https://www.fapbox.com/tags/prison-guard/ Thu 04 Jun 2026 08:04:36 +0200 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/33720255/punishment-for-a-prisoner/
Prison guard maltreats a beautiful prison babe by spanking her perfect ass. She screams him to stop but he knows that when women say no they mean yes. ]]> Thu 27 Feb 2025 18:26:59 +0200 https://www.fapbox.com/videos/33720255/punishment-for-a-prisoner/ https://www.fapbox.com/videos/33734241/nightguards-of-the-femdom-jail-otk-mouthsoaping/
Don’t let the frilly black blouses and high heels fool you. The night guards of the femdom jail run a tight ship. And they take immediate action when security footage reveal that 2 prisoners console one another, as they call it, late at night, but cock sucking is not allowed and will be punished! They’re tormented with cock shaped soaps as it is rammed into their throats, deep into their cheeks and all over their lusty tongues. For swearing, also a total no go here, they get the dreaded, foul tasting carbolic soap next. They squirm, gag, wretch and pull faces, but no dramatics will get them out of this one. For wanking, something that’s highly forbidden in this jail, they expose his scrawny ass by pulling him over both their laps in the wheelbarrow position, and a storm of swats start raining down on his bare spread bottom. Hundreds and hundreds of blows on his bum, his thighs, between his but crack and inner thighs. ]]> Sat 08 Feb 2025 09:31:52 +0200 https://www.fapbox.com/videos/33734241/nightguards-of-the-femdom-jail-otk-mouthsoaping/ https://www.fapbox.com/videos/33797273/the-prison-guard-8-anne-had-twice-a-double-penetration/
The Prison Guard 8 Anne had twice a double penetration ]]> Sun 02 Feb 2025 22:32:08 +0200 https://www.fapbox.com/videos/33797273/the-prison-guard-8-anne-had-twice-a-double-penetration/ https://www.fapbox.com/videos/33812693/police-oficer-enchains-prisoner-with-restraints-to-lick-her-pussy/
Hot prison guard eats out an inmate in prison ]]> Tue 10 Dec 2024 18:53:27 +0200 https://www.fapbox.com/videos/33812693/police-oficer-enchains-prisoner-with-restraints-to-lick-her-pussy/ https://www.fapbox.com/videos/33767220/the-prison-guard-1-amy-said-goodbye-to-her-old-prison-inmates-and-went-to-a-new-prison/
]]> Sun 18 Feb 2024 01:29:36 +0200 https://www.fapbox.com/videos/33767220/the-prison-guard-1-amy-said-goodbye-to-her-old-prison-inmates-and-went-to-a-new-prison/ https://www.fapbox.com/videos/33739366/fucked-in-jail/
The German pornstar is again the main character of the movie porn military/ prison in the title of "Fucked in the Gendarmerie", in dress sexy prison guard. The film offers us Luna Stern more inclined to double penetration than to maintain order within the detention cells. Hot with big lips Mandy Bright keeps her company, along with Verona and Sabrina Sweet ]]> Sat 08 Jul 2023 20:20:17 +0200 https://www.fapbox.com/videos/33739366/fucked-in-jail/ https://www.fapbox.com/videos/33764426/prison-guy-fucking-with-prison-guard-isis-love/
Latina Pornstar Isis Love having Sex with Jenner ]]> Sat 04 Mar 2023 20:12:50 +0200 https://www.fapbox.com/videos/33764426/prison-guy-fucking-with-prison-guard-isis-love/ https://www.fapbox.com/videos/33730286/young-whore-wants-you-to-be-her-prison-guard/
]]> Wed 18 Jan 2023 10:00:21 +0200 https://www.fapbox.com/videos/33730286/young-whore-wants-you-to-be-her-prison-guard/ https://www.fapbox.com/videos/33794111/big-boobs-milf-enjoy-prison-life/
After being released from prison and returning to the shabby life, she immediately started filming. She releases all the sexual desires that have been agonizingly pent up behind bars! ]]> Tue 15 Nov 2022 17:33:09 +0200 https://www.fapbox.com/videos/33794111/big-boobs-milf-enjoy-prison-life/