https://www.transhero.com/tags/prison/ Tue 14 Apr 2026 15:23:26 +0200 https://www.transhero.com/videos/442452/prison-bonding-turns-into-passionate-cell-encounter/
In prison in a foreign country, Paddy O'Brian misses everything about the outside, even the smell of the air. In a brief moment of kindness, guard Caio Rodrigues agrees to let him out of his cell for a minute. The men bond over memories of far-away places, and soon they're kissing and frotting against the wall. Paddy sucks and rims the guard, then penetrates him from behind. Caio rides the top on the floor till he cums, then gets on his knees to suck Paddy's balls and take a facial. ]]> Fri 10 Apr 2026 19:18:41 +0200 https://www.transhero.com/videos/442452/prison-bonding-turns-into-passionate-cell-encounter/ https://www.transhero.com/videos/443808/jailhouse-cock-tease/
Trevor Brooks complains to his lawyer, Augie Ryder, that the jail conditions are so harsh, he can't even jack off. Guard Adrian Hart stops the lawyer from even touching his client's hand, but Augie smirks when he sees Trevor start stroking himself under the table. While Officer Hart is distracted, Augie blows the inmate, and when they get caught they take out Adrian's cock and suck it. Trevor can't get enough cock, sucking both Augie and Adrian and getting spit-roasted after the guard teases his hole with his baton. Trevor rides his lawyer, then the guys form a train before Augie gives both the guard and the prisoner his cock. Trevor cums as he gets drilled by the attorney, then takes two facials. ]]> Tue 24 Mar 2026 17:34:26 +0200 https://www.transhero.com/videos/443808/jailhouse-cock-tease/ https://www.transhero.com/videos/387820/cute-gia-paige-and-dana-vespoli-in-lesbian-prison-sex/
Cute Gia Paige and Dana Vespoli in lesbian prison sex. Watch how this two lovely lesbians take care of each others pussies. ]]> Thu 19 Mar 2026 13:05:52 +0200 https://www.transhero.com/videos/387820/cute-gia-paige-and-dana-vespoli-in-lesbian-prison-sex/ https://www.transhero.com/videos/278958/while-in-jail/
]]> Sat 14 Mar 2026 21:59:08 +0200 https://www.transhero.com/videos/278958/while-in-jail/ https://www.transhero.com/videos/323786/sweet-da-seduces-prisoner-for-pleasure/
]]> Fri 13 Mar 2026 03:27:35 +0200 https://www.transhero.com/videos/323786/sweet-da-seduces-prisoner-for-pleasure/ https://www.transhero.com/videos/329762/madison-ivy-s-prison-passion-with-danny-d/
]]> Fri 13 Mar 2026 00:27:41 +0200 https://www.transhero.com/videos/329762/madison-ivy-s-prison-passion-with-danny-d/ https://www.transhero.com/videos/260925/sucking-and-fucking-behind-bars/
Kloe is a bad babe who ended up behind bars. But she is cunning in the most wicked sense, and she knows how to get what she wants. She knows how to convince Jors to do whatever she says. When she offers to suck his cock, he jumps at the opportunity. Jors and Kloe fuck around in the clink, and the Latina mommy rides his cock like a pro. Jors gives the sweet chick a big facial to enjoy. ]]> Thu 12 Mar 2026 15:10:44 +0200 https://www.transhero.com/videos/260925/sucking-and-fucking-behind-bars/ https://www.transhero.com/videos/277483/vr-bangers-hot-blonde-criminal-seducing-a-guard-with-her-perfect-body/
]]> Thu 12 Mar 2026 05:24:09 +0200 https://www.transhero.com/videos/277483/vr-bangers-hot-blonde-criminal-seducing-a-guard-with-her-perfect-body/ https://www.transhero.com/videos/367616/roman-todd-ans-masyn-thorne-in-a-hot-prison-sex-scene/
]]> Mon 09 Mar 2026 09:59:55 +0200 https://www.transhero.com/videos/367616/roman-todd-ans-masyn-thorne-in-a-hot-prison-sex-scene/ https://www.transhero.com/videos/116850/the-best-of-sex-behind-bars/
The bars on their cells won’t hold back these horny inmates from fucking! Watch some of Brazzers hottest babes spread their legs and get some cock while in lockdown in this steamy compilation! ]]> Fri 06 Mar 2026 14:25:32 +0200 https://www.transhero.com/videos/116850/the-best-of-sex-behind-bars/ https://www.transhero.com/videos/261835/dorcel-trailer-prison-high-pressure/
]]> Thu 05 Mar 2026 02:45:20 +0200 https://www.transhero.com/videos/261835/dorcel-trailer-prison-high-pressure/ https://www.transhero.com/videos/271613/brazzers-alina-lopez-helps-the-prisoner-calm-down/
Alina Lopez helps horny bad boy Keiran de-stress before the next round of questioning. ]]> Tue 03 Mar 2026 15:04:24 +0200 https://www.transhero.com/videos/271613/brazzers-alina-lopez-helps-the-prisoner-calm-down/