https://www.thepornstar.com/tags/derek-pain/ Thu 02 Jul 2026 16:27:02 +0200 https://www.thepornstar.com/videos/376095/derek-pain-catching-his-breath-while-being-submerged-in-water-tank/
Derek Pain struggling to retain his breath as he finds himself getting submerged in the water tank. ]]> Sun 08 Jun 2025 14:18:34 +0200 https://www.thepornstar.com/videos/376095/derek-pain-catching-his-breath-while-being-submerged-in-water-tank/ https://www.thepornstar.com/videos/370357/brian-bonds-and-derek-pain-endure-wild-gangbang-christmas-orgy/
Brian's head is wrapped up in a beautiful gift box and presented to over a hundred horny guests. Derek shows up and gets tied up and beat. The crowd goes wild! ]]> Thu 15 May 2025 04:25:40 +0200 https://www.thepornstar.com/videos/370357/brian-bonds-and-derek-pain-endure-wild-gangbang-christmas-orgy/ https://www.thepornstar.com/videos/366985/derek-pain-feels-pleasure-while-his-balls-are-in-torment/
Derek finally feels true CBT! His privates are tied to a string that ends in a suspended bucket, and the Dom begins to pour water. ]]> Sun 11 May 2025 10:23:18 +0200 https://www.thepornstar.com/videos/366985/derek-pain-feels-pleasure-while-his-balls-are-in-torment/ 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/