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Movies like TS Playground 37: Ladyboy Edition (2020)

The best movies like TS Playground 37: Ladyboy Edition (2020) are King Cobra (2016), Disclosure (2020) and Fifty Shades of Grey (2015). If TS Playground 37: Ladyboy Edition hooked you, these 30 similar films are what to watch next, and every pick says why it matches.

Quick picks

  1. King Cobra (2016)

    It’s 2006, YouTube is in its infancy, and internet porn is still behind a paywall. Taking the stage name Brent Corrigan, a fresh-faced, wannabe adult video performer is molded into a star by Stephen, a closeted gay porn mogul who runs the skin flick empire Cobra Video from his seemingly ordinary suburban home.

    Why it matches: Recommended by TMDB viewers

  2. Disclosure (2020)

    An investigation of how Hollywood's fabled stories have deeply influenced how Americans feel about transgender people, and how transgender people have been taught to feel about themselves.

    Why it matches: Recommended by TMDB viewers

    Worth the HypeMovies like this
  3. Fifty Shades of Grey (2015)

    When college senior Anastasia Steele steps in for her sick roommate to interview prominent businessman Christian Grey for their campus paper, little does she realize the path her life will take. Christian, as enigmatic as he is rich and powerful, finds himself strangely drawn to Ana, and she to him. Though sexually inexperienced, Ana plunges headlong into an affair -- and learns that Christian's true sexual proclivities push the boundaries of pain and pleasure.

    Why it matches: Recommended by TMDB viewers

  4. Pariah (2011)

    A Brooklyn teenager juggles conflicting identities and risks friendship, heartbreak, and family in a desperate search for sexual expression.

    Why it matches: Recommended by TMDB viewers

    Popcorn FlickMovies like this
  5. GirlHouse (2014)

    In an attempt to make some extra cash while away at College, Kylie moves into a house that streams content to an X-rated website. After a deranged fan hacks in to determine the house's location, she finds herself in a terrifying fight for her life.

    Why it matches: Recommended by TMDB viewers

    Popcorn FlickMovies like this
  6. Below Her Mouth (2017)

    An unexpected affair quickly escalates into a heart-stopping reality for two women whose passionate connection changes their lives forever.

    Why it matches: Recommended by TMDB viewers

    Popcorn FlickMovies like this
  7. Heavy Traffic (1973)

    A white dropout struggles to become a cartoonist and filmmaker, drawing inspiration from the harsh, gritty world around him. Still sharing his rundown apartment with his middle-aged parents, an oafish slob of an Italian father and a ditzy nutcase of a Jewish mother, he's ridiculed and looked down upon by his friends, hypocrites who run with violent gangs and the Italian Mafia, and a shallow Black girl who makes her living downtown with the pimps and pushers. The cartoonist gets a chance to pitch a film idea to a movie mogul, but the story proves too outrageous: a far-future Earth, depleted by war and pollution, where a mutant antihero challenges and kills God.

    Why it matches: Recommended by TMDB viewers

    Popcorn FlickMovies like this
  8. The Dreamers (2003)

    When Isabelle and Theo invite Matthew to stay with them, what begins as a casual friendship ripens into a sensual voyage of discovery and desire in which nothing is off limits and everything is possible.

    Why it matches: Recommended by TMDB viewers

    Worth the HypeMovies like this
  9. Pink Flamingos (1972)

    Notorious Baltimore criminal and underground figure Divine goes up against Connie & Raymond Marble, a sleazy married couple who make a passionate attempt to humiliate her and seize her tabloid-given title as "The Filthiest Person Alive".

    Why it matches: Recommended by TMDB viewers

    Popcorn FlickMovies like this
  10. Mad God (2021)

    A silent figure known as The Assassin travels through a nightmare underworld of tortured souls, ruined cities and wretched monstrosities forged from the primordial horrors of the unconscious mind of Phil Tippett, the world's preeminent stop-motion animator.

    Why it matches: Recommended by TMDB viewers

    Popcorn FlickMovies like this
  11. Hostel (2006)

    Three backpackers head to a Slovakian city that promises to meet their hedonistic expectations, with no idea of the hell that awaits them.

