Feature Slide

08162014s14
20th November 2014 08162014s14
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With time to kill one of our prisoners takes to teasing the other's cock, sometimes jacking hard, sometimes teasing lightly.  He squeezes and stretches his balls, polishes his head, and tickles his shaft.  

08162014s14
08162014s13
13th November 2014 08162014s13 Play

What was supposed to be a very serious forced workout scene turned into a hyper-competetive farce as the mostly naked prisoners fail to one up each other through their sets, stumbling on almost every exercise.  Puppy is then forced to keep them moving by stinging their asses with a fine carbon fiber rod that gets them unleashing profanities as they try to keep pace.  

08162014s13
08162014s12
6th November 2014 08162014s12
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In eager anticipation of the next scene the prisoner gives his ass a very thorough cleaning for all to see.

08162014s12
08162014s11
30th October 2014 08162014s11
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Much to his dismay the prisoner is returned to his cell and permitted to masturbate but is not allowed to cum. 

08162014s11
08162014s10
23rd October 2014 08162014s10
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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
Featuring:
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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.

08162014s9
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:
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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.

08162014s4

Iron Lockup Updates

08162014s14

With time to kill one of our prisoners takes to teasing the other's cock, sometimes jacking hard, sometimes teasing lightly.  He squeezes and stretches his balls, polishes his head, and tickles his shaft.  

Play
20th November 2014
4.00
08162014s13

What was supposed to be a very serious forced workout scene turned into a hyper-competetive farce as the mostly naked prisoners fail to one up each other through their sets, stumbling on almost every exercise.  Puppy is then forced to keep them moving by stinging their asses with a fine carbon fiber rod that gets them unleashing profanities as they try to keep pace.  

Play
13th November 2014
4.00
08162014s12

In eager anticipation of the next scene the prisoner gives his ass a very thorough cleaning for all to see.

Fetishes:
Play
6th November 2014
3.00
08162014s11

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

Play
30th October 2014
3.00
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