https://www.429men.com/models/jack-waters/ Wed 03 Jun 2026 22:30:54 +0200 https://www.429men.com/videos/432891/toy-ass-discovery-leads-to-spit-roasting-fun/
Recruits Hazel Hoffman, Tony Genius, and Derek Spears are having a jackoff sesh in their bunks when fellow private Jack Waters enters with some contraband: a toy ass! The guys give it a go, passing it around their circle jerk, until their CO enters and catches them with it, hauling Jack to the brig. The other three decide they might as well put their own asses to use, so Tony and Derek fuck Hazel's mouth before spit-roasting him. Derek goes back and forth between Tony and Hazel's holes, then Hazel rides his fellow privates one after the other. The bottom cums as Derek fucks him on his back, then takes two facials at once. ]]> Thu 26 Mar 2026 23:12:46 +0200 https://www.429men.com/videos/432891/toy-ass-discovery-leads-to-spit-roasting-fun/ https://www.429men.com/videos/66477/jack-waters-dicks-down-stepuncle-max-romano-in-locker-room/
Jack Waters wants to know what its like to be a top and stepuncle Max Romano shows him how with his big cock! ]]> Wed 10 Dec 2025 22:42:53 +0200 https://www.429men.com/videos/66477/jack-waters-dicks-down-stepuncle-max-romano-in-locker-room/ https://www.429men.com/videos/66678/twink-stepson-jack-water-moans-for-stepdad-nate-stetson-cock/
Jack Waters is at his hot stepdad doctor Nate Stetson's clinic for a dick check-up! ]]> Tue 07 Oct 2025 18:19:29 +0200 https://www.429men.com/videos/66678/twink-stepson-jack-water-moans-for-stepdad-nate-stetson-cock/ https://www.429men.com/videos/60228/intense-military-training-turns-into-hot-gay-action/
Recruits Jack Waters and Derek Spears do their calisthenics until Jack tries to crawl through a tire and gets stuck! Derek loves the sight of the private bent over and grinds against his ass, and Jack sucks him before Derek gets him free. Derek rims the bottom and penetrates him, then Jack gets some more exercise as he rides that dick. The top pounds Jack against the wall, then fucks him on a tire till the bottom cums, and Derek gives him a facial. ]]> Thu 26 Jun 2025 11:48:08 +0200 https://www.429men.com/videos/60228/intense-military-training-turns-into-hot-gay-action/ https://www.429men.com/videos/39813/fuckmate/
Nick literally sucks at chess. He constantly loses to Jack, his stepbro, so Jordan tries to help him out with a macabre plan involving anal beads. But Jack soon sees through the guy's lies and finds the vibratory toy in Nick’s ass. To calm everyone down, Jordan proposes a new game: tag team to fuck Nick! He might suck at chess, but Nick is the best when handling two dicks. ]]> Wed 28 May 2025 09:01:17 +0200 https://www.429men.com/videos/39813/fuckmate/ https://www.429men.com/videos/39750/varsity-jocks-only/
When Barret catches Jack toweling off in the varsity locker room, he’s furious. Jack is crossing the line, and Barret can’t let this go unchecked. He takes Jack’s face and rubs it all over his sweaty cock to assert his dominance. But Jack likes the smell of Barret’s sweaty cock and begs for more. Barret is turned on now and turns Jack around to fuck him in the ass. Jack is beyond excited and pushes Barret until he cums in his asshole. ]]> Tue 13 May 2025 08:59:48 +0200 https://www.429men.com/videos/39750/varsity-jocks-only/ https://www.429men.com/videos/39678/fools-in-detention/
Jordan gets detention for writing an April Fools poem about his bully, Jack. Mr. Thirio is not impressed with Jordan’s joke and helps Jack carry on the tradition of bullying the school twink. Jordan can’t believe the tables have been turned on him, but his tight hole is happy about getting pounded. ]]> Mon 12 May 2025 08:58:06 +0200 https://www.429men.com/videos/39678/fools-in-detention/ https://www.429men.com/videos/39799/you-can-t-hide-from-me/
Cyrus is scared of Jack, his jock bully from school. He’s so afraid of him that he hides under the desk when he comes in screaming Cyrus’ name. The problem is that the panicky boy is not really good at hiding, so his butt is sticking out of his hideout. Jack quickly finds him and starts teasing him. Without coming out, Cyrus confronts him and tells him he’s a bully, making Jack mad. The mischievous jock pulls off Cyrus’ pants and eats his ass to teach him a lesson. Then, he pulls him out to plow him, a surprisingly enjoyable punishment for Cyrus. ]]> Thu 08 May 2025 09:00:58 +0200 https://www.429men.com/videos/39799/you-can-t-hide-from-me/ https://www.429men.com/videos/40328/jack-waters-mercilessly-edged-by-dominic-pacifico-and-kayler-drake/
Jack Waters was ruthlessly jacked off and edged by BDSM gods Dominic Pacifico and Kayler Drake. ]]> Sun 27 Apr 2025 07:49:20 +0200 https://www.429men.com/videos/40328/jack-waters-mercilessly-edged-by-dominic-pacifico-and-kayler-drake/ https://www.429men.com/videos/40238/leather-dom-buck-richards-beats-and-fucks-his-bottom-jack-waters/
Leather dominant Buck Richards engages in both physical discipline and sexual activity with his submissive partner Jack Waters. ]]> Thu 10 Apr 2025 07:43:53 +0200 https://www.429men.com/videos/40238/leather-dom-buck-richards-beats-and-fucks-his-bottom-jack-waters/ https://www.429men.com/videos/39781/one-hot-hotdog/
Young Jack wakes up to find Damian, his stepdad’s sexy brother, cooking hotdogs for lunch. Jack is a bit surprised to meet him, yet, his head is spinning from last night, so he goes to the couch to rest. Damian wants to make his newly-met step-nephew feel better, so he makes one special hotdog with his cock in it. As he serves it to Jack, the boy is adamant at first but soon feels that getting his ass pounded by his hot step-uncle is surely the best medicine for his headache. ]]> Sun 06 Apr 2025 09:00:32 +0200 https://www.429men.com/videos/39781/one-hot-hotdog/ https://www.429men.com/videos/39761/check-out-my-pubes/
Nick sees Jack with his hand down his pants and calls him out. But Jack isn’t taking any lip from a nerd like Nick and pulls his pants down. Nick then gets pounded from behind like a good bottom, and Jack keeps bullying the nerdy twink until he cums hard inside his tight butthole. ]]> Sat 05 Apr 2025 09:00:04 +0200 https://www.429men.com/videos/39761/check-out-my-pubes/