TS Playground Porn Movie Series
Found 40 movies in the 'TS Playground' series.
TS Playground
The king of nasty anal antics, director Jay Sin, turns his probing camera on the forbidden world of she-male sex. Jay’s “TS Playground” features the kind of luscious ladies who pack a big, up-front bonus, and these exquisite creatures enjoy all kinds of raw, filthy sex with men, women, themselves and each other! First, gorgeous redheaded she-male Eva Lin gets dominated by her punky employer, bitchy transsexual Danni Daniels. Mistress Danni shoves large balls into Eva’s greased-up anus; she fingers and fucks her pretty slave until Eva’s butthole gapes open. Next, blonde, natural-born female Cherry Torn has an anal three-way with two lovely she-males, Mandy Mitchell and Kitty Kaiti. Everyone’s ass gets banged! Mega-buxom blonde TS Kimber James takes on kinky male Christian in a fun session of butt pounding, rimming and ass-to-mouth cocksucking. Skinny black she-stud Tameka entices us with her bubble ass and enormous cock, masturbating and solo teasing. Dark-haired transsexual Mandy Mitchell spends a romantic afternoon with hot genetic girl Adrianna Nicole, who expands the sexy trannie’s rectum with a butt plug before taking Mandy’s she-cock in every hole. In a twisted climax, Adrianna shoves her foot half-way up Mandy’s ass while the horny TS jacks off. Finally, there’s a crazy pool party featuring six she-males, a girl and a guy. Their insane gender-bending orgy includes loads of fucking and dick sucking, much of it filmed underwater! “TS Playground” is a wild recess for lovers of fine chicks with dicks and the adventurers with whom they play.
TS Playground Part 2
The king of nasty anal antics, director Jay Sin, turns his probing camera on the forbidden world of she-male sex. Jay’s “TS Playground” features the kind of luscious ladies who pack a big, up-front bonus, and these exquisite creatures enjoy all kinds of raw, filthy sex with men, women, themselves and each other! First, gorgeous redheaded she-male Eva Lin gets dominated by her punky employer, bitchy transsexual Danni Daniels. Mistress Danni shoves large balls into Eva’s greased-up anus; she fingers and fucks her pretty slave until Eva’s butthole gapes open. Next, blonde, natural-born female Cherry Torn has an anal three-way with two lovely she-males, Mandy Mitchell and Kitty Kaiti. Everyone’s ass gets banged! Mega-buxom blonde TS Kimber James takes on kinky male Christian in a fun session of butt pounding, rimming and ass-to-mouth cocksucking. Skinny black she-stud Tameka entices us with her bubble ass and enormous cock, masturbating and solo teasing. Dark-haired transsexual Mandy Mitchell spends a romantic afternoon with hot genetic girl Adrianna Nicole, who expands the sexy trannie’s rectum with a butt plug before taking Mandy’s she-cock in every hole. In a twisted climax, Adrianna shoves her foot half-way up Mandy’s ass while the horny TS jacks off. Finally, there’s a crazy pool party featuring six she-males, a girl and a guy. Their insane gender-bending orgy includes loads of fucking and dick sucking, much of it filmed underwater! “TS Playground” is a wild recess for lovers of fine chicks with dicks and the adventurers with whom they play.
TS Playground 2
With his sphincter-stretching hetero porn, director Jay Sin is an infamous pioneer of nasty-yet-playful anal extremes. The king of the colon explores the acrobatic buttholes of the hidden, exotic she-male world in TS Playground 2, a concentrated dose of transsexual eroticism enlivened by the directors trademark costume play and overall attitude of fun! Submissive, puppy-dog boy-toy Dustin Revees gets his face fucked and his asshole invaded by sultry, tattooed she-creatures Mandy Mitchell and Morgan Bailey. The two kinky trannies double-team the skinny lad and make him taste their she-cocks ass-to-mouth. They leave his once-tight bunghole gaping. Next, busty, cross-gendered Brazilian babe Sabrina Suzuki catches young David Snider sniffing her soiled underwear. She shoves her monster lady-dick in his mouth, then reams his bottom with her giant hard-on. The two switch places; there's nonstop anal sodomy until Sabrina cums on his ball sack as punishment. Athletic punk Danni Daniels sacks Gabriel Dalessandro in a one-on-one game of touch football that's definitely full-contact. Danni ruthlessly penetrates her opponents tight end and sprays his ass with she-jism. Lastly, tanned Latina she-males Michely Cinturinha and Ariadiny Oliver suck each others stiffy, then bring in eager stud Alex Victor for a gender-twisting three-way. Everyone's rectum gets stuffed balls-deep! The movie is subtitled, The Boys Get It, and fans of feminine, functional chicks with dicks understand.
TS Playground 3
Transsexual porn! Anally motivated director Jay Sin focuses on the gender-bending world of she-males in his new adult DVD TS Playground 3. Its full of gorgeous, feminine transsexuals taking on girls, guys and other trans folk, all in Jays famously perverse, lighthearted style ... replete with sexy costumes, hard butt sex and anal gaping!
