https://www.429men.com/tags/prison/ Tue 14 Jul 2026 06:44:58 +0200 https://www.429men.com/videos/466199/gatita-veve-and-juan-lucho-deliver-an-unforgettable-experience-behind-bars/
Gatita Veve is a cop who has her run of the local prison... and all the available men inside. Juan Lucho is one such prisoner she has her eye on. She lets him out of his cell so that she can get a taste of his big dick! Maybe jail isn't so bad after all? ]]> Sat 11 Jul 2026 23:30:07 +0200 https://www.429men.com/videos/466199/gatita-veve-and-juan-lucho-deliver-an-unforgettable-experience-behind-bars/ https://www.429men.com/videos/467468/octavia-red-and-alex-jones-experience-an-unexpected-connection-in-the-drifter-part-1/
Stuck in stir, the Drifter(Alex Jones)'s claims of innocence fall on the deaf ears of the two deputies. But although the male cop is hostile, Deputy Taylor (Octavia Red) just might be more kindly inclined to the handsome stranger... especially when they're left alone. Taylor lets the Drifter know she's interested in his pistol, kissing him and then sucking him through the bars. She needs more and lets herself into his cell to get thoroughly satisfied, but after she takes a facial, there's a surprise in store for the red-headed deputy. The Drifter can't be held prisoner for long... but there's a bounty on his head! ]]> Wed 08 Jul 2026 15:13:20 +0200 https://www.429men.com/videos/467468/octavia-red-and-alex-jones-experience-an-unexpected-connection-in-the-drifter-part-1/ https://www.429men.com/videos/450524/prison-guard-anal-fucks-shemale-inmate/
Prison guard sees shemale inmate Andylynn Payne fucking cellmate Sasha Tatcha and wants his big cock sucked off.The petite brunette sucks both the tgirls big tranny dick and the guys boner before shes banged by the ts.The tranny bareback anal rides ]]> Mon 22 Jun 2026 00:15:52 +0200 https://www.429men.com/videos/450524/prison-guard-anal-fucks-shemale-inmate/ https://www.429men.com/videos/458025/transsensual-sweaty-gym-seduction/
This is nasty naughty TS sex! Loaded with mutiple positions and explosive climaxes you cannot miss! ]]> Fri 05 Jun 2026 05:00:49 +0200 https://www.429men.com/videos/458025/transsensual-sweaty-gym-seduction/ https://www.429men.com/videos/432024/abigaiil-morris-cage-blowbang-bonanza/
Insatiable big boobed beauty Abigaiil Morris is dangerously horny and locked up for her own good, masturbating in her cage. When she comes face to face with Mighty Dee, Nade Nasty, Nick Strokes, Scotty P, Sly Diggler and Vince Karter’s big dicks, even the bars on her cage can’t hold her back, leading to an epic blowbang! ]]> Fri 27 Mar 2026 00:32:54 +0200 https://www.429men.com/videos/432024/abigaiil-morris-cage-blowbang-bonanza/ https://www.429men.com/videos/432337/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. ]]> Wed 04 Mar 2026 00:16:01 +0200 https://www.429men.com/videos/432337/prison-bonding-turns-into-passionate-cell-encounter/ https://www.429men.com/videos/432079/naughty-wives-punished-and-pleasured/
These kinky wives love a good, hard fucking…and they don’t always want it from their husbands. In fact, sometimes to spice up their marriage they’ll make their hubbies watch while they get their holes filled by another man…and sometimes it’s because they’ve been bad and need to be taught a lesson! ]]> Mon 02 Mar 2026 11:14:47 +0200 https://www.429men.com/videos/432079/naughty-wives-punished-and-pleasured/ https://www.429men.com/videos/237453/the-guards-have-sex-in-the-prison-corridors/
]]> Fri 27 Feb 2026 12:13:19 +0200 https://www.429men.com/videos/237453/the-guards-have-sex-in-the-prison-corridors/ https://www.429men.com/videos/344495/brazzers-bar-brawl-sluts-suck-cowboy-dry-jennifer-white-lolly-dames-nia-bleu-gi-joey/
Jennifer White is a sassy card playing badass who’s looking for trouble in a western saloon. Jennifer joins an intense game with the locals, and has her eyes set on GI Joey for some sneaky fun. Nia Blue sees Jennifer up to no good and gets in on the action. Nia and Jennifer waste no time pulling Joey’s cock out right at the table for a footjob. The locals suspect foul play and flip the table revealing the hanky panky. Joey grabs Nia and pulls her away to give her pussy a pounding. Jennifer takes care of the locals and grabs Joey’s cock for herself. Suddenly, Lolly Dames arrives and reminds Nia who’s boss. Jennifer pulls a sneaky attack on Lolly and locks her up to get Nia’s help in a hardcore threesome ]]> Tue 24 Feb 2026 12:26:26 +0200 https://www.429men.com/videos/344495/brazzers-bar-brawl-sluts-suck-cowboy-dry-jennifer-white-lolly-dames-nia-bleu-gi-joey/ https://www.429men.com/videos/369285/the-sexy-prisoner-knows-how-to-tempt-the-guard/
]]> Sun 22 Feb 2026 15:20:10 +0200 https://www.429men.com/videos/369285/the-sexy-prisoner-knows-how-to-tempt-the-guard/ https://www.429men.com/videos/309153/petite-tgirl-enjoys-the-prison/
The iconic Natalie Mars is the shy and sweet new cellmate of the sexually voracious Laila Delight, and if these two are going to be sharing such a confined space together there's no point in holding anything back. Laila pursues Natalie around the cell, asserting her sexual dominance as Natalie eagerly submits. The two beauties explore each other's bodies before Laila pulls out a huge night stick and starts hammering Natalie's tight hole with it. Natalie loves every second of getting dominated by the strong and sensual woman, greedily sucking her nipples and stroking her as these two caged birds teach each other how to sing.Release Date ]]> Fri 20 Feb 2026 16:14:36 +0200 https://www.429men.com/videos/309153/petite-tgirl-enjoys-the-prison/ https://www.429men.com/videos/394112/the-busty-nurse-takes-a-good-care-of-2-prisoners/
]]> Thu 19 Feb 2026 12:35:39 +0200 https://www.429men.com/videos/394112/the-busty-nurse-takes-a-good-care-of-2-prisoners/