TS Playground 31: Ladyboy Edition

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TS Playground 3

Anally motivated director Jay Sin focuses on the gender-bending world of she-males in his new "TS Playground 3." It's full of gorgeous, feminine transsexuals taking on girls, guys and other trans folk, all in Jay's famously perverse, lighthearted style ... replete with sexy costumes, hard butt sex and anal gaping!

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TS Playground 8

With the obsessive, hard-core eroticism and unique camerawork that make his straight movies hits with anal fanatics, director Jay Sin presents "TS Playground 8," featuring sultry, ultra-feminine she-males from the other side of the tracks. Among six scenes, there's a variety of intimate solo transgender action as well as hard-core fun with both boys and girls — but Jay's gorgeous T-girls all share a common trait: They sport exceptionally large packages!

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TS Playground 9: TS Gape Lovers

In TS Playground 9, transsexual aficionado Jay Sin presents she-male shenanigans in five lusty varieties.

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TS Playground 10

Imaginatively nasty Jay Sin presents six diverse scenes of she-male lust in “TS Playground 10.”

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TS Playground 11

Dirty-minded director Jay Sin’s “TS Playground 11” delivers exotic she-male shenanigans in various scenarios and combinations.

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TS Playground 13

Feminine, functional, well-hung she-males get off with hard, horny men (and in one case, a hot genetic girl) in director Jay Sin's TS Playground 13.

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TS Playground 14

When director Jay Sin merges his infamous style of anal porn with the naked eroticism of beautiful, gender-bending she-creatures, the results are explosively nasty! TS Playground 14 features an insatiable cast of luscious, well-hung, ultra-feminine ladyboys indulging in intimate sessions of unrestrained cock worship and ass fucking ... with other she-males, as well as a couple of lucky boys and girls!

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TS Playground 15

Ass-obsessed director Jay Sin is a legend among devotees of extreme anal antics. He brings that nasty yet fun sensibility to his she-male porn as well. Jay's latest, “TS Playground 15: Ladyboy Edition,” is one hardcore walk on the wild side, with a bevy of delectable Asian and Latina ladyboys enjoying intense, one-on-one assfucking pleasure!

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TS Playground 16

The wild, no-limits approach to video that helped veteran director Jay Sin mastermind a revolution in anal porn has made him a beloved player in the transsexual arena. “TS Playground 16” showcases a stunning array of well-hung, ultra-feminine she-male beauties posing playfully and indulging in gender-bending hard-core pleasures with guys, girls ... and each other!

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TS Playground 17

Gorgeous, ultra-feminine, super-functional she-males have a field day in director Jay Sin’s “TS Playground 17.”

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TS Playground 18

In “TS Playground 18,” director Jay Sin showcases a multi-ethnic cast of beautiful ladyboys doing whatever cums naturally with their horny boyfriends. Four scenes of sensuous, explicit she-male-on-dude action plus one solo masturbation session give Jay’s ultra-feminine trans creatures plenty of throbbing meat to play with!

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TS Playground 19: Ladyboy Edition

Perversion pioneer Jay Sin takes the single-minded obsession of his spectacular anal porn and applies it to the sensuous world of she-males. In TS Playground 19, Jay presents a bevy of stunning, new transsexual sweethearts from exotic Thailand that love taking on studly male partners, adventurous females ... or each other!

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TS Playground 20

Director Jay Sin’s signature style — extreme anal perversions presented with an inviting sense of playful delight — is the perfect view into the sensuous world of hot T-girls. “TS Playground 20” delivers hard-core fun with these gorgeous, ultra-feminine she-males and their big, juicy, fully functional cocks!

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TS Playground 21

Globetrotting thrill seeker Jay Sin’s recent adventures have uncovered gorgeous she-males that combine petite femininity with hard-charging erections to give “TS Playground 21” forbidden thrills.

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TS Playground 22: Ladyboy Edition

Anally obsessed director Jay Sin and his adventurous cast explore the sensual pleasures of ultra-feminine, fully functional Thai T-girls in 'TS Playground 22,' the second 'Ladyboy Edition' to date for this playful and perverse series.

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TS Playground 25

Director Jay Sin, the master of playfully nasty anal pornography, turns his camera toward the exotic world of glamorous T-girls and the kinky dudes that love them: TS Playground 25 presents a comely international cast in seductive solo scenes and dates with bold male studs in search of mutual blowjobbery and passionate, raw ass fucking.

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TS Playground 26

In “TS Playground 26,” outrageous director Jay Sin combines gender-bending transsexual erotica with extreme anal perversion: Four femme, functional T-girls take on adventurous studs for butt fucking, and two more display their playful solo masturbation techniques.

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TS Playground 27

Director Jay Sin spotlights the sexiest trans talent from Brazil and the U.S. in "TS Playground 27." Femme but very functional beauties tease the camera with their big knockers and fat, swinging she-cocks, and they enjoy lewd blow jobs and anal hookups with wild guys and girls.

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TS Playground 28

Director Jay Sin indulges his infinite appetite for edgy, boundary-busting sex with the intriguing beauties of "TS Playground 28." These feminine T-girls live for pleasure, including solo masturbation, dirty dates with adventurous men, kinky threesomes and rendezvous with other sexy trans goddesses!

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TS Playground 29

Tempting trans performers show off their kinky sexuality, pretty bodies and big, up-front bonuses in daring director Jay Sin's "TS Playground 29." Four scenes feature super-sexy T-girl hotties indulging in salacious anal fucking, tasty ass-to-mouth blowjobs and creamy ejaculations; plus see a tantalizing solo masturbation exhibition.

