Here we've displayed a list of the best Cross-dressing films : Monty Python Live at the Hollywood Bowl(1982), Victor/Victoria(1982), Tootsie(1982), Twelfth Night(1996), Breakfast on Pluto(2005), Madame Satã(2002), Kinky Boots(2005), The Birdcage(1996), Different for Girls(1996), First a Girl(1935), Outrageous!(1977), Albert Nobbs(2011) ... ...
7.9/10
Comedy
UK
1982
77 Minutes
Ian MacNaughton Graham Chapman John Cleese Terry Gilliam Eric Idle Terry Jones Michael Palin Neil Innes Carol Cleveland
barber lumberjack michelangelo son pope madcap outlandish witty california hollywood bowl stage fairy tales conversation philosophy singing cross-dressing sports wretched excess underdog 1980s
The Monty Python troupe perform a combination of classic sketches and new material at the Hollywood Bowl.
7.6/10
Comedy, Gay & Lesbian
UK|USA
1982
133 Minutes
Julie Andrews James Garner Robert Preston Lesley Ann Warren Alex Karras John Rhys-Davies Graham Stark Peter Arne Sherloque Tanney Michael Robbins
soprano performer gangster ex-boyfriend girlfriend bodyguard witty charming paris nightclub hotel apartment restaurant cross-dressing homosexuality poverty cabaret investigation performance quest
A struggling female soprano finds work playing a male female impersonator, but it complicates her personal life.
7.4/10
Gay & Lesbian, Comedy
USA
1982
111 Minutes
Dustin Hoffman Jessica Lange Teri Garr Dabney Coleman Charles Durning Bill Murray Sydney Pollack George Gaynes Geena Davis Doris Belack Ellen Foley
actor actress agent director roommate girlfriend amusing charming new york city television studio apartment restaurant family home love triangle deception cross-dressing actors transformation love 1980s
Michael Dorsey, an unsuccessful actor, disguises himself as a woman in order to get a role on a trashy hospital soap.
7.2/10
Comedy, Drama
Ireland|UK
1996
134 Minutes
Helena Bonham Carter Richard E. Grant Nigel Hawthorne Ben Kingsley Mel Smith Imelda Staunton Toby Stephens Imogen Stubbs Nicholas Farrell Steven Mackintosh
twin brother duke lady uncle servant charming emotional family estate beach infatuation cross-dressing shipwreck separation love triangle manipulation love discovery 17th century
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.
7.2/10
Gay & Lesbian, Comedy, Drama
Ireland|UK
2005
135 Minutes
Cillian Murphy Liam Neeson Stephen Rea Brendan Gleeson Gavin Friday Laurence Kinlan Ruth Negga Eva Birthistle Liam Cunningham Bryan Ferry Ian Hart
orphan priest rocker police officer magician transsexual intricate offbeat unrestrained uplifting northern ireland london club park foster home irish republican army sexual identity glam rock magic prostitution
In the 1970s, a young trans woman, Patrick "Kitten" Braden, comes of age by leaving her Irish town for London, in part to look for her mother and in part because her gender identity is beyond the town's understanding.
7.1/10
Biography, Drama
Brazil|France
2002
105 Minutes
Lázaro Ramos Marcélia Cartaxo Flávio Bauraqui Renata Sorrah Fellipe Marques Emiliano Queiroz Giovana Barbosa Ricardo Blat
transvestite prostitute performer hustler club owner unrestrained inspiring thrilling rio de janeiro nightclub cabaret integration race relations social change performance cross-dressing love rise transformation underdog
Loose portrait of João Francisco dos Santos, also known as Madame Satã, a sometime chef, transvestite, lover, father, hero and convict from Rio de Janeiro.
7.1/10
Gay & Lesbian, Comedy, Drama
USA|UK
2005
107 Minutes
Joel Edgerton Chiwetel Ejiofor Sarah Jane Potts Jemima Rooper Linda Bassett Nick Frost Ewan Hooper Robert Pugh Geoffrey Streatfield Kellie Bright Mona Hammond
entrepreneur drag queen fiancé employee charming witty quirky northampton, england factory runway milan, italy fashion cross-dressing business unusual friendship rise underdog transformation 2000s
A drag queen comes to the rescue of a man who, after inheriting his father's shoe factory, needs to diversify his product if he wants to keep the business afloat.