TS Playground 4
Anal explorer Jay Sin continues his journey into an exotic, hidden sexual world in his new lady-boy adventure, TS Playground 4. Jays signature style of sexy costume play and fantastic butthole antics perfectly suit the kinky, feminine transsexuals he's selected for this outrageous she-male showcase. The movie is a sultry mix of tease and solo self-pleasure alongside scenes of intense, hard-core dicksucking and ass fucking that match transgender temptresses and their cock-struck boyfriends. And as the tagline says, "These girls are hung!" Fans of huge, throbbing girl-dick have a lot to take in: First, stunning, glamorous Brazilian she-male Anna Hickiman masturbates with baby oil; like a snake charmer, she makes her shaft twitch. Next, Latina Sabrina Suzuki joins muscular boy-toy David Snider for some mutual dicksucking; soon he's face down, Sabrina's hard she-meat deeply pumping his rectum. Getting serviced by two young studs, busty, well-hung French-Canadian trans goddess Danika Dreamz slides both dicks up her tight ass at the same time! Blonde Brazilian bombshell Laura Ferraz jacks for us, displaying her fat ass and thick, meaty pole. Samantha is a gorgeous Italian she-male sporting a huge surprise - her massive, curved, uncircumcised cock seriously resembles an elephants trunk! Tall, dark-skinned Perla Lohan tenderly impales white boy Max Scars rectum on her huge tool. The DVD package includes behind-the-scenes interviews and a half-hour of extra sex, solo fun and outtakes. For a thrilling romp with the worlds horniest chicks with dicks, TS Playground 4 is the place to hang out.
TS Playground 5
Creatively twisted, butthole-obsessed pornographer Jay Sin has a keen eye and a perverse passion for gorgeously feminine she-males. TS Playground 5 showcases the director's unique mix of high glamor , kinky fun and hard-core anal debauchery. TS Playground 5 movie In six scenes of tranny seduction and lust, Jay's luscious lady-boys just can't get enough ass play! First, stunning blonde princess Sarina Valentina sucks on her dildos while revealing her womanly curves, huge tits, soft ass... and hard dick. Young Spencer Fox plows the pale, gorgeous she-creatures asshole and showers her in hot sperm. Next is Gladys Adriane, a tanned, toned Latina wantonly masturbating for our enjoyment, and spurting a creamy wad of hot goo onto the sheets! Big-assed, Latina TS beauty Valentina Bittencourt and stud Alex Victor share a session of mutual butt fucking that makes Valentina's rectum gape. In a kinky threesome, tall, black-haired she-creature Mandy Mitchell and punky blonde Amazon ladyboy Danni Daniels anally ravage tattooed biological girl Tori Lux. Adorable, young Brazilian she-male Gabriella Lira, a petite, barely legal temptress, climaxes while being butt-fucked. Lastly, slender she-male Jenna Rachels gets her sweet rear stuffed with hard cock meat. With an extra half-hour of lewd outtakes and behind-the-scenes footage, 'TS Playground 5' is one wild transgender romp, a must for everyone who appreciates she-male sexuality. Jay Sin's sensuous smut rides the fine edge of outrageousness.
TS Playground 6
Kinky porn pioneer Jay Sin has won ass-obsessed hearts through an amazing career of documenting extreme rectal perversity with the most anally acrobatic ladies in the game. His explosive she-male series has proved just as creative and intense, maintaining the high standards of asshole fetishism Jay is known for. His “TS Playground 6” is front-loaded with stunning she-creatures performing nasty deeds with boys, girls and, occasionally, one another. Super-cute cover girl Sienna Grace steals the show with her incredibly feminine appearance and fat cock; she loves to suck and get fucked by muscular Christian, who reams her sweet ass until Sienna spills her own she-seed in climax. Latina ladyboys Jhenifer Dalbosco and Sabrina Suzuki take turns invading Alex Victor’s tight bunghole with their rude, throbbing girl-pricks, and they shower him with cum. Sexy Brenda Lohan and Tamara Camargo team up on Max Scar for an amazing three-way backdoor fuckfest including a wild anal daisy chain with Max in the middle! Adorable transgender princess Beatricy Velmont enjoys cock docking with a huge, uncut Latin cock before she takes it balls-deep in her tender anus. Finally, athletic blonde female slut Sheena Shaw and her buxom, statuesque trans pal Eva Lin find that fucking a guy’s big dick makes their pink assholes gape. Jay brings a light, festive touch to outrageous sexual situations, but for hard-core fans serious about wild anal fun with exquisite she-males, “TS Playground 6” doesn’t play around!