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TS Playground 30

Distinctive director Jay Sin's trademark has always been a cross between perverse fetish and lighthearted play. True to form, "TS Playground 30" infuses nasty anal action with a palpable sense of fun as pretty-but-hung trans models enjoy erotic recreation, from solo masturbation to sex with male studs to T-girl-on-T-girl dates.

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TS Playground 31: Ladyboy Edition

Muscle stud Spencer Fox introduces slim, short haired TS Jenny. The cute, young Thai ladyboy strokes her she-dick as she gives Spencer a slobbery blowjob. She whimpers while riding his stiff prick. Spencer spanks Jenny as he reams her from behind, and the trans temptress masturbates to an explosive orgasm while Spencer slam-fucks her rectum. Intense anal reaming makes her butthole gape. Jenny sucks cock ass-to-mouth and takes messy cum facial.

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TS Playground 33: Ladyboy Edition

Veteran pornographer Jay Sin spotlights a stellar array of feminine, well-endowed Asian trans babes in "TS Playground 33 Ladyboy Edition." Six perverse scenes include a variety of action: Flashy T-girls share gender-bending backdoor fun with bold studs; a transsexual shows off her huge cock in a solo jack-off performance; and a crazy threesome includes TS-on-TS fun!

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TS Playground 35: Ladyboy Edition

Outrageous porn pioneer Jay Sin spotlights tempting transsexual sweethearts from the exotic lands of southeast Asia in "TS Playground 35 Ladyboy Edition." The movie features five gender-bending babes in hardcore anal dates with bold, hung studs. Dominant T-girl Jasmine subjects Gabriel to serious backdoor pounding. He masturbates as Jasmine reams his rectum, and he gives a messy, ass-to-mouth blowjob. Asian trans babe Anna playfully flaunts her thick prick through a sassy tease. When muscle dude Spencer Fox fucks Anna's butt, her cock gushes cum over her fit tummy! Kai Bailey lubes up TS Laura Sky's sphincter for passionate sodomy. She whimpers through a buttfuck till Kai blows hot wads of sperm onto Anna's girl boner. Adorable Bangkok transsexual Mikki looks sweet in her tiny skirt. Gabe submits to her rowdy rump reaming, and Mikki rewards him with a cum facial. Leggy T-doll Paula Long rims Spencer, gives raunchy fellatio, and then bends him over and bangs his bunghole!

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TS Playground 36

Director Jay Sin, the purveyor of fun-loving filth, spotlights alluring she-starlets and decadent delights in "TS Playground 36." Jay's keen, creative eye captures playful perversion — tempting T-girls indulge in torrid sodomy with hung dudes in three scenes, and two more adventures are graphic, trans-on-trans escapades.

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TS Playground 37: Ladyboy Edition

Exotic Asian trans chicks seek adventure in outrageous director Jay Sin's "TS Playground 37 Ladyboy Edition. " The cute gender benders enjoy orgasmic masturbation, deep anal reaming and asshole gaping.

2013

Nymphomaniac: Vol. II

The continuation of Joe's sexually dictated life delves into the darker aspects of her adult life and what led to her being in Seligman's care.

2014

GirlHouse

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.

2016

King Cobra

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.

1999

Boys Don't Cry

A young transgender man explores his gender identity and searches for love in rural Nebraska.

2017

Trafficked

In this story inspired by real characters, three girls from America, Nigeria and India are trafficked through an elaborate global network and enslaved in a Texas brothel, and must together attempt a daring escape to reclaim their freedom.

2015

Fifty Shades of Grey

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.

2012

Maniac

As he helps a young artist with her upcoming exhibition, the owner of a mannequin shop's deadly, suppressed desires come to the surface.

2020

Disclosure

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.

2001

Original Sin

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.

2000

Ginger Snaps

The story of two outcast sisters, Ginger and Brigitte, in the mindless suburban town of Bailey Downs. On the night of Ginger's first period, she is savagely attacked by a wild creature. Ginger's wounds miraculously heal but something is not quite right. Now Brigitte must save her sister and save herself.

2015

The Duke of Burgundy

Day in and day out, lovers Cynthia and Evelyn enact an elaborate sadomasochistic fantasy as mistress and maid. But as their ritual of domination and submission begins to turn stale, Cynthia yearns for something more conventional, while Evelyn tries to push their taboos even further.

2018

Pimp

An urban love story set on the hard streets of the Bronx. A struggling female pimp, named Wednesday, grows up learning the game from her dad. Once he's gone she's left to look out for her prostitute mother and girlfriend Nikki.

2006

Hostel

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

2018

Lords of Chaos

A teenager's quest to launch Norwegian Black Metal in Oslo in the 1990s results in a very violent outcome.

2022

Hellraiser

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.

1972

Pink Flamingos

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".

2003

The Dreamers

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.

1996

Bordello of Blood

A seedy private eye gets more than he ever bargained for when a missing persons case leads him to a brothel overseen by the mother of vampires and her lusty army of the undead.

2010

Enter the Void

This psychedelic tour of life after death is seen entirely from the point of view of Oscar, a young American drug dealer and addict living in Tokyo with his prostitute sister, Linda. When Oscar is killed by police during a bust gone bad, his spirit journeys from the past -- where he sees his parents before their deaths -- to the present -- where he witnesses his own autopsy -- and then to the future, where he looks out for his sister from beyond the grave.

2021

Never Back Down: Revolt

An amateur fighter is lured by a trafficking syndicate specializing in elite underground fighting where her brutal captor forces her to fight or face certain death.