7.1/10
Gay & Lesbian, Comedy
USA
1996
119 Minutes
Robin Williams Gene Hackman Nathan Lane Dianne Wiest Hank Azaria Christine Baranski Dan Futterman Calista Flockhart Tom McGowan
club owner drag queen senator fiancée housekeeper son hysterical frenetic outlandish tense miami nightclub house family honor tolerance stereotypes cross-dressing homosexuality engagement transformation
A gay cabaret owner and his drag queen companion agree to put up a false straight front so that their son can introduce them to his fiancée's right-wing moralistic parents.
7.0/10
Comedy, Drama
UK|France
1996
92 Minutes
Steven Mackintosh Rupert Graves Miriam Margolyes Saskia Reeves Neil Dudgeon Charlotte Coleman Stephen Walker Blake Ritson
transsexual bad boy police officer childhood friend touching cheeky catholic school street house office court cross-dressing running away homosexuality childhood redemption love transformation 1970s
Karl Foyle and Paul Prentice were best mates at school in the Seventies. But when they meet again in present-day London things are definitely not the same. Karl is now Kim, a transsexual, ... See full summary »
7.0/10
Musical, Comedy
UK
1935
93 Minutes
Jessie Matthews Sonnie Hale Anna Lee Griffith Jones Alfred Drayton Constance Godridge Eddie Gray Martita Hunt Donald Stewart
aspiring actor aspiring actress talent scout young man princess trainer hilarious charming theater monte carlo, monaco audition performance cross-dressing success deception illness adventure transformation 1930s
Elizabeth dreams of being a music-hall singer. She gets to know Victor, that quite unexpectedly gets a female part in a music-hall number. He unfortunately finds himself voiceless, so, why wouldn't Elizabeth replace him in it?
6.8/10
Comedy, Drama, Gay & Lesbian
Canada
1977
100 Minutes
Craig Russell Hollis McLaren Richert Easley Allan Moyle David McIlwraith Gerry Salsberg Andrée Pelletier Helen Shaver Martha Gibson Helen Hughes Jonah Royston
hairdresser drag queen schizophrenic agent cab driver positive emotional touching toronto salon apartment nightclub unlikely friendship cross-dressing schizophrenia ambition underdog discovery 1970s
A story about a female impersonator who rooms with a pregnant schizophrenic.
6.7/10
Romance, Drama
UK|Ireland|France|USA
2011
113 Minutes
Glenn Close Mia Wasikowska Aaron Taylor-Johnson Brendan Gleeson Janet McTeer Brenda Fricker Pauline Collins Jonathan Rhys-Meyers
butler transvestite painter maid partner love interest emotional moving brooding hotel dublin bedroom town womanhood secret life sexual repression friendship cross-dressing gender identity transformation
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 elegant hotel, Albert meets a handsome painter and looks to escape the lie she has been living.
6.7/10
Drama, History
USA
1993
124 Minutes
Suzy Amis Bo Hopkins Ian McKellen David Chung Carrie Snodgress Rene Auberjonois Heather Graham
young woman stableman shepherd wife laborer businessman powerful solemn offbeat brutal montana small town cross-dressing gender identity old west misogyny secret unwanted pregnancy transformation growing up
After being thrown out of her home, a young woman decides to disguise herself as a man to survive the ruthless Wild West.
6.5/10
Comedy
USA
1985
100 Minutes
Joyce Hyser Clayton Rohner Billy Jayne Toni Hudson William Zabka Leigh McCloskey
high-school student college student reporter brother girl love interest amusing offbeat positive high school arizona locker room gender identity high school romance role reversal cross-dressing transformation love growing up
Terry feels discriminated against when the summer jobs at Sun Tribune go to 2 guys. She decides to do something about it. She dresses like a guy and gets a haircut. Will students at the other high school notice? Girls notice "him".
6.4/10
Musical, Drama, Gay & Lesbian
USA
2017
82 Minutes
Luka Kain Margot Bingham Regina Taylor Marquis Rodriguez Mj Rodriguez Indya Moore Alexia Garcia Kate Bornstein Jaylin Fletcher Stephen Conrad Moore Evander Duck Jr.
teen boy mother brother aunt drag queen transgender woman emotional profound tense powerful inspiring moving new york city high school apartment club stage homeless shelter transsexuality cross-dressing
A 14 year-old-boy, struggling with gender identity and religion, begins to use fantasy to escape his life in the inner city and find his passion in the process.
