Prisoner Number 01172014s10
Category: BDSM and Fetish
Added: 18 Apr 14
Views: 60
Comments:0
Duration: 0:02:07
Tags: workout masks gym CBT paddles caning Iron Lockup

Description: You think your trainer is mean? Try a psychotic puppy workout complete with CBT, tt, ass and thigh caning. No, your sets are not timed, puppy doesn't care if you are winded, go bitch go!
Deep, Dark and Delicious 2 - Jedi
Category: Masturbation / Jerking Off
Added: 27 Mar 14
Views: 374
Comments:0
Duration: 0:05:00
Tags: straight gay4pay jerkoff cumshot sucking fucking

Description: Jedi is soon going to prison for some substance related charges and wants to visit Vinnie for one or two last blowjobs. He's naked even before I turn the camera on and soon I'm charming his big black snake.
Prisoner 01172014s7
Category: BDSM and Fetish
Added: 25 Mar 14
Views: 349
Comments:0
Duration: 0:02:07
Tags: mask bondage bound boots punching masturbation edging Iron Lockup

Description: The prisoner is such a wimp that he needs kneepads just to kneel on the floor. All the boy does is hit him a bit and the bitch starts whining and moaning. Still, it seems like he likes it; his dick gets hard and stays that way despite suffering further indignities.
Prisoner 01172014s6
Category: BDSM and Fetish
Added: 25 Mar 14
Views: 472
Comments:0
Duration: 0:02:07
Tags: cells mask wetroom cleaning chastity piss douche Iron Lockup

Description: In it's cell, it pissed itself, it blamed it on it's cage. It cleans it's hole out, it cleans it well, it does this whenever it's told. It cleans it's skin, it polished it's cock, and now it's off to bed.|
Dominic Fucks Clayton
Category: Anal Sex / Fucking
Added: 21 Mar 14
Views: 317
Comments:0
Duration: 0:06:01
Tags: all-americanheroes gay-boys gay-anal gay-assfuck gay-blowjob gay-fucking gay-bigcock gay-oral gay-porn gay-sex gay-porno gay-sucking gay-handjob gay-sucking gay-cocksucking gay-jackoff gay-blowjob

Description: Dominic starts pulling on Clayton's shirt signaling that it must come off. Clayton peels it off and unbuckles his shorts so his hard pink penis can pop out of its prison. Dominic hops instantly on it, shoving it down his mouth and slurping on it like a ch*ld in the summer time with an ice cream cone. Clayon hops up and lowers his shorts to his knees, taking position on his knees. He spits and lubes up his hole while Dominic walks around behind him and slips it in. Clayton moans out as the big dick enters his man hole, stretching it. Dominic grasps onto his buddy's hips and pulls himself into him. Dominic flips Clayton onto his back and throws his legs up in the air to give him easy access to Clayton's hole. He plows in and out causing his balls to slap against Clayton's ass cheeks. Clayton grabs onto his wet dong and strokes it to completion.
Steve Solo
Category: Solo (1)
Added: 11 Mar 14
Views: 2124
Comments:0
Duration: 0:05:00
Tags: dads older str8 straight gay4pay hairy

Description: He responded to my ad, but I had to meet him on the street, He's in a program and is probably, from his demeanor, out of prison for some awful crime. Very straight he told me he wouldn't kiss his ex-wife after she gave him head because he didn't want to taste his cum, he still knows he's got what we want and loves to show it off.
Chris Fucks Kyle
Category: Anal Sex / Fucking
Added: 17 Mar 14
Views: 205
Comments:0
Duration: 0:06:01
Tags: all-americanheroes gay-military gay-handjob gay-sucking gay-cocksucking gay-jackoff gay-blowjob gay porn

Description: Chris grabs Kyle's hand and demands some attention for his cock still sheathed in it's cammie prison. Kyle shows a little backbone and whips off his belt and then plunges Chris's freckled hand into his fly. Chris has no problem brining Klye's dick to attention, after he has his fun, he leans back and waits for some famous sailor head. Chris leans back and sighs with pleasure, his mouth still wet with drool from Alex's pre-cum. Things get serious when Kyle takes it to the next level and straddles Chris's thick legs and lowers his hole onto the Marine's awaiting hard-on. Kyle rides Chris, gliding his ass up and down on the sweet pink cock. Chris's dominant nature really comes out during sex. He pulls Kyle around like a rag doll and fucks him until he blows a hot seaman's load all over his thicket of dark pube bush. Chris leans up, his heaving chest tenses up as he works toward climax. He launches a cum rocket all over Kyle and teaches him a lesson he didn't learn in bootcamp.
Dominic and Clayton
Category: Anal Sex / Fucking
Added: 20 Mar 14
Views: 237
Comments:0
Duration: 0:06:01
Tags: all-americanheroes gay-boys gay-anal gay-assfuck gay-blowjob gay-fucking gay-bigcock gay-oral gay-porn gay-sex gay-porno gay-sucking gay-handjob gay-sucking gay-cocksucking gay-jackoff gay-blowjob

