Tony Unleashed – Welcome Home
Category: Masturbation / Jerking Off
Added: 21 Nov 14
Views: 2194
Comments:0
Duration: 0:05:00
Tags: str8 straight gay4pay jerkoff cumshot sucking fucking

Description: Tony talks about his prison experience and downs a few ****s as the porn flick starts. As soon as I touch him his cock gets hard and I can feel it growing more in my mouth. He can't remember how long it's been since he had his dick sucked. As he watches me blowing him he scoots forward on the chair and in a flash I'm eating his beautiful virgin ass. I start to stroke my cock and Tony starts to lick his lips as we go to the next level. Soon he's sucking my cock nice and slow and as things get more intense we both blow huge loads as we rub our cocks together. See what a little time up the river will do?
Goin Str8 Down – Jedi
Category: Masturbation / Jerking Off
Added: 19 Nov 14
Views: 1859
Comments:0
Duration: 0:05:00
Tags: str8 straight gay4pay jerkoff cumshot sucking fucking

Description: This next 18 year old is definitely ''10 and half inches with attitude''. 5'11'', 185 pound Jedi hails from N.J. where he played high school football, basketball and rapped with his posse on the streets of his neighborhood. Jedi talks about lifting weights while in prison as he sheds his threads and strokes up a monster hard-on. When he stands at the end of the bed and puts his hands behind his head I swoop down and start to devour his chocolate stick. I grab it at the base and lick up then down his shaft driving him wild. Sittin' at the edge of the bed Jedi grabs the back of my head and pushes me all the way down on his cock as he blows a huge load down my throat.
Lustful jailer turning a prisoner into his toy boy
Category: Blowjob
Added: 18 Nov 14
Views: 587
Comments:0
Duration: 0:02:00
Tags: twinks daddy old+young uniform blowjob fucking

Description: When you have a pretty face and a tasty ass, you have to watch out for lusty gay jailers. This boy was stupid enough to get caught, now sucking old cocks is his doom. His officer has got a stiff meaty surprise in the pants and he's aching to shove it into the able mouth of the young criminal he has summoned to his office. The twink has a chance to significantly reduce his sentence by giving head.
Cop gives sexy young prisoner an anal examination
Category: Blowjob
Added: 18 Nov 14
Views: 975
Comments:0
Duration: 0:02:01
Tags: twinks daddy old+young uniform blowjob fucking

Description: It's been a very bad day for this cute boy – and it looks like it's not getting any better cause now it is interrogation time! The bearded cop who's going to talk to him is famous for all the dirty things that he does to sexy young convicts like this one – and if you don't believe the rumors, see him in action yourself! He simply pushes the boy up on his table, pulls his pants down and slides into his tight chocolate hole! Well, in the end he will even be generous enough to let the boy cum too!
Sexy fresh cellmates filmed pleasuring each other
Category: Blowjob
Added: 18 Nov 14
Views: 1013
Comments:0
Duration: 0:02:01
Tags: twinks daddy old+young uniform blowjob fucking

Description: Of course, this prison cell is anything but snug – but the young convicts doing time inside it don't really seem to mind their surroundings being not romantic enough! One of them has just woken up, he's got a throbbing morning wood and he's surely eager to let his snoring cellmate take care of it! Watch him wake the boy up and fill the inviting hot emptiness of his mouth with his meat! Sure, this is only the beginning of their wakeup fun – soon they will switch on to something even dirtier!
Twink convict drills tough gay officer in the ass
Category: Anal Sex / Fucking
Added: 18 Nov 14
Views: 819
Comments:0
Duration: 0:02:01
Tags: twinks daddy old+young uniform blowjob fucking

Description: Think that this swart Latin lad sitting in the police station with his hands cuffed deserves anything but envy? Well, he's most definitely going to go to prison and do time there for all the bad bad things that he's done but… Before that he's going to get a little consolatory gift from the guard watching him in the private room – the old guy gets seduced by the size of the boy's meaty wang and he's going to get the best of the time they spend together! Watch him make the twink bang his old ass!
Prison guard examines the asses of young convicts
Category: Blowjob
Added: 18 Nov 14
Views: 1475
Comments:0
Duration: 0:01:51
Tags: twinks daddy old+young uniform blowjob fucking

Description: Today is the big day in this prison – three new convicts arrive here at once and it means that the guards can start getting their cocks ready for a triple portion of tight gay ass! It's no wonder why the guard checking the young thugs in is so excited – he makes each of them get naked before putting the prison robe on, props each of them against the wall and takes the time to examine their little assholes carefully! Watch him scrutinize their tail feathers in close-up – and do it yourself too!
Hard sexual punishment for attempted prison break
Category: Anal Sex / Fucking
Added: 18 Nov 14
Views: 1060
Comments:0
Duration: 0:02:02
Tags: twinks daddy old+young uniform blowjob fucking

Description: Looks like this skinny little boy doing time in the pen is in a whole lot of trouble – the muscled prison guard hits his cell with an extra check and guess what he finds hidden under the poor convict's clothes? A yummy little ass, yeah, and a nice tempting dink – but also a thin file that the guy was apparently going to use during attempted prison break! Shit, this deserves the worse punishment a person in this jail can think of – the boy's gonna get a big fat stinky cock in his tight asshole!
Prison adventures of an adorable young latino
Category: Anal Sex / Fucking
Added: 18 Nov 14
Views: 463
Comments:0
Duration: 0:02:01
Tags: twinks daddy old+young uniform blowjob fucking

Description: This fresh slim Latin boy was doing his best to be released on parole – behaving like a good boy, doing everything he was told to but… It looks like the prison guard thinks differently! This horny freak wants to punish the twink and he's going to do it in the way that is most widespread in prison. Mmm, someone's tight young ass is gonna get stretched once again! Watch the boy get cuffed, face-fucked, rimmed, propped against the wall – and shagged out of consciousness!
Dhul and Yussef in Arabian Prison
Category: Anal Sex / Fucking
Added: 10 Nov 14
Views: 1262
Comments:0
Duration: 0:05:01
Tags: studs latino fucking anal ass play sucking

Description: another window we go to find another sexy duo passing the time with a JO show. Dhul Fiqar is working on his semi in front of Yussef who reveals that he's fully boned by the show. As Yussef slides closer, his eyes seem to beg Dhul for that prick. His pleas are answered as he slides his lips over that massive cock head and strips down so that he can play with his own bone while getting an afternoon snack. When it comes time for the fucking, Yussef's face seems to make it clear that he's had some cock up his ass before. He takes it like a champ and beats his own prick the whole time Dhul's climbing up inside him. He's hunched over and taking it like it's the only way he could imagine being. He's a great bottom and Dhul takes full advantage of his shithole. He nuts with Dhul still inside him only moments before getting his ass crack whitewashed with Dhul's sperm. It's a great load that runs all the way down his crack.
Solo in Cell
Category: Solo (1)
Added: 24 Oct 14
Views: 1888
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.
Bad Boy with Massive Meat
Category: Solo (1)
Added: 26 Oct 14
Views: 3760
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.
Suck Sirs Cock
Category: Blowjob
Added: 18 Oct 14
Views: 2564
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: 18151
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: 1371
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: 3492
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: 581
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: 4286
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: 3507
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: 2672
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: 676
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: 1214
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: 3238
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: 371
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: 3253
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.