TS Playground 7
Jay Sin, porn’s anal adventurer, likes taking his direction in different directions, and one perverse pleasure he explores is transgender attraction. His “TS Playground 7,” subtitled, “Ebony Edition,” stars a bevy of black T-girl temptresses and dark-skinned Latinas — all exuding the smoldering eroticism to seduce aficionados of exotic she-male allure. “TS Playground 7” contains three solo masturbation scenes and three hard-core fuckfests with trans-loving boy-toys. Caramel-skinned Latina Jennifer Hills treats her boyfriend to a wild anal romp and winds up shooting her creamy load all over his balls. Tall, skinny Tameka, a sultry, well hung black TS, skinny-dips in the pool, oils up her throbbing shaft and strokes herself for our entertainment. Thick, outrageously stacked she-male Jackeline Boing Boing has a massive, monster booty she loves to feel Latin stud Max Scar’s throbbing cock inside of! Light-skinned black supermodel Jenna is an athletic beauty that likes showing off her firm titties and uncut she-dick. Sensuously pumping her rod, she spurts hot cum onto her manicured fingers. African-American she-male Kayla Biggs enjoys a passionate threesome with two guys, and even becomes the center link in a nasty butt-fuck daisy chain! Glamorous Beatrice Andrade, her round boobs and thick bubble butt spilling out of a skin-tight dress, performs a lewd solo show that climaxes with a creamy cum shot. The DVD release contains 31 minutes of outtakes and behind-the-scenes footage. “TS Playground 7” proves that old adage: The darker the trannie, the sweeter the juice!
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! Anna Hickhiman, a glamorous, shorthaired blonde model, wears black heels and a fishnet body stocking... and packs a big, meaty surprise. She masturbates for the camera and spurts her hot, creamy load onto the floor. Raven-haired Brazilian T-girl Sabrina Suzuki uses her thick, meaty she-cock to sodomize pretty biological girl Luana Silveira and Latin stud Alex Victor in a nasty, gender-bending anal threesome. Brazilian blonde Camille Andrade, with possibly the biggest she-cock in the world, wanks herself to a creamy climax in a special solo scene directed by Jazz Duro. Latin TS supermodel Samantha strokes her enormous, curved tool (it looks like an elephant’s trunk!) to orgasm, and busty Canadian she-male Danika Dreamz invades the tight ass of male admirer Gabriel while jacking his shaft to a messy, creamy climax. Soraya Sucesso XXL greases up her gigantic boner and pumps the veiny shaft in an explosive session of self-love. There’s no need for extra equipment when you visit “TS Playground 8” — these girls are hung!
TS Playground 9
In “TS Playground 9,” transsexual aficionado Jay Sin presents she-male shenanigans in five lusty varieties. TS + MALE: Tall blonde Djeniffer Schinaider looks mighty femme in pink lingerie that reveals a meaty ass and a stiff, uncut dick. She rides Alex Victor’s big boner and shoves hers right up his ass. TS + FEMALE: American TS Mandy Mitchell and Russia’s Alysa, a genetic female beauty known for ass gaping, are almost twins in bikini tops and black shades. Mandy’s up-curved cock sodomizes Alysa and they share acrobatic mutual fucking/foot sucking. TWO TS + MALE: Beatricy Velmont and Bruna Butterfly are dark-haired Brazilian she-males in sexy cut-offs; stud Max Scar stacks their hot asses for alternating sodomy. SOLO TS: Trim, feminine Alisha’s huge, brown areolae protrude through the bra of her lingerie ensemble. She reveals big balls, a thick boner and makes her asshole gape with a fat vibrator. TS + FEMALE + MALE: Tall, busty, blonde TS Delia DeLions and cute alt girl Maia Davis kiss, trade oral favors and fuck. Hung stud Christian sodomizes each to gaping; each sucks cock ass-to-mouth. Maia eats Delia’s jism and they share Christian’s.
TS Playground 10
Imaginatively nasty Jay Sin presents six diverse scenes of she-male lust in “TS Playground 10.” Blue-eyed, dirty blonde Tropicana’s uncut prick fucks genetic girl Katrina’s cunt and butthole, and Katrina sucks cock ass-to-mouth. In a threesome with two hung studs, Tamara Camargo buries her Latina dick in asshole as heavy meat plows her backyard. Ultra-feminine Sienna Grace, stylish in impeccable make-up, lingerie and a bulging white thong, unleashes a long, curved boner she can bounce with no hands. In a shady courtyard, longhaired Brazilian TS Bruna Castro trades back door pumping and ass-to-mouth flavor with Max Scar, who jacks to orgasm with Bruna’s rod up his ass. Stunningly shapely Brenda Lohan blows hugely hung Ed Junior and sits on his face, her thick cheeks enveloping his head. The camera captures the arousing collision of bodacious boner and she-male butt. Tall TS Mandy Mitchell and adorable, genetic alt-girl Proxy Paige, decked out in hippie gear, share a romantic session of foot sex, hairy pussy eating, deep rim jobs, sodomy and acrobatic, ass-to-ass fucking.
TS Playground 11
Dirty-minded director Jay Sin’s “TS Playground 11” delivers exotic she-male shenanigans in various scenarios and combinations. Tanned, stylish Camilla Klein dominates male Alex Victor; they share a 69, Camilla grinds her huge ass on his face, and while fucking his ass, she makes both of their cocks cum. Alex shares a round robin threesome with transsexuals Sabrina Suzuki and Jhenifer Dalbosco — every prick fucks every asshole and mouth. Glamorous Nadia Aleksandra primps in the mirror and teases the camera, spreading her smooth-shaved ass and bouncing her boner with no hands. Cute Bruna Butterfly straddles male Max Scar’s meat for a cheek-flexing, butt-grinding fuck ride. She sucks dick ass-to-mouth, bones him and streaks cum from his butthole to his chest. Gorgeous, ultra-femme Rayssa Niffy’s asshole gapes and she reams Max energetically, choking him. Tasty, feminine Sienna Grace gets the lucky middle position, with her prick up TS Delia Delion’s rear and stud Spencer’s meat in her own rectum.
