Sir puts puppy on the cross for a flogging. He warms him up slowly but begins to build into vicious pounds leading puppy to howl out in agony.
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10132015s1
The boy finds his new encasement very restrictive. A giant military webbing finger trap encases his entire body, leaving him vulnerable to Sir’s mischief. With his ass exposed Sir gives him a butt reddening followed by a full body pummeling.
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10062015s1
Sir visits the boy in his cell, giving us a rare close up of Sir pissing. The boy greets him with the customary blowjob. When Sir is getting ready to cum he permits the boy to lick his balls until Sir blows his load in a long enthusiastic shower.
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09152015s2
With the boy a little more broken down from his flogging Sir rewards him with his cock which the boy gladly takes deep in his throat. The boy works hard to please his Sir and Sir is generous by spitting into the boys hungry mouth. Sir then blows his load on the boy.
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07212015s1
Sir helps the boy with his martial arts training by making him one with the punching bag. The boy is not only tied to the bag but he is used as the punching bag. Of course no amount of punching breaks the boy so Sir resorts to more cruel means… tickling.
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07072015s1
Sir folds the boy over his lap and begins to spank him hard, pausing only to kneed and pinch the boy’s ass. He reaches between the boys legs to torment his junk before taking off his belt to sting the boy with. The boy, now resolved to good behavior takes Sir’s cock in his mouth.
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05162015s7
The prisoner patiently waits, chained to the urinal, for Sir’s return but his patience is rewarded by being stepped over as Sir goes to piss right in front of his face. Once finished Sir turns to face fuck the cock hungry prisoner. The toe of Sir’s boot then finds it’s place on a helpless cock as he works toward a howling orgasm.
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05162015s6
Kneeling on the wetroom floor, mostly naked except for boots, a hood and his chains the prisoner awaits Sir with a rock hard erection. Sir taunts the sub with a little cock and ball torture but what he really wants is to ram his cock deep inside the prisoner’s throat and make him choke on it. The prisoner only gets hornier and begins to eat Sir’s cock with hungry enthusiasm.
Original post: 05162015s6
05162015s5
Helpless against Sir’s teasing of his cock the prisoner moans and jerks in vain as Sir violates his ass with his fingers. Sir releases his hands and the prisoner begins edging himself while still inverted. With Sir’s finger back in his ass the prisoner blows his load onto his own face.
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05162015s4
The prisoner swings back and forth as the pressure begins to build in his face. His boots strapped are to the ceiling and his arms bound up by his chest as Sir teases his cock, foreshadowing the tease to come. Lubing up his gloved hand Sir prepares to violate the prisoner’s ass as the prisoner rocks helplessly upside down.
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05162015s2
In a long leather, chain, and straight jacket suspension the prisoner lies back with his cock standing at full attention. He squirms against his bindings and awaits whatever evil Sir has planned for him. After a long period of anticipating Sir begins to finger the prisoner’s ass making the prisoner squirm more violently and moan with each stimulation.
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05162015s1
Securely confined in a straight-jacket, the prisoner has no chance of escape from the start. And he’s naked from the waist down so his cock hangs out ready to be manhandled. Sir Pan lays the prisoner flat on the gurney and his cock goes hard immediately. He slowly prepares to raise the prisoner into the air where he will be at the full mercy of Sir Pan’s devious whims.
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05042015s2
Still wet from his golden shower the boy continues to service Sir’s rock hard cock. He braces himself against the bars of the cell as Sir forces him to deepthroat his cock. With long snowy bursts Sir covers the boy in his cum, wiping his hand off on the boy’s head.
Original post: 05042015s2
03302015s1
The boy kneels briefly in expectation which is soon followed by the buzz of the clippers which take his hair down to the skin. When the clipping is done Sir takes to the boy’s chest with harsh blows. Sir’s cock makes its way down the boys throat and Sir uses it to cut off the boy’s air supply before continuing to face fuck him.
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03162015s2
“But I’m a good puppy…” to which the boy replies, “you should see what he does with bad puppies!” which, of course, divierts Sir’s attentions onto the boy who has been aiding in the puppy’s torment. The boy laughs and whines as Sir tickles and punches him pausing only to torture the puppy’s tits. When they’ve had enough Sir lets them double team his cock.
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02232015s2
The boy tries to squirm away from Sir’s relentless hand but his restraints hold strong. Sir hits the boy’s ass till the boy begs for him to stop, his voice piercing through the scene in a pleading whimper. Sir shows him mercy by switching gears into a long face fucking.
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12262014s6
Fully bound in a heavy duty straight jacket the prisoner is teased before being forced to take Sir’s cock.
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12262014s3
In a full straight jacket and chain suspension the prisoner is subjected to rough impact play as his legs flail in the air causing the chains to bite him mercilessly. The prisoner remains rock hard through the torment. Sir comes back, lube in hand, and begins to tease the prisoner’s prostate.
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12262014s2
Completely blind and restrained in a straight jacket the prisoner is uncomfortably chained to the ceiling, helpless against Sir’s will. The prisoner’s cock at is at full attention as Sir begins to painfully tease him. With a short break from the torment the prisoner struggles against the restraints, reminding himself that he is screwed. Sir returns, armed with a flat fiberglass batten that stings the prisoner’s thighs and balls. Looking to potentially leave welts Sir then upgrades to a thin bamboo reed.
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12262014s1
Hands chained to the ceiling and facing each other the boy and prisoner try not to move lest they lose their noses. Tied together by a pair of nose shackles they are subjected to Sir’s torments with each reflexive motion turning into a painful tug. Sir then gives them a challenge to complete but doing so could have painful consequences.
