https://www.fapbox.com/tags/prison-punishment/ Thu 04 Jun 2026 09:12:51 +0200 https://www.fapbox.com/videos/33820389/cruel-captivity-prisoner-subjected-to-cigar-and-cbt-torment/
My captive male, hooded with a potato sack and restrained by his now useless cock, endures the intense sensation of an anal hook with rope to the chained hook above him and his balls tied tightly to the bedpost behind him, all the while being teased and tormented by Mistress Diana, smoking a fine cigar. Teasing him with the hot smoke and intense heat of her cigar, dancing dangerously close to his vulnerable areas, she creates a thrilling and intense scene of power play, fear play and control. Let the games begin. ]]> Tue 01 Apr 2025 01:18:40 +0200 https://www.fapbox.com/videos/33820389/cruel-captivity-prisoner-subjected-to-cigar-and-cbt-torment/ https://www.fapbox.com/videos/33757370/double-domme-6-carpetbeaters-2-prisoners-hd/
2 naked, guilty prisoners bend over the orange prison trestle for their sentences for, amongst other things, online cheekiness and calling Mistresses "snakes." The Mistresses show no mercy as set after set, they work through 5 different old-fashioned carpetbeaters... some made from woven cane, some plastic, and even one from wire. The prisoners protest, they plead, they squirm around but nothing can stop this ruthless punishment. They're left black and blue and bruised, their bottoms quivering and glowing like red hot embers from a fire. ]]> Tue 11 Mar 2025 20:23:00 +0200 https://www.fapbox.com/videos/33757370/double-domme-6-carpetbeaters-2-prisoners-hd/ https://www.fapbox.com/videos/33733603/caning-scene-from-black-site-2/
During his Black Site Prison detention, the prisoner Handtrampled had to undergo a cruel caning and beating in Shift 5. ]]> Thu 06 Mar 2025 18:56:29 +0200 https://www.fapbox.com/videos/33733603/caning-scene-from-black-site-2/ https://www.fapbox.com/videos/33729308/dukes-hardcore-honeys-january-february-teaser-compilation/
Compilation of the newest content from the past 2 months of Dukes Hardcore Honeys ]]> Mon 03 Mar 2025 07:45:55 +0200 https://www.fapbox.com/videos/33729308/dukes-hardcore-honeys-january-february-teaser-compilation/ https://www.fapbox.com/videos/33724819/prison-caning-7/
There is a rat among the prisoners. A snitch brought incriminating information to the warden’s attention about a prohibited fighting betting operation, right under her nose. For that there will be hell to pay, but snitches get stitches, so the tattletale inmate receives a hand punishment he will remember for days to come. The two guilty schemers get a hard caning each, several sets of severe strokes. ]]> Wed 26 Feb 2025 21:01:22 +0200 https://www.fapbox.com/videos/33724819/prison-caning-7/ https://www.fapbox.com/videos/33806013/photographing-in-prison-the-detained-lady-is-a-prisoner-of-the-prison-she-is-made-to-undress-on-camera-cosplay-2/
In prison, women are offered to undress for a photo. They don't have a choice. They are dressed up comically. And stripped comically. Women prisoners are offered to strip naked in exchange for good s ]]> Fri 22 Apr 2022 01:15:19 +0200 https://www.fapbox.com/videos/33806013/photographing-in-prison-the-detained-lady-is-a-prisoner-of-the-prison-she-is-made-to-undress-on-camera-cosplay-2/ https://www.fapbox.com/videos/33798801/photographing-in-prison-the-detained-lady-is-a-prisoner-of-the-prison-she-is-made-to-undress-on-camera-cosplay-1/
In prison, women are offered to undress for a photo. They don't have a choice. They are dressed up comically. And stripped comically. Women prisoners are offered to strip naked in exchange for good s ]]> Mon 04 Apr 2022 01:49:11 +0200 https://www.fapbox.com/videos/33798801/photographing-in-prison-the-detained-lady-is-a-prisoner-of-the-prison-she-is-made-to-undress-on-camera-cosplay-1/