TS Playground 12
Creative pornographer Jay Sin presents sexy, offbeat she-male scenarios in “TS Playground 12.” Bleached blonde and butch, alterna-tranny Danni Daniels dominates skinny Dustin Reeves in a surreal scene — Danni injects honey up Dustin’s ass with a syringe, sodomizes him and takes a sweetened, ass-to-mouth deep-throating. Pretty Izabelly Marquesine emerges from a pool revealing a bouncy, uncut dick; she masturbates to beefy hardness and bounces her bone with no hands. TS beauty Eva Lin towers over thick genetic girl Katja Kassin and pulls her hair to fuck her face. Stunning blonde TS Kim Bella oils her big rack and mashes her melons, then her ass cheeks, into a sliding glass door. Gorgeous blonde TS Julie Berdu and lucky Alex Victor butt-fuck each other hard and long. Latina TS Patricia Texeira pisses a long, hot stream (with a replay from up close). Femme blonde TS Gaby jacks her joint to climax while being fucked by boyfriend Christian, who creams her crack and licks up his cum!
TS Playground 13
Gorgeous Anna Hickhiman uses her big throbbing cock to fuck her young horny boy toy. Supermodel TS Kylie Maria loves to get her tight hole filled by a hard big cock. Hung Princess Gabriella Andrade can't get a enough of a huge dick up her juicy ass. Teen shemale Gabriella Ferrari loves to play with Max's ass and big cock. Eva Cassini and Spencer team up on cute lil' Nickey's gaping asshole.
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! Busty, seductive transsexual Danni Colluci enjoys a fierce anal drilling from horny stud Christian. Petite she-creature Sheylla Wandergirlt puts her talented mouth to work on Max Scar's huge member; he buries his giant cock in Sheylla’s tiny bunghole. Tall, busty she-male Chelsea Marie gives all-natural girlfriend Savannah Fox a passionate asshole reaming that makes Savannah’s pussy squirt in orgasm! Busty blonde TS temptress Nicole Bahls and her boy-toy take turns blowing and butt fucking. Statuesque she-males Bianca Hills and Juliana Souza relentlessly butt-fuck one another until each erupts in a cum-splattered climax.
TS Playground 15: Ladyboy Edition
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! Slender, busty Aor is a beautiful she-creature in a passionate session of anal loving. Gorgeous BaBaRa is a petite vision of TS femininity with a meaty, uncut cock. Her man buries his huge shaft inside the tiny she-male's rectum. Busty, smoky-eyed Kate gets royally buttfucked before turning the anal tables on her tight-assed boytoy. Seang and Alisa rub their hard shafts together, take turns slurping on each other's stiff boners, then fuck one another's sensitive buttholes. Exotic temptress Baitong straddles her boyfriend's face for a cocksucking 69; she receives a backdoor pumping and a load of hot sperm.
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! Tall, sultry, big-dicked Anna Hickhiman passionately drills Alex Victor’s manly rectum in a perverse and intimate crossover encounter. Biological female Cherry Torn can barely keep her hands off slender, sultry Kelly Klaymour. Cherry rides Kelly’s she-dick until it erupts onto Cherry’s tummy. Shyrley Soares is a seductive, Latina she-male; she trades ass-fucking duties with a muscular American stud. Gaby Abelha and pig-tailed cutie Gabriela Ferrari are adorable Latina princesses sharing their she-meat with a horny dude in a threesome of blow jobs, butt fucking and ass-to-mouth action — even a lewd anal daisy chain! Fishnet-clad TS temptresses Sienna Grace and Laela Knight take on bald stud Christian in a crazed, ass-reaming three-way.
TS Playground 17
Gorgeous, ultra-feminine, super-functional she-males have a field day in director Jay Sin’s “TS Playground 17.” Longhaired blonde Holly Parker’s wienie drools pre-cum as muscular dude Christian rims her ass; he fucks her mouth to gagging and porks her ass as she masturbates. Stunning, tanned blonde Latina Bianca Cordelly’s uncut prick grows from tiny to titanic in her stroking hand; she and Alex Vitor trade deep-throat BJs, and she cranks his legs back like he’s a woman to dominantly plow his rectum. Blonde, brown-eyed Gianna Rivera’s boner plumps as she plays in the pool; well hung Spencer pounds her ass, then blasts streams of spunk all over it. Glamorous, curvy, fabulously tan-lined Latina she-males Juliana Souza and Melainy Vilhena team up on big-hung Max Scar: Juliana slam-fucks his butt; Max fucks Melainy as Juliana sits on his face. TS Kendra Sinclaire and genetic girl Sinful, both auburn-haired, share a penetrating anal date; Kendra fucks pussy and ass, and Sinful plows Kendra’s smooth rear with a gigantic strap-on dildo.
