Sort by Popularity - Most Popular Movies and TV Shows tagged with keyword "male-to-female-cross-dressing"
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1. Pirates of the Caribbean: The Curse of the Black Pearl (2003)
PG-13 | 143 min | Action, Adventure, Fantasy
Blacksmith Will Turner teams up with eccentric pirate "Captain" Jack Sparrow to save his love, the governor's daughter, from Jack's former pirate allies, who are now undead.
Director: Gore Verbinski | Stars: Johnny Depp, Geoffrey Rush, Orlando Bloom, Keira Knightley
Votes: 1,213,505 | Gross: $305.41M
2. The Fisher King (1991)
R | 137 min | Comedy, Drama, Fantasy
A former radio DJ, suicidally despondent because of a terrible mistake he made, finds redemption in helping a deranged homeless man who was an unwitting victim of that mistake.
Director: Terry Gilliam | Stars: Jeff Bridges, Robin Williams, Adam Bryant, Paul Lombardi
Votes: 91,117 | Gross: $41.90M
3. Psycho (1960)
R | 109 min | Horror, Mystery, Thriller
A Phoenix secretary embezzles $40,000 from her employer's client, goes on the run and checks into a remote motel run by a young man under the domination of his mother.
Director: Alfred Hitchcock | Stars: Anthony Perkins, Janet Leigh, Vera Miles, John Gavin
Votes: 719,991 | Gross: $32.00M
4. Baywatch (2017)
R | 116 min | Action, Comedy, Crime
Devoted lifeguard Mitch Buchannon butts heads with a brash new recruit, as they uncover a criminal plot that threatens the future of the bay.
Director: Seth Gordon | Stars: Dwayne Johnson, Zac Efron, Alexandra Daddario, Priyanka Chopra Jonas
Votes: 202,621 | Gross: $58.06M
5. The Birdcage (1996)
R | 117 min | Comedy
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.
Director: Mike Nichols | Stars: Robin Williams, Nathan Lane, Gene Hackman, Dianne Wiest
Votes: 100,968 | Gross: $124.06M
6. The Producers (1967)
PG | 88 min | Comedy, Music
A stage-play producer devises a plan to make money by producing a sure-fire flop.
Director: Mel Brooks | Stars: Zero Mostel, Gene Wilder, Dick Shawn, Kenneth Mars
Votes: 60,123 | Gross: $0.11M
7. Mike and Dave Need Wedding Dates (2016)
R | 98 min | Comedy, Romance
Two hard-partying brothers place an online ad to find the perfect dates for their sister's Hawaiian wedding. Hoping for a wild getaway, the boys instead find themselves out-hustled by an uncontrollable duo.
Director: Jake Szymanski | Stars: Zac Efron, Adam Devine, Anna Kendrick, Aubrey Plaza
Votes: 95,390 | Gross: $46.01M
8. Hairspray (1988)
PG | 92 min | Comedy, Drama, Family
A 'pleasantly plump' teenager teaches 1962 Baltimore a thing or two about integration after landing a spot on a local TV dance show.
Director: John Waters | Stars: Sonny Bono, Ruth Brown, Divine, Debbie Harry
Votes: 23,495 | Gross: $6.67M
9. The Snowtown Murders (2011)
Not Rated | 119 min | Biography, Crime, Drama
Based on true events, 16 year-old Jamie falls in with his mother's new boyfriend and his crowd of self-appointed neighborhood watchmen, a relationship that leads to a spree of torture and murder.
Director: Justin Kurzel | Stars: Lucas Pittaway, Daniel Henshall, Louise Harris, Bob Adriaens
Votes: 20,677 | Gross: $0.01M
10. Lady Ballers (2023)
TV-14 | 112 min | Comedy, Sport
A down-on-his-luck former high school basketball coach will do anything to win, which in this case means leading his team of men to don wigs and brutally dominate in multiple women's sports.
Director: Jeremy Boreing | Stars: Jeremy Boreing, Billie Rae Brandt, Daniel Considine, Tyler Fischer
Votes: 11,277
11. Bill & Ted's Bogus Journey (1991)
PG | 93 min | Adventure, Comedy, Fantasy
A tyrant from the future creates evil android doubles of Bill and Ted and sends them back to eliminate the originals.
Director: Peter Hewitt | Stars: Keanu Reeves, Alex Winter, William Sadler, Joss Ackland
Votes: 81,202 | Gross: $38.04M
12. Monty Python's Flying Circus (1969–1974)
TV-14 | 30 min | Comedy
The original surreal sketch comedy showcase for the Monty Python troupe.
Stars: Graham Chapman, John Cleese, Terry Gilliam, Eric Idle
Votes: 78,910
13. Summer Lovers (1982)
R | 98 min | Comedy, Drama, Romance
A young American couple and a French woman engage in a threesome in the Greek Islands.
