https://www.429men.com/tags/male-prisoner/ Sun 19 Apr 2026 23:56:45 +0200 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/431768/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. ]]> Thu 19 Feb 2026 05:29:25 +0200 https://www.429men.com/videos/431768/jailhouse-cock-tease/ https://www.429men.com/videos/221154/best-of-zz-dani-daniels/
Brazzers star and multi-time award winner Dani Daniels has been turning heads ever since making her debut. A stunning beauty with big natural tits, a juicy ass and the sweet smile of the innocent girl-next-door, Dani’s wild side is showcased in this compilation featuring some of her best ZZ scenes! ]]> Tue 30 Dec 2025 19:11:05 +0200 https://www.429men.com/videos/221154/best-of-zz-dani-daniels/ https://www.429men.com/videos/64816/bailiff-mark-lax-gets-a-taste-of-seth-peterson-s-cock-in-explicit-courtroom-encounter/
Seth Peterson's trial for flashing doesn't go so well, but bailiff Mark LAX has already been admiring the bulge in the defendant's khakis, and once he sees that cock on the video evidence, all he can think about is seeing it in person! Seth picks up on the muscular bailiff's obvious focus and tells him to suck it after court is dismissed. Mark eagerly does, and the guys 69 before Seth fucks the hunk doggystyle. Mark rides the top, then gets bent over the table and drilled till the criminal pulls out and cums, and he gives the flasher a facial. ]]> Fri 10 Oct 2025 23:46:15 +0200 https://www.429men.com/videos/64816/bailiff-mark-lax-gets-a-taste-of-seth-peterson-s-cock-in-explicit-courtroom-encounter/ https://www.429men.com/videos/111489/banged-behind-bars/
After locking hunky criminal Michael Jackman inside his cell, sexy prison officer Kourtney Dash seductively bends over to retrieve her baton before sliding her rock-hard shenis between the bars! The mustachioed stud is eager to receive his punishment as raven-haired Kourtney bangs him in standing doggy, and then he greedily sucks the athletic tgirl's thick she-cock in a deepthroat blowjob. Afterwards, Kourtney penetrates Michael’s tight hole in missionary position until the big-boobed trans babe pulls out and cums inside the prisoner's mouth! ]]> Tue 16 Sep 2025 07:48:28 +0200 https://www.429men.com/videos/111489/banged-behind-bars/ https://www.429men.com/videos/26914/dickdown-in-lockdown-chuck-conrad-leo-bacchus/
Chuck Conrad is just trying to keep to himself in the big house, but when another inmate starts beef in the cafeteria, he'll finish it. The troublemaker's bitch, Leo Bacchus, gets hard as he watches Chuck hand his now-ex's ass to him. Leo offers Chuck a little mouth relief, which the huge top gladly accepts, then pounds Leo against the wall. The bottom takes a hard pounding bent over a bench, then rides Chuck till he orgasms. Chuck face-fucks him and marks his new bitch with a hot load. ]]> Tue 16 Apr 2024 09:52:38 +0200 https://www.429men.com/videos/26914/dickdown-in-lockdown-chuck-conrad-leo-bacchus/ https://www.429men.com/videos/28713/finding-his-jail-slut-chuck-conrad-enzo-muller/
Chuck Conrad busted out of the pokey, and he's ready to bust! He sneaks up to his former cellmate's apartment, where Enzo Muller is fucking himself with a toy. Enzo's missed Chuck's dick since he got out and eagerly sucks it, then sends the cops away so Chuck can fuck him doggystyle. Enzo loves to ride that cock and get fucked, then Chuck pulls out and cums all over his prison bitch after pounding Enzo in missionary. ]]> Thu 21 Mar 2024 09:22:24 +0200 https://www.429men.com/videos/28713/finding-his-jail-slut-chuck-conrad-enzo-muller/