Hot Prison Breakers - Leandro Villa and Paul Alba
Category: Anal Sex / Fucking
Added: Today
Views: 220
Comments:0
Duration: 0:05:01
Tags: studs latino fucking anal ass play sucking

Description: Our three amigos walk on after seeing this hot display of sex. The kissing and feeling up, though, is turned up another notch. While they are sampling each other, two more inmates find their way out of the guards' site for some fun. Paul Alba and Leandro Villa sneak off into a barracks and are immediately all over each other. Paul is quick to lay back and let Leandro service his cock before getting behind him and burying his bone all the way to his balls. Paul really pounds some moans and groans out of Leandro. Paul fucks like a true exhibitionist. Seems to really put some power into his fucking to know he's being watched and seeing him slap Leandro's ass makes it even hotter to watch his abs bunch up as he humps into that sweet ass. Leandro must like what he's getting, though, because his dick is at attention the whole time he's getting worked over. Paul's even nice enough to stroke it for him when he turns him over to fuck him on his back like a bitch.
Session Three for Prisoner #08162014
Category: BDSM and Fetish
Added: 14 Sep 14
Views: 222
Comments:0
Duration: 0:02:06
Tags: long term confinement cells masks jerk off sucking cum cum Iron Lockup

Description: The Prisoner, being generally useless in his cell gets a temporary reprieve when Sir allows him to suck on his cock. The bitch eagerly takes to Sir's cock and hungrily deep throats it till he chokes. He is horny beyond control and isn't satisfied till he's covered in Sir's load.
His Mouth Drools with Pre-Cum
Category: Anal Sex / Fucking
Added: 21 Sep 14
Views: 598
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.
Two Prisoners
Category: BDSM and Fetish
Added: 31 Aug 14
Views: 2263
Comments:0
Duration: 0:02:06
Tags: restraints chains CBT threesome tug of war big dick boots masks Iron Lockup

Description: Rob Karota & Milan Tatoo|Milan has two things he's pretty stoked about - one is a new camera that he's not putting down for anything - not even a blow job that his big dick (the other thing he's stoked about) is currently getting. The pierced up tattooed bad boy is watching Rob suck on his schlong and then he rams him hard with his raw pierced pecker.|bareback, twink, piercings, kissing, big dick, blow job, POV, tattoos, cum shots, Twinks 08162014s1|Sir likes balls. They're like puppies who like a game of tug of war, it's just that the boys they are attached to don't seem to agree. Stuck between the discomfort of the ball stretchers tugging on their jewels and their arms bound above the boys work to find a happy medium. Of course, Sir disagrees with this objective and raises the stakes.
Hardworking Thomas
Category: Cum / Sperm
Added: 15 Aug 14
Views: 266
Comments:0
Duration: 0:05:00
Tags: mature dads older str8 straight gay4pay hairy

Description: Only 2 weeks out of a 15 years prison term for armed robbery, this guy is ready to do it all. He's 43 y/o, 5'8", and 140#. Loves sports and dancing, and said he had never had anal sex until his 13th year in prison. Something tells me, however, that he's had more gangster cock in his mouth than we'll ever know. Lucky Bastard!
Prisoner #05092014s12
Category: BDSM and Fetish
Added: 15 Aug 14
Views: 2830
Comments:0
Duration: 0:02:06
Tags: cells gas mask jock masturbate long term confinement dildo anal play Iron Lockup

Description: Strapped into a gas mask prisoner rams a large dong up his ass and masturbates while seeming noting that he can barely feel the huge dong with his stretched asshole.
Ex-con Jerks Off
Category: Solo (1)
Added: 16 Aug 14
Views: 2281
Comments:0
Duration: 0:05:00
Tags: solo handjob jerk-off mature masturbation

Description: This 28 year old is just out of prison. William can't read, and works as a dishwasher, so it's no surprise he decided to jack off for cash. He's a nice enough guy, and amazingly.
Kind and Gentle Randy
Category: Solo (1)
Added: 03 Aug 14
Views: 2414
Comments:0
Duration: 0:05:00
Tags: solo handjob jerk-off mature masturbation

Description: Recently released from prison, this long and gangly man is a caring and giving gentleman, who is just trying to get back on his feet. When things are going right, Randy works as a painter and construction supervisor.
Josh's Tickle Fantasy
Category: Asian
Added: 07 Aug 14
Views: 998
Comments:0
Duration: 0:04:10
Tags: asian twinks fucking bareback fetish feet foor tickling tickle

Description: Asian cutie boy Josh loves to be tickled senseless. He fantasizes about being a prisoner in a tickle dungeon. Today our boy tickler Vahn has Josh naked and restrained to the tickle torture rack. Vahn can't wait to get his tickling fingers on Josh's adorable smooth ticklish boy soles. The tickle fun begins and Vahn drives Josh batty with tickling. Then we get a glimpse into Josh's imagination. Josh is in a tickle dungeon with the sadistic tickle master who summons his magic animated wriggling flickering feather. Vahn commands and controls the tickle feather with his mind. The feather darts around and tickles all of Josh's most sensitive spots. Josh is hysterical as the feather flickers about wildly on his ticklish boy feet. What an incredibly erotic scene! Josh loves to be strapped down and get tickled senseless. Especially on his super soft smooth Asian boy feet. His ticklish boy soles are simply to die for! Josh fantasizes about being held captive in a tickle dungeon.
Josh's Tickle Fantasy
Category: Anal Sex / Fucking
Added: 07 Aug 14
Views: 2521
Comments:0
Duration: 0:04:45
Tags: asian twinks fucking hardcore anal ass play rimming

