https://www.transhero.com/tags/jack-bailey/ Mon 27 Apr 2026 05:16:50 +0200 https://www.transhero.com/videos/223994/lustful-daddy-killian-knox-strokes-cock-while-getting-banged-by-hot-handsome-jac/
After Killian Knox wears out Jack Bailey's mouth with kisses, he strips them both and worships every inch of his body. ]]> Thu 12 Mar 2026 06:21:58 +0200 https://www.transhero.com/videos/223994/lustful-daddy-killian-knox-strokes-cock-while-getting-banged-by-hot-handsome-jac/ https://www.transhero.com/videos/338056/jack-bailey-got-his-ass-stretched-by-greg-mckeon-and-colton-mckeon/
Colton catches Jack wanking by his tent and assures him it’s a natural thing. Jack confesses that Greg showed him how to cum by fucking tight ass. ]]> Wed 11 Mar 2026 02:25:13 +0200 https://www.transhero.com/videos/338056/jack-bailey-got-his-ass-stretched-by-greg-mckeon-and-colton-mckeon/ https://www.transhero.com/videos/142010/dominant-jax-thirio-spreads-legs-in-a-hardcore-ass-banging-session-with-ja/
Jax Thirio’s dominant demeanour and big daddy dick have, more often than not, led to him taking the top bunk in the bedroom. ]]> Tue 10 Mar 2026 18:30:08 +0200 https://www.transhero.com/videos/142010/dominant-jax-thirio-spreads-legs-in-a-hardcore-ass-banging-session-with-ja/ https://www.transhero.com/videos/224186/beefy-jock-dominates-twink-in-rough-doggystyle-session/
A beefy jock dominates a twink in a rough doggystyle session, their encounter filled with intensity and passion as they explore power dynamics. ]]> Sun 08 Mar 2026 12:35:53 +0200 https://www.transhero.com/videos/224186/beefy-jock-dominates-twink-in-rough-doggystyle-session/ https://www.transhero.com/videos/199582/gorgeous-cole-blue-spreads-legs-in-a-passionate-spit-roasting-session-with-hairy/
Becoming a man isn’t about age. It’s not about a birthday, losing your virginity, or getting a job. ]]> Thu 05 Mar 2026 23:17:32 +0200 https://www.transhero.com/videos/199582/gorgeous-cole-blue-spreads-legs-in-a-passionate-spit-roasting-session-with-hairy/ https://www.transhero.com/videos/223848/outdoor-fuck-is-fun-for-scoutmaster-greg-mckeon-and-colton-mckeon/
When Jack tells Colton and Greg that being outdoors is boring, they tell him about that fun thing they like to do a lot. Jack is being stripped down. ]]> Thu 05 Mar 2026 02:58:30 +0200 https://www.transhero.com/videos/223848/outdoor-fuck-is-fun-for-scoutmaster-greg-mckeon-and-colton-mckeon/ https://www.transhero.com/videos/366884/thick-muscle-gay-drilled-a-skinny-twink-in-hardcore-session/
A muscular gay man passionately dominates a slender twink in a hardcore encounter, showcasing their intensity and chemistry in every thrust. ]]> Sat 28 Feb 2026 15:10:47 +0200 https://www.transhero.com/videos/366884/thick-muscle-gay-drilled-a-skinny-twink-in-hardcore-session/ https://www.transhero.com/videos/258050/sweet-looking-twink-jack-bailey-is-devoured-whole-by-a-nasty-daddy-killian-knox/
When DILF Killian Knox pairs up with cute horny twink, Jack Bailey, the answer is as many times as he wants! ]]> Wed 25 Feb 2026 03:44:09 +0200 https://www.transhero.com/videos/258050/sweet-looking-twink-jack-bailey-is-devoured-whole-by-a-nasty-daddy-killian-knox/ https://www.transhero.com/videos/246768/passionate-kissing-and-rough-ass-banging-session-by-smooth-jack-bailey-and-inked/
Sexy, tattooed otter, Romeo Davis, is up for a real treat when he meets the seriously hot, baby-faced twink, Jack Bailey. ]]> Fri 20 Feb 2026 20:56:16 +0200 https://www.transhero.com/videos/246768/passionate-kissing-and-rough-ass-banging-session-by-smooth-jack-bailey-and-inked/ https://www.transhero.com/videos/201779/boner-jack-bailey-pumps-and-pounds-the-eager-ass-of-hot-daddy-killian-knox/
Hungry, horny twink Jack Bailey always gets such a huge boner whenever beefy daddy Killian Knox comes around. ]]> Wed 18 Feb 2026 23:25:46 +0200 https://www.transhero.com/videos/201779/boner-jack-bailey-pumps-and-pounds-the-eager-ass-of-hot-daddy-killian-knox/ https://www.transhero.com/videos/398219/stepdad-michael-roman-pounds-jack-bailey-tight-asshole/
Michael Roman is eager to give Jack Bailey a special treat for finishing a college semester, so Jack asks for his giant cock! ]]> Wed 18 Feb 2026 09:16:10 +0200 https://www.transhero.com/videos/398219/stepdad-michael-roman-pounds-jack-bailey-tight-asshole/ https://www.transhero.com/videos/192003/johnny-ford-and-jack-bailey-gives-the-perfect-roleplay-of-dad-and-son/
Jack pays a visit to Dr. Johnny to discuss his relationship with his dad. Jack wishes to be closer to him, so he suggests they do a roleplay exercise. ]]> Sun 15 Feb 2026 11:22:04 +0200 https://www.transhero.com/videos/192003/johnny-ford-and-jack-bailey-gives-the-perfect-roleplay-of-dad-and-son/