Feature Slide

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30th October 2014 08162014s11 Coming Soon

Much to his dismay the prisoner is returned to his cell and permitted to masturbate but is not allowed to cum. 

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08162014s10
23rd October 2014 08162014s10
Featuring:
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Late at night, exhausted by a day of play, the prisoner needs to get some release.  What starts off as very casual stroking turns into a hungry whacking leading to a big orgasm. 

08162014s10
08162014s9
16th October 2014 08162014s9
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Play

The prisoner waits alone in his cell, lazily stroking his cock when Sir enters to enlist him in his true purpose, to service Sir.  As instructed the prisoner sucks Sir's hardon but Sir is not satisfied until his dick is deep inside the prisoner's throat.  As Sir cums the prisoner soaks his hood in Sir's semen, greatful to take Sir's load.

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08162014s8
9th October 2014 08162014s8
Featuring:
Play

Our two prisoners find themselves with a little downtime between scenes and despite plenty of play during their visit they can't keep their hands (and mouths) off each other.  

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08162014s6
2nd October 2014 08162014s6
Featuring:
Play

The prisoner is subjected to a full on puppy suspension complete with the sting of the carbon fiber rod.  With arms and legs completely immobilized the bitch begs puppy not to take the rod to his balls.  Will he, won't he?  The suspense....

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08162014s5
25th September 2014 08162014s5 Play

The pee-shy prisoner is chained down across from his cellmate and told that they would remain chained until he summons the courage to piss but when inspiration fails to bring the flow he and his companion start to pass the time.  Both hard and frustrated they test the limits of their chains and find that they are both barely within reach of each other. 

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08162014s4
18th September 2014 08162014s4 Play

Blindfolded and gagged the prisoner has no idea what Sir has in mind for him.  He is secured to a chair using incredibly heavy duty leather cuffs and he hears the coming of the boy who is equipped with a rather large dong secured to his boot.  Rock hard, drooling and moaning one can only assume he is enjoying himself as he desperately fights to cum.

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08162014s3
11th September 2014 08162014s3
Featuring:
Play

The Prisoner, being generally useless in his cell gets a temporary reprieve when Sir allows him to suck on his cock.  The bitch eagerly takes to Sir's cock and hungrily deep throats it till he chokes.  He is horny beyond control and isn't satisfied till he's covered in Sir's load.

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08162014s2
4th September 2014 08162014s2
Featuring:
Play

Stuck between his rocks and a hard place today's subject gets abused by Sir with his balls in a humbler.  In order to keep his members in place he must endure Sir's game.

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08162014s1
28th August 2014 08162014s1 Play

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.

08162014s1

Iron Lockup Updates

08162014s10

Late at night, exhausted by a day of play, the prisoner needs to get some release.  What starts off as very casual stroking turns into a hungry whacking leading to a big orgasm. 

Play
23rd October 2014
4.00
08162014s9

The prisoner waits alone in his cell, lazily stroking his cock when Sir enters to enlist him in his true purpose, to service Sir.  As instructed the prisoner sucks Sir's hardon but Sir is not satisfied until his dick is deep inside the prisoner's throat.  As Sir cums the prisoner soaks his hood in Sir's semen, greatful to take Sir's load.

Play
16th October 2014
4.00
08162014s8

Our two prisoners find themselves with a little downtime between scenes and despite plenty of play during their visit they can't keep their hands (and mouths) off each other.  

Play
9th October 2014
4.00
08162014s6

The prisoner is subjected to a full on puppy suspension complete with the sting of the carbon fiber rod.  With arms and legs completely immobilized the bitch begs puppy not to take the rod to his balls.  Will he, won't he?  The suspense....

Play
2nd October 2014
4.00
08162014s5

The pee-shy prisoner is chained down across from his cellmate and told that they would remain chained until he summons the courage to piss but when inspiration fails to bring the flow he and his companion start to pass the time.  Both hard and frustrated they test the limits of their chains and find that they are both barely within reach of each other. 

Play
25th September 2014
5.00
08162014s4

Blindfolded and gagged the prisoner has no idea what Sir has in mind for him.  He is secured to a chair using incredibly heavy duty leather cuffs and he hears the coming of the boy who is equipped with a rather large dong secured to his boot.  Rock hard, drooling and moaning one can only assume he is enjoying himself as he desperately fights to cum.

Play
18th September 2014
4.00
08162014s3

The Prisoner, being generally useless in his cell gets a temporary reprieve when Sir allows him to suck on his cock.  The bitch eagerly takes to Sir's cock and hungrily deep throats it till he chokes.  He is horny beyond control and isn't satisfied till he's covered in Sir's load.

Play
11th September 2014
4.00
08162014s2

Stuck between his rocks and a hard place today's subject gets abused by Sir with his balls in a humbler.  In order to keep his members in place he must endure Sir's game.

Play
4th September 2014
4.00