GayDemon's Blog: On this page you can find all gay porn posts related to men having gay sex in prisons listed in order they where published.
4 Feb 2024
Killian Knox is talking to his therapist when Deep Dreams at Family Creep opens. He's talking about a vivid dream he had where he was fucking his stepson, Josh Cannon, who is in prison.
When Killian visited Josh in his jail cell, his stepson planted a kiss on the man. "What are you doing?" Knox said, "I'm your stepdad." Josh smiles and says, "Not in here you're not." Be a spectator of his fantasy.
19 Nov 2023
"Look man," Roman says, sitting on his cell's cot and rubbing his face, "I slept if off, can I just get my phone call and get out of here." Prison guard Masyn Thorne says he's already had four phone calls. Todd mouths off and the guard approaches the bars. "You really want that phone call, don't you?" Thorne says. "What do you want? A strip tease or something?"
The prisoner sways and gyrates his hips and the officer is getting turned on. When Thorne tries getting the convict to stop, Todd says, "I'll give you more than a strip tease." Thorne pulls out his cock and slips it through the bars.
Black Friday Starts Early -- Get 30 Days of ASG Max for ONLY $5.00!
8 Nov 2022
Do you remember the last time Hatler showed up at House of Angell? Fresh out of jail and hungering for dick, this tatted stud got his hole trained and bred by Daddy Will Angell and his own boy, and sometimes daddy, Liam Angell. Now he's back in FUNCLE for some one-on-one time with Daddy Will.
Hatler lies back in Will's arms and the man strokes his stiff cock. Will pushes him forward slightly so he can squeeze his hard-on into Hatler's hole. He bounces the boy on his dick, then Hatler mounts him and rides his dick until he sprays jizz all over Daddy's hairy chest.
20 Jul 2022
Mary keeps Feral locked in a large room with a cell where he sleeps. She takes care of him: feeds him, bathes him, and keeps him safe for the perils of the evil outside world. Once a week, she brings Wild, the big, beefy farmhand, to breed feral.
"Always let Wild cum inside you ... that is how you can stay her," Mary whispers in his ear. When Mary bring Wild to Feral's chamber that day, the captive has assumed the position and waits to be bred.
Watch Wild Breed the Captive Feral in This Gay Porn Thriller!
2 Jul 2022
Cellmates Ace Stallion and Declan Blake may be best friends, but that doesn't mean Declan can skip out on his poker debts. If you're going to play, you have to pay.
Declan offers to settle his debt by deep-throating his jail buddy. Ace is good with that to start, but the convict's debt is considerable and he'll have to let Ace dig deep to settle it.
6 May 2022
The Gang's All Here is the opening episode of Ride or Die: Hard Time, the sequel to Raging Stallion's prison sex movie Ride or Die: Raw Deal. The warden of Riders Correctional Facility concocts a plan to punish inmate Beau Butler for his misdeeds while at rap star Andre Donovan's estate.
The guards arrange for inmates Bennett Anthony, Chris Damned, Reign and Alpha Wolfe to gang bang Drew Valentino, Butler's jail house lover.
29 Apr 2022
Can you imagine sharing a jail cell with this pair? I'd sleep on a blanket on the floor in the corner, wouldn't you? In the third episode of Raging Stallion's Ride or Die: Protect And Service, inmate Drew Valentino gets into a cafeteria brawl and he's he's temporarily thrown back into the cell he shares with lover, Beau Butler.
Headed for solitary confinement, Drew makes love to his boyfriend for the last time in what will be a long time. What will become of the steamy prison lovers? How will Beau survive without Drew in his bed every night?
Watch Prison Sex Movie "Ride or Die" - Hot Hairy Prisoners Fucking!
16 Apr 2022
Hard Time with My Uncles from House of Angell is a bonerific threeway with Daddy Will Angell and his boy, Liam Angell, playing tatted Hatler Gurius' uncles. After four years in the slammer, their nephew needs a place to stay and some help adjusting to life outside.
