Video Scenes

12272015s13

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.

Play
30th March 2016
4.00
12272015s12

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).

Play
23rd March 2016
4.00
12272015s11

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.

Play
17th March 2016
4.00
12272015s10

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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9th March 2016
4.00
12272015s9

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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2nd March 2016
4.00
12272015s8

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. 

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24th February 2016
4.00
12272015s7

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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17th February 2016
4.00
12272015s6

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.  

Play
10th February 2016
4.00
12272015s5

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.

Play
3rd February 2016
4.00
12272015s4

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.

Fetishes:
Play
27th January 2016
4.00

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