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Films with theme "Cross-dressing in film", sorted by rating

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Heartstone
Heartstone (2016)
, 2h9
Directed by Guðmundur Arnar Guðmundsson
Origin Islande
Genres Drama, Romance
Themes L'adolescence, Films about children, Films about sexuality, Teen LGBT-related films, LGBT-related films, LGBT-related film, Cross-dressing in film
Actors Søren Malling, Sveinn Ólafur Gunnarsson

Dans un village de pêche isolé au fin fond de l’Islande, deux adolescents, Thor et Christian, vivent un été mouvementé. Tandis que l’un essaie de conquérir le cœur d’une jeune fille, l’autre se découvre éprouver de nouveaux sentiments envers son meilleur ami. À la fin de l’été, lorsque la nature semble brutalement reprendre ses droits dans l’île, il est alors temps de quitter l’enfance et, pour les deux jeunes garçons, d’accepter d’entrer dans l’âge adulte.
Another Fine Mess
Another Fine Mess (1930)
, 28minutes
Directed by James Gibbons Parrott
Origin USA
Genres Comedy
Themes Films about sexuality, Transgender in film, Buddy films, LGBT-related film, Cross-dressing in film
Actors Stan Laurel, Oliver Hardy, Harry Bernard, James Finlayson, Bobby Burns, Thelma Todd

Oliver Hardy and Stan Laurel are vagabonds being chased by the police. They hide in the cellar of the mansion of a Quatermain-esque adventurer, Colonel Wilburforce Buckshot (James Finlayson), who departs for a safari in South Africa. The mansion is to be rented out until his return, but the staff sneak off for a holiday, leaving the house empty. The boys are surrounded by police and have to deceive a honeymooning couple wanting to rent the house. Ollie disguises himself as Buckshot and Stan disguises himself as both butler Hives and chambermaid Agnes.
Quills
Quills (2000)
, 2h4
Directed by Philip Kaufman
Origin USA
Genres Drama, Biography, Historical, Romance, Erotic thriller
Themes Films about writers, Medical-themed films, Psychologie, Films about religion, Films about sexuality, Théâtre, Erotic films, BDSM in films, LGBT-related films, Transgender in film, Films about psychiatry, Films based on plays, Erotic thriller films, LGBT-related films, LGBT-related film, Cross-dressing in film
Actors Geoffrey Rush, Kate Winslet, Joaquin Phoenix, Michael Caine, Billie Whitelaw, Stephen Marcus

Quills begins during the Reign of Terror, with the incarcerated Marquis de Sade penning a story about the libidinous Mademoiselle Renard, an aristocrat who meets the preeminent sadist in her executioner.
The Birdcage
The Birdcage (1996)
, 1h58
Directed by Mike Nichols
Origin USA
Genres Comedy
Themes Films about religion, Films about sexuality, LGBT-related films, Transgender in film, Films based on plays, LGBT-related films, LGBT-related film, Cross-dressing in film
Actors Robin Williams, Gene Hackman, Nathan Lane, Dianne Wiest, Dan Futterman, Calista Flockhart

Armand Goldman is the openly gay owner of a drag club in South Beach called The Birdcage and his partner Albert is "Starina" the star attraction of the club and a very effeminate and flamboyant man. Living with them is Agador, their flamboyant Guatemalan housekeeper who dreams of being in Albert's drag show as well.
La Cage aux Folles
La Cage aux Folles (1978)
, 1h43
Directed by Édouard Molinaro
Origin France
Genres Comedy
Themes Films about sexuality, Théâtre, Erotic films, LGBT-related films, Transgender in film, Films based on plays, LGBT-related films, LGBT-related film, Cross-dressing in film
Actors Ugo Tognazzi, Michel Serrault, Claire Maurier, Rémi Laurent, Michel Galabru, Liana Del Balzo

Like the play, the film tells the story of a gay couple – Renato Baldi (Ugo Tognazzi), the manager of a Saint-Tropez nightclub featuring drag entertainment, and Albin Mougeotte (Michel Serrault), his star attraction – and the madness that ensues when Renato's son, Laurent (Rémi Laurent), brings home his fiancée, Andrea (Luisa Maneri), and her ultra-conservative parents (Carmen Scarpitta and Michel Galabru) to meet them.
The Unholy Three
The Unholy Three (1925)
, 1h26
Directed by Tod Browning
Origin USA
Genres Drama, Thriller, Crime, Romance
Themes Films about sexuality, LGBT-related film, Cross-dressing in film
Actors Lon Chaney, Mae Busch, Matt Moore, Victor McLaglen, Harry Earles, Edward Connelly

Three performers leave a sideshow after Tweedledee (Harry Earles), the midget, assaults a young heckler and sparks a melee. Prof. Echo, the ventriloquist, assumes the role of Mrs. O'Grady, a kindly old grandmother, who runs a pet shop, while Tweedledee plays her grandchild. Hercules (Victor McLaglen), the strongman, works in the shop along with the unsuspecting Hector McDonald (Matt Moore). Echo's girlfriend, pickpocket Rosie O'Grady (Mae Busch), pretends to be his granddaughter.
The Best Way to Walk
The Best Way to Walk (1976)
, 1h22
Directed by Claude Miller
Origin France
Genres Drama
Themes Medical-themed films, Psychologie, Films about sexuality, Le thème des vacances, Bisexuality-related films, LGBT-related films, Films about psychiatry, LGBT-related films, LGBT-related film, Cross-dressing in film
Actors Patrick Dewaere, Patrick Jean Marie Bouchitté, Christine Pascal, Claude Piéplu, Michel Blanc, Marc Chapiteau

