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, sexy, entertaining and funny films and TV shows about / with cross dressing, gender, gender bending, gender disguise, romance, runaway, disorder, mentor, hidden identity and catastrophe plots mostly in Comedy, Romance and Drama genres shot in USA, UK, South Korea and other countries.
cross dressing
 820
cross dressing movies
TOP 10 movies tagged as cross dressing: She's the Man (2006), White Chicks (2004), Sorority Boys (2002), Mrs. Doubtfire (1993), Tootsie (1982), Just One of the Guys (1985), Mulan (1998), Ouran High School Host Club (2006), You're Beautiful (2009), Coffee Prince (2007).

List of cross dressing movies

 6.3
 157K
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, humorous, funny, realistic ...
Audience: teens, date night, girls' night, chick flick
Plot: cross dressing, teenage love, teenager, high school, tomboy, romance, high school life, sport, teen romance, soccer, hidden identity, woman dressed as man ...
Time: 21st century, contemporary, 2000s, 80s
Place: usa, london, new jersey
Is relevant ?
 5.7
 142K
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: humorous, ridiculous, satirical, parody, funny ...
Audience: teens, date night, girls' night
Plot: cross dressing, fish out of water, working undercover, special agents, gender bending, gender disguise, fbi, dumb, undercover, disorder, crimes, goofy hero ...
Time: contemporary, 21st century, 2000s
Place: usa, new york
Is relevant ?
 5.4
 16K
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, not serious, funny, sex comedy, teen sex comedy ...
Audience: teens, girls' night
Plot: cross dressing, college, hidden identity, student life, gender bending, sorority, farce, fish out of water, comedy of errors, fall in love, dishonesty, buddies ...
Time: contemporary, 21st century
Place: usa
Is relevant ?
 7.0
 264K
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, humorous, sentimental ...
Audience: family outing, date night, kids, girls' night
Plot: family, cross dressing, comedy of errors, nanny, divorce, family relations, custody battle, hidden identity, kids and family, gender bending, parenthood, physical appearance ...
Time: 90s, 20th century
Place: san francisco, usa
Is relevant ?
 7.4
 105K
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: witty, humorous, feel good, touching, light ...
Audience: date night, girls' night
Plot: cross dressing, gender bending, actress, double life, love, love triangle, romance, love and romance, actor, theatrical agent, impersonation, audition ...
Time: 80s, 20th century, year 1982
Place: new york, usa, manhattan new york city, california
Is relevant ?
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: feel good, humorous, not serious, entertaining, realistic ...
Audience: teens, girls' night, date night, chick flick
Plot: cross dressing, high school, switching roles, hidden identity, sexism, adolescence, college, romance, gender bending, fish out of water, disorder, goofy hero ...
Time: 80s
Place: california, tucson arizona, arizona, phoenix arizona, new jersey
Is relevant ?
 7.6
 279K
Mulan (1998)
Genre: Animation, Adventure, Comedy, Family, Fantasy, Musical, War
Country: USA
Duration: 88 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, captivating, light, humorous ...
Audience: kids, family outing, preschoolers, girls' night, chick flick
Plot: female warrior, female protagonist, princess, cross dressing, friendship, woman dressed as man, adventure, human spirit, dragon, sexism, disney, hidden identity ...
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: humorous, feel good, romantic, touching, realistic ...
Audience: teens
Plot: cross dressing, rich and poor, debt, high school, society, teenage life, high school hunk, youth, gender bending, high school life, romance, flirting ...
Time: 21st century, contemporary
Place: japan, asia
Is relevant ?
You're 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: cross dressing, fall in love, gender bending, love and romance, music band, friendship, friends, rising to stardom, hidden identity, romance, artists and showbiz, disorder ...
Time: 21st century, contemporary
Place: korea
Is relevant ?
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: feel good, romantic, humorous, touching, inspirational ...
Plot: cross dressing, gender disguise, tomboy, friendship, coffee shop, love triangle, love and romance, class differences, sister sister relationship, relationships, romantic relationship, male female relationship ...
Place: seoul, korea
Is relevant ?
