#08022013

#08022013

Shirt Size: 

Medium

Pants Size: 

30/32

Boot Size: 

11

Asshole: 

Average

Limits: 

Breath play.

Notes: 

Horny little fucker, cannot hold his cum.

Rating: 

4.333335
Average: 4.3 (3 votes)

Video Scenes

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
08172014s17

The prisoner takes a few minutes between scenes to play with his cock.  Waiting to cum in hopes that the next scene would force him to. 

Play
10th December 2014
4.00
08162014s16

These prisoners are getting very fond of each other.  Both fighting to stay on the small prison bed they devour each other's cocks, stroking and deep throating like old friends or frat brothers.

Play
3rd December 2014
4.00
08162014s15

Armed with a dildo large enough to be considered an arm the prisoner penetrates himself and works toward his next orgasm.

Play
26th November 2014
3.00
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
19th 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
12th 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
5th 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
29th 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
22nd 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
15th 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
8th 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
1st 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
24th 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
10th September 2014
4.00
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.

Play
27th August 2014
5.00
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.

Play
20th August 2014
4.00
05092014s13

In the hopes of deep play the prisoner prepares his ass inside and out with a massive douching.  Not satisfied with his overall cleanliness he follows up with a shower as well.

Fetishes:
Play
14th August 2014
4.00
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.

Play
6th August 2014
4.00
05092014s11

Secured to the ceiling the bitch moans as Sir shocks him down to his core with an electric flyswatter and nerve stimulator.  Not satisfied with the screams Sir brings out the boot paddle and pounds the bitch's ass.  Sir then decides the bitches cock needs stimulating but doesn't settle for an average jerking, no, this bitch must beg...

Play
30th July 2014
4.00
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.

Play
23rd July 2014
4.00
05092014s9

Eagerly awaiting the next scene the prisoner passes the time in his usual manner by playing with his cock, he continues to jackoff after the scene.

Play
16th July 2014
4.00

Having placed a rather large dong up his ass the bitch hunts for a second dinner and once he's blown his load he greedily scoops the cum in. 

Play
8th July 2014
4.00
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.  

Play
2nd July 2014
4.00
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.

Fetishes:
Play
25th June 2014
4.00
05092014s5

Puppy continues to attempt to fist the bitch and as loose as the bitch's hole seems to be puppy's paws are just as freakishly large thus the bitch's limits are thoroughly tested.

Fetishes:
Play
18th June 2014
4.00
05092014s4

"Warning: Do not misuse this piece of equipment"
It was so clearly printed on the Roman chair, one has to wonder if this includes fisting.  Tonight the bitch wants to know if he can finally take puppy's paws which happen to be larger than your average paws.  So much lube, so much whining, so much begging, and such shiny rubber pants... it was a "full" evening.  

Play
11th June 2014
5.00

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.

Play
4th June 2014
4.00
05092014s2

Consider for a moment being blinded, with limited audible capabilities, restricted airflow and no way to escape.  Sir has left you alone with a boy whose depth of cruelty is an unknown.Today, that boy has decided your ass needs tenderizing... sorry bitch, you're fucked!

Play
28th May 2014
4.50
05092014s1

Mummification: (mum'i-fi-ca'tion) n. Make or become a mummy.  Unlike traditional mummificaion which uses seran wrap and duct tape we have chosen palet wrap because it is stronger than seran and as you sweat and give off body heat the wrap begins to fuse with the bottom's skin for a wonderful bandaid-like scene finale.  Completely helpless this bitch undergoes intense bondage with cbt and nipple play.

Play
21st May 2014
4.00
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.

Play
14th May 2014
4.00
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.  

Play
7th May 2014
4.00
01172014s12

Having been worked up on the available porn left in the prison our frustrated bitch finds himself working to hunting for any drop of pleasure alotted by his steel chastity device.  His balls are strained and the barely accessible tip of his cock does little but draw a pathetic stream of precum.  Eventually desperation overtakes him and the real war between him and his chastity ensues.  No, we won't be telling you who wins...

Play
30th April 2014
4.00
01172014s11

Being locked in chastity was such a hot idea in his mind but now it's the middle of the night and sleep is not coming till the load starts cumming.  Too bad the device offers no pleasant stroke sensations.  Our inmate finds himself fumbling for something satisfying but alas is left with nothing worth obtaining despite his vain strokes.  Overwhelmed with the futility of his efforts the bitch resorts to dong ramming but what if the dildos provided are too large for a smooth entry?  

Play
23rd April 2014
4.00
01172014s10

You think your trainer is mean? Try a psychotic puppy workout complete with CBT, tt, ass and thigh caning.  No, your sets are not timed, puppy doesn't care if you are winded, go bitch go!

Fetishes:
Play
16th April 2014
4.00
01172014s9

Being locked up makes the prisoner non-stop horny.  He squats on the bed and lowers himself down onto a giant black dong.  That doesn't do it for him, so he tries every position possible inside his cell.  And after all that he doesn't even bother to cum.  The prisoner takes a piss then inserts his still hard dick back into his jock.