    Why it matches: Recommended by TMDB viewers

    Popcorn FlickMovies like this
  12. Phantasm II (1988)

    Mike, after his release from a psychiatric hospital, teams up with his old pal Reggie to hunt down the Tall Man, who is at it again. A mysterious, beautiful girl has also become part of Mike's dreams, and they must find her before the Tall Man does.

    Why it matches: Recommended by TMDB viewers

    Popcorn FlickMovies like this
  13. The Banana Splits Movie (2019)

    A boy named Harley and his family attend a taping of The Banana Splits TV show, which is supposed to be a fun-filled birthday for young Harley and business as usual for Rebecca, the producer of the series. But things take an unexpected turn - and the body count quickly rises. Can Harley, his mom and their new pals safely escape?

    Why it matches: Recommended by TMDB viewers

    Popcorn FlickMovies like this
  14. Hellraiser (2022)

    A young woman struggling with addiction comes into possession of an ancient puzzle box, unaware that its purpose is to summon the Cenobites, a group of sadistic supernatural beings from another dimension.

    Why it matches: Recommended by TMDB viewers

    Popcorn FlickMovies like this
  15. The Little Death (2014)

    A comedy film that looks into the loosely connected lives of people with strange sexual fantasies.

    Why it matches: Recommended by TMDB viewers

    Popcorn FlickMovies like this
  16. The Spine of Night (2021)

    When ancient dark magic falls into sinister hands and unleashes ages of suffering onto mankind, a group of heroes from different eras and cultures must band together in order to defeat it at all costs.

    Why it matches: Recommended by TMDB viewers

    Popcorn FlickMovies like this
  17. Intimacy (2001)

    Failed musician Jay abandoned his family and now earns a living as head bartender in a trendy London pub. Every Wednesday afternoon, a woman comes to his house for graphic, almost wordless, sex. One day, Jay follows her and learns about her. This eventually disrupts their relationship.

    Why it matches: Recommended by TMDB viewers

    Popcorn FlickMovies like this
  18. Mortal Kombat Legends: Snow Blind (2022)

    The vicious, power-mad Kano is determined to take over Earthrealm, one soul at a time. Assisted by a trio of cold Black Dragon mercenaries, he embarks on a brutal assault from town to defenseless town. The choice is simple: kneel or be annihilated. Kenshi, a rebel warrior, calls on Kuai Liang, the only one powerful enough to challenge the malevolent Kano. But Kuai Liang has given up the ways of the warrior, and Kenshi is too undisciplined to defeat Kano himself. If Kuai Liang cannot break through the glacier of doubt that holds him back, Earthrealm will fall.

    Why it matches: Recommended by TMDB viewers

    Worth the HypeMovies like this
  19. Lilith (1964)

    Vincent Bruce, a war veteran, begins working as an occupational therapist at Poplar Lodge, a private psychiatric facility for wealthy people where he meets Lilith Arthur, a charming young woman suffering from schizophrenia, whose fragile beauty captivates all who meet her.

    Why it matches: Recommended by TMDB viewers

    Popcorn FlickMovies like this
  20. Original Sin (2001)

    A young man is plunged into a life of subterfuge, deceit and mistaken identity in pursuit of a femme fatale whose heart is never quite within his grasp.

    Why it matches: Recommended by TMDB viewers

    Popcorn FlickMovies like this
  21. Borat: Cultural Learnings of America for Make Benefit Glorious Nation of Kazakhstan (2006)

    Kazakh journalist Borat Sagdiyev travels to America to make a documentary. As he zigzags across the nation, Borat meets real people in real situations with hysterical consequences. His backwards behavior generates strong reactions around him exposing prejudices and hypocrisies in American culture.

    Why it matches: Similar story and style

    Popcorn FlickMovies like this
  22. Castration Movie Documentary Anthology i. You Had To Be There (2026)

    Over the course of nearly two years, Louise Weard and her loved ones test the limits of filmmaking, friendship and sanity as they try to finish shooting her seven-hour epic: The Untitled Louise Weard Castration Movie.

    Why it matches: Similar story and style

  23. Love (2015)

    Murphy is an American living in Paris who enters a highly sexually and emotionally charged relationship with the unstable Electra. Unaware of the seismic effect it will have on their relationship, they invite their pretty neighbor into their bed.