Marc and Philippe are two teenage summer-camp counselors at a vacation camp somewhere in the French country in 1960. Marc is very virile, while Philippe is more reserved. One night, Marc surprises Philippe dressed and made-up like a woman. From now on, he will keep on humiliating Philippe. Despite their late-adolescent rivalries and sexual confusion, each of them achieves some sort of awakening.
In a Garden
In a Garden (1912)

Directed by Shaji Kailas
Genres Drama, Romance
Themes Films about sexuality, LGBT-related films, Transgender in film, LGBT-related films, LGBT-related film, Cross-dressing in film
Actors Mammootty, Riley Chamberlin, Divyaa Unni, Murali, Marie Eline, Marguerite Snow

The film begins with some insight into a Brahmin family, with Patteri (Thilakan) as the patriarch, who is a great astrologer and helps a police officer(Janardhanan) crack a robbery case. The story then moves on to a political arena, where Madhavan (Balachandra Menon) is selected as the Chief Minister. He is popular with the people and but his self serving ministers and his own party is rebelling against him. Madhavan has to win the by-election to retain his position as chief minister. During a chance encounter with Patteri (Thilakan), Patteri predicts the by-elections won't happen.
Mrs. Doubtfire
Mrs. Doubtfire (1993)
, 2h5
Directed by Chris Columbus, Chuck Jones
Origin USA
Genres Drama, Comedy, Comedy-drama
Themes Films about sexuality, L'usurpation d'identité, LGBT-related films, Transgender in film, Musical films, Children's films, Escroquerie, LGBT-related films, LGBT-related film, Cross-dressing in film
Actors Robin Williams, Sally Field, Lisa Jakub, Matthew Lawrence, Mara Wilson, Pierce Brosnan

Daniel Hillard is a voice actor living in San Francisco, California. Daniel is doing voices for a cat and bird cartoon, and has objections to the bird smoking a cigarette. He says it teaches kids that it's cool to smoke and he will not do it. The producers tell him to either follow the script or lose his job. Daniel chooses to quit, and walks out.
Shakespeare in Love
Shakespeare in Love (1998)
, 2h3
Directed by John Madden
Origin USA
Genres Drama, Biography, Comedy, Comedy-drama, Romantic comedy, Historical, Romance
Themes Films about writers, Films about sexuality, Films about suicide, Films about television, Théâtre, LGBT-related films, Transgender in film, Musical films, Romeo and Juliet, Political films, Films based on plays, Films based on works by William Shakespeare, LGBT-related films, Films about royalty, LGBT-related film, Cross-dressing in film
Actors Joseph Fiennes, Gwyneth Paltrow, Geoffrey Rush, Colin Firth, Ben Affleck, Tom Wilkinson

In 1593 London, William Shakespeare is a sometime player in the Lord Chamberlain's Men and poor playwright for Philip Henslowe, owner of The Rose Theatre. Shakespeare is working on a new comedy, Romeo and Ethel, the Pirate's Daughter. Suffering from writer's block, he has barely begun the play, but starts auditioning players. Viola de Lesseps, the daughter of a wealthy merchant, who has seen Shakespeare's plays at court, disguises herself as "Thomas Kent" to audition, then runs away. Shakespeare pursues Kent to Viola's house and leaves a note with the nurse, asking Thomas Kent to begin rehearsals at the Rose. He sneaks into the house with the minstrels playing that night at the ball, where her parents are arranging her betrothal to Lord Wessex, an impoverished aristocrat. While dancing with Viola, Shakespeare is struck speechless, and after being forcibly ejected by Wessex, uses Thomas Kent as a go-between to woo her. Wessex also asks Will's name, to which he replies that he is Christopher Marlowe.
Twelfth Night
Twelfth Night (1996)
, 2h14
Directed by Trevor Nunn
Origin USA
Genres Drama, Comedy, Romantic comedy, Romance
Themes Films about sexuality, Théâtre, LGBT-related films, Transgender in film, Films based on plays, Films based on works by William Shakespeare, LGBT-related films, Jumeaux ou jumelles, LGBT-related film, Cross-dressing in film
Actors Imogen Stubbs, Steven Mackintosh, Nicholas Farrell, Ben Kingsley, Helena Bonham Carter, Nigel Hawthorne

Viola (Imogen Stubbs) and Sebastian (Steven Mackintosh) are young twins who, on Twelfth Night (holiday) are performing on a ship and use their likeness to tease their audiences. During their journey, they are caught in a storm, shipwrecked and separated. Viola and other survivors end up on the shore of Illyria. A devastated Viola believes her brother dead. She later takes his appearance to join the court of the local Duke Orsino (Toby Stephens). The young woman has her long, beautiful hair cut by the sailor, conceals her breasts, and dresses like a young man. After that, Viola becomes a page, using the name "Cesario".
The Last of the Blonde Bombshells
The Last of the Blonde Bombshells (2000)
, 1h24
Directed by Gillies MacKinnon
Genres Comedy, Musical
Themes Films about sexuality, LGBT-related films, Transgender in film, LGBT-related films, LGBT-related film, Cross-dressing in film
Actors Judi Dench, Ian Holm, Cleo Laine, June Whitfield, Leslie Caron, Joan Sims

After her husband's death, Elizabeth decides to return to her musical roots and begins busking with young guitarist Paul in a plaza overlooking a London ice rink, much to the dismay of her daughter Patricia and son Edward. One day she is spotted by Patrick, who attempted to avoid enlistment during World War II by dressing as a woman and playing drums with the Blonde Bombshells, a supposedly all-female band with which Elizabeth performed when she was only fifteen years old.