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…

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,…

A Catwalk Off A Short Cliff. Tera is determined to go out on top of the fashion model circuit. But she’s surrounded by people dead set on bringing her down….

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…

For the anal connoisseur. Jada dresses like a big girl…to take on her big DP! Goodness Gapeness! Bibi Noel is open wide! Holly Michaels’ Ass…is an anal playground! Trinity St…

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…

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…

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…

TS Playground 9

Welcome to Rubber Playground, DDF’s latest playground of sexuality and deep desire. Discover the pleasures of dominance and submission. Unleashing your inner master or slave can be a liberating experience…

Director Jay Sin’s TS Playground video line captures beautifully femme, hotly functional T-girls in every kind of action.

“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…

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…

Blu-Ray Version. JACK`S PLAYGROUND is a collection of Jack`s personal videos, homemade in Santa Monica, California showcasing his uncanny ability to persuade girls to perform sexual acts in front of…

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…

“Anal explorer Jay Sin continues his journey into an exotic, hidden sexual world in his new lady-boy adventure, “TS Playground 4.” Jay’s signature style of sexy costume play and fantastic…

“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…

Featuring Deija Delions! Sexy Camila Loves To Fuck Her Boy Deep! Hung Sabrina And Beautiful Jhenifer Team Up To Fuck Their Boy Toy! Introducing Gorgeous Nadia Aleksandra! Superstar Bruna Butterfly…

Experience Me Cum and experience this! Even though Claudia is 34-years-old, she was laughing and giggling like a young girl around muscular and manly Zack. She had a playground crush…

Ultimate Dream: Gianna Michaels, The Digital Playground and Gianna Michaels have teamed up to bring you something very special. All of your prayers and dreams have been answered. 6 hottest…

Sex Addicts Anonymous: Relapse Robert (Seth Gamble), as he sits in a modest office and writes in his recovery journal. He acknowledges that he abused his role as a counselor…

Biology Exam, The Tie-Breaker Orgasm Teens Elsa Jean and Lena Anderson wait for their friend Scarlett Sage at the beach house they rented for their vacation. Elsa starts to panic…

5 of your favorite sitcoms reimagined XXX style! Big Bang: Amy Takes Charge! Sporting a black eye delivered by Penny’s jealous boyfriend, Sheldon discovers that Amy is turned on by…

Stepdaughter Plays Naughty Nurse for Stepdad Halloween is a big deal in my family’s household, I love decorating the house for the neighborhood! This year I am a bit disappointed…

Nicole Rae in Anal Training Melanie is wearing green lingerie and Nicole is wearing light blue lingerie as they sit next to each other on the Queen sized bed. “Why…

Nicole Rae in Spring Break Anal Nicole and Cory get down on their knees in front of Luke, and they start to give him a double blowjob. Cory and Nicole…

Vanessa Cage in Step Family Summer Vol. 2 Side Hustle: Vanessa and her step-sister, Cory, walk into Corys massive walk-in closet. Vanessa asks Cory how she can afford a life…

Melanie Hicks in Step Son’s Bully Reclaimed Vol. 2 Hotel Anal- Luke knocks on the door to the hotel room, and his step-mom, Melanie, opens the door. She is wearing…

Sasha Pearl in New Step Mom – A Halloween Story Dance and a Tease My step-mom, Sasha, is showing me her fabulous blue dress that she is going to wear…

Tiffany Watson in Trading Places Innocence: Wife walks in dressed in hot lingerie, telling you about a special surprise she has in store for you. I saw you looking at…

Amie Cambridge & Cory Chase in Wizarding MILF Sluts Amiee and Cory are walking through the hotel walls, wearing nothing but wizard robes and high heels. They find their hotel…

Cory Chase In Landlord Karen Cums Early Cold Marriage – “Who is here?” I wonder to myself. I open the front door and I find myself staring at my landlord,…

Lilibet Saunders in Me and Step Dad Always Fuck When Step Mom Leaves My wife, Cory, tells our step-daughter, Lilibet, that she is leaving for the weekend. “What are you…

Cory Chase in Hot Milf Takes an Anal Pounding after a Workout I was working out in the gym this morning, when I decided to strip naked in front of…

Summer Renee in My New Step Daughter My step-daughter, Summer, is making a cup of coffee for me in the kitchen. She is wearing a mint green tank top with…

Serena Sterling in Step Daughter Has Problems Vol. 3 I walk into my bathroom, and I find my stepdaughter, Serena, touching herself. She doesn’t have any underwear on, but she…

Cory Chase in End of Summer Vacation I took my step-son, Luke, on an end-of-summer vacation trip. The truth is, I have to confess something to him and I figured…

Melanie Hicks In Multi Milfverse Season 2 Stuck Laundry Room: Cory is working on a project in her office, when she hears her neighbors partying loudly next door. How is…

Cory Chase in Step Mom Helps with Prom My step-mom, Cory, walks into the living room, wearing a silky pink bathrobe. “Do you have a suit for prom yet?” she…

Kat Marie in Summer with Step Mom I walked into the kitchen because my step-mom said that she wanted to speak to me. She is wearing nothing but an orange…