Feature Slide

03162015s2
1st April 2015 03162015s2 Coming Soon

"But I'm a good puppy..." to which the boy replies, "you should see what he does with bad puppies!" which, of course, diverts Sir's attentions onto the boy who has been aiding in the puppy's torment.  The boy laughs and whines as Sir tickles and punches him pausing only to torture the puppy's tits.  When they've had enough Sir lets them double team his cock.

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25th March 2015 03162015s1 Play

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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18th March 2015 02232015s3
Featuring:
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The boy, dressed in a filthy jockstrap and black gasmask is ordered to lie down in a military bodybag. Once inside Sir pisses on him but, of course, that is not enough for Sir and Sir also pisses a little into the boy's air hose just before sealing the bodybag. Much to Sir's delight the boy has been holding in piss of his own.

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11th March 2015 02232015s2
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The boy tries to squirm away from Sir's relentless hand but his restraints hold strong.  Sir hits the boy's ass till the boy begs for him to stop, his voice piercing through the scene in a pleading whimper.  Sir shows him mercy by switching gears into a long face fucking.

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5th March 2015 02232015s1
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"Cold boy?" Sir asks as the prisoner's back comes into contact with the unforgiving steel web.  Hands dressed in tight black gloves Sir reddens the prisoner's chest with a rapid barrage of thuddy blows.  When the prisoner is good and warmed up Sir takes to fucking his face before turning him around to beat his backside.  He tickles the prisoner to get him to open up the angles for his next string of attacks.  

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08162014s19
25th February 2015 08162014s19
Featuring:
Play

As the prisoner awaits his next scene he becomes horny and decides to edge himself. Since he is under order not to cum, he jacks off very slowly worried what the punishment might be for disobeying. 

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18th February 2015 08162014s18
Featuring:
Play

With the reality of his long term confinement looming over him the prisoner takes solace in a familiar touch.  He struggles with the decision whether or not to enhance his experience with the firm hug of his cock sling which rolls in his impatient hand.  Anticipation for what is to come shutters down his fingertips as he meticulously teases himself to keep his erection. 

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11th February 2015 12262014s6
Featuring:
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Fully bound in a heavy duty straight jacket the prisoner is teased before being forced to take Sir's cock.  

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12262014s5
4th February 2015 12262014s5
Featuring:
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The prisoner, still tied to the spider web, is still plenty feisty and the puppy shows him no mercy as he tortures his feet.  Laughter erupts along with pleading whimpers as puppy works to keep the prisoner's feet still, the caine stinging in sudden bursts.  The prisoner refuses to hold still and puppy responds with distraction and unexpected strikes, making the prisoner dance with joyful fear.  When the time comes to give the feet a rest puppy reverts biting, tickling, knife play and ball slapping.

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12262014s4
28th January 2015 12262014s4
Featuring:
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And now for something completely serious: a puppy tickle torturing an innocent victim stuck to the spiderweb.  Puppy utilizes a pinwheel, a claw, and his teeth to make the prisoner scream (in horror or delight it's hard to say).  When the bamboo cane and the chair come out the prisoner gives a look of confusion, that is till he finds his feet propped up and caned.  

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Iron Lockup Updates

03162015s1

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. 

Fetishes:
Play
25th March 2015
4.00
02232015s3

The boy, dressed in a filthy jockstrap and black gasmask is ordered to lie down in a military bodybag. Once inside Sir pisses on him but, of course, that is not enough for Sir and Sir also pisses a little into the boy's air hose just before sealing the bodybag. Much to Sir's delight the boy has been holding in piss of his own.

Play
18th March 2015
4.00
02232015s2

The boy tries to squirm away from Sir's relentless hand but his restraints hold strong.  Sir hits the boy's ass till the boy begs for him to stop, his voice piercing through the scene in a pleading whimper.  Sir shows him mercy by switching gears into a long face fucking.

Play
11th March 2015
4.00
02232015s1

"Cold boy?" Sir asks as the prisoner's back comes into contact with the unforgiving steel web.  Hands dressed in tight black gloves Sir reddens the prisoner's chest with a rapid barrage of thuddy blows.  When the prisoner is good and warmed up Sir takes to fucking his face before turning him around to beat his backside.  He tickles the prisoner to get him to open up the angles for his next string of attacks.  

Play
5th March 2015
4.00
08162014s19

As the prisoner awaits his next scene he becomes horny and decides to edge himself. Since he is under order not to cum, he jacks off very slowly worried what the punishment might be for disobeying. 

Play
25th February 2015
4.00
08162014s18

With the reality of his long term confinement looming over him the prisoner takes solace in a familiar touch.  He struggles with the decision whether or not to enhance his experience with the firm hug of his cock sling which rolls in his impatient hand.  Anticipation for what is to come shutters down his fingertips as he meticulously teases himself to keep his erection. 

Play
18th February 2015
4.00
12262014s6

Fully bound in a heavy duty straight jacket the prisoner is teased before being forced to take Sir's cock.  

Play
11th February 2015
4.00
12262014s5

The prisoner, still tied to the spider web, is still plenty feisty and the puppy shows him no mercy as he tortures his feet.  Laughter erupts along with pleading whimpers as puppy works to keep the prisoner's feet still, the caine stinging in sudden bursts.  The prisoner refuses to hold still and puppy responds with distraction and unexpected strikes, making the prisoner dance with joyful fear.  When the time comes to give the feet a rest puppy reverts biting, tickling, knife play and ball slapping.

Play
4th February 2015
4.00