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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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“But I’m a good puppy…” to which the boy replies, “you should see what he does with bad puppies!” which, of course, diverts 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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The boy’s eyes are transfixed on Sir as he orders him to open up and deep throat his nightstick. The boy is then bent over the prison toilet and made to take a beating to his junk and ass. Sir then face fucks the boy but instead of cumming he showers the boy in piss.

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“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.

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The boy finds himself in quite the situation. The ass hook got his attention but the nose clamp tied to the ass hook really kept him on his toes… If that wasn’t enough Sir makes it a point of taunting the boy adding insult to injury.

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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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What was supposed to be a very serious forced workout scene turned into a hyper-competative farce as the mostly naked prisoners fail to one up each other through their sets, stumbling on almost every exercise. Puppy is then forced to keep them moving by stinging their asses with a fine carbon fiber rod that gets them unleashing profanities as they try to keep pace.

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The puppy has a boy over to wrestle and they find out relatively quickly that the boy’s highschool wrestling is no match for puppy-jitsu! After the first few round the submissions become even more rappid fire, occasionally unethical, and without allowing for recovery from the previous submission. Poor boy is getting his balls squeezed while being choked out and there’s nothing he can do about it.

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Sir chose a stingy flogger and although puppy successfully starts the scene relaxed and meditative Sir’s strikes get him unhinged. Puppy’s shoulders start to tense up and rise so Sir attacks his ass, eliciting grrrrr’s and yelps. Is that enough for Sir? First time to this site? No, Sir strikes between the legs and stings the head of puppy’s cock.

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The night has been long and restless, the chastity device is doing nothing to discourage any attempt at getting off. As his solitude wears on the prisoner explores double penetration fantasies with the not-so-modest dildos left in his cell.

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The prisoner, now fully suspended is subjected to a brutal ass beating which, oddly enough, had him dripping precum. All is fun and games till he mentions the words “stun gun” and when one is brought out he is terrified almost to tears. Puppy continues playing mind games with his unpredictable nature which is both playful and cruel. When the prisoner’s ass is well warmed up puppy produces the evil rubber whip and welting ball, both produce unexpected glee in the prisoner.

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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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Jesus Christ, the little pervert can’t stop jerking off. And it seems the guy has gotten so used to degredation that he can’t get off any other way. He strips naked and holds his body against the cold metal cell bars and jerks off. Then he gets on hands and knees and shoves some fingers up his butt. To top it off, he eats his own cum, moaning all the while.