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Movies like Transsexual Babysitters 29 (2022)

The best movies like Transsexual Babysitters 29 (2022) are Different for Girls (1997), Port Authority (2019) and Boy Meets Girl (2014). If Transsexual Babysitters 29 hooked you, these 30 similar films are what to watch next, and every pick says why it matches.

Quick picks

  1. Different for Girls (1997)

    Paul and Kim meet when their vehicles collide. Paul is fascinated with the attractive Kim. It turns out that the two were childhood friends in Catholic boys' school, but back then, before the operation, Kim was named Karl.

    Why it matches: Recommended by TMDB viewers

    Worth the HypeMovies like this
  2. Port Authority (2019)

    Paul, a 20 year old midwesterner, arrives at the central bus station and quickly catches eyes with Wye, a 22 year old girl voguing on the sidewalk. After Paul seeks her out in secret, an intense love between them blossoms. But when Paul discovers Wye is trans, he is forced to confront his own identity and what it means to belong.

    Why it matches: Recommended by TMDB viewers

    Popcorn FlickMovies like this
  3. Boy Meets Girl (2014)

    In Kentucky, a transgender woman and her best male friend lament the lack of eligible partners and step across old boundaries of love and romance.

    Why it matches: Recommended by TMDB viewers

    Popcorn FlickMovies like this
  4. I Am Divine (2014)

    Harris Glenn Milstead, aka Divine (1945-1988) was the ultimate outsider turned underground hero. Spitting in the face of the status quos of body image, gender identity, sexuality, and preconceived notions of beauty, Divine succeeded in becoming an internationally recognized icon, recording artist, and character actor of stage and screen. Glenn went from the often-mocked, schoolyard fat kid to underdog royalty, standing up for millions of gay men and women, drag queens and punk rockers, and countless other socially ostracized misfits and freaks. With a completely committed in-your-face style, he blurred the line between performer and personality, and revolutionized pop culture.

    Why it matches: Recommended by TMDB viewers

    Worth the HypeMovies like this
  5. Zerophilia (2005)

    Luke, a young man insecure about his masculinity, discovers he's a Zerophiliac, with the ability to change sex at will. Join Luke as he journeys into the extraordinary world of Zerophilia where so many crazy questions arise, only one question matters: "Whom do you love?"

    Why it matches: Recommended by TMDB viewers

  6. The Rocky Horror Picture Show (1975)

    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.

    Why it matches: Recommended by TMDB viewers

    Worth the HypeMovies like this
  7. Tangerine (2015)

    It's Christmas Eve in Tinseltown and Sin-Dee is back on the block. Upon hearing that her pimp boyfriend hasn't been faithful during the 28 days she was locked up, the working girl and her best friend, Alexandra, embark on a mission to get to the bottom of the scandalous rumor. Their rip-roaring odyssey leads them through various subcultures of Los Angeles, including an Armenian family dealing with their own repercussions of infidelity.

    Why it matches: Recommended by TMDB viewers

    Popcorn FlickMovies like this
  8. My Awkward Sexual Adventure (2012)

    A hyper-repressed and schlubby accountant (Jonas Chernick) strikes a deal with a worldly but disorganized stripper (Emily Hampshire): he'll help her with her crushing debt if she helps him become a better lover.

    Why it matches: Recommended by TMDB viewers

    Popcorn FlickMovies like this
  9. Preaching to the Perverted (1997)

    A computer wizard infiltrates a London sex club to get evidence for a shutdown, but falls for the proprietress.

    Why it matches: Recommended by TMDB viewers

    Popcorn FlickMovies like this
  10. Everything You Always Wanted to Know About Sex *But Were Afraid to Ask (1972)

    A collection of seven vignettes, which each address a question concerning human sexuality. From aphrodisiacs to sexual perversion to the mystery of the male orgasm, characters like a court jester, a doctor, a queen and a journalist adventure through lab experiments and game shows, all seeking answers to common questions that many would never ask.

