Movies Like Transsexual Babysitters 3

If you liked Transsexual Babysitters 3 (2007), a romance movie, here are 20 movies with a similar feel, based on TMDB's recommendations. Each one links to its cast, trailer and where it's streaming.

1
The Hot Spot (1990)
★ 6.3/10Also romance
Upon arriving to a small town, a drifter quickly gets into trouble with the local authorities — and the local women — after he robs a bank.
2
Henry & June (1990)
★ 6.1/10Also romance
While traveling in Paris, author Henry Miller and his wife, June, meet Anais Nin, and sexual sparks fly as Nin starts an affair with the openly bisexual June. When June is forced to return to the U.S., she gives Nin…
3
True Romance (1993)
★ 7.5/10Also romance
Clarence marries hooker Alabama, steals cocaine from her pimp, and tries to sell it in Hollywood, while the owners of the coke try to reclaim it.
4
Nobody's Perfect (1981)
★ 5.5/10Also romance
Guerrino, a prematurely widowed businessman, falls in love with Chantal, a former paratrooper in the German army who changed sex a few years earlier.
5
Different for Girls (1997)
★ 7.1/10Also romance
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…
6
In the Room (2015)
★ 4.6/10Also romance
This sensitive and sensual film draws together several narratives spanning several decades, all of them transpiring in the same room of the same Singaporean hotel — and all of them involving sex.
7
Love, Lust and Ecstasy (1981)
★ 5/10Also romance
Ari can’t satisfy his wife Sara. He crashes his speedboat into a cliff and winds up in Switzerland for rehabilitation in what may or may not have been a suicide attempt. Alex, commissioned to paint Sara’s portrait by…
8
It Gets Better (2012)
★ 3.7/10Also romance
Three intersecting stories of transgender romance explore the boundaries of love, culture and identity across three generations.
9
Them (2023)
Also romance
A grieving husband struggles to come to terms with his wife's passing. Following a night-time visit to her grave, he picks up a transgender sex worker.
10
Boy Meets Girl (2014)
★ 6.6/10Also romance
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.
11
17 Minutes with Nora (2021)
★ 6.5/10
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…
12
That Dark Day (2022)
Fabio is a young trans man mourning the end of a love affair. Louise is ill and away from her family. Amid a polarized and bigoted society, he is her caregiver while she becomes his rock. Now they have each other to…
13
Venus (2017)
★ 6.1/10
When Sid comes out as a woman, a 14-year-old boy named Ralph literally shows up at her door announcing that Sid is his dad. Ralph is surprised to discover that his father is now a woman, but thinks having a transgender…
14
Scarecrow in a Garden of Cucumbers (1972)
★ 7/10
An aspiring actress from Kansas comes to New York and meets a host of zany characters.
15
Mary Forever (1989)
★ 7.4/10
Marco, a teacher from Milan, relocates to Palermo and takes a temporary job teaching in a juvenile detention centre while he waits for a high school teaching position. He tries to understand and motivate his handful of…
16
In a Year with 13 Moons (1978)
★ 6.6/10
Elvira Weishaupt, once a burly working-class butcher, has made an enormous sacrifice for love. She has undergone a sex change for a romantic interest who has abandoned her, and she now must struggle to reconcile her…
17
Paris Is Burning (1991)
★ 8/10
Where does voguing come from, and what, exactly, is throwing shade? This landmark documentary provides a vibrant snapshot of the 1980s through the eyes of New York City's African American and Latinx Harlem drag-ball…
18
The Sex Changes That Made History (2015)
Sex reassignment surgery is now almost a commonplace procedure, but back in the early 20th century, it was seen as 'science fiction surgery'. When the news broke of a successful first attempt, it was a sensation. This…
19
Myra Breckinridge (1970)
★ 4.6/10
Myron Breckinridge flies to Europe to get a sex-change operation and is transformed into the beautiful Myra. She travels to Hollywood, meets up with her rich Uncle Buck and, claiming to be Myron's widow, demands money…
20
Miss Mona (1987)
★ 6.5/10
An aging trans woman dreams of becoming a real woman before she dies. Unfortunately, an old lover stole all the money he was saving so he could become a she instead. Miss Mona finally gets his chance to earn more cash…