6.3/10
Comedy
USA
2004
98 Minutes
Nia Vardalos Toni Collette David Duchovny Stephen Spinella Alec Mapa Christopher Logan Robert Kaiser Ian Gomez Nick Sandow Dash Mihok Robert John Burke
friend singer club owner drag queen love interest witness amusing creative quirky chicago los angeles airport nightclub stage aspirations entertainment performance murder witnessing murder cross-dressing
A mob mix-up in Chicago sends two chanteuses screaming for L.A., where they score a perfect gig: posing as drag queens on the dinner theater/cabaret circuit. Things get extra-weird when a guy falls for one of the girls.
6.3/10
Crime, Drama
USA
1942
68 Minutes
Chester Morris George E. Stone Richard Lane William Wright Constance Worth Lloyd Corrigan Forrest Tucker
ex-convict police detective sidekick millionaire jewel thief nemesis lighthearted engaging new york city los angeles mansion apartment police station hollywood, calif. diamond heist mistaken identity wrongfully accused cross-dressing investigation disguise
Boston Blackie and his pal, The Runt, are ready to board a train for Florida when Blackie gets a telegram from his friend Arthur Manleder asking Blackie to go to Manleder's New York ... See full summary »
6.1/10
Drama
USA
2006
98 Minutes
Malcolm Stumpf Patrick White Max Paradise Fairuza Balk Kim Dickens Tom Gilroy Hailey Anne Nelson Lisa Hadley
teen boy mother classmate therapist brooding engaging house school bedroom cave homosexuality coming of age cross-dressing bullying obsession forbidden love growing up temptation 2000s
A lyrical telling of the coming of age of a 13-year-old boy who learns to cope with his newfound sexuality and his unrequited love for the cool kid in school.
6.1/10
Comedy, Drama
USA
2000
108 Minutes
Alex D. Linz Shirley MacLaine Gary Sinise Kathy Bates Stacey Halprin Kiami Davael Joey Lauren Adams Jennifer Tilly Brett Butler
student mother superior police officer mother classmate offbeat amusing catholic school suburbia cemetery self-expression individuality divorce cross-dressing underdog 2000s
Bruno is a unique young boy genius, whose expression of his own individuality leads his family and community along an emotional journey.
6.0/10
Comedy, Mystery & Thriller
UK
1972
96 Minutes
Michael Caine Mickey Rooney Lionel Stander Lizabeth Scott Nadia Cassini Al Lettieri Dennis Price Amerigo Tot Leopoldo Trieste Robert Sacchi Joe Z. Cordina
author actor princess clairvoyant priest hit man amusing cool offbeat rome malta party ghost writing cross-dressing surveillance murder investigation cancer mystery pursuit
A seedy writer of sleazy pulp novels is recruited by a quirky, reclusive ex-actor to help him write his biography at his house in Malta.
5.8/10
Comedy
France|USA
2010
108 Minutes
Kevin Kline Robert Pulcini Paul Dano John C. Reilly Katie Holmes Marian Seldes Celia Weston Patti D'Arbanville Dan Hedaya Lynn Cohen John Pankow
extra professor escort amusing new york city literature cross-dressing relationships transformation 1920s
A man who escorts wealthy widows in New York's Upper East Side takes a young aspiring playwright under his wing.
5.5/10
Drama
New Zealand
2005
90 Minutes
Andrew Paterson Harriet Beattie Jay Collins Rima Te Wiata Michael Dorman Georgia McNeil Ross McKellar Stephanie McKellar-Smith George Mason Michelle O'Brien
young boy outcast neighbor farmhand cousin tomboy endearing emotional new zealand farm school coming of age cross-dressing love fantasy bullying rugby growing up forbidden love 1970s
Growing up is mystifying, but Billy discovers all he has to be is himself
5.4/10
Musical, Comedy
USA
1965
90 Minutes
Frankie Avalon Dwayne Hickman Deborah Walley Yvonne Craig Robert Q. Lewis Bobbi Shaw Aron Kincaid Steven Rogers
college student impostor young woman cross-dresser love interest skier campy amusing madcap ski resort college southern california idaho cab hotel vacation ski trip courtship cross-dressing gender roles
In this musical, college classmates Todd Armstrong (Frankie Avalon) and Craig Gamble (Dwayne Hickman) head out on a group ski vacation, and agree that if they're going to get girlfriends, they need to understand how women think.
