https://www.thepornstar.com/models/jack-waters/ Fri 12 Jun 2026 05:38:28 +0200 https://www.thepornstar.com/videos/464174/cliff-jensen-and-jack-waters-enjoy-a-relaxing-break-in-taking-a-load-off/
Ryan Irwin (Jack Waters) is a stressed out year one law student. When his parents noticed he was losing weight and resting poorly at night, they sent him to a mind, wellness, and balance retreat. There he meets Paul Portnoy (Cliff Jensen), a wellness professional who teaches Ryan there's more to life than grades and the work grind. ]]> Tue 09 Jun 2026 16:36:08 +0200 https://www.thepornstar.com/videos/464174/cliff-jensen-and-jack-waters-enjoy-a-relaxing-break-in-taking-a-load-off/ https://www.thepornstar.com/videos/465088/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. ]]> Mon 01 Jun 2026 21:47:21 +0200 https://www.thepornstar.com/videos/465088/toy-ass-discovery-leads-to-spit-roasting-fun/ https://www.thepornstar.com/videos/414556/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 03 Mar 2026 20:42:12 +0200 https://www.thepornstar.com/videos/414556/twink-stepson-jack-water-moans-for-stepdad-nate-stetson-cock/ https://www.thepornstar.com/videos/413194/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! ]]> Mon 26 Jan 2026 16:29:21 +0200 https://www.thepornstar.com/videos/413194/jack-waters-dicks-down-stepuncle-max-romano-in-locker-room/ https://www.thepornstar.com/videos/408824/lustful-kyle-wyncrest-has-a-wild-night-together-with-an-attractive-man/
When Jack Waters passes by Kyle Wyncrest on the street, of course he's gonna try to grab his attention. ]]> Fri 17 Oct 2025 10:59:14 +0200 https://www.thepornstar.com/videos/408824/lustful-kyle-wyncrest-has-a-wild-night-together-with-an-attractive-man/ https://www.thepornstar.com/videos/385238/hunk-grex-dixxon-invades-his-stepson-jack-waters-hungry-ass-then-cums-inside/
Greg has been has noticed that Jack actually has a crush on him. This is the perfect excuse him to plow his stepson. ]]> Fri 03 Oct 2025 18:03:16 +0200 https://www.thepornstar.com/videos/385238/hunk-grex-dixxon-invades-his-stepson-jack-waters-hungry-ass-then-cums-inside/ https://www.thepornstar.com/videos/386593/twink-jack-waters-shoots-load-while-getting-fucked-with-a-curved-dildo-with-hunk/
While flipping through community college brochures at a career fair one afternoon, Jack Waters let out a discouraged sigh. ]]> Sun 28 Sep 2025 15:08:29 +0200 https://www.thepornstar.com/videos/386593/twink-jack-waters-shoots-load-while-getting-fucked-with-a-curved-dildo-with-hunk/ https://www.thepornstar.com/videos/381433/bill-farnsworth-shares-his-sex-toys-with-his-stepson-jack-waters/
Jack surprises his stepdad naked on the couch, masturbating. Jack realizes he wants to play, too, so Bill is more than happy to teach him. ]]> Fri 26 Sep 2025 14:35:46 +0200 https://www.thepornstar.com/videos/381433/bill-farnsworth-shares-his-sex-toys-with-his-stepson-jack-waters/ https://www.thepornstar.com/videos/356777/darron-bluu-plowed-jack-waters-tight-ass-after-a-horny-massage/
Darron notices that Jack is tense, so he offers to give him a massage with naughty strokes. These two end up naked and sucking each other’s cocks. ]]> Thu 25 Sep 2025 07:42:06 +0200 https://www.thepornstar.com/videos/356777/darron-bluu-plowed-jack-waters-tight-ass-after-a-horny-massage/ https://www.thepornstar.com/videos/382694/impromptu-fuck-sesh-with-jack-waters-and-his-horny-fucker-pals/
Jack, Jordan, Kylan, and Tony are in a dimly lit room with a tarp and oil. The studs to fuck, and it would be insane to pass up a fun opportunity. ]]> Fri 12 Sep 2025 19:16:23 +0200 https://www.thepornstar.com/videos/382694/impromptu-fuck-sesh-with-jack-waters-and-his-horny-fucker-pals/ https://www.thepornstar.com/videos/405482/jack-waters-tries-on-jeremiah-cruze-magic-hands-into-his-hungry-hole/
Jack tries Jeremiah's massage. He starts massaging him, but his secret service is yet to come as he pulls out his cock and starts feeding it to Jack. ]]> Wed 10 Sep 2025 01:05:37 +0200 https://www.thepornstar.com/videos/405482/jack-waters-tries-on-jeremiah-cruze-magic-hands-into-his-hungry-hole/ https://www.thepornstar.com/videos/382702/horny-tony-genius-got-other-naughty-plans-for-his-cock-and-ass/
Tony promises he’s coming home, but he has other plans. These hot studs find a room where they can play, waste, and get filthy with one another. ]]> Mon 08 Sep 2025 21:09:50 +0200 https://www.thepornstar.com/videos/382702/horny-tony-genius-got-other-naughty-plans-for-his-cock-and-ass/