    Why it matches: Recommended by TMDB viewers

    Popcorn FlickMovies like this
  11. Rocko's Modern Life: Static Cling (2019)

    After 20 years in space, Rocko returns to a technologically advanced O-Town and makes it his mission to get his favorite show back on the air.

    Why it matches: Recommended by TMDB viewers

    Popcorn FlickMovies like this
  12. Porno (2019)

    When a group of naive teens working at a movie theater in a small Christian town discover a mysterious film hidden in its basement, they unleash an alluring succubus who gives them a sex education…written in blood.

    Why it matches: Recommended by TMDB viewers

    Popcorn FlickMovies like this
  13. Hedwig and the Angry Inch (2001)

    Raised a boy in East Berlin, Hedwig undergoes a personal transformation in order to emigrate to the U.S., where she reinvents herself as an 'internationally ignored' but divinely talented rock diva, inhabiting a 'beautiful gender of one'.

    Why it matches: Recommended by TMDB viewers

    Worth the HypeMovies like this
  14. Breakfast on Pluto (2005)

    In the 1970s, a young transgender woman called “Kitten” leaves her small Irish town for London in search of love, acceptance, and her long-lost mother.

    Why it matches: Recommended by TMDB viewers

    Worth the HypeMovies like this
  15. Saint Jack (1979)

    Jack Flowers is an American hustler trying to make his fortune in 1970s Singapore in small time pimping. His dreams of building a fortune by running a brothel himself and returning to the States is materialized when he is offered the opportunity by the CIA to run a brothel for the R&R activities of U.S. soldiers on leave in Singapore.

    Why it matches: Recommended by TMDB viewers

    Popcorn FlickMovies like this
  16. Shortbus (2006)

    In post-9/11 New York City, an eclectic group of citizens find their lives entangled, personally, romantically, and sexually, at Shortbus, an underground Brooklyn salon infamous for its blend of art, music, politics, and carnality.

    Why it matches: Recommended by TMDB viewers

    Popcorn FlickMovies like this
  17. All of Me (1984)

    Just before stubborn millionaire Edwina Cutwater dies, she asks her uptight lawyer, Roger Cobb, to amend her will so that her soul will pass to the young, vibrant Terry Hoskins – but the spiritual transference goes awry. Edwina enters Roger's body instead, forcing him to battle Edwina for control of his own being.

    Why it matches: Recommended by TMDB viewers

    Popcorn FlickMovies like this
  18. Barbarella (1968)

    In the far future, a highly sexual woman is tasked with finding and stopping the evil Durand-Durand. Along the way she encounters various unusual people.

    Why it matches: Recommended by TMDB viewers

    Popcorn FlickMovies like this
  19. Being John Malkovich (1999)

    One day at work, unsuccessful puppeteer Craig finds a portal into the head of actor John Malkovich. The portal soon becomes a passion for anybody who enters its mad and controlling world of overtaking another human body.

    Why it matches: Recommended by TMDB viewers

    Worth the HypeMovies like this
  20. Vampyres (1974)

    A duo of bisexual female vampires prey on passing motorists, whom they seduce and murder in the English countryside.

    Why it matches: Recommended by TMDB viewers

    Popcorn FlickMovies like this
  21. The Adventures of Priscilla, Queen of the Desert (1994)

    Two drag performers and a transgender woman travel across the desert to perform their unique style of cabaret.

    Why it matches: Similar story and style

    Worth the HypeMovies like this
  22. My Life as a Dog (1985)

    A boy, obsessed with comparing himself with those less fortunate, experiences a different life at the home of his aunt and uncle in 1959 Sweden.

    Why it matches: Similar story and style

    Worth the HypeMovies like this
  23. Things We Dare Not Do (2020)

    In the small Mexican coastal village of El Roblito, 16-year-old Ñoño lives what seems to be an idyllic existence with his loving family. But he holds a secret. Defying gender norms, Ñoño works up the courage to tell his family he wants to live his life as a woman, a fraught decision in a country shrouded in machismo and transphobia.

