Solo in Cell
Category: Solo (1)
Added: 24 Oct 14
Views: 181
Comments:0
Duration: 0:02:06
Tags: solo masks long term confinement big dick cum shot

Description: Late at night, exhausted by a day of play, the prisoner needs to get some release. What starts off as very casual stroking turns into a hungry whacking leading to a big orgasm.
Suck Sirs Cock
Category: Blowjob
Added: 18 Oct 14
Views: 1937
Comments:0
Duration: 0:02:06
Tags: masks long term confinement blow job deep throat gagging

Description: As instructed the prisoner sucks Sir's hardon but Sir is not satisfied until his dick is deep inside the prisoner's throat. As Sir cums the prisoner soaks his hood in Sir's semen, greatful to take Sir's load.
Prison Session 8
Category: BDSM and Fetish
Added: 12 Oct 14
Views: 9750
Comments:0
Duration: 0:02:06
Tags: masks long term confinement blow job duo jerk off cum cum Iron Lockup

Description: Our two prisoners find themselves with a little downtime between scenes and despite plenty of play during their visit they can't keep their hands (and mouths) off each other.
Two Arab Desert Camps
Category: Anal Sex / Fucking
Added: 06 Oct 14
Views: 777
Comments:0
Duration: 0:05:01
Tags: studs latino fucking anal ass play sucking

Description: I might just start practicing with a yurt in the back yard. The muscles on these fuckers as we enter their tent of ill repute had my bone trying to fight its way out of my pants. Dhul Fiqar is also featured in Arabian Prison. We know that his cock is huge and that it's going to be up Zafar Yazid's asshole before long. Zafar offers the obligatory BJ but has his knees to his chest and his one fingers up his hole the whole time. There's no doubt what he wants and Dhul is nice enough to oblige. The look on Zafar's face in the pillow as he pushes his ass up is one of pure lust. The next thing you know he's sitting down on Dhul's fat meat and fucking himself on it just how he likes it best. He pleasures himself on that ass-stretcher until he's ready to nut and then both guys get their nuts next to each other on their futon. Lucky fucking futon, is all I can say.
Prisoner 08162014 Session Four
Category: BDSM and Fetish
Added: 04 Oct 14
Views: 2221
Comments:0
Duration: 0:02:06
Tags: rope bondage suspension masks jockstrap CBT Iron Lockup

Description: The prisoner is subjected to a full on puppy suspension complete with the sting of the carbon fiber rod. With arms and legs completely immobilized the bitch begs puppy not to take the rod to his balls. Will he, won't he? The suspense....|
Arabian Prison - Taj Aldin and Rajha Talib
Category: Anal Sex / Fucking
Added: 29 Sep 14
Views: 434
Comments:0
Duration: 0:05:01
Tags: studs latino fucking anal ass play sucking

Description: As the camera pans across the prison yard and into another window, we find Taj Aldin already fucking the hell out of Rajha Talib. Rajha looks like he might not have been quite ready to take all that Taj had to offer, but Taj looks like he's having the time of his life.
Prison Breakers - Carlos Vega and Miguel Torres
Category: Anal Sex / Fucking
Added: 03 Oct 14
Views: 3780
Comments:0
Duration: 0:05:01
Tags: studs latino fucking anal ass play sucking

Description: One of my very favorite of Alexander's tops, Miguel Torres, is caught by a trio of studs out for a walk with his hands all over Carlos Vega. As Manuel Lozano and his buddies look on, Miguel gets Carlos right where he wants him. One of the hottest things about Miguel is that he makes it obvious that he's not a stranger to cruising public places for sex. The way he looks around and keeps an eye out for someone to walk up on him getting his nut in yet another boy's ass adds to the excitement of watching. He has a huge dick and is no stranger to using whatever hole he can find to make it feel good. Watching him fuck is incredible not just because you know he ruining Carlos hole but because of how much he clearly enjoys it. As he's fucking this little red head he takes the time for a few slow strokes. He pulls his prick all the way out of Carlos stretched out hole and let's us see how loose he's made him.
Prison Session Five
Category: BDSM and Fetish
Added: 28 Sep 14
Views: 2556
Comments:0
Duration: 0:02:06
Tags: wet room comfortable chair masks restraints handcuffs boots hairy men cbt electro masturbation chains pissing oral Iron Lockup

Description: The pee-shy prisoner is chained down across from his cellmate and told that they would remain chained until he summons the courage to piss but when inspiration fails to bring the flow he and his companion start to pass the time. Both hard and frustrated they test the limits of their chains and find that they are both barely within reach of each other.
Hot Prison Breakers - Leandro Villa and Paul Alba
Category: Anal Sex / Fucking
Added: 22 Sep 14
Views: 2296
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: 568
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: 1097
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: 2848
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: 320
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: 3110
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: 2527
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: 2700
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: 1110
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: 2673
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: 2090
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: 1298
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: 1732
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: 1355
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: 2444
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.