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...

Kinky porn pioneer Jay Sin has won ass-obsessed hearts through an amazing career of documenting extreme rectal perversity with the most anally...

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

Jay Sin, porn's anal adventurer, likes taking his direction in different directions, and one perverse pleasure he explores is transgender attraction....

Lola Ferri is the beautician

You can feel her pussy wrap around your cock as you watch it slide in and out of her wet hole. You love the way her tongue feels as it glides up and...

In “TS Playground 18,” director Jay Sin showcases a multi-ethnic cast of beautiful ladyboys doing whatever cums naturally with their...

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

When director Jay Sin merges his infamous style of anal porn with the naked eroticism of beautiful, gender-bending she-creatures, the results are...

Drunk Sex Orgy - The CFNM Costume Ball features professional porn stars taking hedonism and Bacchanalia to new extremes. These babes are taking part...

Creatively twisted, butthole-obsessed pornographer Jay Sin has a keen eye and a perverse passion for gorgeously feminine she-males. His new,...

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...

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.

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

Director Jay Sin’s signature style — extreme anal perversions presented with an inviting sense of playful delight — is the perfect...

You pick her up at a snazzy bar. You already know she's a tranny, so you expect to get your hands on her big dick once you have her up to the room,...