Sort by Popularity - Most Popular Movies and TV Shows tagged with keyword "crossdresser"
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51. Woo (1998)
R | 84 min | Comedy, Romance
Gorgeous and extravert Woo meets insecure and straight-laced law clerk Tim at a blind date.
Director: Daisy von Scherler Mayer | Stars: Jada Pinkett Smith, Tommy Davidson, Duane Martin, Michael Ralph
Votes: 2,261 | Gross: $8.03M
52. Princess Jellyfish (2014)
126 min | Comedy, Romance
A cross-dressing rich heir meets a jellyfish geek in an incident that comes to turn the lives of her and her several roommates inside out.
Director: Taisuke Kawamura | Stars: Non, Masaki Suda, Hiroki Hasegawa, Chizuru Ikewaki
Votes: 398
53. The Ardennes (2015)
Unrated | 96 min | Crime, Drama, Thriller
A brutal home-jacking by two brothers goes hopelessly wrong, and one of them goes to prison. Four years later, his brother tries to help him get his life back on track.
Director: Robin Pront | Stars: Kevin Janssens, Jeroen Perceval, Veerle Baetens, Jan Bijvoet
Votes: 5,651 | Gross: $0.01M
54. Mr. High Heels (2016)
94 min | Comedy, Romance
What's a man gotta do when the girl, he's secretly loved since he was a small boy, decides on never dating a man again after being cheated on again and she starts going to a lesbian nightclub - dress up like a woman to get in.
Director: Ke Lu | Stars: Jiang Du, Fiona Sit, Cheney Chen, Cho-Lam Wong
Votes: 50
55. Trade (2019)
113 min | Drama
Trade tells the story of two men, one a streetwise hustler, the other a straight-laced lawyer, who meet and form a relationship that brings to light who they really are.
Director: Trae Briers | Stars: Breon Ansley, Kaydence Briers, Chris Bryant, Robert Catrini
Votes: 94
56. Mommy Is Coming (2012)
Not Rated | 64 min | Comedy, Romance
Pioneer filmmaker Cheryl Dunye returns with a sassy, raunchy, romantic sex comedy set in the edgy underground of Berlin where love and taboo affairs collide! Cute power femme Dylan (Lil ... See full summary »
Director: Cheryl Dunye | Stars: Lil Harlow, Papi Coxx, Maggie Tapert, Wieland Speck
Votes: 125
57. Bokura no mikurona shûmatsu (2023)
Drama, Romance
In ten days, the world will be destroyed by a meteor. To spend his remaining time as comfortably as possible, the main character Masumi decides to visit the library of his university and read as much as possible.
Stars: Toshiki Seto, Keisuke Nakata, Sôshô Tomimoto, Baku Idegami
Votes: 291
58. Standby (I) (2014)
Not Rated | 90 min | Comedy, Romance
Twentysomething Alan (Gleeson) is down on his luck. Stood up at the altar and recently fired from his banking job, he finds himself working with his mother as a part-time tourist advisor at... See full summary »
Directors: Rob Burke, Ronan Burke | Stars: Jessica Paré, Brian Gleeson, Stanley Townsend, Francesca Cherruault
Votes: 1,687
59. Three Dancing Slaves (2004)
Unrated | 86 min | Drama, Romance
Three Algerian brothers struggle with violence, temptations, and finding purpose after their mother's death, as one seeks revenge, another tries keeping a job, and the youngest may be falling for a capoeira dancer. Can they be a family?
Director: Gaël Morel | Stars: Nicolas Cazalé, Stéphane Rideau, Thomas Dumerchez, Salim Kechiouche
Votes: 1,810 | Gross: $0.02M
60. Creep (1995)
Unrated | 91 min | Horror, Mystery
Angus, a psycho, escapes from prison and hooks up with his stripper sister, Kascha. Some death ensues eventually leading him to cross paths with a police captain, David who has a daughter, ... See full summary »
Director: Tim Ritter | Stars: Kathy Willets, Joel D. Wynkoop, Patricia Paul, Tom Karr
Votes: 270
61. Un macho en el reformatorio de señoritas (1989)
90 min | Comedy
El Macho's girlfriend mysteriously disappears. He is an expert in sleeping with all kinds of women. To find his fiancée, he sneaks into a women's reform school.
Director: Víctor Manuel Castro | Stars: Alberto Rojas, Manuel 'Flaco' Ibáñez, Lina Santos, Felicia Mercado
Votes: 71
62. Together Brothers (1974)
PG | 94 min | Adventure, Crime, Drama
A group of ghetto kids try to find out who killed a popular police officer.
