, female impersonator, road trip, gender, culture clash, lgbt ...
Time: 20th century, 90s
Place: nebraska, london, california, australia, usa ...
Is relevant ?
Arsenal Military Academy (2019)
Genre: Action, History, Romance
Country: China
TV show
Story: Xie Xiang disguises herself as a man in order to attend military school, where she and her classmates become embroiled in a series of tale-worthy events. After an academic career that wins her classmates’ and instructors’ respect, Xie sets out ...
Style: exciting, dorama, romantic, sweet
Plot: military, woman dressed as man, friendship, cross dressing, love and romance, tomboy, strong female character, love triangle, female protagonist, rivalry, gender, teen romance ...
Is relevant ?
After the Ball (2015)
Genre: Comedy
Country: Canada
Duration: 101 min.
Story: After the Ball, a retail fairy tale set in the world of fashion. Kate's dream is to design for couturier houses. Although she is a bright new talent, Kate can't get a job. No one trusts the daughter of Lee Kassell, a retail guru who ...
Style: feel good, semi serious, humorous, fairy tale, funny ...
Audience: girls' night, teens
Plot: fashion, cinderella story, hidden identity, cross dressing, female protagonist, fall in love, happy ending, love and romance, father daughter relationship, dream, good versus evil, haute couture ...
Time: 21st century
Place: new york, usa, montreal
Is relevant ?
Nuns on the Run (1990)
Genre: Comedy, Crime
Country: UK
Duration: 89 min.
Story: Brian and Charlie work for a gangster. When the boss learns they want to "leave" he sets them up to be killed, after they help rob the local Triads of their drug dealing profits. B&C decide to steal the money for themselves, but ...
Style: feel good, funny, humorous, entertaining, unusual plot structure ...
Audience: girls' night, teens
Plot: cross dressing, on the run, nun, chase, priest, fish out of water, farce, partners, dishonesty, bully, gangsters, disguise ...
Time: 80s, 20th century
Place: london, europe, england
Is relevant ?
100 Girls (2000)
Genre: Comedy, Romance
Country: USA
Duration: 94 min.
Story: This sexy, teen-comedy is about a freshman, Matthew, at college who 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" ...
Style: teen sex comedy, romantic, humorous, sex comedy, talky ...
Audience: teens, chick flick, girls' night, date night
Plot: college, youth, love and romance, elevator, fall in love, college life, high school, battle of the sexes, man disguised as a woman, misogynist, lust, attempted rape ...
Time: 90s
Is relevant ?
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Shakespeare in Love (1998)
Genre: Comedy, Drama, History, Romance
Country: USA, UK
Duration: 123 min.
Story: 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 ...
Style: romantic, inspirational, sweet, sexy, feel good ...
Audience: girls' night, date night, chick flick
Plot: forbidden love, cross dressing, shakespeare, love, writer's life, love and romance, theater, love story, playwright, couples, disguise, fall in love ...
Time: 16th century, 50s, 19th century, 1930s
Place: england, london, europe
Is relevant ?
Everybody's Talking About Jamie (2021)
Genre: Biography, Comedy, Drama, Musical
Country: UK, USA
Duration: 115 min.
Story: Feature film adaptation of the musical about a teenager from Sheffield, England who wants to be a drag queen.
Style: lgbt cinema, touching, emotional, psychological, social ...
Audience: teens, chick flick, date night
Plot: lgbt, female impersonator, lgbtq, cross dressing, gay student, transsexual, life is a bitch, gay, friendship, high school, artist, androgyny ...
Place: britain, england, united kingdom, yorkshire
Is relevant ?
Work It (2012)
Genre: Comedy
Country: USA
TV show
Story: Work It is an American television sitcom that ran on ABC from January 3 to January 10, 2012 as a mid-season replacement for the canceled Man Up!. The series is set in St. Louis, and is about two men who must dress as women in order to keep a job in ...
Style: sitcom, not serious, realistic, feel good, entertaining ...
Plot: man dressed as woman, cross dressing, hidden identity, buddies, workplace situations, workplace, gender, dishonesty, family relations, disorder, physical appearance, gender bending ...
Time: 21st century
Place: usa, st. louis missouri
Is relevant ?
Stage Beauty (2004)
Genre: Drama
Country: UK, USA, Germany
Duration: 106 min.
Story: Humble Maria, who outfits top London theater star Ned Kynaston, takes none of the credit for the male actor's success at playing women. And because this is the 17th century, Maria, like other females, is prohibited from pursuing her dream of ...
Style: stylized, sexy, humorous, semi serious, thought provoking ...
Audience: girls' night, chick flick, date night, teens
Plot: gender bending, mistaken identity, cross dressing, actor, gender, mistress, actor's life, overnight success, lifestyle, life is a bitch, human nature, artists and showbiz ...
Time: 17th century, 18th century, 19th century
Place: london, england, europe, egypt
Is relevant ?
Victor/Victoria (1995)
Genre: Comedy, Musical
Country: Japan, USA
Duration: 146 min.
Story: An out-of-work singer, Victoria Grant (Julie Andrews), meets a just-fired, flamboyant gay man in a diner in 1920's Paris. He convinces her to pretend to be a man who is a female impersonator in order to get a job. The act is a hit in a local ...
Style: realistic, semi serious, feel good, stylized, humorous ...
Audience: chick flick, date night, girls' night
Plot: cross dressing, transvestism, singer, theater, lgbt, jazz, nightclub, gender disguise, female protagonist, impresario, comedy of errors, female impersonator ...
Time: 1920s, 20th century
Place: paris france, france, europe, new york
Is relevant ?
Veneno (2020)
Genre: Biography, Drama
Country: Spain
Duration: 421 min.
TV show
Story: Adored for her charisma and her free, explicit and fun way of expressing herself, La Veneno gained popularity thanks to her television appearances in the 90s. However, her life and especially her death remain an enigma. 'Venom' is a series ...
Style: heartbreaking, touching, captivating, queer cinema, complex
Audience: chick flick
Plot: transsexual, cross dressing, gender, topless woman, lgbtq, celebrity, loneliness, artists and showbiz, gay, life philosophy, performer's life, love and romance ...
Is relevant ?
Mulan: Rise of a Warrior (2009)
Genre: Adventure, Drama, Romance, War
Country: China, USA
Duration: 114 min.
Story: When barbarian hordes threaten her homeland, the brave and cunning Mulan disguises herself as a male soldier to swell the ranks in her aging father's stead. The warrior's remarkable courage drives her through powerful battle scenes and ...
Style: serious, exciting, stylized, realistic, epic
Audience: chick flick
Plot: female warrior, cross dressing, female fighter, heroic mission, martial arts, female soldier, tough girl, escapades, heroes, soldier, military, gender ...
Place: ancient china, china, asia
Is relevant ?
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