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Longest Gay Jail videos

Slammerfrom:vPornadded:6 years ago140:35
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Three young officers are on the break decide to have some fun. They are in the mood to suck their superior's cock in the office in this movie.

Hot Prison Guards' Gay Orgyfrom:Porner Brosadded:10 years ago24:45
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Prisonfrom:Red Tubeadded:11 years ago21:37
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Dominant Jail Wardenfrom:Red Tubeadded:10 years ago21:29
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Men having gay sex in jail cellfrom:xHamsteradded:9 years ago18:02
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Restrained Chance LeChance cosplay during tickling sessionfrom:vPornadded:6 years ago10:05
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When this blazed up guy shows up to the mall to hang out and cause trouble, the Loss Prevention Officer is quick to haul him in for questioning! It becomes clear this stoned straight guy is too out of it to be much of a threat, but the officer knows he’s scared of one thing: jail time. Seeing the opportunity in front of him, the horny guy offers to let the pothead go on one condition: he’s got to take a deep hit of his big, black cock first!

Cute guy must suck big black cockfrom:Bravo Tubeadded:7 years ago8:57
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This tiny Latino man thought he could sneak out some jewelry for his girlfriend. Just because he’s short, doesn’t mean the cameras couldn’t see him! Having him right where he wants him, the mall cop strips the guy down, ties him up, and threatens him with jail time if he doesn’t do what he says. The straight Latin guy has no choice but to suck the man’s cock and take it up his tight ass, all while being filmed and humiliated.

Latin man stripped and fucked by a mall copfrom:Bravo Tubeadded:6 years ago8:52
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When this troublemaker has the balls to show his face again, the Loss Prevention Officer wastes no time in bringing him in. To avoid jail time, the criminal sneaks out of his restraints, only to find the officer ready to pounce on him and make him pay for coming back! With no other option, he takes the mall cop’s huge cock up his tight, straight hole!

Repeat shoplifter gets tied up and fucked by an angry mallcopfrom:Bravo Tubeadded:7 years ago8:52
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Juvenile Gets His First Ass Fuck From A Perv Copfrom:Free Porn VSadded:9 years ago8:13
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Straight boy Franco just got out of prison, and calls me after a recent near-death experience to arrange for a session. Franco strips down and gives in to some old-fashioned stroke and blow, and just when hes as hard as he can be I pull out my dick to join the party. After a little cock fighting I put his hand on my dick and he starts to jerk me off. It feels so damn good that soon were making each other bust our nuts. Is it really that easy Sometimes

Straigh Boy Franco Strokes Cockfrom:Bravo Tubeadded:6 years ago8:06
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Straight boy Franco just got out of prison, and calls me after a recent neardeath experience to arrange for an interview session. Franco strips down and gives in to some oldfashioned stroke and blow, and just when hes as hard as he can be I pull out my dick to join the party. After a little cock fighting I put his hand on my dick and he starts to jack me off. It feels so damn good that soon were making each other bust our nuts. Is it really that easy Sometimes

Straight Boy Franco Strokes Mefrom:Bravo Tubeadded:8 years ago8:06
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This 18 year old is definitely half inches, with attitude.Jedi talks about lifting weights while in prison as he sheds his clothes and strokes up a big boner. When he stands at the end of the bed and puts his hands behind his head I swoop down and start to service his chocolate cock. I grab it at the base and lick up then down, driving him wild. At the edge of the bed, Jedi grabs the back of my head and pushes me all the way down on his monster. Then he blows a huge cum gusher down my th

10 Inches Of Straight Black Cockfrom:Bravo Tubeadded:6 years ago8:06
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Straight Jedi rags on his tough life after prison, while he showers and then heads to the living room to start the session. He strokes up his huge dick, while watching a porn video and when its at full staff I kneel before him and swallow the whole thing. I give his chocolate stick a good licking, and then I take out my own cock and start stroking it.