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! Tanned Latina Bianca Hills joins lover-boy Max Scar in a gender-bending session of oral and anal pleasure. Curvaceous Gabrielli Bianco strokes her huge, uncut cock with her soft, manicured hands, milking out a load of gooey she-cum. Voluptuous, light-skinned black, blonde-haired temptress Brittany Foxx has a huge, round booty. It gets royally fucked and her pretty face is showered in sperm. Big black stud Robert Axel sodomizes petite, pale Vixxen Goddess, then gets ass-fucked by the adorable she-male until he cums all over himself. Gabriella Andrade and beefy boy-toy Christian enjoy a passionate, cock-sucking 69 and take turns reaming each other’s rectum.
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! Luscious biological girl Hanna Lee and slender ladyboy Tongta are two sensuous Bangkok beauties that treat handsome foreign boy Spencer to a gender-bending, ass-plundering threesome. Sultry, young Ying takes kinky nerd Bo Ryder up her tight ass until he splatters her in hot jizz. Jacky, an adorable she-creature with perky little tits and braces, gets her tight butt stuffed with a lucky lad’s throbbing dick meat. Donut and Neth join Johnny Ok in a cocksucking anal three-way, including a backdoor daisy chain with sexy Donut in the middle! Lastly, a pale TS princess named New gets anally reamed and receives a messy cum facial.
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! Stunning, curvaceous blonde T-girl Nicole Bahls shows off her big, round boobs, tight butthole and thick, tapered she-cock, then shares oral and anal fun with her boy-toy. Petite blonde Sheylla Wandergirlt gets ruthlessly ass-fucked by hung brunette Anna Hickhiman in an all-TS anal session featuring two messy sprays of hot she-cum! Sultry Latina Brenda Louise Castro trades passionate sodomy with male stud Alex Victor. Short-haired Kendra Sinclaire uses a suction device to make Nina Lawless’ asshole swell. The she-creatures and a lucky dude enjoy a lewd three-way that includes double anal penetration! Luscious Brazilian she-males Juliana Souza and Bruna Butterfly meet muscular Christian in a gender-bending party with ass-to-mouth action and an anal daisy chain!
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. Busty Thayla Cyclone and stud Alex Victor suck uncut pricks in 69 position. He creams her big, dramatically tan-lined boobs; she jacks jism onto her flat belly; an instant replay shows both ejaculations from a different angle. With natural genetic girl Jenna Justine and tattooed TS Nina Lawless, a blow job becomes an aggressive face fuck. Jenna sucks fuck-flavored dick, and hard sodomy makes her asshole gape. Nina lifts Jenna bodily for a carry-fuck. Buxom Walkiria Drumond’s sheer stockings hold the thick, meaty bonus bent back into her ass crack. She easily deep-throats muscle stud Christian’s giant prick ass-to-mouth and sucks his dick while boning his butthole! Pretty Vixxen Goddess has never seen a pussy up close. Her virgin experience is a dominating, three-hole fuck of bodacious genetic girl Adriana Chechik. Blonde Latina knockout Sheylla Wandergirlt’s tiny lingerie can’t contain her killer curves… or her bonus bulge. She flexes her asshole, and her bubble butt envelops Christian’s meat for round-assed sodomy. Sheylla rides cock, skin slamming and her own boner flapping.
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 third “Ladyboy Edition” to date for this playful and perverse series. Luscious she-creature Y (that’s her name) sucks off white stud Johnny UK and takes a royal ass fucking. Seductive Seang reveals her big, round tits and rides dick until her anus is stretched open. Little blonde Candy sports an incredibly large she-cock; she meets her man for mutual fellatio, rude rimming, nasty sodomy and semen. After a session of lewd anal antics, Asian doll Pooh’s butthole gapes widely. Young stud Spencer enjoys a nasty anal threesome with foxy ladyboys Champagne and Proud. Sultry, exotic Emmy and her male lover take turns riding cock; both end up with mouthfuls of hot seed. Adorable Nat is a tiny girl with a big, throbbing secret inside her panties. A handsome foreigner slides his big member up the petite cutie’s asshole.
TS Playground 23
From the master of extreme anal erotica, director Jay Sin, comes a showcase of sultry, feminine starlets sporting huge, throbbing she-cocks! The luscious ladyboys of “TS Playground 23” get off on intimate, one-on-one sex with horny gentlemen, and there’s even a nasty backdoor scene with a genetic female, bodacious French bombshell Eloa Lombard! On his first night in Brazil, stud Trent Dy and statuesque trans-girl Deborah Mastronelly share blow jobs and anal perversions, climaxing in messy cum explosions. Slender, girlish Kalliny Nomura offers oral pleasure and mutual ass fucking to her new boyfriend. Stylish blonde Bianca Hills uses her stiff, uncut she-prick to ream her man’s tight bunghole until he shoots his load. Voluptuous, pretty Eloa and bespectacled TS temptress Fernanda De Castro exchange sodomy service, using Fernanda’s hard dick and Eloa’s strap-on dildo. Trent takes a sweet ass pounding from tall, refined T-girl seductress Kananda Hickman. Pale, pretty Danny Bendochy and visiting American muscle stud Christian XXX invade each other’s asshole in a gender-bending session of lust.