Director: Randal Kleiser | Stars: Peter Gallagher, Daryl Hannah, Valérie Quennessen, Barbara Rush
Votes: 4,496 | Gross: $4.97M
14. True History of the Kelly Gang (2019)
R | 124 min | Action, Biography, Crime
Australian bushranger Ned Kelly and his gang flee from authorities during the 1870s.
Director: Justin Kurzel | Stars: George MacKay, Essie Davis, Nicholas Hoult, Ben Corbett
Votes: 13,224
15. If Looks Could Kill (1991)
PG-13 | 88 min | Action, Comedy
Michael has to take summer class in French, a class trip to France, to graduate high school. He is, however, mistaken for an agent and people try to kill him. There are 007 style cars, cuties, crooks etc.
Director: William Dear | Stars: Richard Grieco, Linda Hunt, Roger Rees, Robin Bartlett
Votes: 7,709 | Gross: $7.79M
16. M. Butterfly (1993)
R | 101 min | Drama, Romance
In 1960s China, French diplomat Rene Gallimard falls in love with an opera singer, Song Liling - but Song is not at all who Gallimard thinks.
Director: David Cronenberg | Stars: Jeremy Irons, John Lone, Barbara Sukowa, Ian Richardson
Votes: 10,977 | Gross: $1.50M
17. Hollywood Homicide (2003)
PG-13 | 116 min | Action, Comedy, Crime
Two LAPD detectives who moonlight in other fields investigate the murder of an up-and-coming rap group.
Director: Ron Shelton | Stars: Harrison Ford, Josh Hartnett, Isaiah Washington, Lena Olin
Votes: 39,395 | Gross: $30.94M
18. The Photographer of Mauthausen (2018)
TV-MA | 110 min | Biography, Drama, History
Based on real events, Francesc Boix is a Spaniard inmate in the Nazi concentration camp of Mauthausen in Austria who tries to save the evidences of the horrors committed inside its walls.
Director: Mar Targarona | Stars: Mario Casas, Richard van Weyden, Alain Hernández, Adrià Salazar
Votes: 12,606
19. Sorority Boys (2002)
R | 93 min | Comedy
Strapped for cash, three fraternity playboys make one last attempt to live the high life - cheaply - by masquerading as girls. But their chauvinistic ways come back to haunt them as they get a crash course in the opposite sex.
Director: Wallace Wolodarsky | Stars: Barry Watson, Harland Williams, Michael Rosenbaum, Melissa Sagemiller
Votes: 16,274 | Gross: $10.20M
20. Juwanna Mann (2002)
PG-13 | 91 min | Comedy, Drama, Romance
A star basketball player decides to dress up as a woman and join the women's professional basketball league when his on-court antics get him suspended.
Director: Jesse Vaughan | Stars: Miguel A. Núñez Jr., Christopher Simmons, Vivica A. Fox, Kevin Pollak
Votes: 7,112 | Gross: $13.57M
21. Come Fly with Me (2010–2011)
TV-MA | 29 min | Comedy
This is a parody of shows about the inner workings of an airport.
Stars: Matt Lucas, David Walliams, Lindsay Duncan, Sally Rogers
Votes: 9,896
22. In Fabric (2018)
R | 118 min | Comedy, Drama, Fantasy
In Fabric is a haunting ghost story set against the backdrop of a busy winter sales period in a department store and follows the life of a cursed dress as it passes from person to person, with devastating consequences.
Director: Peter Strickland | Stars: Sidse Babett Knudsen, Marianne Jean-Baptiste, Julian Barratt, Steve Oram
Votes: 14,003
23. La Cage aux Folles (1978)
R | 97 min | Comedy
The manager of a Saint-Tropez nightclub featuring drag entertainment, and his star attraction, are a gay couple. Madness ensues when his straight son brings home a fiancée and her ultra-conservative parents to meet them.
Director: Édouard Molinaro | Stars: Ugo Tognazzi, Michel Serrault, Claire Maurier, Rémi Laurent
Votes: 11,937 | Gross: $20.42M
24. Sweet Sweetback's Baadasssss Song (1971)
R | 97 min | Action, Crime, Drama
After saving a Black Panther from some racist cops, a black male prostitute goes on the run from "the man" with the help of the ghetto community and some disillusioned Hells Angels.
Director: Melvin Van Peebles | Stars: Melvin Van Peebles, Hubert Scales, John Dullaghan, Simon Chuckster
Votes: 5,881 | Gross: $15.18M
25. Malasaña 32 (2020)
104 min | Horror, Mystery
A family moving to a new house to live the dream of the big city. A house where dreams turn in nightmares.