Description: Dominic starts pulling on Clayton's shirt signaling that it must come off. Clayton peels it off and unbuckles his shorts so his hard pink penis can pop out of its prison. Dominic hops instantly on it, shoving it down his mouth and slurping on it like a ch*ld in the summer time with an ice cream cone. Clayon hops up and lowers his shorts to his knees, taking position on his knees. He spits and lubes up his hole while Dominic walks around behind him and slips it in. Clayton moans out as the big dick enters his man hole, stretching it. Dominic grasps onto his buddy's hips and pulls himself into him. Dominic flips Clayton onto his back and throws his legs up in the air to give him easy access to Clayton's hole. He plows in and out causing his balls to slap against Clayton's ass cheeks. Claytons grabs onto his wet dong and strokes it to completion.
Muscle Stud Justice
Category: Solo (1)
Added: 19 Mar 14
Views: 263
Comments:0
Duration: 0:07:23
Tags: dtony gay-jackingoff gay-jerkingoff gay-solo gay-masturbation gay-stroking

Description: During the interview Justice was pulling at his baggy pants and I assumed he was just nervous. Then he whipped his pants off and released the huge delinquent cock hiding under all that fabric. There was nine inches of eager cock trying to escape its denim prison! Justice wasn't kidding when he said he liked it rough. He tugged at his shaft so hard I could have sworn he was punishing it for something. Justice's feet curled up into fists, his muscular hips rocked to and fro, and his upper lip came up into a slight curl. Then the frenzied tugging came to an end when his huge load shot straight up into the air and man-ropes found their home all over his rock hard lap.
Prisoner Number 01172014s4
Category: BDSM and Fetish
Added: 04 Mar 14
Views: 4673
Comments:0
Duration: 0:02:07
Tags: comfortable chair piss restraints wetroom leather straps mask cbt beating cane Iron Lockup

Description: In the most recent installment of "The Adventures of MegaBitch" we find our hero strapped to the unforgiving cold steel remains of a once comfortable chair. Will his testicles survive Sir's beatings or will our hero end up pissing himself? The villain gives our hero a chance to reprieve himself but will the pressure be too much?
Sneaky Fuck For young Offender Aslan Brutti
Category: Twink
Added: 10 Mar 14
Views: 3128
Comments:0
Duration: 0:03:03
Tags: rawfuck bareback BB raw twink monster cock big cock cream pie blowjob fucking breeding creampie facial bare

Description: Aslan Brutti and his young mate slip out of their dorm room in the juvenile offenders' wing to make trouble in an empty isolation cell - stripping out of their prisoner uniforms and getting their throbbing twink cocks into as many holes as they can pump their raw loads in before they get caught.
Prison Breakers - Armando Bruno and Carlos
Category: Latino
Added: 05 Mar 14
Views: 10023
Comments:0
Duration: 0:05:01
Tags: studs latino fucking anal ass play sucking

Description: Miguel and his buddies, Isidro Alba and German Rojas, continue their exploration once they've seen what seems to be going on. It's clear that the action is getting them a little heated up as well when they start making out and groping each other in the cover of the trees. What the see at their second stop are three guys doing some work on the site. Bruno Bordas, Carlos Sanchez, and Armando Campos don't get much work done before they take a fuck break. One by one they unveil their big, uncut dicks and start giving each other a hot tongue bath. Bruno seems starved for dick and sucks his buddies dicks before taking first Armando and then Carlos up his ass. While the boys are fucking they almost get caught by the guard but are able to continue when he turns the other way. The size of the wads these guys dump on some filthy, old wooden pallets matches the size of their big dicks. Seems like pure luck that the guards couldn't hear them grunting as they shoot! They get their cover-alls up jus
Sneaky Fuck For Young Offender Aslan Brutti
Category: Twink
Added: 02 Mar 14
Views: 4060
Comments:0
Duration: 0:03:03
Tags: rawfuck bareback BB raw twink monster cock big cock cream pie blowjob fucking breeding creampie facial bare

Description: Aslan Brutti and his young mate slip out of their dorm room in the juvenile offenders' wing to make trouble in an empty isolation cell - stripping out of their prisoner uniforms and getting their throbbing twink cocks into as many holes as they can pump their raw loads in before they get caught.
Prison Breakers - German, Isidro and Miguel
Category: Asian
Added: 19 Feb 14
Views: 4961
Comments:0
Duration: 0:05:01
Tags: studs latino fucking anal ass play sucking

