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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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Sir continues to warm up Mr. Kristofer’s ass by making him take all of Sir’s cock causing Mr. Kristofer to moan with enthusiasm. Sir continues to open up the prisoner’s hole by inserting a long butt plug. Sir teases the prisoner’s hole into relaxing while the prisoner jerks Sir full rigidity in preparation for a rough fucking.

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The chain cage proves uncomfortable, but that doesn’t mean we took it off. Instead the prisoner finds himself in total darkness only to be released after deep throating Sir’s baton.

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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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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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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.

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Sir straps the boy to the gurney using bondage belts and begins to take advantage of him. He inserts his cock deep into the boy’s throat and makes him choke on it but he isn’t done there. He cuts a slit into the boy’s pants so that he can fuck him with a dildo. One of the boy’s hands is freed so that he can masterbate while Sir continues to tease his ass.

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Sir Pan tests out his new piece of gear, a custom made 7’6″ diameter rotating steel octagon on Prisoner #12282010. The Prisoner is suspended by chain to the octagon and fucked with while being inverted several times – strapped in painfully by heavy steel chain. Eventually Sir Pan allows the Prisoner to cum while inverted and he blows a huge load all over his own face.

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Puppy is delighted to have a cute pain pig on the cross. The prisoner’s ass is already glowing from the beating it received moments before and now his whole body is going to take some major punishment. Heavy flogging ensues with a blend of deep thud and brutal sting. The prisoner is rapidly single-tailed and then bruised deeply with the welting ball which brings him to the verge of tears mixed with maniacal laughter.

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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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The boy, chained to the punching bag, takes hit after hit but Sir will not be contented with the usual spots. Once the boy’s chest is warmed up Sir takes to his groin with straight punches and knees. Even Sir’s embrace serves only as distraction as he comes in for another low blow.

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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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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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Sir lays Mr. Kristofer into the sling and removes the cold shackles from the prisoner’s ankles. Sir then widens the prisoner’s hole with his baton. Once the prisoner is well loosened Sir pulls out his cock and has the prisoner strengthen his erection for what comes next.

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Puppy puts the prisoner into a complicated horizontal rope suspension. He is careful to keep prime targets open for future use, his intentions are brutal and the prisoner eagerly awaits his punishment. Puppy is quick to get the balls rolling… pun intended.