Director: William A. Graham | Stars: Ahmad Nurradin, Anthony Wilson, Nelson Sims, Kenneth Bell
Votes: 246 | Gross: $0.55M
63. Little Bi Peep (2013)
78 min | Comedy, Drama, Romance
When directionless Emma falls for transgender IT technician Mason, her usual barricade made out of lies might jeopardize the true love that she has been looking for.
Directors: Jon Russell Cring, Anna Shields | Stars: Anna Shields, Sara Jecko, Leigh Strimbeck, Tara Rule
Votes: 91
64. Mai-HiME (2004–2005)
TV-14 | 25 min | Animation, Action, Adventure
A group a school girls discover that they have been given the ability to materialize weapons and control robotic beasts called Children to stop an evil organization from their plans of domination. Meanwhile, a darker plot thickens.
Stars: Caitlynne Medrek, Carol-Anne Day, Jordan Schartner, Wendy Morrison
Votes: 840
65. Un macho en el salón de belleza (1987)
90 min | Comedy
A woman steals some jewelry and accidentally leaves it in the hands of a man, who takes refuge in a beauty salon.
Director: Víctor Manuel Castro | Stars: Alberto Rojas, Manuel 'Flaco' Ibáñez, Pedro Weber 'Chatanuga', Abril Campillo
Votes: 63
66. The Unholy Three (1925)
Passed | 86 min | Crime, Drama, Romance
A sideshow ventriloquist, a midget, and a strongman form a conspiracy known as "The Unholy Three" and commit a series of robberies.
Director: Tod Browning | Stars: Lon Chaney, Mae Busch, Matt Moore, Victor McLaglen
Votes: 2,224 | Gross: $0.70M
67. Lethal Eviction (2005)
R | 97 min | Thriller
Apartment dwellers meet violent ends soon after a new landlord takes over their building.
Director: Michael Feifer | Stars: Judd Nelson, Jennifer Carpenter, Stacey Dash, Michael Bowen
Votes: 443
68. La liceale, il diavolo e l'acquasanta (1979)
95 min | Comedy
An anthology film in which a guardian angel falls in love with a beautiful dancer a policeman must keep an eye on an arrested transvestite, and a dental technician sells his soul to the devil but is not satisfied with the results.
Director: Nando Cicero | Stars: Gloria Guida, Lino Banfi, Alvaro Vitali, Pippo Santonastaso
Votes: 251
69. Money Shot (II) (2012)
R | 90 min | Comedy
When given keys to a mansion for the weekend, two friends decide to make a film but end up throwing a huge party and trashing the house. Now they race to get the "money shot" and finish their film to pay for all the damages done.
Director: Bill McAdams Jr. | Stars: Jason Mewes, Josh Hammond, Bill McAdams Jr., Jessica Sonneborn
Votes: 243
70. Matt's Chance (2013)
Not Rated | 95 min | Comedy, Crime, Drama
A dark comedic tale about love, revenge, and the fickle nature of human morality.
Director: Nicholas Gyeney | Stars: Edward Furlong, Bill Sorice, Edi Zanidache, Lee Majors
Votes: 2,431
71. The Golden Mass (1975)
90 min | Drama
A middle-aged couple invites a group of youngsters to their luxury villa to introduce them into the rituals and mystery of love and lust.
Director: Beni Montresor | Stars: Lucia Bosè, Maurice Ronet, Stefania Casini, Eva Axén
Votes: 67
72. The Seduction of Dr. Fugazzi (2009)
Not Rated | 96 min | Horror, Thriller
Dr. Anna Fugazzi seems to have the perfect life, but her deepest, darkest secret is beginning to resurface and only Detective Rowland can bring her back from the edge.
Director: October Kingsley | Stars: October Kingsley, Faye Dunaway, Jeff Van Atta, Craig Banks
Votes: 482
73. Cinderella the Cat (2017)
86 min | Animation, Crime, Drama
Cenerentola struggles to escape the shadow and evil schemes of her stepmother and six stepsisters who all live aboard the Megaride, a ship stuck in the port of a decaying future Naples.
Directors: Ivan Cappiello, Marino Guarnieri, Alessandro Rak, Dario Sansone | Stars: Massimiliano Gallo, Maria Pia Calzone, Alessandro Gassmann, Daniele Bigliardo
Votes: 1,082
74. Ranma ½ OVA (1993–2008)
Not Rated | 30 min | Animation, Action, Comedy
A series of Ranma 1/2 OVAs containing new stories of Ranma and his friends.
Stars: Kappei Yamaguchi, Megumi Hayashibara, Minami Takayama, Kikuko Inoue
Votes: 481
75. Foreplay (1975)
R | 75 min | Comedy
Three vignettes about a man who buys a weird doll, a writer who is visited by his muse and a kidnapper with very odd demands who holds a VIP.