The Taste Of Straight Boy Black Cockfrom:Bravo Tubeadded:8 years ago8:06
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He quickly gets naked on the sofa and begins oiling up his monster cock. As soon as its stiff I go down on it. Then he heads to the shower and begins soaping up, and playing with his ass, as he strokes his slippery cock. Hes really turning me on so I take out my throbbing meat and jerk on it as I finger his asshole. Jedi starts moaning and soon we are both busting our nuts at the same time.

Straight boy Jedi hasnt gone back to prison yet, so he pays me another visit.from:Bravo Tubeadded:6 years ago8:06
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After a little stroke-n-blow Vinnie decides to unzip his pants and take out his own dick. Watch his expressions as he sees it for the first time and licks his lips. Then Tony grabs Vinnies cock and strokes it, before going down on it. Hes completely into it now, as Vinnie deep throats him. In no time hes enjoying the most intense orgasm ever. After the last spurt, you can tell hes over it and anxious to

Straight boy Tony is 1 old, and when hes not in jail for fighting hes a laborer.from:Bravo Tubeadded:7 years ago8:06
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His dick is already stiff when he leans back and lets me go down on him. I feel it throbbing in my mouth, as I bring him close several times, until finally he moans and grunts out a monster cum load, with most of it going down my throat. While Dante is in the bathroom I move the camera to the bedroom and turn it back on. I drop my pants and sit on the bed and soon Dante is next to me, strokin

Straight boy Dante shows up after getting release from prisonfrom:Bravo Tubeadded:6 years ago8:06
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Tattooed amateur plays with his cock and makes it cum hardfrom:vPornadded:5 years ago8:00
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Leo is the new inmate of these two gays, so today tone of these hunks welcomes him by fucking his ass. And when they were alone, horny gay pulled out his cock to get a deep throat from that new inmate. Then the ass-hungry hunk stuck his big dick inside his tight asshole and fucked him hard. Join now!

new inmate got his asshole pounded hard by the big dick hunkfrom:Fly Flvadded:7 months ago7:57
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Gay twinks having some fun in the jailfrom:xHamsteradded:6 years ago7:33
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Gay men having sex in prison They hastily leave the bed behifrom:Dr Tuberadded:9 years ago7:11
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Big gay fucking jail porn first time Ryan Sharp is stuckfrom:Dr Tuberadded:10 months ago7:09
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Caleb Colton is having BDSM fun with Connor Maguire in a jail. Caleb gets bound and tormented and then enjoys Connor's dick in his tight butt.

Caleb Colton gets his ass toyed and fucked by Connor Maguire in a jailfrom:Any Pornadded:11 years ago7:00
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Male zone gay sex video showing their penis From Jail tofrom:Dr Tuberadded:6 years ago7:00
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It so happened that officer Andrew Justice got lured in the cell and attacked. He couldn't fight back the convicts and now they are torturing him in BDSM!

Convicts are keeping the prison guard in the BDSM hostagefrom:Any Pornadded:11 years ago7:00
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This is the story from the prison! Three men are in the cell. Two black dudes and this white one! So, black dudes are going to share his asshole.

Two huge black cocks is all what Jailbait needsfrom:Bravo Tubeadded:10 years ago7:00
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Very sexy and nasty white dude gets horny and gives nice blowjob to this big black cock in the jail. This gay then gets his ass nailed hard and rough.

Very Horny White Dude Gets His Ass Fucked Hard In The Jailfrom:Any Pornadded:10 years ago7:00
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Gay threesome in the prison cell with some convicts. So, Romeo is going to be passive today, as he loves when men fuck his ass.

Three black dudes are going to fuck each otherfrom:Any Pornadded:10 years ago7:00
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Cellmates have gay sex in their prison cell. White guy gives a blowjob to the Black one. Later on he also takes rough ass fucking.

White guy gets ass fucked by a Black one in a prisonfrom:Any Pornadded:10 years ago7:00
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Handsome poofters Alex Adams and Connor Maguire are in a jail. The dominator binds his buddy and stuffs his ass with a toy. Then he mouth fucks his slave and tortures him before drilling his tight butt.