 8.0
 2K
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, private school, dormitory, rivalry, love, high school, love triangle, everyday life, frustration, athlete's life ...
Place: japan
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: buddy comedy, not serious, humorous, realistic, witty ...
Audience: date night, girls' night
Plot: cross dressing, gender bending, hotel, showbiz, friendship, physical appearance, workplace romance, couples, love and romance, buddies, performer's life, battle of the sexes ...
Time: 20th century, 90s, 80s
Place: usa, new york
Is relevant ?
Related movie lists
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, light, witty, colourful ...
Audience: girls' night, date night
Plot: cross dressing, comedy of errors, mistaken identity, twins, disguise, romance, gender bending, sea disaster, love, fall in love, couples, presumed dead ...
Time: 19th century, victorian era, 1890s, 1930s, 18th century
Place: cornwall, england, london
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, family outing, girls' night
Plot: cross dressing, disguise, working undercover, undercover, disorder, hidden identity, physical appearance, fbi, fall in love, gender bending, farce, crimes ...
Time: 20th century, 90s
Place: usa, georgia, southern usa
Is relevant ?
 6.7
 24K
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, touching, serious, emotional ...
Plot: gender, cross dressing, maid, master and servant, woman dressed as man, lesbian, loneliness, hidden identity, gender bending, society, transvestism, hotel ...
Time: 19th century, 1890s, victorian era, 1930s
Place: ireland, dublin ireland, europe, england
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: exciting, stylized, serious, epic, realistic
Plot: female warrior, cross dressing, female fighter, tough girl, female soldier, heroic mission, military life, adventure, military, soldier, heroes, escapades ...
Place: ancient china, china, asia
Is relevant ?
Sungkyunkwan Scandal (2010)
Genre: Comedy, Drama, History, Romance
Country: South Korea
Duration: 70 min.
TV show
Story: Sungkyunkwan Scandal is a 2010 South Korean fusion historical drama about a girl who disguises herself as a boy while attending Sungkyunkwan, the Joseon Dynasty's highest educational institute, where no women were allowed. Directed by Kim ...
Style: touching, romantic, exciting, humorous, inspirational
Plot: gender disguise, cross dressing, romance, student, love triangle, female protagonist, joseon dynasty, friendship, woman dressed as man, social differences, king, sword fight ...
Time: middle ages
Place: korea
Is relevant ?
My Life in Pink (1997)
Genre: Drama
Country: Belgium, France, UK
Duration: 88 min.
Story: Ludovic is a small boy who cross-dresses and generally acts like a girl, talks of marrying his neighbor's son and can not understand why everyone is so surprised about it. His actions lead to problems for him and his family.
Style: touching, semi serious, realistic, humorous, sentimental ...
Audience: date night
Plot: cross dressing, family relations, gender, coming of age, suburbs, gender bending, gay, lgbt, transsexual, lgbt child, understanding, youth ...
Time: 90s
Place: belgium, paris france, france, europe
Is relevant ?
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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: feel good, humorous, semi serious, road movie, entertaining ...
Audience: girls' night
Plot: transvestism, cross dressing, gay, gender bending, friendship, gay slur, small town, on the road, culture clash, gender, showbiz, cross country ...
Time: 20th century, 90s
Place: nebraska, usa, new york, california, london ...
Is relevant ?
Shakespeare in Love (1998)
Genre: Comedy, Drama, History, Romance
Country: USA
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: stylized, romantic, sweet, inspirational, witty ...
Audience: girls' night, date night, chick flick
Plot: forbidden love, cross dressing, theater, writer's life, shakespeare, lovers, hidden identity, unlikely couple, love and romance, verbal byplay, gender, muse ...
Time: 16th century, 1930s
Place: england, europe, london
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, realistic ...
Audience: girls' night, teens
Plot: cross dressing, on the run, fish out of water, misfit, chase, farce, convent, bully, priest, gender bending, nun, partners ...
Time: 80s, 20th century
Place: london, england, europe
Is relevant ?
 5.8
 23K
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, humorous, sexy, talky, light ...