    Why it matches: Similar story and style

  24. Tam Tam (1976)

    A diverse group of artists and bohemians gathers at a party to celebrate and wait for a guest of honor named Pedro. As they drink, talk, and wander through the rooms, the much-anticipated Pedro never arrives, turning the event into a surreal, endless vigil. The guests are left to navigate their own desires and existential boredom while hearing the rhythmic "tam-tam" of drums that suggests a coming catastrophe.

    Why it matches: Similar story and style

  25. 17 Minutes with Nora (2021)

    Nora is worried because she’s performing in a play at her school, but being bullied by her classmates make her face something much more important: being accepted by her dad. The following 17 minutes will change their relationship forever.

    Why it matches: Similar story and style

  26. Renée (2011)

    "Renee" tells the story of Renee Richards' battle to enter the 1977 U.S. Open as the first transgender tennis player. Simultaneously, it follows her today as she struggles to cope with a life of contradictions and personal conflict. Through interviews with tennis legends, family, friends and experts from the transgender field, a story of perseverance, breakthrough and hardship unfolds.

    Why it matches: Similar story and style

  27. Sex, Shame and Tears 2 (2022)

    Twenty years have passed since those two apartments in the heart of Mexico City were the battlefield of a war of the sexes between Ana, Carlos, Andrea, Miguel, Tomás and María. All that is left of those apartments are memories and the image of Tomás' dead body at the bottom of the elevator shaft. Their lives have changed, their families have grown and new and unexpected characters have come to unsettle their daily lives and trigger a chain of events that will make them realize that modesty has been replaced by public disclosure; sex is only an app away; but love...love is still something elusive that everyone in today's banal and chaotic world is seeking.

    Why it matches: Similar story and style

    Popcorn FlickMovies like this
  28. Sadomania (1981)

    Soon after newlyweds Olga and Michel set foot on the grounds of a notorious women's prison, they're arrested by topless guards and ushered behind bars where the warden quickly dismisses Michel but demands that Olga do a little time.

    Why it matches: Similar story and style

  29. 3, 2, 1... Frankie Go Boom (2012)

    Frank Bartlett has been tortured, embarrassed, and humiliated by his brother Bruce — usually on film — his entire life. Now that Bruce is finally off drugs and has turned his life around, things should be different. They are not.

    Why it matches: Similar story and style

  30. Njan Marykutty (2018)

    A transgender woman’s journey in a society stigmatizes gender transformation. Will Marykutty come out victorious while shredding all the taboos associated with transsexuality?

    Why it matches: Similar story and style

Like Transsexual Babysitters 29 and something else?

Blend two favourites and we’ll find the films in between.

Frequently asked questions

What are the best movies like Transsexual Babysitters 29?

The closest matches to Transsexual Babysitters 29 are Different for Girls (1997), Port Authority (2019) and Boy Meets Girl (2014). Below are 27 more, each with the reason it matches.

What should I watch after Transsexual Babysitters 29?

Start with Different for Girls (1997), the closest match to Transsexual Babysitters 29.

What is the highest-rated movie like Transsexual Babysitters 29?

Hedwig and the Angry Inch (2001), rated 7.5/10 by 451 TMDB users.

What is the newest movie like Transsexual Babysitters 29?

Sex, Shame and Tears 2 (2022) is the most recent release on this list.

Are there English movies like Transsexual Babysitters 29?

Yes: Different for Girls (1997), Port Authority (2019) and Boy Meets Girl (2014).

How are movies similar to Transsexual Babysitters 29 chosen?

First come films that Trakt’s viewers watch alongside Transsexual Babysitters 29, then TMDB’s recommendations and films it rates as similar in story and genre. Each pick says which signal put it there.

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