Masturbation

08162014s1

Sir likes balls. They're like puppies who like a game of tug of war, it's just that the boys they are attached to don't seem to agree. Stuck between the discomfort of the ball stretchers tugging on their jewels and their arms bound above the boys work to find a happy medium. Of course, Sir disagrees with this objective and raises the stakes.

05092014s14

The toilet is only three feet away but the prisoner can't be bothered with actually taking off his pants and so he spends the rest of the night with a very wet leg.  With the smell of piss all around him he becomes thoroughly aroused and masterbates with a rather large dildo up his ass.

05092014s12

Strapped into a gas mask prisoner rams a large dong up his ass and masturbates while seeming noting that he can barely feel the huge dong with his stretched asshole.

05092014s10

Beating his own dick with a wild ferocity mega bitch struggles to keep Sir's cock in his mouth, he laps at the air to try to direct it back in and then Sir forces him to deepthroat it.  All of this, of course, is just foreplay as Sir soon bends him over the unforgiving chain and plows his ass, grabbing hold of his bindings and making them bite into his gut as Sir rams his dick in deeper.

05092014s7

#08022013 returns to the Iron Lockup, Sir does the intake and is very thorough with the cavity search.  After given a good welcoming the bitch is shown to the newly remodeled, super cozy pit where he is given a golden warm second welcoming.  

05092014s6

The prisoner is locked up again.  He's got strict orders to piss himself instead of having permission to use the toilet.  Obeying authority makes the bitch so horny that he can't help but jerk off with his piss still pooling on the floor.  After finishing off on his hands and knees like a dog he licks his cum off the bedsheet.

05092014s3

Punching bags hold many drawbacks for boxers.  For one, they don't move and buckle like a person, they don't respond to your touch the same way, they don't fear shot loaded gloves.  Of course, Sir found a solution to these problems: chain a bitch to the bag; it really is the best of both worlds. A little time with a flat fiberglass cane summons the most pathetic begging, not that Sir is receptive to such things.  Don't miss the dance of the little red stick.

01172014s14

Surrounded by smut, dressed in a restrictive football jock and locked up for days in the same cold cell can make a man's hand wander.  After some reluctance his hand wanders and the nun shaming act begins one heathen stroke at a time.

01172014s13

The night has been long and restless, the chastity device is doing nothing to discourage any attempt at getting off.  As his solitude wears on the prisoner explores double penetration fantasies with the not-so-modest dildos left in his cell.  

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