Director: Albert Pintó | Stars: Begoña Vargas, Iván Marcos, Bea Segura, Sergio Castellanos
Votes: 5,799
26. Doghouse (2009)
Not Rated | 89 min | Comedy, Horror, Sci-Fi
A group of men, heading to a remote village to help one of their friends get over his divorce, soon discover that all the women have been infected with a virus that makes them man-hating cannibals.
Director: Jake West | Stars: Danny Dyer, Noel Clarke, Emil Marwa, Lee Ingleby
Votes: 22,875
27. Crimes of the Future (1970)
Not Rated | 63 min | Comedy, Sci-Fi
In a dystopic world where a plague is killing off pubescent human females, an esoteric researcher seeks his missing mentor while trying to retain morality in the sex-obsessed society he lives in.
Director: David Cronenberg | Stars: Ronald Mlodzik, Jon Lidolt, Tania Zolty, Paul Mulholland
Votes: 3,079
28. Sexmission (1984)
122 min | Adventure, Comedy, Sci-Fi
Two scientists are placed into a 3-year hibernation, but when they wake up, it turns out to have been 50 years, and they are the only two males in a new underground society composed exclusively of women.
Director: Juliusz Machulski | Stars: Wieslaw Michnikowski, Jerzy Stuhr, Olgierd Lukaszewicz, Dorota Stalinska
Votes: 14,480
29. Dr. Jekyll and Ms. Hyde (1995)
PG-13 | 90 min | Comedy, Romance, Sci-Fi
A scientist creating perfumes inherits his great grandfather Dr. Jekyll's formula and decides to use modern technology to improve it. He ends up as an ambitious, ruthless woman. She tries to prevent returning into the spineless man.
Director: David Price | Stars: Sean Young, Tim Daly, Lysette Anthony, Stephen Tobolowsky
Votes: 3,026 | Gross: $2.76M
30. Just One of the Girls (1993 Video)
R | 91 min | Comedy
A bullied teen disguises himself as a girl to escape his bully, but he discovers other upsides to this ruse.
Director: Michael Keusch | Stars: Corey Haim, Nicole Eggert, Cameron Bancroft, Johannah Newmarch
Votes: 1,800
31. 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: 2,258 | Gross: $8.03M
32. The Last Circus (2010)
R | 107 min | Comedy, Drama, Horror
A young trapeze artist must decide between her lust for Sergio, the Happy Clown, or her affection for Javier, the Sad Clown, both of whom are deeply disturbed.
Director: Álex de la Iglesia | Stars: Carlos Areces, Antonio de la Torre, Carolina Bang, Manuel Tallafé
Votes: 15,248 | Gross: $0.04M
33. Killer Tongue (1996)
R | 98 min | Comedy, Sci-Fi, Horror
This horror story involves a woman hiding out with four pastel colored poodles in a desert gas station with the loot from a heist while her boy friend does prison time. A meteorite crashes ... See full summary »
Director: Alberto Sciamma | Stars: Melinda Clarke, Jason Durr, Mapi Galán, Mabel Karr
Votes: 1,339
34. Stage Beauty (2004)
R | 106 min | Drama
A female theatre dresser creates a stir and sparks a revolution in seventeenth century London theatre by playing Desdemona in Othello. But what will become of the male actor she once worked for and eventually replaced?
Director: Richard Eyre | Stars: Billy Crudup, Claire Danes, Rupert Everett, Derek Hutchinson
Votes: 10,749 | Gross: $0.78M
35. Hide and Go Shriek (1988)
R | 90 min | Horror, Thriller
A group of teenagers spend the night in a furniture store for a graduation party. A psycho killer starts hunting them down one by one.
Director: Skip Schoolnik | Stars: Bunky Jones, Brittain Frye, Annette Sinclair, George Thomas
Votes: 2,028
36. Eskimo Nell (1975)
85 min | Comedy
Three young men, a scriptwriter, a producer and a director are called in by Benny U Murdoch, an exotic movie producer. He wants to make a new erotic movie starring a big woman - the "Eskimo... See full summary »
Director: Martin Campbell | Stars: Michael Armstrong, Terence Edmond, Christopher Timothy, Roy Kinnear
Votes: 435
37. Horror Hospital (1973)
R | 90 min | Comedy, Horror, Sci-Fi
Two British companions who met on a train heading to the rural countryside stay with a bizarre host of characters in a secluded, curious mansion. Unknown to them, there is a sinister secret behind closed doors.
Director: Antony Balch | Stars: Michael Gough, Robin Askwith, Vanessa Shaw, Ellen Pollock
Votes: 1,841
38. A Fistful of Fingers (1995)
TV-MA | 78 min | Comedy, Western
A comic western about a cowboy who seeks a wanted and evil man who caused for the death of his beloved horse Easy.
