Years after graduating, Sam Romero (Jack Bailey) gets in touch with his former English teacher, Mr. Howard Dennison (Greg McKeon). After reconnecting on social media, they decide to meet up. Sam is grateful to Howard for allowing him to be himself with him and understand that it’s okay to be who you are without apologies. Their affection and tenderness turns sexual as they realize that their growing feelings are mutual.
Stepuncle Jax Thirio finds his stepnephews Jack Bailey and Max Lorde fighting about who gets to shower first. Jax helps them make peace by suggesting they all go in the bathtub together, and the stepbrothers gladly agree. When Jack gets a huge boner, things take a naughty turn!
Jack Bailey and Max Lorde are having breakfast with their stepuncle Jax Thirio and Jack claims that he cooked the meal they’re having, but Max knows he bought it already made. While Jack talks on and on about his trip to the market, Max pretends to have dropped his napkin and crawls under the table to secretly tend to Jax’s cock! When Jack catches them he claims he can do a better job at sucking his stepuncle’s cock and soon enough the three are engaged in a hot threesome!
Class is in session! Carter DelRey, Jack Bailey, and Trevor Harris are hot for their teacher, Dakota Payne, as he instructs them on how to be the best twinks they can be!
Yup! delicious blond hair blue eyed twink Jack Bailey is one of the guys’ most delicious models, and since members love to see the guys fuck him so much, they decided to edit this video they filmed a while back, Jack got his sweet, little pink hole drilled hard and deep exactly the way he asked for it, the guys dominated him Mavericken style!
Jax Thirio, Jack Bailey and Jack Valor hookup on a lazy Sunday afternoon on this homemade installment. They clearly enjoy each other’s company as we have seen them hook up before. SEVERAL times!
Elder Jack Bailey has been granted authority by the priesthood to perform Elder Ashton Silver’s anointing ceremony, so he instructs him to strip down and hop on the table.
Elder Jack Bailey and Elder Ashton Silvers have been assigned to become companions and they’re very excited. When Elder Jack helps Elder Ashton straighten up his tie, he pulls him in to make out with him.
Dolf Dietrich looks like a badass, but he’s really a big softy at heart. He’s got the energy of a supportive big brother that motivates his athletes to push themselves.
As Chris Damned prepares for his big day, he makes one last stop to get his shoes shined by Jack Bailey.
As Jack is buffing Chris’ shoes, he can’t help but eye the increasing bulge growing in Chris’ pants. Without a word, Jack glances up at Chris and reaches for the cock in his face. Chris nods and unzips his trousers to reveal his uncut cock for Jack. He quickly switches from polishing the groom’s shoes to polishing Chris’ meat, while Chris works on shedding the rest of his suit.
Jack Bailey is trying to study, but Jax Thirio has a knack for distracting him while he attempts to focus. Jack expresses to his stepdad that one day, he will have to leave home and he’s nervous about fucking guys and gaining the right experience. Jax offers to teach Jack and help him practice his skills. With many tricks up his sleeve, Jax gets Jack in a much better position to go out into the world. Continue with “Say Uncle | Family Dick: Jack Bailey and Jax Thirio”
While Jax Thirio is out on the balcony working out, his stepson Jack Bailey joins him outside, telling him that he loves watching him workout and get all sweaty. Soon, Jack gets a boner that Jax is happy to see, so they both lose their clothes and turn the workout into a naughty session where he’ll pound his stepson until they both cum!
Beefy step daddy Brian Bonds can’t believe how poorly his horny stepson Jack Bailey has been doing in school. To whip the boy into shape, he shoves his veiny stepdaddy dick into the little guy’s mouth before filling up his boy hole with man meat.
Jack Bailey is a naughty little stepbrother. When he finds his big stepbrother Justin Matthews‘ dildo, he decides to give it a whirl. Justin finds Jack playing with the dildo and inserts the real thing.
It’s Jack Bailey‘s first day at the new job his stepdad David Skylar got Jack at his company. Jack knows he’s underqualified for the job, but it doesn’t seem to matter to David, who got him the job because he wanted to be around him more. He knows exactly what Jack is qualified to do…and damn is he good at it!
