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Cute hornball Jack Bailey gets right to it, suckling on that sweet, tender T-dick of gorgeous FTM fuck buddy Luke Hudson. ]]> Sun 27 Jul 2025 12:32:59 +0200 https://hqbang.com/videos/277006/luke-hudson-and-jack-bailey-chapter-8/ https://hqbang.com/videos/274727/luke-hudson-and-jack-bailey-chapter-42/
Jack had been anticipating filling Luke's warm hole again ever since their last encounter. ]]> Thu 17 Jul 2025 16:52:01 +0200 https://hqbang.com/videos/274727/luke-hudson-and-jack-bailey-chapter-42/ https://hqbang.com/videos/276764/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. ]]> Sun 01 Jun 2025 12:23:22 +0200 https://hqbang.com/videos/276764/jack-bailey-encounter-3-killian-knox-bottoms2/ https://hqbang.com/videos/356848/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! ]]> Mon 26 May 2025 03:49:03 +0200 https://hqbang.com/videos/356848/horny-horror-movie-night/ https://hqbang.com/videos/274251/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! ]]> Thu 08 May 2025 00:44:20 +0200 https://hqbang.com/videos/274251/luke-hudson-and-jack-bailey-chapter-52/ https://hqbang.com/videos/356796/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. ]]> Thu 10 Apr 2025 09:36:43 +0200 https://hqbang.com/videos/356796/a-bonding-moment/ https://hqbang.com/videos/276811/adam-snow-eddie-patrick-and-jack-bailey2/
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When we put sweet-faced twink top Jack Bailey in a room with masculine bottom Jax Thirio, it was as if the cameras disappeared. ]]> Sat 22 Mar 2025 22:50:36 +0200 https://hqbang.com/videos/277899/jack-bailey-encounter-2-jax-thirio-bottoms/ https://hqbang.com/videos/198924/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. ]]> Sat 15 Mar 2025 15:17:22 +0200 https://hqbang.com/videos/198924/blacks-on-boys-jack-bailey-deepdicc-ray-diesel/ https://hqbang.com/videos/295091/chock-full-of-jocks/
Jack Bailey, the last student to leave the classroom, grabs his backpack and is about to head out the door when one of the school's football players, Tony Genius, comes in and asks Jack for tutoring. Tony says that his grades have reached a point where if he doesn't get a B+ he'll be held back a year, and there's NO WAY that can happen. ]]> Mon 27 Jan 2025 16:21:24 +0200 https://hqbang.com/videos/295091/chock-full-of-jocks/ https://hqbang.com/videos/266964/work-hard-play-harder-pierce-paris-jack-bailey-lawson-james/
Jack Bailey is not quite ready to go out into the big wide world yet, so is still at home with his stepdad, Lawson James. Lawson is a successful businessman, which Jack has always been proud about... until he one day catches Lawson fooling around with a colleague, Pierce Paris, at home! Jack is shocked, especially since Lawson always talked about how important it is to remain focused to reach your goals. But as they talk it out, Jack realizes that it's important for his stepdad to let loose and seize the day, too. Jack is overcome with admiration for Lawson, although that admiration soon turns to lust since seeing his stepdad and another man going at it has awakened something deep inside. Luckily for him, both Lawson and Pierce are ready for a well-deserved break, which will include him! ]]> Fri 17 Jan 2025 14:14:49 +0200 https://hqbang.com/videos/266964/work-hard-play-harder-pierce-paris-jack-bailey-lawson-james/ https://hqbang.com/videos/142007/jack-bailey-and-step-dad-michael-roman-have-romantic-fuck/
Michael Roman wants to help Jack Bailey celebrate finishing a tough semester at college, so he plans a nice dinner just the two of them. But, Jack wants to celebrate through other means. What could Jack possibly want? ]]> Wed 01 Jan 2025 09:52:41 +0200 https://hqbang.com/videos/142007/jack-bailey-and-step-dad-michael-roman-have-romantic-fuck/