TS Playground Best Of TS On Female
Director Jay Sin’s “TS Playground” video line captures beautifully femme, hotly functional T-girls in every kind of action. “TS Playground’s Best Of TS On Female” collects the series’ hottest hook-ups with cute, adventurous genetic girls! In bikini tops and shades, American TS Mandy Mitchell and Russian beauty Alysa are almost twins sharing acrobatic fucking and foot sucking; Mandy’s up-curved cock makes Alysa’s butthole gape. Tall, dark Tbeauty Eva Lin towers over thickly built blonde Katja Kassin. Eva eats pussy, fucks cunt and cums on Katja’s tongue. Longhaired Katrina Zova’s very first trans date is tan-lined, dirty blonde Tropicana. The girls kiss; Tropicana eats pussy, tongues bunghole and then porks both orifices. Ultra-feminine Kelly Klaymour’s meaty she-dick takes blonde cutie Cherry Torn’s mouth and twat, and there’s dildo fun. Tall, busty T-girl Chelsea Marie passionately fucks bio-girlfriend Savannah Fox’s gash and ass, making Savannah squirt! Pretty TS Vixxen Goddess had never seen a pussy up close, but her virgin experience is wild — bodacious superstar Adriana Chechik rims bouncy Vixxen and deep-throats from behind. Vixxen chokes Adriana in a dominant, three-hole fuck, and after a cum kiss, the T-girl declares, “That was the best pussy ever!”
TS Playground 24
In “TS Playground 24,” distinctive director Jay Sin spotlights feminine, fully functional trans beauties in solo sessions and gender-bent trysts with adventurous, hung studs. Tanned TS Bruninha Almeida joins Spencer Fox for a blistering backdoor romp. The lovers exchange blow jobs, and Bruninha sprays cum during a rambunctious butt fuck. Stylish she-male Nanda Molinari flaunts a thick, meaty prick for hung stud Christian to passionately fellate. He rims and reams Nanda’s butthole and deep-throats dick ass-to-mouth — till they switch roles and Nanda does the reaming! Feminine T-girl Natalie Mars stars in a salacious solo session. She stuffs a cornucopia of massive dildos through her sphincter and flashes her gaping rectum. Bombshell TS Kimberlee and Spencer suck cock in a steamy 69. Kimberlee’s erection bobbles in seesaw sodomy. Stacked, long-legged T-girl Raphaella Ferrari struts her stuff solo, riding the edge of orgasm until she spews streams of hot jism. Spencer blasts the bungholes of stylish trans girls Sheyla Wandergirlt and Naty Castro. Their melee of rectal rimming and tasty A2M climaxes with a hot facial for Spencer.
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. Tall, blonde and busty Eva Paradis receives a vigorous anal fucking and gives her guy an ass pounding in return. Brazilian trans babe Rebeca Souza wanks her big boner to a creamy explosion, and she invites us to watch her piss! Tall, Italian goddess Raphaella Ferrari enjoys cocksucking and anal sodomy with Spencer Fox, who cums while she’s drilling him up the ass. Black-haired with big, tan-lined boobs, Thaissa Guimaraes gets her butt thoroughly plowed by Christian XXX, and she turns the tables, delivering a hard rectal reaming. Valenttina Monsterdick unleashes her thick, uncut she-cock for an intimate masturbation show. Stunningly feminine TS beauty Tifanny Taillon gets her big, jiggling booty worshiped and well fucked.
TS Playground's Creamiest Cum Shots
In his “TS Playground” series, crazy Jay Sin captures beautifully femme but shockingly hung, hard transsexuals doing outrageously dirty deeds. For “TS Playground’s Creamiest Cum Shots,” he’s collected 16 sensational solo clips from his archives — hot, sassy T-girls from Thailand, Brazil and the U.S. show how they blow their loads. Superstar Raphaella Ferrari unleashes a monster nut. Nicoly Lopes’ rock-hard she-cock pops all over the place. Exotic ladyboy Toon has a gaping asshole; her long prick spits huge wads. Rochelly’s she-dick spews big, creamy ropes. Asian ladyboy Ping squirts heavy loads. Karol Kovalick’s giant meat ejaculates everywhere. Young, hung ladyboy Nat sprays like a fountain. Chanel cums a big, juicy mess. Classy Clarissa Bananinha spurts a bucket of cream! Jay introduces gorgeous Brazilian Nicole Matarazzo. Nan’s big, she-male donkey dick pumps its milk. All-American T-girl Natalie Foxx splashes two cum shots on her own face! Blonde Candy’s massive monster blasts off. Sexy Cartoon gapes and then nuts three times in a row! Cute, horny ladyboys Ben and Mojay each drop their cream hands-free!
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. Soft, busty blonde Carol Penelope shares a dicksucking and ass banging session with her handsome boyfriend. Stylish Latina Stefany Souza oils up her swollen, veiny prick for a luxurious wank. Hot, aptly named Valenttina Monsterdick’s huge, uncut shebeast stretches lucky Spencer Fox’s asshole. Glamorous TS beauty Danny Bandochy takes a stimulating rear reaming, and she packs her man’s tight rectum. They each climax in a spermy mess. Buxom Brazilian T-tramp Juliana Nogueira enjoys fulfilling sodomy with boy-toy Christian; he cums on her ass and she eagerly sucks out the last drops of his cum. TS bombshell Ingrid Moreira demonstrates her masturbatory methods, spreading oil on her huge, widenippled jugs and pumping her shiny cock to orgasm.
