https://www.thepornstar.com/tags/dire-callahan/ Wed 15 Apr 2026 00:04:46 +0200 https://www.thepornstar.com/videos/392888/kinky-gay-drake-jaden-and-bryan-cole-receives-butt-paddle/
Drake and Bryan have endured games, likely feeling relieved to paddle against their bare butt cheeks while balancing blue ice on their backs. ]]> Tue 30 Sep 2025 05:06:51 +0200 https://www.thepornstar.com/videos/392888/kinky-gay-drake-jaden-and-bryan-cole-receives-butt-paddle/ https://www.thepornstar.com/videos/392448/strapped-bryan-cole-gets-sucked-by-hunk-drake-jaden/
Bryan is strapped against the lockers while his buddy Drake plays with his hard dick. Nonstop sucks and strokes! ]]> Mon 08 Sep 2025 10:22:13 +0200 https://www.thepornstar.com/videos/392448/strapped-bryan-cole-gets-sucked-by-hunk-drake-jaden/ https://www.thepornstar.com/videos/363778/brogan-gets-tormented-by-dire-callahan-while-hung-upsidedown/
Master Dire has his jock toy strapped upside down. This gives him easier access to torment muscular Brogan by playing with his balls and nipples. ]]> Tue 20 May 2025 09:16:09 +0200 https://www.thepornstar.com/videos/363778/brogan-gets-tormented-by-dire-callahan-while-hung-upsidedown/ https://www.thepornstar.com/videos/389444/drake-jayden-eats-a-sausage-from-the-butthole-of-bryan-cole/
It is Master Dire's turn! He grabs Bryan's dick and jerks it off until Bryan spurts his cum. The tradition ends with hotdogs up the newbies' holes. ]]> Wed 07 May 2025 14:36:20 +0200 https://www.thepornstar.com/videos/389444/drake-jayden-eats-a-sausage-from-the-butthole-of-bryan-cole/ https://www.thepornstar.com/videos/389336/drake-jaden-and-bryan-cole-impress-senior-with-a-blowjob/
Newbies Drake and Bryan were introduced to their Senior Dire. Little did they know, a kinky initiation right is a tradition for the team. ]]> Wed 07 May 2025 14:33:31 +0200 https://www.thepornstar.com/videos/389336/drake-jaden-and-bryan-cole-impress-senior-with-a-blowjob/ https://www.thepornstar.com/videos/388381/senior-watches-drake-jaden-and-bryan-cole-naked-wrestling/
The hazing continues! Bryan and Drake start wrestling while naked. Senior Dire says there can be no winner, but poor Bryan is chosen for punishment. ]]> Wed 07 May 2025 12:12:07 +0200 https://www.thepornstar.com/videos/388381/senior-watches-drake-jaden-and-bryan-cole-naked-wrestling/ https://www.thepornstar.com/videos/348214/dom-dire-callahan-gives-his-sub-a-copper-wire-torture/
Derek is surrounded by a rope made of copper wire. Each time he moves, it brings more sore. But the most stressful of all is the rope around his cock. ]]> Mon 06 Jan 2025 14:59:13 +0200 https://www.thepornstar.com/videos/348214/dom-dire-callahan-gives-his-sub-a-copper-wire-torture/ https://www.thepornstar.com/videos/347718/hunk-sub-moans-while-being-jerked-off-by-his-master/
Master torments Dire until his muscles are asked for a break. He can do nothing but moan as his Master rubs his cock in a teasing cum denial jack off! ]]> Mon 06 Jan 2025 14:34:32 +0200 https://www.thepornstar.com/videos/347718/hunk-sub-moans-while-being-jerked-off-by-his-master/ https://www.thepornstar.com/videos/346072/master-dire-callahan-tries-on-ice-torture-on-derek-pain/
Master uses ice to torture Derek. The bar under his knees and the ropes holding him add . It gets worse when he uses ice on his nipples. ]]> Mon 16 Dec 2024 11:46:59 +0200 https://www.thepornstar.com/videos/346072/master-dire-callahan-tries-on-ice-torture-on-derek-pain/ https://www.thepornstar.com/videos/345454/dire-callahan-torments-sub-derek-pains-ass-and-mouth/
Derek pleads with him to stop, but his master has an idea, sliding a popsicle in his ass and then mouth! With the chains holding him, he can't escape. ]]> Mon 16 Dec 2024 11:07:36 +0200 https://www.thepornstar.com/videos/345454/dire-callahan-torments-sub-derek-pains-ass-and-mouth/ https://www.thepornstar.com/videos/344221/hunk-daddy-bound-again-for-more-soreness-from-dire-callahan/
Derek has returned to suffering at the hands of a cruel person. His balls are pulled taut by the weights while the cruel man is prepared to slap him. ]]> Tue 03 Dec 2024 12:46:26 +0200 https://www.thepornstar.com/videos/344221/hunk-daddy-bound-again-for-more-soreness-from-dire-callahan/ https://www.thepornstar.com/videos/343603/dom-dire-callahan-pokes-and-spanks-cock-of-sub-bottom/
Derek is poked, and weights are added to the rope linked to his balls. Every move he makes tugs at his nuts, causing his cock to flap and get spanked. ]]> Tue 03 Dec 2024 12:24:15 +0200 https://www.thepornstar.com/videos/343603/dom-dire-callahan-pokes-and-spanks-cock-of-sub-bottom/