Description: All of this has been too much for the prison voyeurs. Watching these cons get off with each other and with their guards has gotten all three of them hard and ready. They turn up the heat with some kissing and groping as they pull their dicks out of their jeans and Manuel gets on his knees to start things off. After he gets them wet and ready, Manuel sits down for some stroking while German and Isidro do a little fucking.
Rocco's Fantasy - MEN.COM
Category: Orgy/Group sex
Added: 04 Feb 14
Views: 20800
Comments:1
Duration: 0:05:01
Tags: rocco reed fantasy thug thugs jail prison fucking sucking black dick big cock hard rough deep

Description: Straight porn star Rocco Reed gets gang banged by huge black cocks in a prison fantasy.
Firefighter Dominic Fucks Petty Officer Clayton
Category: Anal Sex / Fucking
Added: 15 Jan 14
Views: 4096
Comments:0
Duration: 0:06:01
Tags: all-americanheroes gay-boys gay-anal gay-assfuck gay-blowjob gay-fucking gay-bigcock gay-oral gay-porn gay-sex gay-porno gay-sucking gay-handjob gay-sucking gay-cocksucking gay-jackoff gay-blowjob

Description: Dominic starts pulling on Clayton's shirt signaling that it must come off. Clayton peels it off and unbuckles his shorts so his hard pink penis can pop out of its prison. Dominic hops instantly on it, shoving it down his mouth and slurping on it like a ch*ld in the summer time with an ice cream cone. Clayon hops up and lowers his shorts to his knees, taking position on his knees. He spits and lubes up his hole while Dominic walks around behind him and slips it in. Clayton moans out as the big dick enters his man hole, stretching it. Dominic grasps onto his buddy's hips and pulls himself into him. Dominic flips Clayton onto his back and throws his legs up in the air to give him easy access to Clayton's hole. He plows in and out causing his balls to slap against Clayton's ass cheeks. Claytons grabs onto his wet dong and strokes it to completion.
Rocco's Fantasy - MEN.COM.mp4
Category: Black
Added: 04 Jan 14
Views: 8438
Comments:0
Duration: 0:05:01
Tags: rocco reed fantasy thug thugs jail prison fucking sucking black dick big cock hard rough deep

Description: Straight porn star Rocco Reed gets gang banged by huge black cocks in a prison fantasy.
Drilled: Behind the Scenes
Category: Anal Sex / Fucking
Added: 27 Jan 14
Views: 1216
Comments:0
Duration: 0:02:10
Tags: gay porn fuck suck cum jizz blowjob

Description: Ashley's invited all his friends to try out his new favourite toy, and the fuck machine doesn't take any prisoners! Whether it's blond twink Lyle Boyce getting fucked further than ever before or muscle studs and super porn stars Dean Monroe and Kayden Gray cranking up the speed dial to challenge and test each other, always wanting to be the one who comes out on top!! Join Ashley as he checks out what his mates are truly into, and what they think of his new toy both before their challenge and afterwards!
Billy Dewitt and Cash Montague
Category: Anal Sex / Fucking
Added: 05 Jan 14
Views: 7815
Comments:0
Duration: 0:02:04
Tags: gay porn fuck suck cum jizz blowjob

Description: Cash Montague has just been released from prison. Instead of being good, he breaks into a fancy house and finds Billy Dewitt reading about black history. Cash whips out his big black dick, insisting the best way to learn about black history is by sucking him off. Billy playfully protests but it's clear he's turned on by the beefy, trash talking ex-convict. After a while, Cash slaps on a condom and orders Billy to ride him. The cute white boy straddles Cash and sits down on his dick, riding Cash before getting bent over. With his ass up in the air, Billy is ready to be taken. Cash stretching his hole while still talking dirty. Riding Cash once more, Billy then flips onto his back, spreads his legs, and shoots his load while Cash fucks it out of him. Burly Cash then blows his load all over the freshly fucked white boy, steals his watch and leaves, with the promise to return the following week with his homeboys.
Fresh meat inmate for Officer Maguire
Category: BDSM and Fetish
Added: 03 Jan 14
Views: 7095
Comments:0
Duration: 0:02:01
Tags: bound bdsm fetish gods fuck cum suck blowjob gay porn

Description: Duncan Black is locked up inside Kink Prison, tormented and fucked by Officer Maguire
Thuggish 9 Inches
Category: Masturbation / Jerking Off
Added: 01 Jan 14
Views: 2508
Comments:0
Duration: 0:07:23
Tags: dtony gay-jackingoff gay-jerkingoff gay-solo gay-masturbation gay-stroking

Description: During the interview Justice was pulling at his baggy pants and I assumed he was just nervous. Then he whipped his pants off and released the huge delinquent cock hiding under all that fabric. There was nine inches of eager cock trying to escape its denim prison! Justice wasn't kidding when he said he liked it rough. He tugged at his shaft so hard I could have sworn he was punishing it for something. Justice's feet curled up into fists, his muscular hips rocked to and fro, and his upper lip came up into a slight curl. Then the frenzied tugging came to an end when his huge load shot straight up into the air and man-ropes found their home all over his rock hard lap.