5.2/10
Drama, Gay & Lesbian, History
USA
2015
129 Minutes
Jeremy Irvine Jonny Beauchamp Joey King Caleb Landry Jones Matt Craven David Cubitt Vladimir Alexis Ben Sullivan Andrea Frankle Alexandre Nachi Karl Glusman
teenager gay/lesbian rioters family homeless person intense gripping inspiring greenwich village new york city indiana bar riots gay rights cross-dressing prostitution police brutality discovery metamorphosis 1960s
A young man's political awakening and coming of age during the days and weeks leading up to the Stonewall Riots.
4.7/10
Comedy
USA
2002
91 Minutes
Miguel Nunez Vivica A. Fox Kevin Pollak Tommy Davidson Kim Wayans Jenifer Lewis Ginuwine Annie Corley Tammi Reiss Heather Quella
basketball player cross-dresser agent basketball coach captain rapper amusing outlandish madcap basketball court charlotte, n.c. locker room sport tournament bank mansion women in sports cross-dressing schemes assumed identity basketball
A basketball star is booted out of the NBA when his on-court antics go too far, so he poses as a woman and joins the WUBA.
4.6/10
Comedy
France
2003
101 Minutes
Gad Elmaleh Alain Chabat Claude Brasseur Roschdy Zem Catherine Frot Julien Courbey Arié Elmaleh Yacine Mesbah Micheline Presle Jacques Sereys Michaël Youn
transvestite inspector fiancé psychiatrist friend priest hilarious heartwarming paris nightclub office france search new love assumed identity friendship family cross-dressing love pursuit
A North African immigrant to Paris gets work and finds romance despite his scatty character.
4.4/10
Comedy
USA
2011
108 Minutes
Martin Lawrence Brandon T. Jackson Jessica Lucas Portia Doubleday Tony Curran Ana Ortiz Sherri Shepherd Michelle Ang Emily Rios Henri Lubatti Lorenzo Pisoni
fbi agent grandmother stepson criminal student security guard hilarious offbeat amusing suspenseful school united states vehicle dormitory art school warehouse cross-dressing murder case father/son relationship investigation
Malcolm Turner and his stepson Trent go undercover at an all-girls school to flush out a killer.
Anime, Fantasy, Adventure
2002
87 Minutes
tomboy young boy young girl former lover teacher student spectacular mushy school garden japan cross-dressing dueling friendship challenge rescue gender bias adventure forbidden love 2000s
Utena, who is new to the Ohtori Academy, disguises herself as a boy to fulfill her ambitions. She soon encounters trouble thanks to her ring that bears the Mark of the Rose, a sign that she's a skilled duelist.
Drama, Gay & Lesbian
2018
79 Minutes
Walter Rodríguez Catalina Saavedra Germán De Silva Ignacio Giménez Rodolfo García Werner Andrew Bargsted Josefina Paredes Germán Baudino
father mother ranch owner brother cross-dresser young boy tense emotional uneasy sad argentina farm car house woods cross-dressing gender identity hidden identity family parent/child relationship
Marcos, a shy young boy, lives with his family in rural Argentina. Gender roles are rigid, the family needs money, and he is expected to help keep the cattle herded. But Marcos finds time to slip away to secretly put on makeup and try on dresses.
Comedy
1987
101 Minutes
T.K. Carter David Hallyday Misha McK Warwick Sims Jennifer Tilly Monica Parker Bibi Besch Robert Clotworthy
musician manager friend rock star assistant bartender amusing playful offbeat los angeles spa bar city cross-dressing music industry musicians gender roles contest stardom quest
A rock musician's (David Hallyday) manager (T.K. Carter) poses as a woman to join him on a free trip for two to Hollywood.
Copyright © 2021 www.findthatmovie.com. All Rights Reserved
FindThatMovie.com is a participant in the Amazon Services LLC Associates Program, an affiliate advertising program designed to provide a means for sites to earn advertising fees by advertising and linking to Amazon.com.
Watch Trailer