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. Fleshy blonde T-slut Carol Penelope and her girlfriend, curvaceous biological female Nina Lins, enjoy a sucking, fucking three-way with lucky dude Spencer Fox. Spencer ass-fucks Kimberlee, a tall vixen with huge knockers and a long lady-cock; she reams his butt in return. A busty, hard-bodied Latina T-girl with garish red hair, Erika Schneider, enjoys a nasty anal encounter with muscular white stud Christian. Brazilian TS bombshell Bruna Lorran offers her booty for hardcore reaming. She even takes a shower for us! American TS Jonelle Brooks worships tattooed stud Kai Bailey’s huge cock; she mounts him for an anal ride and takes a messy cum facial. Glamorous Brazilian trans-tart Ariadny Oliver shares anal and oral fun with her boy-toy. The lovers cum on each other’s dick.
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! Lianna Lawson and Natalie Mars go for the extreme, each inserting a steel rod inside her sensitive penis hole for freaky sounding! They fuck each other’s tight asshole and eagerly lap up hot cum. Heavily hung Brazilian model Melissa Pozzi oils and strokes her massive, thick she-cock for our delight, spurting a climactic load of spunk. Tall transsexual Jonelle Brooks shares rimming, anal reaming and fellatio with muscular boy-toy Gabriel. Stacked, big-assed T-girl beauty Juliana Soares gives horny stud Bruce Ball a gagging blowjob. The lucky dude buttfucks Juliana and sprays her with jism. Trans temptresses Khloe Kay and Lena Kelly share a nasty three-way with male perv Spencer Fox. Khloe drills him while he sodomizes Lena, putting the lucky libertine in the middle of a TS daisy chain!
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. Ivory skinned transsexual Alexandra Vexx reams stud Spencer Fox’s bunghole until he’s sore! Spencer strokes his prick and shoots cum onto Alexandra’s sweet package. Brunette trans vixen Bailey Paris’ she-dick stands at attention as her man Kai Bailey plows her asshole from below. Her shesemen drips onto her throbbing meat. Blonde beach babe Sasha de Sade and buxom Jonelle Brooks share a threesome with thickly hung Kai. Sasha plays with Jonelle’s boner, which drills Sasha in a hot TS-on-TS buttfuck. Platinum blonde transsexual porn superstar Aubrey Kate opens her mouth wide for legendary stud Sean Michaels’ big black cock. She climbs on top and bounces through an orgasmic interracial ride. Gorgeous T-girl Gloria Voguel reveals her solo secrets, spitting on her thick she-shaft and spewing sperm all over herself.
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. Pale, slim transsexual Sasha de Sade mounts Kai Bailey’s big cock for a rectal ride. He reams Sasha’s butthole to gaping and fills her mouth with sperm. A Latina TS with a massive, juicy she-dick, Priscylla Modella jacks her thick, uncut monster, making it erupt creamy semen. Tanned, redheaded trans bombshell Aspen Brooks treats male stud Spencer Fox to an intense ass pounding, and she spurts hot jism onto his taint! Cute in lacy lingerie and bunny ears, T-tramps Jonelle Brooks and Bailey rub stiff boners together. They share blowjobs, rim jobs and buttfucking. Stacked, statuesque blonde Casey Kisses is a fishnet-clad transsexual that enjoys hard interracial loving. She gets that and a cum facial courtesy of Sean Michaels’ big black cock.
TS Playground 31: Ladyboy Edition
“TS Playground 31: Ladyboy Edition” explores the mystery of alluring Thai T-girls. Fun loving director Jay Sin shows his special flair for visually arresting transsexual erotica: Six stylish trans babes share hardcore pleasures with daring dudes in five freaky scenes. Slim, shorthaired cutie Jenny gives muscular Spencer Fox a slobbery blowjob. The TS temptress masturbates to an explosive orgasm as Spencer slamfucks her ass. Asian transsexual Mickey takes on hung stud Kai Bailey in a rowdy rectal romp. Their aggressive anal reaming climaxes with a creamy cum facial. Hung T-girls Candy and Pooh flaunt humongous dongs, and stud Gabe treats them to worshipful blowjobs. The gender-bending threesome features rude rimming and two intense, cock-stroking climaxes. Mos is a busty bombshell with massive jugs and a thick butt. The dominant TS bends Gabe over to pound his butthole from behind. She smothers the helpless guy in her chunky booty! Spencer joins dark, leggy Asian ladyboy Natty for a passionate backdoor date. See graphic sphincter gaping and decadent, ass-to-mouth fellatio!
