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

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Beggars of Life
Beggars of Life (1928)
, 1h40
Directed by William A. Wellman
Origin USA
Genres Drama, Adventure, Crime
Themes Films about sexuality, Transport films, LGBT-related films, Transgender in film, Rail transport films, LGBT-related films, LGBT-related film, Cross-dressing in film
Actors Wallace Beery, Louise Brooks, Richard Arlen, Roscoe Karns, Guinn "Big Boy" Williams, Frank Brownlee

Jim, un clochard, pénètre dans une maison à la recherche de nourriture. Il découvre un homme mort, tué par Nancy, une jeune orpheline lasse de subir les avances de son tuteur. Ensemble, ils prennent la fuite ...
Miss Nobody
Miss Nobody (1926)
, 1h10
Directed by Lambert Hillyer
Origin USA
Genres Drama
Themes Films about sexuality, Transport films, LGBT-related films, Transgender in film, Rail transport films, LGBT-related films, LGBT-related film, Cross-dressing in film
Actors Anna Q. Nilsson, Walter Pidgeon, Louise Fazenda, Mitchell Lewis, Clyde Wilfred Cook, Anders Randolf

The father of an heiress dies broke leaving her destitute without inheritance. She falls in with a group of hobos traveling incognito cross country dressed as a man.
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.
Down to the Sea in Ships
Down to the Sea in Ships (1922)
, 1h23
Directed by Elmer Clifton
Origin USA
Genres Drama, Adventure, Romance
Themes Films about animals, Seafaring films, Films about sexuality, Transport films, LGBT-related films, Transgender in film, LGBT-related films, LGBT-related film, Cross-dressing in film
Actors Marguerite Courtot, Raymond McKee, Clara Bow, Pat Hartigan, William Cavanaugh, Anita Louise

Captain Charles W. Morgan (William Walcott) is a well-respected businessman who owns a fleet of whaling ships in the Quaker town of New Bedford, Massachusetts. He is very close to his shy, obedient daughter, Patience (Marguerite Courtot), and tells her that she must marry a man who is a whaler and a Quaker, like him. His son and daughter-in-law were lost ten years before while on a whaling expedition; eventually, their baby, his granddaughter Dot (Clara Bow), was found floating near shore on a raft made of branches. He has raised her ever since. Dot is a mischievous, rebellious child, who wants to be a whaler when she grows up, an ambition that is not acceptable for a female among her people.
The Isle of Love
The Isle of Love (1920)
, 50minutes
Directed by Fred J. Balshofer
Origin USA
Genres Drama, Comedy
Themes Films about sexuality, LGBT-related films, Transgender in film, LGBT-related films, LGBT-related film, Cross-dressing in film
Actors Julian Eltinge, Rudolph Valentino, Frederick Ko Vert, Virginia Rappe, William Clifford, William Clifford

An island ("The Isle of Love"), run by a crazed-with-power duke, is in turmoil. The peasants plan a revolt, with two buddies, including Cliff (Julian Eltinge), planning to overthrow the corrupt Duke.
Yankee Doodle in Berlin
Yankee Doodle in Berlin (1919)

Directed by F. Richard Jones
Origin USA
Genres War, Comedy
Themes Films about sexuality, LGBT-related films, Transgender in film, Political films, LGBT-related films, LGBT-related film, Cross-dressing in film
Actors Ford Sterling, Ben Turpin, Malcolm St. Clair, Bert Roach, Charles Murray, Marie Prevost

Captain Bob White, an American aviator behind enemy lines, disguises himself as a woman in order to fool and steal an important map from the members of the German High Command, including the Kaiser himself.
Good Night, Nurse!
Good Night, Nurse! (1918)
, 26minutes
Directed by Roscoe Arbuckle
Origin USA
Genres Drama, Comedy
Themes Films about sexuality, LGBT-related films, Transgender in film, LGBT-related films, LGBT-related film, Cross-dressing in film
Actors Roscoe Arbuckle, Buster Keaton, Al St. John, Kate Price, Alice Lake, Joe Bordeaux