Uncle Will and Uncle Liam take him in, but they expect him to help with expenses. Until he finds a job, Hatler offers his sweet broken-in convict hole. “Prison trained my hole real nice,” the inked boy says while Uncle Will tongues it and readies it for his fat dick.
Watch These Dirty Men Use Ex-Con's Prison-Trained Fuck Hole!
6 Apr 2022
Pheonix Fellington retired from gay porn filming back in October 2021. But as with most retirements, his was short and he's back filming. His comeback debut is with Raging Stallion in their new prison sex series Ride or Die.
Casino owner Pierce Paris wants to give rap star Andre Donovan and his agent, Phoenix Fellington, the gift of some premium prison ass. He calls up the warden, who has a huge gambling debt, and the jailer sends over handsome inmate Beau Butler.
Like Prison Sex? Watch Corrupt Warden Pimping Out His Prisoners!
26 Mar 2022
Warden Cole Connor runs Riders Correctional Facility and he's pissed. You see, he's got a side hustle where he pimps out some of the inmates to wealthy men willing to pay for a hot piece of prison cock.
But jail thug Chris Damned not only fucked the warden's last customer, District Attorney Travis Connor, but he beat him so bad that the DA is in the hospital.
The warden holds his top guards responsible for letting this happen. When he doesn't like Officer Dillon Diaz's explanation, Connor orders: "Take your fucking clothes off." Connor orders.
16 Mar 2022
Deranged prisoner Chris Damned is delivered to the District Attorney Travis Connor's luxury penthouse for some one-on-one deal making. But as Raging Stallion's new serial Ride or Die opens, it's clear Connor is a corrupt law maker and he has a taste for prison cock.
Ride or Die holds a special surprise with a gay porn star making his long-awaited studio comeback. Come inside and see who and watch what happens between the DA and his prison bitch.
12 Mar 2021
In the fifth episode of the French Twinks series FBI: Frisky Boys Investigation, Paul Delay has landed in jail. He's sitting on the bottom bunk reading when sexpot Jules Laroche tries bumming a cigarette. Paul doesn't smoke, but asks, "You're new, aren't you?" He is, but like everyone else in jail, he's innocent.
"No worry, there are good sides to being in jail," Paul says. Seconds later, he's gulping Jules nearly nine inches of uncut cock. Man, it's big! British twink Clark Lewis, who has been napping on the top bunk, pulls out his dick and Jules sucks it.
Save Up to 70% - Watch All 5 Horny Bareback Episodes of "FBI"
10 May 2020
I so remember this scene from Joe Gage's Inmates. I hadn't thought about it since I first saw it a few years ago, but my balls tightened when I saw these pictures again. The movie has just been remastered and released on Titan Men.
Troy Daniels tried to escape from this minimum security prison. Now he's back inside and warden Allen Silver is putting him through the intake process all over again. The warden stands in the corner stroking while Devin Adams conducts the cavity search. The prison head orders Adams to suck the prisoner's cock. I won't ruin the rest, it's a damned good scene!
18 Apr 2019
Prison guard Ryan Bones catches two inmates blowing each other, so he pushes Killiam Wesker and Collin Lust against the wall. (What a progressive prison that they allow their guards to wear purple shirts and camouflage pants.) He orders the prisoners to their knees and they service his cock.
Watch "Raw Lockup" & Other Nasty Bareback Vids - Get a $1.00 Pass Now!
12 Apr 2019
Shawn Assmore is so new to Pornland that googling him only brings up pages for Shawn Ashmore, the star of the hit sci-fi television show Killjoys. But porn performer Assmore is making his debut this week in Raw Lockup over at Bromo.
Assmore is sharing a cell with Ryan Bones. "All guards report to the prison yard immediately," blares the announcement. "You know what you've got to do?" Bones asks his cellmate. Assmore nods and kneels. Ryan throat fucks him until his dick is rock hard, then he pushes the prisoner against the cell wall and fucks his ass hard.
See Raunchy Bareback Vids & More Prison Sex - Click Here for $1.00 Pass