🏷 Discover The Best Cross Dresser Movies & TV Shows To Watch Today

41 titles with this tag

Dive into a captivating world of cinema and television with our curated selection of the best movies and TV shows featuring cross dressers. From classic films to modern series, explore stories that challenge norms, celebrate identity, and deliver powerful performances. Whether you're a fan of drama, comedy, or thought-provoking narratives, this list has something unforgettable for everyone.

Cast

Dilraba Dilmurat

Leo Wu

Liu Yuning

Zhao Lusi

The Long Ballad (2021) TV Show

8.5 42 votes

Genre: Action, War

Country: China

Seasons: 1

Episodes: 49

Story: Li Chang Ge's family was murdered by Li Shi Min, the Emperor of Tang, during the Xuanwu Gate Incident. She heads to Shuo Province under the guise of a man with hopes of raising an army to kill Li Shi Min to avenge her family's death. However, as a captain of the army of Shuo Province in Zhangzhou, she loses a siege by the Eastern Turkic Khaganate General Ashina Sun, who takes her to serve him as a personal military strategist.

Plot: tang dynasty, romance, cross dressing, hidden identity, slow burn romance, friends to lovers, based on manhua

Cast

Ayumi Fujimura

Nobuhiko Okamoto

Kazuyoshi Shiibashi

Kana Hanazawa

Maid Sama! (2010) TV Show

8.5 624 votes

Genre: Animation, Comedy

Country: Japan

Seasons: 1

Episodes: 26

Audience: TV-14

Story: Misaki Ayuzawa is the first female student council president at a once all-boys school turned co-ed. She rules the school with strict discipline demeanor. But she has a secret, she works at a maid cafe due to her families circumstances. One day the popular A-student and notorious heart breaker Takumi Usui finds out her secret and makes a deal with her to keep it hush from the school in exchange for spending some time with him.

Plot: high school, romcom, romance, coming of age, school, cross dressing, maid, based on manga, ...

Welcome to Demon School! Iruma-kun (2019) TV Show

8.2 294 votes

Genre: Animation, Comedy, Science Fiction

Country: Japan

Seasons: 4

Episodes: 89

Audience: TV-14

Story: Fourteen-year-old Iruma Suzuki has just been abandoned and sold to a demon by his irresponsible parents! Surprisingly, the next thing he knows he's living with the demon who has adopted him as his new grandson and has been transferred into a school in the Netherworld where his new demon grandfather works as the principal. Thus begins the cowardly Iruma-kun's extraordinary school life among the otherworldly as he faces his true self, takes on challenges, and rises to become someone great.

Plot: magic, adoption, ambition, supernatural, hell, high school, based on comic, cross dressing, ...

Cast

Gong Yoo

Yoon Eun-hye

Lee Sun-kyun

Chae Jung-an

Coffee Prince (2007) TV Show

8.2 281 votes

Genre: Comedy, Drama

Country: South Korea

Seasons: 1

Episodes: 17

Audience: TV-Y7

Story: Han Kyul gives his family's café a new spin, hiring only good-looking men to work there -- plus an androgynous-looking girl he mistakes for a man.

Plot: coffee shop, friendship, romance, food, cross dressing, bromance, family, tomboy, ...

Ouran High School Host Club (2006) TV Show

8.2 255 votes

Genre: Animation, Comedy, Drama

Country: Japan

Seasons: 1

Episodes: 26

Audience: TV-14

Story: New student Haruhi stumbles on the Ouran High School Host Club, an all-male group that makes money by entertaining the girls of the school.

Plot: high school, debt, cross dressing, based on manga, shoujo, anime, bishounen

Revolutionary Girl Utena (1997) TV Show

8.1 70 votes

Genre: Animation, Drama, Mystery

Country: Japan

Seasons: 1

Episodes: 39

Audience: TV-14

Story: "Never lose that strength or nobility, even when you grow up." When Utena was just a child and in the depths of sorrow, she found salvation in those words. They were the words of a prince, who bestowed upon her both a ring and the promise that it would lead her to him again. She never forgot the encounter. Now a teenager, Utena attends the prestigious Ohtori Academy; however, her strong sense of chivalry soon places her at odds with the student council and thrusts her into a series of mysterious and dangerous duels against its members.

Style: philosophical, psychological, lighthearted, provocative, absurd, ...

Plot: sibling relationship, sexual identity, adolescence, swordplay, symbolism, role reversal, surrealism, role playing, ...

The King's Affection (2021) TV Show

8.1 298 votes

Genre: Drama

Country: South Korea

Seasons: 1

Episodes: 20

Audience: TV-14

Story: When the crown prince is killed, his twin sister assumes the throne while trying to keep her identity and affection for her first love a royal secret.

Plot: love triangle, romance, teacher, cross dressing, historical fiction, twins, historical, first love, ...

Cast

Tony Curtis

Jack Lemmon

Marilyn Monroe

George Raft

Some Like It Hot (1959)

8.1 3.9K votes

Genre: Comedy, Crime, Romance

Country: United States of America

Duration: 123 min.

