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).
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.
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.
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.
Mr. Kristofer finds himself in a bit of a pinch... his nipples at least are. He moans furiously as Sir rubs the nipple clamps off and reattaches them. Of course, he isn't moving enough so Sir starts to spank him HARD and all the extra movement is putting quite a bit of strain on those nipple clamps.
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.
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.