https://www.thepornstar.com/models/derek-pain/ Wed 15 Apr 2026 04:13:56 +0200 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/ https://www.thepornstar.com/videos/382770/the-balls-and-the-arms-of-the-muscular-derek-pain-are-noe-roped-together/
Dire Callahan wraps and tied Derek’s ball together with his hands before stepping on his body and balls to make him suffer even more. ]]> Tue 04 Nov 2025 16:53:36 +0200 https://www.thepornstar.com/videos/382770/the-balls-and-the-arms-of-the-muscular-derek-pain-are-noe-roped-together/ https://www.thepornstar.com/videos/387309/big-stud-derek-pain-takes-a-serious-punishment-in-his-firm-balls/
The poor man can only look on in agony as his nuts are stretched before him, inch by inch, their sack being tugged further from his flaccid cock. ]]> Mon 13 Oct 2025 01:02:07 +0200 https://www.thepornstar.com/videos/387309/big-stud-derek-pain-takes-a-serious-punishment-in-his-firm-balls/ https://www.thepornstar.com/videos/387314/master-callahan-leather-gags-derek-pain-and-torments-his-nipples-with-clamps/
Derek can struggle as much as he wants, Dire isn't going to let him go until he's had his fun, and even then he might decide to keep him. ]]> Thu 09 Oct 2025 20:06:51 +0200 https://www.thepornstar.com/videos/387314/master-callahan-leather-gags-derek-pain-and-torments-his-nipples-with-clamps/ https://www.thepornstar.com/videos/375000/muscled-dude-derek-pain-cannot-do-anything-while-his-nuts-are-tugged-away/
Trapped with coarse rope they're soon being stretched and pulled as his massive weight is lifted up by the hoist. ]]> Tue 07 Oct 2025 00:09:00 +0200 https://www.thepornstar.com/videos/375000/muscled-dude-derek-pain-cannot-do-anything-while-his-nuts-are-tugged-away/