Audience: NR

Story: In Prohibition-era Chicago, musicians Joe and Jerry witness a mob hit, and flee the state in an all-female band disguised as Josephine and Daphne, but further complications set in.

Plot: chicago, illinois, transvestism, musician, fake identity, deception, on the run, mafia, ...

Place: florida

Cast

Ji Sung

Hwang Jung-eum

Park Seo-jun

Oh Min-suk

Kill Me, Heal Me (2015) TV Show

8.1 194 votes

Genre: Comedy, Drama, Mystery

Country: South Korea, Taiwan

Seasons: 1

Episodes: 20

Story: A business mogul's grandson, who has 7 personalities, and a female physician who becomes his secret doctor.

Plot: child abuse, trauma, fake identity, romance, family relationships, hospital, cross dressing, doctor, ...

Cast

Jamie Bell

Gary Lewis

Julie Walters

Jean Heywood

Billy Elliot (2000)

7.6 4.1K votes

Genre: Comedy, Drama, Music

Country: France, United Kingdom

Duration: 111 min.

Audience: R

Story: County Durham, England, 1984. The miners' strike has started and the police have started coming up from Bethnal Green, starting a class war with the lower classes suffering. Caught in the middle of the conflict is 11-year old Billy Elliot, who, after leaving his boxing club for the day, stumbles upon a ballet class and finds out that he's naturally talented. He practices with his teacher Mrs. Wilkinson for an upcoming audition in Newcastle-upon Tyne for the royal Ballet school in London.

Plot: dancing, friendship, dreams, dancing class, northern england, workers' quarter, strike, homophobia, ...

Time: 1980s

Cast

Al Pacino

Justin Kirk

Ben Shenkman

Mary-Louise Parker

Angels in America (2003) TV Show

7.6 257 votes

Genre: Drama, Science Fiction

Country: United States of America

Seasons: 1

Episodes: 6

Audience: TV-MA

Story: God has abandoned Heaven. It's 1985: the Reagans are in the White House and Death swings the scythe of AIDS. In Manhattan, Prior Walter tells Louis, his lover of four years, he's ill; Louis leaves but as disease and loneliness ravage Prior, guilt invades Louis. Joe Pitt, a Mormon Republican attorney, is pushed by right-wing fixer Roy Cohn toward a job at the Justice Department. Pitt and Cohn are closeted: Pitt, out of shame and religious turmoil; Cohn, to preserve his power and access. Pitt's wife Harper is strung out on Valium, aching to escape a sexless marriage. An angel invites Prior to be a prophet in death.

Plot: new york city, angel, aids, drag queen, drug addiction, heaven, terminal illness, ronald reagan, ...

Time: 1980s

Cast

Aya Yamane

Taku Yashiro

Kikunosuke Toya

Koki Uchiyama

Hana-Kimi (2026) TV Show

7.5 26 votes

Genre: Animation, Comedy

Country: Japan

Seasons: 2

Episodes: 25

Story: Mizuki Ashiya is on a mission: disguise herself as a boy and enroll in a male boarding school to meet her idol, high jump star Izumi Sano. But after successfully infiltrating the school, she discovers he’s suddenly quit the sport! Now Mizuki must dodge suspicion, protect her cover, and somehow reach the boy she came all this way for—all while surviving the chaos of an all-boys dorm!

Plot: high school, romance, slice of life, cross dressing, based on manga, shoujo, anime, love polygon

Cast

RuPaul

Michelle Visage

RuPaul's Drag Race (2009) TV Show

7.5 285 votes

Genre: Reality

Country: United States of America, Canada

Seasons: 18

Episodes: 255

Audience: TV-14

Story: Join RuPaul, the world's most famous drag queen, as the host, mentor and judge for the ultimate in drag queen competitions. The top drag queens in the U.S. will vie for drag stardom as RuPaul, in full glamazon drag, will reign supreme in all judging and eliminations while helping guide the contestants as they prepare for each challenge.

Plot: competition, drag queen, clothing, cross dressing, fashion, lgbt, impersonation, burlesque, ...

Cast

Tim Curry

Susan Sarandon

Barry Bostwick

Richard O'Brien

The Rocky Horror Picture Show (1975)

7.4 3.2K votes

Genre: Comedy, Horror, Science Fiction

Country: United Kingdom, United States of America

Duration: 100 min.

Audience: R

Story: After getting a flat tire in the middle of nowhere, newly engaged couple Brad and Janet encounter the eerie mansion of the flamboyant, seductive Dr Frank-N-Furter and a variety of eccentric characters. Through elaborate dance and rock music, the mad scientist unveils his latest creation: a perfect, muscular man.

Style: psychotronic, shocking, provocative

Plot: sexual identity, rock 'n' roll, transvestism, time warp, transylvania, transvestite, group sex, halloween, ...

Cast

Groucho Marx

Chico Marx

Harpo Marx

Kitty Carlisle

A Night at the Opera (1935)

7.4 558 votes

Genre: Comedy, Music

Country: United States of America

Duration: 91 min.

Audience: NR

Story: The Marx Brothers take on high society and the opera world to bring two lovers together. A sly business manager and two wacky friends of two opera singers help them achieve success while humiliating their stuffy and snobbish enemies.