Directors: John G. Avildsen, Bruce Malmuth, Robert McCarty, Ralph Rosenblum | Stars: Irwin Corey, Pat Paulsen, Deborah Loomis, Sudie Bond
Votes: 176
76. The World in Another Dimension (1990)
79 min | Drama
A delinquent boy of about fifteen years is sent to a reformatory and there finds himself in more trouble than he was in the outside world. Can he endure the frequent bullying that occurs at his new home?
Directors: Aleksandr Knyazhinskiy, Albert Mkrtchyan | Stars: Aleksey Ablepikhin, Ivan Bortnik, Aleksandra Kolkunova, Vladimir Kukushkin
Votes: 29
77. Mi pequeña traviesa (1997–1998)
60 min | Romance
Julia needs a job after her father is hit by a car. She must dress as a boy to get the job she wants.
Stars: Michelle Vieth, Enrique Rocha, Héctor Soberón, Martha Roth
Votes: 114
78. Fusé: Memoirs of a Huntress (2012)
106 min | Animation, Action, Drama
Hamaji's brother asks her to help hunt down half-human, half-dog beings that steal human souls.
Directors: Hiroshi Haraguchi, Masayuki Miyaji | Stars: Atsushi Abe, Keiji Fujiwara, Kenji Hamada, Gekidan Hitori
Votes: 458
79. Himegoto (2014)
4 min | Animation, Comedy
This is a story about a boy who was dressed up as a girl by these creepy men, because his parents had made a large debt under his name. The people of the student council at his high school ... See full summary »
Stars: Yuuki Kuwahara, Hisako Tojo, Saki Ono, Yuka Saotome
Votes: 197
80. Ranma ½: The Movie, Big Trouble in Nekonron, China (1991)
Not Rated | 74 min | Animation, Comedy, Fantasy
When Prince Kirin of the 7 Lucky Gods shows up at the Tendo dojo looking for his bride-to-be, guess who's accidentally holding the scroll that signifies his future mate? Why, Akane, of ... See full summary »
Director: Shûji Iuchi | Stars: Kappei Yamaguchi, Megumi Hayashibara, Noriko Hidaka, Kaneto Shiozawa
Votes: 984
81. Prime Time (1977)
R | 75 min | Comedy
Some unknown source has interrupted all television transmissions around the world. In place of the regular broadcasts, a lineup of extremely tasteless programs and commercials have been ... See full summary »
Director: Bradley R. Swirnoff | Stars: Paul Ainsley, Wil Albert, Royce D. Applegate, Meridith Baer
Votes: 417
82. Night of the Living Babes (1987 Video)
60 min | Comedy, Horror
Two guys trying to find a brothel come across a group of beautiful female zombies.
Director: Gregory Dark | Stars: Michelle Bauer, Andy Nichols, Louie Bonanno, Connie Woods
Votes: 130
83. A Florida Enchantment (1914)
Unrated | 63 min | Comedy
A young woman discovers a seed that can make women act like men and men act like women. She decides to take one, then slips one to her maid and another to her fiancé. The fun begins.
Director: Sidney Drew | Stars: Sidney Drew, Edith Storey, Charles Kent, Mrs. Sidney Drew
Votes: 300
84. D'amore si vive (1983)
93 min | Documentary
The director interviews five people with different backgrounds about love and sex.
Director: Silvano Agosti | Star: Silvano Agosti
Votes: 213
85. Ranma ½: The Movie 2, Nihao My Concubine (1992)
Not Rated | 60 min | Animation, Action, Adventure
With the Tendos, the Saotomes, Ryoga, Shampoo and Ukyo misinterpreting Tatewake Kuno's invitation to his two loves, Akane and "The Pig Tailed Girl", to try his new yacht, a whole new ... See full summary »
Director: Iku Suzuki | Stars: Kappei Yamaguchi, Megumi Hayashibara, Noriko Hidaka, Minami Takayama
Votes: 965
86. Roobha (2018)
91 min | Drama
Roobha, a young transwoman grapples with the issue of gender identity, and her chance encounter with a married man leads to a rapturous romance.
Director: Lenin M. Sivam | Stars: Jesuthasan Antonythasan, Amrit Sandhu, Thenuka Kantharajah, Sornalingam Vairamuthu
Votes: 77
87. Ensalada Baudelaire (1978)
R | 90 min | Drama, Horror, Thriller
A husband and wife are taken hostage on their boat.
Director: Leopoldo Pomés | Stars: Marina Langner, Xabier Elorriaga, Llorenç Santamaria, Ricardo Masip
Votes: 89
88. The Piano Room (2013)
103 min | Drama
Set in a single hotel room of an old hotel, the story follows its various guests over the years as well as the maid and the manager, who work in the hotel. Secrets are revealed and lives often ruined.