Director: Edgar Wright | Stars: Graham Low, Martin Curtis, Oli van der Vijver, Quentin Green
Votes: 1,042
39. Strangler vs. Strangler (1984)
96 min | Comedy, Crime, Horror
A mentally-disturbed flower seller starts killing young girls on the streets of Belgrade. While the frustrated police inspector is trying to stop him, an aspiring musician finds his life and work deeply intertwined with that of a killer.
Director: Slobodan Sijan | Stars: Tasko Nacic, Nikola Simic, Srdjan Saper, Sonja Savic
Votes: 4,371
40. Apartment Zero (1988)
R | 124 min | Drama, Mystery, Thriller
In early 1980s Buenos Aires, a struggling movie theater owner takes in a roommate but suspects he is responsible for a series of political assassinations.
Director: Martin Donovan | Stars: Hart Bochner, Colin Firth, Dora Bryan, Liz Smith
Votes: 4,244 | Gross: $0.67M
41. Tell No One (2012)
Unrated | 85 min | Comedy, Romance
Matthia is about to move to Madrid to be with his boyfriend Eduard, so he won't have to reveal to the family of being gay. Eduard, however, is convinced that their marriage has the blessing... See full summary »
Director: Ivan Silvestrini | Stars: Josafat Vagni, Monica Guerritore, Francesco Montanari, Antonino Bruschetta
Votes: 1,567
42. Test Tube Teens from the Year 2000 (1994 Video)
R | 74 min | Comedy, Drama, Sci-Fi
In the future, corporations have taken over the world and banned sex. A group of rebellious high school students devise a way to go back in time and change history to prevent that from ... See full summary »
Director: David DeCoteau | Stars: Morgan Fairchild, Ian Abercrombie, Brian Bremer, Christopher Wolf
Votes: 630
43. Advantages of Travelling by Train (2019)
106 min | Comedy, Mystery, Thriller
Bizarre stories unfold surrounding the encounter of a woman and her husband's psychiatrist in a train.
Director: Aritz Moreno | Stars: Luis Tosar, Pilar Castro, Ernesto Alterio, Quim Gutiérrez
Votes: 3,285
44. I Could Go on Singing (1963)
Approved | 100 min | Drama, Music
Jenny Bowman is a successful singer who visits David Donne to see her son Matt again, spending a few glorious days with him while his father is away in Rome in an attempt to attain the family that she never had.
Director: Ronald Neame | Stars: Judy Garland, Dirk Bogarde, Jack Klugman, Aline MacMahon
Votes: 1,715
45. La segretaria privata di mio padre (1976)
100 min | Comedy
Ponziani Armando, the owner of a thriving chemical industry, lives in a beautiful villa on Lake Como with his wife and his son Franco Ersilia.
Director: Mariano Laurenti | Stars: Maria Rosaria Omaggio, Renzo Montagnani, Stefano Patrizi, Alvaro Vitali
Votes: 277
46. Mariposas Verdes (2017)
101 min | Drama
Mateo an intelligent and popular school-boy falls in love with Daniel, but when that relationship is made public, Mateo is at a crossroads, and will have to decide between fighting his adversaries, or giving up everything.
Director: Gustavo Nieto Roa | Stars: Deivi Duarte, Kevin Bury, Cecilia Suárez, Maria Helena Doering
Votes: 717
47. The Big Bang (1987)
76 min | Animation, Adventure, Comedy
Sex farce about Fred, an inept post WWIII superhero garbageman, who must prevent WW4 by disarming the continents of Virginia, where mutated feminists live, and USSSR, where mutated buttless men live. Beautiful Liberty is his only ally.
Director: Picha | Stars: Luis Rego, Georges Aminel, Perrette Pradier, Régine Teyssot
Votes: 347
48. The Christmas Setup (2020 TV Movie)
TV-PG | 85 min | Drama, Romance
As they enjoy the local holidays together, Hugo and Patrick's attraction to each other is undeniable but as Hugo receives word of a big promotion requiring a move to London, he must decide what is most important to him.
Director: Pat Mills | Stars: Ben Lewis, Blake Lee, Fran Drescher, Ellen Wong
Votes: 2,901
49. Épouse-moi mon pote (2017)
92 min | Comedy, Romance
To avoid deportation, Yassine asks his best friend Fred to marry him.
Director: Tarek Boudali | Stars: Tarek Boudali, Philippe Lacheau, Charlotte Gabris, Nadège Dabrowski
Votes: 4,134
50. Hollywood Horror House (1970)
R | 91 min | Horror, Thriller
An aging actress living in her Hollywood mansion with a retinue of elderly servants employs a new, mentally disturbed, personal assistant who schemes to take over the large estate.
Director: Donald Wolfe | Stars: Miriam Hopkins, David Garfield, Gale Sondergaard, Virginia Wing
Votes: 541