Gabriel D'Alessandro Movies

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 o...

With the obsessive, hard-core eroticism and unique camerawork that make his straight movies hits with anal fanatics, director Jay Sin presents "TS Pla...

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...

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

In ‘Fetish Findr’, two doms and three subs are on an online mission to find their ultimate fetish turn on. Find out what makes masters and slaves tick...

Piggy CUM DUMPs and their ass PUMPING tops, fuck their brains out in five filthy scenes! Don't miss these major rounds of hardcore sucking, rimming, a...

It was supposed to be a wonderful day and a beginning of a new life with my blushing bride. But no sooner did we get done with the ceremony and my wif...

Every man wants to know...but few are brave enough to ask. If you are curious about anal play for men, but don't know where to start, this movie is fo...

Gender X is back with another hot movie. I love watching my husband bang! But once you get a T.S. involved, that's when it gets really spicy! These ba...

Director Joey Silvera reignites the perverse passions behind his popular girl-on-man pegging series: “Strap Attack 15” is chock-full of gorgeous, youn...

After the sudden death of his estranged father, Gabriel returns home for the funeral and to talk to his father's attorney about his last will and test...

Part documentary, part pornography, this film from award-winning director Madison Young is more than the sum of its parts. These men are deconstructin...

From the archives of filmmaker Joey Silvera comes "Trans-Starz! 7," a bulging compilation of versatile TS debauchery. In two scenes, pretty T-girls se...

On an orange couch against a yellow wall, Matheus Axell (bald, tanned, tattooed, glasses) sucks Mauricio (tall, slim, pale); Matheus tops Mauricio; Ma...

My new step sister is so cute and so hot... I wonder if she has a nice cock? Well, guess what? My step-sister is trans and she wants to fuck with her...

Aubrey Kate is out jogging and decides to help a man with engine problems. After a shaky start Aubrey and her unfortunate motorist climb into the fron...

Watch as gorgeous TS stepsisters Casey Kisses & Chanel Santini seduce their stepbrothers quickly falling into a forbidden love affair. Nothing is more...

Admirals and officers and firefighters, oh my. Nothing is hotter than these gorgeous transgender women as they take control of some sticky situations....

There's nothing like the experience of being Ass Fucked by A DILF in bed to really get you off! They know exactly how you like your cock stroked and t...

Shocking true prison stories! Inmate Aubrey Kate was scared and shy, but before long this little t-girl gets snapped up quick by a hard con who offer...