Director: Igor Ivanov Izi | Stars: Natasha Petrovic, Jovica Mihajlovski, Svetozar Cvetkovic, Vasil Zafircev
Votes: 269
89. Princess Jellyfish (2018)
54 min | Comedy, Drama, Romance
20 year old Tsukimi Kurashita (Kyoko Yoshine) can barely see without her glasses. She came to Tokyo from Kagoshima Prefecture to become an illustrator, but she doesn't attend college or ... See full summary »
Stars: Asuka Kudô, Haruka Kinami, Kin'ya Kitaôji, Kyôko Yoshine
Votes: 61
90. Aloys (2016)
Not Rated | 91 min | Drama, Fantasy
A lonely private investigator is contacted by a mysterious woman who pulls him into a mind game known as 'telephone walking'. Fascinated by her voice, Aloys discovers an imaginary universe that allows him to break out of his isolation.
Director: Tobias Nölle | Stars: Georg Friedrich, Tilde von Overbeck, Kamil Krejcí, Yufei Li
Votes: 2,254
91. The Blackheath Poisonings (1992)
180 min | Crime, Drama, History
The investigation of Paul Vandervent into the mysterious death of his father brings further discord among two feuding families tied together in business and marriage, living under the same roof.
Stars: Christine Kavanagh, Ian McNeice, Zoë Wanamaker, Judy Parfitt
Votes: 181
92. Mr. B Natural (1957)
29 min | Musical, Short
Produced by C.D. Conn, a company that manufactured brasswinds, to encourage children that musical talent can improve their self esteem and social interaction. The video also shows how musical instruments are made in the factory.
Director: Phil Patton | Stars: Betty Luster, Bruce Podewell, Beverly Younger, James Andelin
Votes: 639
93. Le Chevalier D'Eon (2006– )
25 min | Animation, Action, Adventure
It's 1742 in Paris, France. Louis XV is still king of France. A woman was found dead in a coffin floating in the Seine River. The brother of the deceased woman is D'Eon, who is determined ... See full summary »
Stars: Yuuki Tai, Akihiko Ishizumi, Blake McMahon, Brandon Hearnsberger
Votes: 397
94. Poliziotti violenti (1976)
94 min | Action, Crime, Drama
Paratrooper officer Altieri and police commissioner Tosi investigate the case of criminals who use modern machine guns that disappeared from an army unit. The investigation leads them to a conspiracy of high military ranks.
Director: Michele Massimo Tarantini | Stars: Henry Silva, Antonio Sabato, Silvia Dionisio, Ettore Manni
Votes: 240
95. I Know How Many Runs You Scored Last Summer (2008)
Not Rated | 80 min | Comedy, Crime, Horror
A cricket team are dismissed by a moustachioed serial killer with a razor sharp cricket glove and an arsenal of sharpened stumps. One by one the killer exacts revenge for the torment he endured 20 years earlier.
Directors: Stacey Edmonds, Doug Turner | Stars: Jai Koutrae, Stacey Edmonds, Az Jackson, David Gambin
Votes: 590
96. Buzz (2019)
TV-MA | 90 min | Documentary
Pulitzer prize-winning reporter and author, Buzz Bissinger, experiences a sexual awakening while collaborating with Caitlyn Jenner on her tell-all memoir.
Director: Andrew Shea | Stars: Buzz Bissinger, Caitlyn Jenner, James 'Boobie' Miles, Lisa Smith
Votes: 920
97. Time Hustler (2022)
TV-MA | 30 min | Comedy, Sci-Fi, Western
An every day farther who is struggling to make ends meet in the big city, he resembles twentieth century's most successful bandit leader Lampião. One day he wake up in 1927 where he is mistaken for the real Lampião.
Stars: Edmilson Filho, Nairton Santos, Thiago Matso, Amadeu Maia
Votes: 217
98. Adjustment (2022)
16 min | Short, Drama
The nine year-old effeminate boy, Shahrokh, humiliated and pushed away by his family and friends makes up his mind to adjust himself to his new identity and comes out to the people of his ... See full summary »
Director: Mehrdad Hasani | Stars: Moeid Asoudeh, Jamshid Bahadori, Maryam Goldoz Tavakoli, Seyed Mohammad Reza Hosseini
Votes: 32
99. You'll Be a Man (2013)
87 min | Comedy, Drama
A 20-year-old boy, on the verge of adulthood, encounters Leo, a lonely 10-year-old child.
Director: Benoît Cohen | Stars: Aurelio Cohen, Jules Sagot, Eléonore Pourriat, Grégoire Monsaingeon
Votes: 113
100. Casa Izabel (2022)
84 min | Drama, Horror, Thriller
Director: Gil Baroni | Stars: Zeca Cenovicz, Sidy Correa, Laura Haddad, Otavio Linhares
Votes: 36