Tag: Sir Pan

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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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The prisoner is ordered inside a claustrophobic bodybag with a gasmask on but his predicament is only just beginning as Sir intends on restricting not just his movement but his breathing as well. The prisoner becomes very aroused and Sir permits him to jack off has Sir restricts his air flow. When the prisoner is not able to cum Sir permits him the use of a dildo.

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The boy and micropup (named not because of his small stature but because of his micro-member) stand chained to the ceiling apart from one another. Sir orders the boy to kick micropup in the balls and the pup bounces off the walls to avoid the punishment from the boy’s harsh boot. Sir joins in on the fun, taking turns attacking each of the prisoners.

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Leaking pre-cum for the entire scene Prisoner #05212013 is bound to the comfy chair in the wetroom with cuffs and chain. Sir Pan spends the scene pushing the Prisoner with harsh electro right to his cock. At times the power is audio activated and the prisoner is ordered to count, his cock throbbing and jumping with every jolt….

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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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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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Chained between the cells prisoner #09022012 takes a dragons tail to the balls followed by play with some electro toys! This clip is filled with some amazing screams and squirming!

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Chained at the neck, wrists and ankles, prisoner #12282010 is zipped inside a body bag. This confinement is intense. At long last the prisoner’s cock is exposed and he is rewarded with a quick ball squeezing.

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Sir loves to play with puppy, especially with electricity! Of course there are extra rewards … electrical sounding!

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Sir Pan chains the prisoner standing in the center of the room, then ensures he won’t be moving by plugging his ass with the anal hook. Then Sir raises the height so the prisoner must stand on his tiptoes. Sir edges him for almost an hour before removing the hook and denying the prisoner permission to cum.

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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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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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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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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.