Lassée de son mari alcoolique et ayant lu une annonce publicitaire dans un journal, la femme de Fatty traîne ce dernier à la clinique pour y être opéré afin d’être définitivement débarrassé de l’envie de boire. Mais une fois dans la place, ce dernier n’a de cesse que de s’enfuir.
I Don't Want to Be a Man
I Don't Want to Be a Man (1918)
, 41minutes
Directed by Ernst Lubitsch
Genres Comedy, Romance
Themes Films about sexuality, LGBT-related films, Transgender in film, LGBT-related films, LGBT-related film, Cross-dressing in film
Actors Ossi Oswalda, Curt Goetz, Margarete Kupfer, Victor Janson

High-spirited young Ossi Oswalda is the bane of her uncle and governess' existence. She insists on playing poker and smoking and talks with strange men on the street. When her uncle leaves to take up a new job, she looks forward to enjoying new freedom. Her hopes are dashed when her new guardian Dr. Kersten proves to be strict and unyielding. Frustrated with her cloistered life, Ossi sneaks out on the town dressed as a young man. She finds that being a man has its own disadvantages when she discovers she is not given the same gentle treatment when she is masquerading as a male. She decides to attend a lavish ball in her new disguise. Soon, Dr. Kersten appears at the ball trying to woo a young lady and Ossi vengefully tries to steal her away from her hated guardian. Eventually, another man attracts the woman's attention, and the disguised Ossi and the doctor reconcile. The two proceed to bond over cigars and champagne. After the ball is over, the pair drunkenly stumble home, exchanging inebriated kisses. After they pass out in a hired cab, the driver mistakenly leaves Ossi at the doctor's house and drops off the doctor at Ossi's home. Upon waking up in strange house, Ossi becomes alarmed and runs home where the doctor has woken up and is trying to sneak out of the house undetected. Still in disguise, she pretends she is visiting her cousin Ossi and the doctor begs her not to tell his ward about their "adventure". Ossi agrees and goes upstairs where she begins to undress. The doctor comes in to wake her and is astonished to see Ossi wearing a man's suit. The tables are turned when Ossi scolds him for his behavior. Giving in to the attraction he feels for her, the doctor kisses her.
Cheerful Givers
Cheerful Givers (1917)
, 50minutes
Directed by Paul Powell
Origin USA
Genres Drama, Comedy, Comedy-drama
Themes Films about children, Films about sexuality, LGBT-related film, Cross-dressing in film
Actors Bessie Love, Kenneth Harlan, Josephine Crowell, Spottiswoode Aitken, Pauline Starke, Violet Radcliffe

Judy gère les affaires de la maison qu'elle occupe avec son père, le Révérend Deady, et sa sœur cadette Abigail. Lorsque Harriet Gray, une femme d'affaires au cœur de pierre, exige le remboursement de l'hypothèque de l'orphelinat, les Deady ouvrent leur propre maison à sept des orphelins. Ce qui augmente les charges de la famille et oblige Judy à se trouver un autre travail.
The Butcher Boy
The Butcher Boy (1917)
, 24minutes
Directed by Roscoe Arbuckle, Neil Jordan
Origin USA
Genres Comedy
Themes Films about sexuality, LGBT-related films, Transgender in film, LGBT-related films, LGBT-related film, Cross-dressing in film
Actors Roscoe Arbuckle, Fiona Shaw, Eamonn Owens, Buster Keaton, Stephen Rea, Al St. John

The story involves Arbuckle working as the butcher boy in a country store. He falls in love with the cashier, who is the daughter of the store owner. He follows her, disguised as a female cousin, to an all-girl boarding school.
Coney Island
Coney Island (1917)
, 24minutes
Directed by Roscoe Arbuckle
Origin USA
Genres Comedy
Themes Films about sexuality, LGBT-related films, Transgender in film, LGBT-related films, LGBT-related film, Cross-dressing in film
Actors Roscoe Arbuckle, Buster Keaton, Al St. John, Jimmy Bryant, Joe Bordeaux, Alice Mann

The twenty-four minute film follows Arbuckle's antics at Coney Island, the New York City amusement park and beach resort, where he sneaks away from his wife to enjoy the attractions, gets a rival for another woman arrested, and disguises himself as a woman. The Keystone Kops are also featured.