Masks

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Completely drenched in piss Mr. Kristofer takes Sir's cock hard.  Sir stops the prisoner from jerking himself and restrains his hands.  Sir then jerks himself off leaving the prisoner unsatisfied as he walks back to his cell dripping in piss and Sir's cum.

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Mr. Kristofer remains secured in the sling and Sir delivers him a rough fucking.  He pauses a moment to stroke his cock and tease the prisoner's nipples but then returns to using the prisoner's ass. Sir proceeds to deliver Mr. Kristofer and Iron Lockup audiences with what is probably the largest output of piss seen on this site (including from multiple cocks).

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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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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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With nowhere to go Mr. Kristopher takes a harsh rubber whip to the ass and his squirming causes the nipple clamps that are holding him in place to get ripped from his chest.  Sir takes the opportunity to tease his now overly sensitive nipples.  Once the prisoners nipples are secured once again Sir attacks his balls and ass leading to more clamp ripping.

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Mr. Kristofer, naked except for the sensory deprivation hood and restrictive cock cage gets chained up, nipples clamped as Sir starts to play with him.  First Sir shocks him with the nerve stimulator and then he is subjected to tugging on his now sensitive nipples.  Sir finishes by attacking his balls, leaving Mr. Kristofer to choose between the pain in his balls and the pain in his nipples.

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Sir flogs Mr. Kristofer for a while and decides it's time for him to go into chastity but Sir finds the prisoner too hard to get into the cock cage.  Sir tries to get Mr. Kristofer's erection to go down by attacking him with a rubber whip.  After about 5 minutes of cruelty the penis is just soft enough to get him locked up.

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Fully locked into chastity Mr. Kristofer waits for Sir's next round of punishment.  Knowing that the prisoner's nipples are wired into his cock Sir teases Mr. Kristofer hard, making the cock cage unbearable.  Sir's imfamous cruelty doesn't stop there, he goes after the prisoner with a nerve stimulator and is doesn't hold back, shocking Mr. Kristofer's cock's head and balls as well.  

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Getting off doesn't mean the Mr. Kristofer is done. The boy hasn't finished fucking and Sir Pan hasn't gotten off yet! Mr. Kristofer's moans of pleasure turn to agony as his asshole and nipples get worked even harder. Then Sir Pan blows a huge load all over the Mr Kristofer and almost hits the camera.

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Sir begins to fuck Mr. Kristofer hard, slapping his balls as he goes.  The boy comes in for a turn, making the prisoner moan loudly despite the hood.  When Mr. Kristofer appears to be enjoying it too much Sir starts beating his balls with his night stick but that doesn't stop the prisoner from blowing a massive load a moment later.  Of course a blown load doesn't mean stop especially in the cock teasing department.

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