    Why it matches: Similar story and style

    Popcorn FlickMovies like this
  24. Rejected (2000)

    In the spring of 1999, the Family Learning Channel commissioned animator Don Hertzfeldt to produce promotional segments for their network. The cartoons were completed in five weeks. The Family Learning Channel rejected all of them upon review, and they were never aired...

    Why it matches: Similar story and style

    Worth the HypeMovies like this
  25. Gamètes (2024)

    To finally start her hormonal transition, Nova needs to go through one last step : the freezing of her gametes. To support her in this difficult masturbatory endeavour in a hospital ward, Matos, Estech and Aimé-es decide to accompany her. Armed with their cameras, lights and colour gel filters, the dream team of CLAP ! infiltrates the ART service to make this trial the most pleasurable as possible. Gametes is an ode to T4T loves, mixing documentary and fiction to highlight a little-known stage of MtoF transitions.

    Why it matches: Similar story and style

  26. Daddy and the Muscle Academy (1991)

    Tom of Finland is one of the gay world's few authentic icons. His drawings have had an enormous influence on gay identity. Tom's ultimate leather men are known and seen everywhere. They are symbols of gay pride and friendship. The documentary includes some titillating 'enactments' inspired by Tom's art work.

    Why it matches: Similar story and style

  27. World Sex Tour 25 (2002)

    For the twenty fifth volume of this highly successful porn series we go north to Canada to find the hottest babes in the Great White North. Lots of chicks come down from Canada to do porn, so some of these girls have been seen before, but I guess we can’t expect them to go to Eastern Europe for every WST movie. (When do we get a volume from Japan or from Israel?) It looks like they even took four guys on this trip, giving us greater variety in the scenes. As usual, the six women look to be mostly good looking, possibly all 100% natural and of course, ready to fuck the American studs brought in to fuck them more than their nationalized health-care system does.

    Why it matches: Similar story and style

  28. Your Friends & Neighbors (1998)

    Restless and unhappy, two couples get caught up in infidelity and deception. Barry is a sullen businessman married to Mary, a writer who is unsatisfied with their relationship. Mary begins an affair with Jerry, a smug theater professor and husband of her friend, Terri, who is also a writer. Adding to the adulterous mix are Cary, a callous doctor, and Cheri, an art-gallery assistant.

    Why it matches: Similar story and style

  29. Band-Eat-O (TBA)

    A transgender man gets a job at a Mexican restaurant in London. When people start going missing, eyes turn to the animatronic animal characters who perform on the restaurant’s stage.

    Why it matches: Similar story and style

  30. Underwater Love (2011)

    35-year-old Asuka works in a lakeside fish factory. She’s about to be married to her boss, Taki, but one day, she encounters a kappa – a water sprite found in Japanese folklore – and learns that the creature is in fact the reborn form of Aoki, an old crush who’d drowned when they were 17.

    Why it matches: Similar story and style

Like TS Playground 37: Ladyboy Edition and something else?

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

Frequently asked questions

What are the best movies like TS Playground 37: Ladyboy Edition?

The closest matches to TS Playground 37: Ladyboy Edition are King Cobra (2016), Disclosure (2020) and Fifty Shades of Grey (2015). Below are 27 more, each with the reason it matches.

What should I watch after TS Playground 37: Ladyboy Edition?

Start with King Cobra (2016), the closest match to TS Playground 37: Ladyboy Edition.

What is the highest-rated movie like TS Playground 37: Ladyboy Edition?

Mortal Kombat Legends: Snow Blind (2022), rated 7.7/10 by 253 TMDB users.

What is the newest movie like TS Playground 37: Ladyboy Edition?

Castration Movie Documentary Anthology i. You Had To Be There (2026) is the most recent release on this list.

Are there English movies like TS Playground 37: Ladyboy Edition?

Yes: King Cobra (2016), Disclosure (2020) and Fifty Shades of Grey (2015).

How are movies similar to TS Playground 37: Ladyboy Edition chosen?

First come films that Trakt’s viewers watch alongside TS Playground 37: Ladyboy Edition, 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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