Feature Slide

04062015s1
15th April 2015 04062015s1
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Face down and struggling to writhe under the control of the tight bondage belts the boy tries to squirm away from the cold sting of Sir's reaver as it traces his body.  He lets out stifled moan after moan, his voice dampened by the bondage tape secured around his head.  Sir takes a welting ball off the wall, a promise for a future deep and penetrating sting, and a leather strap which slaps the boys ass without mercy.

04062015s1
03302015s1
9th April 2015 03302015s1
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The boy kneels briefly in expectation which is soon followed by the buzz of the clippers which take his hair down to the skin.  When the clipping is done Sir takes to the boy's chest with harsh blows.  Sir's cock makes its way down the boys throat and Sir uses it to cut off the boy's air supply before continuing to face fuck him.

03302015s1
03162015s2
1st April 2015 03162015s2 Play

"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.

03162015s2
03162015s1
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. 

03162015s1
02232015s3
18th March 2015 02232015s3
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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.

02232015s3
02232015s2
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.

02232015s2
02232015s1
5th March 2015 02232015s1
Featuring:
Play

"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.  

02232015s1
08162014s19
25th February 2015 08162014s19
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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. 

08162014s19
08162014s18
18th February 2015 08162014s18
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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. 

08162014s18
12262014s6
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.  

12262014s6

Iron Lockup Updates

04062015s1

Face down and struggling to writhe under the control of the tight bondage belts the boy tries to squirm away from the cold sting of Sir's reaver as it traces his body.  He lets out stifled moan after moan, his voice dampened by the bondage tape secured around his head.  Sir takes a welting ball off the wall, a promise for a future deep and penetrating sting, and a leather strap which slaps the boys ass without mercy.

Fetishes:
Play
15th April 2015
4.00
03302015s1

The boy kneels briefly in expectation which is soon followed by the buzz of the clippers which take his hair down to the skin.  When the clipping is done Sir takes to the boy's chest with harsh blows.  Sir's cock makes its way down the boys throat and Sir uses it to cut off the boy's air supply before continuing to face fuck him.

Play
9th April 2015
4.00
03162015s2

"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.

Play
1st April 2015
4.00
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