https://www.zatube.com/models/jack-bailey/ Tue 14 Apr 2026 21:46:57 +0200 https://www.zatube.com/videos/369459/a-bonding-moment/
Jax invites his old college friend Max for a nice getaway. He’s sure that his stepson and Max’s boy will get along well too. Truth be told, Jax and Max did more than study in college, so when their stepsons Andy and Jack are not around, the two jump at each other for a horny plow. Jack and Andy suddenly barge in and demand explanations, so Max and Jax invite the boys to join them for an amazing four-way. ]]> Wed 24 Dec 2025 10:03:21 +0200 https://www.zatube.com/videos/369459/a-bonding-moment/ https://www.zatube.com/videos/371304/horny-horror-movie-night/
Jax and Max’s horny getaway weekend continues as the two friends spend some time with their stepsons, Andy and Jack. Jax is a bit concerned about how Max wants to have sex with Jack once more. They agreed it would be a one-time thing, but both Max and Jack are ready for a second round. When the four gather for a horror-movie night, Max takes a dildo and starts playing with Jack’s ass in front of Jax and Andy. Jax initially wants to stop them, but Andy convinces him to join the other two for a hot foursome. One more fuck sesh can’t hurt anyone! ]]> Thu 30 Oct 2025 23:42:31 +0200 https://www.zatube.com/videos/371304/horny-horror-movie-night/ https://www.zatube.com/videos/285749/relaxin-with-jax/
While they have the house to themselves, Jax wants to spend some time with his stepson, Jack. At first, Jack is preoccupied with his phone, but when he sees Jax has other plans, he quickly comes around. Jax fucks his stepson’s sweet feet before pounding him from behind. Jack likes having his ass eaten, but he likes having his tight hole pounded even more. ]]> Wed 06 Aug 2025 15:35:33 +0200 https://www.zatube.com/videos/285749/relaxin-with-jax/ https://www.zatube.com/videos/292968/adam-snow-eddie-patrick-and-jack-bailey2/
Insatiable bottom twink Jack Bailey needs huge daddy dick deep inside his twink ass ASAP, and massively hung muscle tops Adam Snow and Eddie Patrick are ready to use that doll-faced slut's hole deep! ]]> Sat 26 Jul 2025 13:59:39 +0200 https://www.zatube.com/videos/292968/adam-snow-eddie-patrick-and-jack-bailey2/ https://www.zatube.com/videos/279390/luke-hudson-and-jack-bailey-chapter-52/
Toned-up twink Jack Bailey has been pumping FTM stud Luke Hudson full of his loads for a while now. The trans hunk doesn't shy away from begging Jack for more DNA, either! ]]> Tue 22 Jul 2025 22:33:44 +0200 https://www.zatube.com/videos/279390/luke-hudson-and-jack-bailey-chapter-52/ https://www.zatube.com/videos/14582/at-the-park-with-jack-bailey/
Pretty boy, Jack, gets horny for cock with playing badminton at the park. ]]> Sun 20 Jul 2025 03:46:47 +0200 https://www.zatube.com/videos/14582/at-the-park-with-jack-bailey/ https://www.zatube.com/videos/293186/luke-hudson-and-jack-bailey-chapter-8/
Cute hornball Jack Bailey gets right to it, suckling on that sweet, tender T-dick of gorgeous FTM fuck buddy Luke Hudson. ]]> Tue 15 Jul 2025 14:20:23 +0200 https://www.zatube.com/videos/293186/luke-hudson-and-jack-bailey-chapter-8/ https://www.zatube.com/videos/292920/jack-bailey-encounter-3-killian-knox-bottoms2/
Hungry, horny twink Jack Bailey always gets such a huge boner whenever beefy daddy Killian Knox comes around. The steamy kissing and foreplay is always super hot, but what really gets Killian revved up and ready to go is knowing that Jack is going to take that long, thick hardon and nail his DILF hole with it. ]]> Mon 23 Jun 2025 13:57:37 +0200 https://www.zatube.com/videos/292920/jack-bailey-encounter-3-killian-knox-bottoms2/ https://www.zatube.com/videos/283683/first-time-sharing-a-bed/
Jack’s room is under renovation, and while the paint dries, he’ll need to share a bed with his stepbrother, Damian. The issue is that Damian has never shared a bed before, and he knows Jack will disturb his sleep with his antics. Still, he can’t just deny his stepbrother and push him away. Things get weird when Jack wakes up to Damian stroking his own cock. Damian explains it’s a presleep ritual and that it’s the best. Jack is intrigued and wants to learn. The stepsiblings stroke each other’s dicks, and it’s clear they’re both getting turned on. They take a leap forward and start sucking each other off. It’s Jack’s first time having a cock in his mouth, but it feels so right, especially with his stepbrother - the familiarity of Damian makes it all the more sexy and exciting. Damian tops Jack and fills up his tight hole with a hot, sticky load that he’s been holding in. Next, it’s Jack’s turn to top. He’s already tired, but the sex is too good to stop, and he wants to show Damian how much he means to him by fucking him hard and giving him a load, too! ]]> Thu 15 May 2025 10:24:33 +0200 https://www.zatube.com/videos/283683/first-time-sharing-a-bed/ https://www.zatube.com/videos/282837/luke-hudson-and-jack-bailey-chapter-42/
Jack had been anticipating filling Luke's warm hole again ever since their last encounter. ]]> Thu 08 May 2025 08:06:34 +0200 https://www.zatube.com/videos/282837/luke-hudson-and-jack-bailey-chapter-42/ https://www.zatube.com/videos/283859/jack-s-gratitude/
Jack needs an outfit for his date, so he borrows some clothes from his stepbrother without asking. Damian doesn’t mind when he finds out and instead encourages Jack as a loving stepbrother should. Jack is so grateful for Damian and shows him with a kiss. But the session doesn’t stop there. The kiss soon escalates into a full-on fuck sesh, and Jack finds himself sucking his stepbrother’s cock while wearing the jacket he plans to borrow. Damian looks down at his younger stepbrother and is extremely turned on, watching him suck cock. He never knew he had these feelings for him, but now, seeing him on his knees, Damian knows he wants to fuck and take their fling all the way. He eats Jack’s asshole, showing him how another man should treat him on a date. Damian is the top for this session and fucks his stepbrother’s hole passionately. Their eyes locked, and neither wants the fun to end. Covered in hot sticky cum, Jack looks up at Damian with pure admiration. He’s so grateful to have a hot and kinky stepbrother such as Damian. ]]> Sat 03 May 2025 10:46:29 +0200 https://www.zatube.com/videos/283859/jack-s-gratitude/ https://www.zatube.com/videos/76310/blacks-on-boys-jack-bailey-deepdicc-ray-diesel/
Jack has been wanting to get back to the gym but hates the way all the guys stare at him when he goes there. So instead Jack calls up his big crush Ray to see if he can come over and use his home gym. Ray is quick to invite the tasty young boy over to let him do whatever he wants. Jack shows up with Ray and Deep already working up a sweat on the machines so he gets right to the weights. Ray and Deep are quick to encourage young Jack and once Jack bends over the bench Deep moves right in to help him with his form. Deep let's his hands wander to Jack's delight and once he pulls down Jack's little red shorts it was on. Ray, not one to miss a beat turns off his treadmill and pulls out his fat cock for Jack to focus on too. Once dicks are in both his holes Jack's true slutty nature comes right out. And with two fat creamy loads on his face Jack promises to come back for lot's of workouts. ]]> Sun 02 Mar 2025 05:20:10 +0200 https://www.zatube.com/videos/76310/blacks-on-boys-jack-bailey-deepdicc-ray-diesel/