Alex Adams and Connor Maguire play gay BDSM games in a jailfrom:Bravo Tubeadded:10 years ago7:00
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Connor Maguire and Johnny Parker are getting naughty in a jail. Johny binds and torments Connor and then drills his ass as hard as he can.

Tattooed gay Connor gets fucked by a police officer in a jailfrom:Bravo Tubeadded:10 years ago7:00
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Caleb Colton and Connor Maguire are playing dirty games in prison. The police officer binds the prisoner and then torments him and drills his butt with toys and his weiner.

Caleb Colton and Connor Maguire have gay BDSM fun in a jailfrom:Bravo Tubeadded:10 years ago7:00
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This bald dude had been imprisoned and prison had trained him how to fuck fags like Drake Jaden. Dominic kinda loved that asshole!

Tattooed dude is a prisoner with a high gay sex experiencefrom:Any Pornadded:10 years ago7:00
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Boys anal gay sex galleries xxx From Jail to Jizzfrom:Dr Tuberadded:4 years ago7:00
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Cute white boy bottoms for big black cock in jailfrom:Bravo Tubeadded:9 years ago6:58
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Thief Sucks Dick to Avoid Jailfrom:Red Tubeadded:10 years ago6:56
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Prison is not a good place, but if you're gay and have all of these hot guys around you, then maybe it's not so bad after all. The new guy gets initiated and he must suck off, and give up that ass to the veterans in the cellblock.

initiation of the sexy new fishfrom:Fly Flvadded:8 years ago6:53
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Check out these horny beefy hunks banging in a jail cell. Watch them switching turns to suck cock and to bang their assholes hard like never before in their life.

Beefy hunks bang in the jailfrom:Porner Brosadded:10 years ago6:25
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Check out these horny policeman showing off something pretty amazing in the jail cell. One got his meaty cock sucked and took it deep into his tight asshole.

Hairy policemen bang in jailfrom:Porner Brosadded:10 years ago6:25
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Hairy Cops Threesomesfrom:Porn Hubadded:6 years ago6:08
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Young gay prison jocks fuck ass behind barsfrom:vPornadded:9 years ago6:00
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Gay fuck Tyler Bolt and Jason Alcok are in prison together.from:Dr Tuberadded:10 years ago5:35
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Gay sex movies and sex stories Tyler Bolt and Jason Alcok are in prisonfrom:Porn Hubadded:9 years ago5:32
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Hot prison guard receives a hard spanking, he can't move he bends over and gets his asshole toyed hard and deep. Wanna see?

Gay prison guard punishedfrom:Porner Brosadded:11 years ago5:29
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Thrasher is rooting around in a tent that's not his. His intentions aren't good ones as he goes through a backpack and takes what he wants. His actions haven't gone unnoticed, however. Cliff Jensen just happens to be the rookie cop watching over the Occupy protests. He corners Thrasher in the tent and grills him about hat he's doing. Thrasher doesn't want to go to jail and promises that he will do anything at all to avoid it. Cliff takes him up on the offer and the tent door gets closed without delay.

Thrasher gets fucked by police man Cliff Jensen.from:Porner Brosadded:10 years ago5:11
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Black man in prison erotic sex stories Today's competition: a self-fuckfrom:Porn Hubadded:9 years ago5:05
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Prison Shower Part 4 - MEN.COMfrom:Red Tubeadded:10 years ago5:01
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Police officer is fucking head of prisonerfrom:Hell Pornoadded:11 years ago5:00
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A good friend of my partner, Gary shows up to do this session just a few hours after getting out of jail. He is a nice enough guy, with a good heart and trying his best to do the right things in life. This 2 old has a passion for music and DJing.

Amateur Gary has worked most of his life as a roofer.from:Bravo Tubeadded:7 years ago5:00
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Grey and K.C. met some time ago and seem to have an on again, off again thing going. Out of jail and in rehab, K.C. is in much better health than when we did the solos of him a year or so ago. Grey is about to start his residency, and loves fucking K.C.s ass, which is evident in this latest Buddies video.