Style: whimsical

Plot: opera, cross dressing, farcical, ridiculous

Cast

Ha Ji-won

Ju Jin-mo

Ji Chang-wook

Jin Yi-han

Empress Ki (2013) TV Show

7.4 64 votes

Genre: Drama, War

Country: South Korea

Seasons: 1

Episodes: 51

Audience: TV-14

Story: A woman born in Korea navigates her way through love, war, politics and national loyalties to become a powerful empress in China's Yuan dynasty.

Plot: love triangle, love, revenge, romance, empress, cross dressing, battle, power struggle, ...

Cast

Dirk Bogarde

Ingrid Thulin

Helmut Griem

Helmut Berger

The Damned (1969)

7.3 233 votes

Genre: Drama, History

Country: Germany, Italy

Duration: 158 min.

Audience: R

Story: In the early days of Nazi Germany, a powerful noble family must adjust to life under the new dictatorship regime.

Plot: nazi, poison, orgy, opportunist, family relationships, industrialist, murder, male homosexuality, ...

Time: 1930s, pre-war

Cast

RuPaul

Michelle Visage

RuPaul's Drag Race All Stars (2012) TV Show

7.3 125 votes

Genre: Reality

Country: United States of America

Seasons: 11

Episodes: 113

Audience: TV-MA

Story: The most celebrated competitors from RuPaul's Drag Race vie for a second chance to enter Drag Race herstory. This drag queen showdown is filled with plenty of heated competition, lip-syncing for the legacy, and, of course, the All-Stars Snatch Game.

Plot: competition, drag queen, cross dressing, spin off, fashion, lgbt, lip synching, impersonation, ...

Victor/Victoria (1982)

7.3 454 votes

Genre: Comedy, Music, Romance

Country: United Kingdom, United States of America

Duration: 134 min.

Audience: PG

Story: A struggling female soprano finds work playing a male female impersonator, but it complicates her personal life.

Plot: paris, france, cabaret, remake, cross dresser, soprano, gay theme

Time: 1930s

Cast

Lee Yo-won

Nam Ji-hyun

Kim Nam-gil

Go Hyun-jung

The Great Queen Seondeok (2009) TV Show

7.1 41 votes

Genre: Drama, History

Country: South Korea

Seasons: 1

Episodes: 62

Story: A royal prophecy warns that the birth of twins will end the male line of succession. To protect the kingdom, one twin sister is exiled to a distant desert, growing up unaware of her royal heritage. Years later, she returns disguised as a man, joining an elite order of warriors. Alongside loyal allies and an outcast warrior, she fights to reclaim her identity and overthrow a corrupt rival faction threatening the throne.

Plot: queen, kingdom, sword fight, romance, royalty, empire, cross dressing, military, ...

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Why Cross Dresser-Themed Media Resonates with Audiences

Cross dressing in film and television isn't just about aesthetics; it's a powerful storytelling device that explores themes of identity, self-expression, and societal expectations. Audiences are drawn to these narratives because they challenge conventional boundaries and offer fresh perspectives on gender roles. When done right, these stories can be both entertaining and deeply moving, sparking conversations about acceptance and authenticity.

Top Movies Featuring Memorable Cross Dressing Scenes

Some films have left an indelible mark on pop culture by incorporating cross dressing in unique and impactful ways. Here are a few must-watch movies that stand out:

Tootsie (1982) - Dustin Hoffman delivers an iconic performance as a struggling actor who disguises himself as a woman to land a role, leading to hilarious and heartfelt moments.
The Birdcage (1996) - Robin Williams and Nathan Lane star in this comedy about a gay nightclub owner whose son brings home a straight man, forcing them to put on a facade.
Mrs. Doubtfire (1993) - Robin Williams again shines as a divorced actor who disguises himself as a female housekeeper to spend time with his kids.

Must-Watch TV Shows with Cross Dressing Arcs

Television has also embraced cross dressing themes, often using them to drive humor, drama, or character development. These series are worth binge-watching:

Orange Is the New Black - This groundbreaking series features Sophia Burset, a transgender woman whose story highlights the struggles and triumphs of gender identity.
Pose - Set in the 1980s and 1990s, this show celebrates the ballroom culture and features characters who embrace cross dressing as part of their identity.
Transparent - Jeffrey Tambor stars as a father who comes out as transgender, exploring the complexities of gender and family dynamics.

Where to Stream These Cross Dresser-Themed Gems

Finding these movies and TV shows is easier than ever thanks to streaming platforms. Here's where you can watch them:

Netflix - Hosts a variety of cross dresser-themed content, including Orange Is the New Black and Transparent.
Amazon Prime Video - Offers classics like Tootsie and The Birdcage, along with modern series.
HBO Max - Features critically acclaimed shows like Pose and movies that explore gender identity.

Cross dressing in media isn't just a trend; it's a celebration of diversity and creativity. Whether you're looking for laughter, drama, or inspiration, these movies and TV shows offer something for every viewer. Start exploring today and discover the magic of stories that challenge and inspire!