Featured Star: Jack Bailey

A nude twink poses against the rails of a boat.With his sweet face and slim, sexy body, Jack Bailey is a twink who caused a stir amongst porn fans when he arrived on the scene in 2020. You can enjoy one of his earliest performances in Himeros TV’s “Good Game, Bro,” sucking and riding Andre Donovan. This interracial scene is based on the popular fantasy of two hot jocks embracing their gay desires. It’s as dreamy and sensual, yet hardcore we expect from Himeros TV.

Jack soon followed this up with “Meet Jack Bailey” and “Colby Chambers Fucks Jack Bailey” from Colby Knox.

NakedSword Originals’ “Lake Need” features some hot best friends enjoying some time on a houseboat. In the first of his two scenes, Jack makes the first move on top Johnny Rapid, who stretches Jack’s greedy little hole. He later gets to know Blaine Porter better while the other guys are out fishing.

Jack made his debut for Cockyboys in late 2021, bottoming for Kane Fox in “Break Him in Raw 2.” It’s one of the scenes that viewers return to the most, and it’s easy to see why they love it.

Jack has delivered stunning work for the award-winning Disruptive Films. “Back in Town” is currently his most popular movie on our VOD theater, and “No Step-Son of Mine” is a must see for taboo fans.

Last year saw Jack get several prestigious nods from major awards ceremonies. Both Cybersocket and StraightUpGayPorn nominated Jack for Twink of the Year in 2022. GayVN nominated him for Best Newcomer and Best Group Sex Scene (“Political Party Bottom” from Himeros TV, costarring Andre Donovan, Dillon Diaz, and Peyton Key). Finally, he was also a Grabby Awards nominee for Hottest Bottom.

We have all of the hottest Jack Bailey movies waiting for you on our adult VOD theater.

Twink porn star Jack Bailey goes down on a cock with saliva visibly dripping from his mouth.The box cover of Break Him in Raw 2 from Cockyboys, featuring a side view of a man topping another man doggy style.Two shirtless, muscular men stand above a shirtless young man.The box cover of Hot Boy Summer 2 by Dark Alley Media shows a twink sucking off an older man.