Jack Bailey Movies

Justin O'Neal's (Jack Bailey) stepfamily is exasperated by his behavior. They thought things would be better after he got home from Sam Gillis's program at the ranch. There was no change. In fact, Justin's gotten worse. They decide he should spend a day with a...

Sometimes the root problem with these guys who are residents - and the cause of issues with recovery - is that they believe they are of an equal station with every other human being on earth. This equality talk they absorb from the media goes to their heads. A...

Johnny Rapid rounds up all his best buds and heads to ‘Lake Need’ for a boy’s trip, but don't let the serene waters fool you, there's nonstop bareback action on deck in this sun-drenched adventure. Critically acclaimed director Edward James captains a houseboa...

Whether they are straight, gay, or anything else, Clay doesn’t mind as long as they are fun and down for loads! This series of daddy/jock/twink threesomes shows just how much fun these hustlers can have with a pervy daddy like Clay. Everyone is barebacking and...

Some of these guys might claim to be 'straight,' but after watching them slam some twink ass or get pounded, you might wonder. Chalk it up to being young and full of hormones, or perhaps these guys secretly love some twink. It's hard to tell. One thing that's...

Some residents just need some gentle prodding to set them on the right course - a good BJ to teach them service to others, for example. Others, however, are intransigent. They need the full treatment, which often ends up with a full-on slam-fucking. Here we br...

Carnal Network presents Lead by Example, a thrilling adventure of young scout Jack and his cute twink troop buddies. Jack Bailey, Marcus Rivers and Troye Jacobs. Together they embark upon setting out into the wild under the veteran guidance of DILF Scoutmaster...

Dog Fart Gay presents White Boy Sandwich 6 featuring five double cream filled white boy sandwiches, thirteen horny dudes! Horny white boys who crave two black cocks get them by the foot in this interracial three-way black-on-white cock fest! Starring Jack Bail...

Scout boy Jakeb needs to perform a series of exercises. He's ordered to remove his clothes, and after doing a few squats, his scout masters proceed to thoroughly stretch his hole. Before Gabe receives his badge, he needs to perform some stretches. His scout ma...

Elite Scouts are carefully chosen for their interest in learning about life in the outdoors as well as the special bonds that can form between Scouts and Scoutmasters. Three Scoutmasters take three Elite Scouts out in the woods for a weekend of camping in Less...

Gay sons look up to their dads. In fact, many fantasize about not only being the man their dad is, but also falling in love with someone who's just like him. In Twink Swap Party Vol. 8, a gay taboo porn series, young twink boys are traded by dads for everyone'...

Gay sons look up to their dads; in fact, many fantasize about not only being the man their dad is, but also falling in love with someone who's just like him. In Twink Swap Party Vol. 9., a gay taboo porn series, young twink boys are traded by dads for everyone...

When John (Pierce Paris) catches his stepson, Oliver (Jordan Lake),setting up for a pride party in the backyard, he's angry. Not because of the party but because Oliver is wearing a skimpy outfit. Since Oliver is planning to wear it out in public, John tells...

Three horny Scoutmasters have their way with four willing Scouts. Every young man needs a Daddy to teach him how men fuck. These boys are eager to learn every lesson their Scoutmasters want to teach them.

Raunchy Bastards presents Can I Use Your Hole, Bro?. All amateur bareback action. I knew he was gay - Real homemade Gay4Pay Raunch! "Lovin' That Straight Dick" starring Matt Moss and Jack Bailey "Fat Cock, Tight Hole" starring Tyler Nugent and Ashton Silvers...

Next Door Films presents That Summer starring Scott Finn, Jayden Marxos, Carter Woods, Ryder Owens, Nico Coopa, and Jack Bailey.Directed by Jeremy Babcock, Walden Woods, and Conrad Parker.

Five stud tops and five tight bottoms. Most of them are getting together for the second time. If they are coming back for more, it must have been good the first time. But now they know exactly what they want and how to get it. Of course, “it” is all the sloppy...

Three scenes and an orgy featuring Adam Snow, known for his legendary XXL cock that leaves every bottom’s hole twitching. Adam wrecks two twunk boys-next-door, Zane Kazan and Derek Cox. Cute bespectacled Jack Bailey is slutty enough, to take on Adam, and equal...

Sometimes Daddy Clay realizes just how lucky he is to be able to find all these hot, horny, and willing young men. The guys sure do seem to enjoy it, and Clay definitely does. Luckily for you, he has cameras set up to capture the entire session, too!

Whether they are straight, gay, or anything else, Clay doesn't mind as long as they are fun and down for loads. This series of daddy/jock/twink threesomes shows just how much fun these hustlers can have with a pervy daddy like Clay. Everyone is barebacking and...