Description: Asian cutie boy Josh loves to be tickled senseless. He fantasizes about being a prisoner in a tickle dungeon. Today our boy tickler Vahn has Josh naked and restrained to the tickle torture rack. Vahn can't wait to get his tickling fingers on Josh's adorable smooth ticklish boy soles. The tickle fun begins and Vahn drives Josh batty with tickling. Then we get a glimpse into Josh's imagination. Josh is in a tickle dungeon with the sadistic tickle master who summons his magic animated wriggling flickering feather. Vahn commands and controls the tickle feather with his mind. The feather darts around and tickles all of Josh's most sensitive spots. Josh is hysterical as the feather flickers about wildly on his ticklish boy feet. What an incredibly erotic scene! Josh loves to be strapped down and get tickled senseless. Especially on his super soft smooth Asian boy feet. His ticklish boy soles are simply to die for! Josh fantasizes about being held captive in a tickle dungeon.
Prisoner Number 05092014
Category: BDSM and Fetish
Added: 20 Jul 14
Views: 1923
Comments:0
Duration: 0:02:06
Tags: long term confinement cells masks jerk off boots big dick Iron Lockup

Description: Eagerly awaiting the next scene the prisoner passes the time in his usual manner by playing with his cock, he continues to jackoff after the scene
Justice Services His Cock
Category: Solo (1)
Added: 08 Jul 14
Views: 1194
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 # 05092014s7
Category: BDSM and Fetish
Added: 12 Jul 14
Views: 1597
Comments:0
Duration: 0:02:06
Tags: gas mask cells long term confinement piss intake cavity search the pit Iron Lockup

Description: 08022013 returns to the Iron Lockup, Sir does the intake and is very thorough with the cavity search. After given a good welcoming the bitch is shown to the newly remodeled, super cozy pit where he is given a golden warm second welcoming
Piss Prison
Category: Hunk / Big Muscles
Added: 03 Jul 14
Views: 1230
Comments:0
Duration: 0:05:10
Tags: bareback fetish pissing big cocks muscle leather

Description: Buckets of urine line the floor of the dungeon where two pee-happy big-dicked tops fuck and pump their gimp to exhaustion before releasing streams of piss all over him.
Prisoner #05092014 Session Six
Category: Leather
Added: 28 Jun 14
Views: 2186
Comments:0
Duration: 0:02:06
Tags: gas mask cells long term confinement piss wanking cum cum cum eating toys butt plug Iron Lockup

Description: The prisoner is locked up again. He's got strict orders to piss himself instead of having permission to use the toilet. Obeying authority makes the bitch so horny that he can't help but jerk off with his piss still pooling on the floor. After finishing off on his hands and knees like a bitch he licks his cum off the bedsheet.
Hardcore Party
Category: Brazilian
Added: 16 Jun 14
Views: 580
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.
Balls Slapping Against Clayton's Ass Cheeks
Category: Anal Sex / Fucking
Added: 20 Jun 14
Views: 2811
Comments:0
Duration: 0:06:00
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.
Lowering His Pink Hole on His Cock
Category: Blowjob
Added: 17 Jun 14
Views: 680
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.
Enter Prisoner 05092014
Category: Leather
Added: 21 Jun 14
Views: 1764
Comments:0
Duration: 0:02:06
Tags: fisting restraints rubber masks Iron Lockup

Description: "Warning: Do not misuse this piece of equipment" It was so clearly printed on the Roman chair, one has to wonder if this includes fisting. Tonight the bitch wants to know if he can finally take puppy's paws which happen to be larger than your average paws. So much lube, so much whining, so much begging, and such shiny rubber pants... it was a "full" evening.
Nick Cums And Gets His Man
Category: Bareback
Added: 12 Jun 14
Views: 1153
Comments:0
Duration: 0:02:14
Tags: Facial Themed Sex Bareback Featured Older/Younger

Description: Detective Nick Norway catches up with a graffiti artist in BackRoomFuckers.com. Trey Bentley's had his fair share of being cuffed, but not going to jail. Nick makes it clear; he's here to get his man, one way or another. Seems that Trey is up for the cuffs, and the sling. Filling his throat with Trey, Nick investigates all the cock he can. Trey then takes a turn sucking Nick, before putting Nick in his place; lucky the bar has this room for “in- terrogations.” In the sling, Nick presents his hole and Trey dives right in, tongue first. The detective quickly turns perp, as Trey gets his “bad boy.” Going balls deep from the start, I guess Trey also “takes no prisoners.” Nick continues to beg for more as the chains rattle and the “dick” gets the receiving end of Trey's “night stick.” Nick only has one suggestion, “fuck me harder;” good thing the backroom is sound proof. Even from below, you can see this examination is very thorough. Nick then switches and becomes the
Prisoner 05092014s3
Category: BDSM and Fetish
Added: 08 Jun 14
Views: 1407
Comments:0
Duration: 0:02:06
Tags: restraints sports equipment punching electro whipping masturbation masks Iron Lockup

Description: Punching bags hold many drawbacks for boxers. For one, they don't move and buckle like a person, they don't respond to your touch the same way, they don't fear shot loaded gloves. Of course, Sir found a solution to these problems: chain a bitch to the bag; it really is the best of both worlds. A little time with a flat fiberglass cane summons the most pathetic begging, not that Sir is receptive to such things. Don't miss the dance of the little red stick.