TS Playground 32
Director Jay Sin is a world-famous porn expressionist whose skill with anal spectacle brings out the best in feminine, well-hung T-girls. In “TS Playground 32,” his cast of dick-swinging cuties shares hardcore fun with horny guys as well as other trans bombshells, and don’t miss an especially freaky solo exhibition. Buxom, athletic transsexual Nikki Jade Taylor treats stud Spencer Fox to a blowjob, and then she mounts his big, hard cock. He spurts semen onto Nikki’s face and big tits. In foxy Latina Tgirl Melissa Pozzi’s outrageous masturbation show, she doesn’t merely jack off. The glamorous Brazilian manages to lick her own huge boner and bend the curved she-hammer to penetrate her asshole! Nick Ross buttfucks sexy TS Bailey Paris, and she sucks his meat ass-to-mouth. Bailey laps up his spurting cum. Glamorous trans girls Jonelle Brooks and Sasha de Sade enjoy mutual backdoor play and rectally flavored cocksucking. Busty, tanned Marissa Minx and pale Natalie Mars stuff their buttholes with fat dildos and then team up with Spencer for threesome sodomy and a creamy oral sperm swap!
TS Playground 33
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! Angelic trans girls Alice and Skye join Kai Bailey for a decadent menage-a-trois. The outrageous scene features drooling, ass-to-mouth fellatio, a gooey anal creampie, and a messy cum facial. Slim TS Lee salivates as she gives muscle dude Spencer Fox a blowjob. Lee takes a hard rectal reaming and ejaculates over her flat tummy. Spencer slathers her supple booty in gobs of hot semen. Heavily hung transsexual Jasmine teases and then masturbates to an explosive, nut-busting orgasm. Trans cutie Patti loves butt sex; Kai grips her trim waist while fucking her, finally coating her round tits in jism. Gabe rims ladyboy Cartoon Candy’s tight asshole, moistening it for a supercharged buttfuck. T-girl sweetheart Sunny B. joins Spencer for her first-ever porn scene! She whimpers through steamy sodomy and proudly shows off her gaping sphincter.
TS Playground 34
Director Jay Sin continues his successful, long-running series featuring beautiful T-girls and their pretty boners: “TS Playground 34”delivers a variety of depraved acts including a decadent threesome, a nasty solo show and heated trans-on-trans action. Slim, sassy cisgender babe Kyaa Chimera gives busty TS Aspen Brooks a slobbery blowjob. Muscle stud Spencer Fox joins the fun, pounding Kyaa’s tight cunt and reaming Aspen’s asshole. Submissive Russian trans girl Lilu Mae flaunts her gaping rectum, and Spencer slam-fucks it. Blonde bombshell Arianna Lexa loves showing off her bodacious body. The T-doll spanks her thick rump as she jerks her rod, gushing creamy sperm to punctuate her intense performance. Trim, pig-tailed transsexual Bailey teams up with TS Sasha de Sade for some hot anal fun. Their pricks bulge from cute baby-doll dresses, and they probe each other’s butthole in a spectacle of hot sodomy. Wearing a sexy bunny outfit, trans hottie Milli Quinzel teases. Spencer treats the tattooed babe to serious anal drilling. He rewards Milli with a messy cum facial.
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 ‘til 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 him raunchy fellatio, and then bends him over and bangs his bunghole!
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 that are graphic trans-on-trans escapades. Muscular Spencer Fox meets tall busty transsexual Jonelle Brooks for a blistering buttfuck. Jonelle lewdly sucks dick ass-to-mouth and takes a cum facial. TS tart Mandy Mitchell gives trans gal pal Natalie Mars a big black cock for her birthday! In an interracial threesome, legendary African-American stud Sean Michaels treats the girls to serious rectal reaming and epic gaping, with a side of extreme dildo play. Gorgeous TS Foxxy oils up her bodacious bod for Sean. She gives him a wet blowjob, and he reciprocates with hardcore backdoor boning. Glamorous T-goddess Aubrey Kate gags on Spencer’s prick, and the couple trades intense anal favors. Hung trans hotties Alexandra Vexx and Casey Kisses exchange roles through a vulgar rimming and buttfucking date. The wild encounter climaxes when Casey’s she-schlong oozes spunk onto Alexandra’s raging boner.
TS Playground 37
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. Thai trans cuties Cartoon Candy and Mikki touch each other’s delicious rod. Mikki fucks Cartoon’s tight asshole, stroking gently as she moans. Long-legged transsexual beauty Nonny caresses her toned abs and ass cheeks. When bold stud Kai Bailey pokes her up the butt, she cleans his cock with a nasty, ass-to-mouth blowjob, and she slurps his hot semen. Sweet TS honey Mickey teases, flaunting her bodacious ass. Spencer Fox gives her a rim job. Her butthole gapes as he slips his penis in and out, over and over again. Cock-hungry trans vixen Micky flips her hair and shoves a yellow ball inside her puckering asshole. Micky shoves her girl boner into her man Gabe’s butt. He revels in the intense, TS-on-male anal action. The final scene is a threesome! Busty transsexual Mos and curvy ladyboy Meme spread their cheeky rears and stroke their she-pricks. Keen to suck girl dick, British stud Spencer opens his mouth widely. Mos sodomizes him and Meme sucks his cock. Trivia note: This movie includes T-girls named Mikki, Mickey and Micky!
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TS Playground 15: Ladyboy Edition
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TS Playground's Creamiest Cum Shots
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TS Playground 31: Ladyboy Edition
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