Mature Amateur Grey and K.C. Fuckfrom:Bravo Tubeadded:6 years ago5:00
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Bobo met Paul in jail and referred him to me. I got a call from him, as soon as he got out. He brought his buddy Bill along, who also wanted to do a shoot. As it turns out, they are little bit more than just buddies. Paul services Bill daily, and Bill said this was the first time he had ever sucked a mans cock. I think they will try and go a little further next time.

Mature Amateurs Paul and Bill Suckingfrom:Bravo Tubeadded:6 years ago5:00
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Brutal Damien fuck Dillon Press with hardcore powerfrom:Hell Pornoadded:11 years ago5:00
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Apparently, when Scott was in prison, he jacked off every day, but always in the shower. He did this for so long it became the most comfortable and natural way for him to get off. To this day, he still does it that way. Enjoy his second session

Mature Amateur Scott Jacking Offfrom:Bravo Tubeadded:6 years ago5:00
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Maybe in real life, they never would have met. But the fate brought them together. Tom & Bam, pickpocket and a prominent businessman, they both violated the law, and ended up in this cramped prison cell. But they do not intend to spend their time in vain. Enjoy!

they do not lose time in vain, sitting behind barsfrom:Fly Flvadded:9 years ago4:58
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Hunky bear cops have a threesome in jailfrom:Alpha Pornoadded:9 years ago4:55
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Hot guys in a jail cell have anal sexfrom:Tube Wolfadded:10 years ago4:46
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Muscular gay men in prison have anal sexfrom:Alpha Pornoadded:10 years ago4:04
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A hot stud has been put in jail. He cannot pass unnoticed, so he receives the officer's visit. His hands are in shackles. See him obeying every kinky command. The long-haired guy begins to suck a shaved dick. Kip seems to be very passionate. Click to watch both of them get excited and really horny!

sucking the officer's dickfrom:Fly Flvadded:10 years ago3:58
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Because he was a bad boy, Brandon ended up in prison. Here he's about to experience how hard life can be! At first, he has tied on the cell's bars and now the guardian whips his body while a few inmates help him out. Everybody wants of piece of him and it looks like this man will end up cum filled!

hard times in prison for a cute gayfrom:Fly Flvadded:10 years ago3:55
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Eli gets severely punished by an angry dominant man, who has gagged him and stuffed a big dildo in his ass, from behind. Click to see the helpless bonded stud, persuaded to suck dick. Watch the naked tattooed stud, tied up differently and blindfolded. Don't miss the inciting details.

eli gets bonded and punishedfrom:Fly Flvadded:9 years ago3:54
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These Mexican men are both tattooed and bald. The one who fucks the other's butt hole and cums on his face just got out of jail and he also has a girlfriend.

Tattooed Mexican man rides cock and gets a facialfrom:Porner Brosadded:9 years ago2:19
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Drake Jaden and Hunter Marx in Jailbreak from TitanMenfrom:Porn Hubadded:9 years ago2:15
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Hot muscular gay got bored and nothing to talked on. He put huge buttplug on his ass hole and masturbates to cum. This was caught on a security camera feed in the police station.

Muscular gay toying and masturbates in jailfrom:Porner Brosadded:10 years ago2:06
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Beating his own dick with a wild ferocity mega bitch struggles to keep Sir's cock in his mouth, he laps at the air to try to direct it back in and then Sir forces him to deep throat it. All of this, of course, is just foreplay as Sir soon bends him over the unforgiving chain and plows his ass, grabbing hold of his bindings and making them bite into his gut as Sir rams his dick in deeper.

Prisoner forced to suck and gets fucked in the assfrom:Porner Brosadded:10 years ago2:06
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curly boy attacked by horny gay prison guardfrom:Red Tubeadded:11 years ago2:00
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Gay Interracial Gangbang Prisonfrom:xHamsteradded:9 years ago2:00
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