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12062014s2
Bound and twitching with the rise and fall of the electronic current the prisoner remains defenseless against Sir’s cruelty. The wartenburg wheel sends a sharp sting of electricity through the boy as it traces his legs, perineum and balls. Sir puts the boy’s moaning to good use and clips a microphone to his mask turning every little whimper into an electric blast in his cock.
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08162014s9
The prisoner waits alone in his cell, lazily stroking his cock when Sir enters to enlist him in his true purpose, to service Sir. 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.
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08162014s2
Stuck between his rocks and a hard place today’s subject gets abused by Sir with his balls in a humbler. In order to keep his members in place he must endure Sir’s game.
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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.
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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.
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05092014s11
Secured to the ceiling the bitch moans as Sir shocks him down to his core with an electric flyswatter and nerve stimulator. Not satisfied with the screams Sir brings out the boot paddle and pounds the bitch’s ass. Sir then decides the bitches cock needs stimulating but doesn’t settle for an average jerking, no, this bitch must beg…
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05092014s7
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.
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01172014s3
Sir Pan gives big dick bitch #08022013 the iron welcome with his nightstick after a cavity search thorough enough to even make the TSA uncomfortable. Down on the cold tile the bitch is made to deep throat and choke on Sir’s cock. The bitch is left on the floor, begging for Sir’s load. Getting comfortable after Sir leaves the room may not advisable as it gives him an excuse to show your balls hell.
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11222013s8
The prisoner has been reduced to pissing and shitting in plain view of the cameras, all sense of privacy is gone. Apparently the pathetic little shit is turned on by this, because he spends the next 30 minutes jacking off. He alternates between showing off his dick and hiding under the blankets, until Sir Pan comes in, chains him to the wall, and gives him a little taste of things to come.
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11222013s5
Sir Pan leads the prisoner into the wet room and straps him to a gurney, ass exposed. He leaks precum everywhere as a giant dong gets shoved up his butt. When Sir Pan leaves the room he’s so horny and desperate he rides the dong and moans. Finally Sir Pan locks him in chastity and the prisoner can’t stop whining about not getting to cum.
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11222013s1
Prisoner 08022013 comes in for his second visit to the lockup and this time finds it very hard to keep his hands off his cock whether he has permission or not. Once shown to his cell Sir plays with the inmate’s fear of breath control and chokes him as he jacks off.
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10272013s1
Sir Pan has a new toy, and he needs someone to try it out. It’s homemade, and he isn’t completely sure it will stay bolted to the wall… Luckily prisoner #12282010 has been volunteered to assist. Sir Pan chains him to the spinning octagon and rotates him upside-down, waiting to see if anything will break. And as a thank you for helping out, Sir Pan very nicely beats up the prisoner with another new toy.
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06232013s4
Sir Pan cuffs Prisoner 06232013 to an overhead suspension bar in the wetroom and proceeds to shock the prisoners cock and balls to remind the prisoner of his place. Sir Pan shoves a butt plug up the prisoners ass and orders the prisoner to hold it in, when the plug falls to the floor the prisoner is punished for his negligence… After all of the CBT and ass play is over with Sir Pan is kind enough to wash the prisoners ass and cock clean – with high pressure cold water.
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06232013s2
Sir Pan introduces the new piece of meat, Prisoner #06232013 to electro for his first time. Hooded and cuffed to the urinal the Prisoner is electrofied between his ass and cock, gently at first (we would not want to scare him…) slowly ramping up to harsher and more enjoyable levels…
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06232013s1
A new prisoner is welcomed to the facility with a full cavity search by Sir Pan as he goes through intake. The Prisoner is then pissed on in the pit where he is left to edge himself and cool down until removed by Sir Pan and placed in his cell to await the next scene and consider what he has gotten himself into.
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05212013s4
In this scene Sir Pan leads the hard Prisoner from his cell to a waiting sling. Sir Pan pushes the Prisoner to his knees and makes him stroke Sirs cock. The prisoner is ordered into the sling and fucked for awhile until Sir Pan decides to chain the Prisoners nipple and cock piercings together and play tug of war… The Prisoner is ordered to jack Sir off until he cums blowing a huge load, satisfied with the prisoners job, Sir Pan allows the Prisoner to cum as well.
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05212013s3
In this scene Sir Pan locks his new piece of meat into the pit and pisses all over the bitch. Sir Pan leaves the bitch in complete darkness to cool off in his piss soaked clothes. Feeling merciful, Sir Pan allows the prisoner a shower to warm up and works the prisoner over a little before returning him to his cell and thoughts…
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04282013s2
After some CBT and choking Prisoner #12282010 is ordered to jack off Sir Pan in the cell until Sir Pan blows a massive load all over the Prisoner and his cell.
Sir Pan then pins the Prisoner’s neck against the cell bars and requires the prisoner to jack himself off until he cums with a huge load shooting across the prison hall.
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09022012s1
Sir has some new toys and he is very eager to use them. This makes the inmate a little bossy which isn’t particularly wise so early in the scene. The inmate is then made to service Sir’s cock.
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08072012s2
Instead of releasing the prisoner Sir Pan escorts him into the wet room and chains him to the comfortable chair. Having his balls stuffed in the ball crusher makes the prisoner’s cock hard. The e-stim on his balls just makes him harder, then the prisoner is required to edge himself while Sir Pan stands by to watch.
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