Audience: teens, date night, girls' night, chick flick
Plot: man disguised as a woman, cross dressing, college, elevator, fall in love, youth, love and romance, college life, obsession, battle of the sexes, romance, dormitory ...
Time: 90s
Is relevant ?
 5.5
 95K
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, not serious, humorous, witty, entertaining ...
Audience: teens, date night, girls' night, chick flick
Plot: body swapping, high school, prom, cheerleading, cross dressing, switching roles, teenage life, gender bending, love and romance, rivalry, friends, gender ...
Time: contemporary, 1st century b.c., 2000s, 80s
Is relevant ?
Related movie lists
Big Momma's House 2 (2006)
Genre: Comedy, Crime
Country: USA
Duration: 99 min.
Story: FBI agent Malcolm Turner goes back undercover as Big Momma, a slick-talking, slam-dunking Southern granny with attitude to spare! Now this granny must play nanny to three dysfunctional upper class kids in order to spy on their computer hacked dad.
Style: humorous, feel good, entertaining, realistic, not serious ...
Audience: teens, girls' night
Plot: nanny, cross dressing, undercover, hidden identity, disguise, fbi, impersonation, computer virus, special agents, working undercover, undercover agent, law enforcement ...
Time: 21st century, contemporary
Place: los angeles, california, 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, sweet, romantic
Plot: woman dressed as man, cross dressing, military, tomboy, friendship, love and romance, romance, female protagonist, rivalry, strong female character, gender, teenager ...
Is relevant ?
Victor Victoria (1982)
Genre: Comedy, Music, Romance
Country: UK, USA
Duration: 134 min.
Story: A struggling female soprano finds work playing a male female impersonator, but it complicates her personal life.
Style: sexy, witty, clever, humorous, stylized ...
Audience: date night, girls' night
Plot: gender bending, cross dressing, jazz, transvestite, music, cabaret, nightclub, woman dressed as man, romance, gay, shrewd, love and romance ...
Time: 1930s, 20th century, year 1934
Place: paris france, france, europe, chicago illinois
Is relevant ?
Tipping the Velvet (2002)
Genre: Drama, Romance
Country: UK
Duration: 177 min.
TV show
Story: Set in the 1890s, Tipping the Velvet tells the lesbian love affair between male impersonator music hall star Kitty Butler and Nan Astley.
Style: touching, stylized, serious, realistic, sexy ...
Audience: girls' night
Plot: lesbian, lesbian romance, lesbian love, performer's life, lesbian relationship, sexual relations, cross dressing, lesbianism, gays and lesbians, fall in love, lesbian interest, love and romance ...
Time: 19th century, victorian era, 1890s
Place: england, europe, london
Is relevant ?
 7.1
 10K
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: humorous, semi serious, sexy, stylized, intense ...
Audience: girls' night, date night, teens
Plot: gender bending, cross dressing, gender, mistress, actor's life, mistaken identity, overnight success, lifestyle, life is a bitch, artists and showbiz, downfall, human nature ...
Time: 17th century, 18th century, 19th century
Place: london, europe, england, 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: humorous, stylized, feel good, realistic, semi serious ...
Audience: date night, girls' night
Plot: cross dressing, transvestism, nightclub, jazz, singer, chorus girl, screwball, cabaret, disorder, overnight success, showbiz, fall in love ...
Time: 1920s, 20th century
Place: paris france, france, europe, new york
Is relevant ?
Love in the Moonlight (2016)
Genre: Comedy, Drama, History, Romance
Country: South Korea
Duration: 60 min.
TV show
Story: Hong Ra On, disguises herself as a man and counsels men on dating. Due to a love letter she wrote for a client, she meets Lee Young - future Crown Prince Hyomyeong. Hong Ra On is unaware that he is the Crown Prince and Lee Young is unaware that Hong ...
Style: light, touching, humorous, captivating
Plot: gender disguise, forbidden love, joseon dynasty, cross dressing, palace, friendship, crown prince, romance, coming of age, fall in love, eunuch, couples ...
Place: korea
Is relevant ?