https://www.thepornstar.com/models/derek-pain/ Mon 12 Oct 2026 20:55:14 +0200 https://www.thepornstar.com/videos/490594/boundmusclejocks-ricky-sinz-savagely-torments-bound-derek-pain-with-weights-rop/
Master Ricky clamps Dereks cock with heavy weights, tugging his balls and smacking his ass raw with sadistic implements while the hooded captive roped to the table cries out in agony. ]]> Sat 05 Sep 2026 03:37:13 +0200 https://www.thepornstar.com/videos/490594/boundmusclejocks-ricky-sinz-savagely-torments-bound-derek-pain-with-weights-rop/ https://www.thepornstar.com/videos/453154/boundmusclejocks-master-dire-callahans-nut-kicking-interrogation-of-derek-pain/
Bound soldier Derek endures stun baton shocks until Callahans vicious boot slams his exposed nuts, his name out in agony. ]]> Sun 12 Jul 2026 11:52:25 +0200 https://www.thepornstar.com/videos/453154/boundmusclejocks-master-dire-callahans-nut-kicking-interrogation-of-derek-pain/ https://www.thepornstar.com/videos/453948/boundmusclejocks-derek-pain-submits-to-master-dire-callahan-extreme-interrogati/
Chained soldier flexes hard, refusing to crack until Master Callahan lines pecs, nips, and ripped abs with biting clothespins. ]]> Sun 14 Jun 2026 13:09:50 +0200 https://www.thepornstar.com/videos/453948/boundmusclejocks-derek-pain-submits-to-master-dire-callahan-extreme-interrogati/ https://www.thepornstar.com/videos/451741/boundmusclejocks-electric-shocks-and-water-torment-with-derek-pain-and-dire-cal/
Defiant Dereks massive frame trembles, thin rod buried in his piss slit, buzzing shocks frying nerves from inside out. ]]> Mon 08 Jun 2026 20:31:57 +0200 https://www.thepornstar.com/videos/451741/boundmusclejocks-electric-shocks-and-water-torment-with-derek-pain-and-dire-cal/ https://www.thepornstar.com/videos/387316/muscled-derek-pain-takes-flogging-all-over-his-sexy-back-til-it-is-rosy-red/
There ain't nothing in the world like the beautiful sound of the *SMACK* of a flog off of a well-muscled back ]]> Tue 02 Dec 2025 18:53:17 +0200 https://www.thepornstar.com/videos/387316/muscled-derek-pain-takes-flogging-all-over-his-sexy-back-til-it-is-rosy-red/ https://www.thepornstar.com/videos/406710/dire-torments-derek-pain-more-by-clamping-his-manhood-and-chaining-his-balls/
After the stress of the night, left hanging and tormented awake, Derek faces yet more torment from Master Callahan. ]]> Tue 02 Dec 2025 04:16:34 +0200 https://www.thepornstar.com/videos/406710/dire-torments-derek-pain-more-by-clamping-his-manhood-and-chaining-his-balls/ https://www.thepornstar.com/videos/387230/handsome-derek-pain-loves-the-pleasure-from-being-cock-rubbed-by-his-tormentor/
His still tightly bound and gagged, but it's finally time to milk the man and steal his manly juice from his cock. ]]> Mon 01 Dec 2025 22:05:06 +0200 https://www.thepornstar.com/videos/387230/handsome-derek-pain-loves-the-pleasure-from-being-cock-rubbed-by-his-tormentor/ https://www.thepornstar.com/videos/380423/huge-man-derek-pain-endures-all-the-anguish-and-wishes-the-tormenting-ends/
It's no wonder Mulengro really wants to torment this massive muscle man, it's not every day you get to play with such a powerful captive. ]]> Tue 25 Nov 2025 00:48:48 +0200 https://www.thepornstar.com/videos/380423/huge-man-derek-pain-endures-all-the-anguish-and-wishes-the-tormenting-ends/ https://www.thepornstar.com/videos/387238/watch-as-hung-derek-pain-struggles-on-getting-his-freedom-from-all-tormenting/
It's no use, the painful ropes are too tight against his powerful muscles and every time he flexes and moves it just seems to get tighter. ]]> Tue 18 Nov 2025 04:25:13 +0200 https://www.thepornstar.com/videos/387238/watch-as-hung-derek-pain-struggles-on-getting-his-freedom-from-all-tormenting/ https://www.thepornstar.com/videos/387317/drooling-stud-derek-pain-moans-in-agony-as-he-feels-the-pain-of-the-flogger/
The man can do nothing to fight back, chained up as he is, but that only makes it more fun for his sadistic tormentor. ]]> Tue 11 Nov 2025 22:30:20 +0200 https://www.thepornstar.com/videos/387317/drooling-stud-derek-pain-moans-in-agony-as-he-feels-the-pain-of-the-flogger/ https://www.thepornstar.com/videos/387315/hunky-man-derek-pain-is-restrained-to-be-tormented-on-his-nipples/
Chinese nipple clamps have been described as sadistic, so it's no wonder Dire is using them on big muscle man Derek. ]]> Wed 05 Nov 2025 22:47:53 +0200 https://www.thepornstar.com/videos/387315/hunky-man-derek-pain-is-restrained-to-be-tormented-on-his-nipples/ https://www.thepornstar.com/videos/406709/derek-pain-winces-through-the-pain-as-the-master-slaps-and-tugs-his-swollen-nuts/
Master Callahan knows that one of the best ways to break a man is with ball pain. Hoisting the soldier up he strips him down. ]]> Wed 05 Nov 2025 13:13:08 +0200 https://www.thepornstar.com/videos/406709/derek-pain-winces-through-the-pain-as-the-master-slaps-and-tugs-his-swollen-nuts/