Play
9th April 2014
4.00
01172014s8

Sir Pan locks the prisoner in a chastity cage and an isolation hood, then very nicely gives him permission to jerk off.  The prisoner fumbles his way around the cell searching for a condom and lube.  He lowers himself onto a giant black dong and tries a host of positions, yet still ends the scene frustrated with an enormously hard cock.

Play
2nd April 2014
4.00
01172014s7

The prisoner is such a wimp that he needs kneepads just to kneel on the floor.  All the boy does is hit him a bit and the bitch starts whining and moaning.  Still, it seems like he likes it; his dick gets hard and stays that way despite suffering further indignities. 

Play
26th March 2014
4.00
01172014S6

In it's cell, it pissed itself, it blamed it on it's cage.  It cleans it's hole out, it cleans it well, it does this whenever it's told.  It cleans it's skin, it polished it's cock, and now it's off to bed.

Play
19th March 2014
4.00
01172014s5

The Prisoner wakes up in the middle of the night with a raging hard-on and jacks-off with pathetic speed.
He cums all over the cot and lays back down in his cum to fall back asleep.

Play
12th March 2014
4.00
01172014s4

In the most recent installment of "The Adventures of MegaBitch" we find our hero strapped to the unforgiving cold steel remains of a once comfortable chair.  Will his testicles survive Sir's beatings or will our hero end up pissing himself?  The villain gives our hero a chance to reprieve himself but will the pressure be too much?

Play
5th March 2014
4.00
01172014s3

Sir Pan gives big dick bitch #08022013 the iron welcome with his nightstick after a cavity search thorough enough to even make the TSA uncomfortable. Down on the cold tile the bitch is made to deep throat and choke on Sir's cock. The bitch is left on the floor, begging for Sir's load. Getting comfortable after Sir leaves the room may not advisable as it gives him an excuse to show your balls hell.

Play
26th February 2014
4.00
01172014s2

Sir Pan straps the prisoner to a wooden chair in the middle of a dark room.  There are no questions that follow though, just a thorough beating.  And the whiny bitch complaining that his balls hurt.

Play
19th February 2014
5.00
11222013s9

The prisoner is sound asleep until he apparently is woken up by an uncontrollable need to jerk off.  He tries out all sorts of positions before finishing on his back with his dick in the air for all to see. He cleans up like a good bitch by eating his cum then rolls over and goes back to sleep.

Play
12th February 2014
4.00
01172014s1

Sir Pan starts the prisoner off with a really rough beating, till the prisoner shakes all over and begs for it to stop. Sir Pan very nicely offers the prisoner a chance to cum, but the little bitch can't blow his load in time. And then Sir Pan locks him in a chastity device. Bummer.

Play
5th February 2014
4.00
11222013s10

The prisoner has been real good, because Sir Pan rewards him by pissing all over him.  Sir Pan traps the prisoner between an anal hook and some nipple clamps and leaves him on his tiptoes to moan in pain.  At last Sir Pan jerks the prisoner off until he cums, crying in pain the whole time.

Play
29th January 2014
4.00
11222013s8

The prisoner has been reduced to pissing and shitting in plain view of the cameras, all sense of privacy is gone.  Apparently the pathetic little shit is turned on by this, because he spends the next 30 minutes jacking off.  He alternates between showing off his dick and hiding under the blankets, until Sir Pan comes in, chains him to the wall, and gives him a little taste of things to come.

Play
22nd January 2014
4.00
11222013s7

Sir Pan has given the prisoner permission to cum, if only he can figure out how, seeing as how his dick is still locked up.  The prisoner tries everything he can think of - shoving fingers into the chastity cage, humping his mattress like a dog, and then jerking off under the sheets like a guilty catholic teenager.    

Play
15th January 2014
4.50
11222013s6

Sir Pan finally lets the dirty prisoner have a shower.  While standing back and watching him soap up.  The prisoner appears to enjoy the humiliation, with his cock still in chastity.  Later Sir Pan orders the prisoner to douche himself.  His perversion knows no bounds; the prisoner's cock rises to half mast.  Please note - there is no audio on this clip.

Play
8th January 2014
4.00
11222013s5

Sir Pan leads the prisoner into the wet room and straps him to a gurney, ass exposed.  He leaks precum everywhere as a giant dong gets shoved up his butt.  When Sir Pan leaves the room he's so horny and desperate he rides the dong and moans.  Finally Sir Pan locks him in chastity and the prisoner can't stop whining about not getting to cum.

Play
1st January 2014
0.00
11222013S4

Jesus Christ, the little pervert can't stop jerking off. And it seems the guy has gotten so used to degredation that he can't get off any other way. He strips naked and holds his body against the cold metal cell bars and jerks off. Then he gets on hands and knees and shoves some fingers up his butt. To top it off, he eats his own cum, moaning all the while.

Play
25th December 2013
0.00
11222013s3

The prisoner is locked up in jail, and there isn't anything to do.  Apparently this doesn't stop him from being a horny little bastard.  Despite the beatings he endured it appears that sleep is mostly far from his mind.  It also looks like he hasn't learned that much restraint, he still cums in pathetically short amount of time.

Play
18th December 2013
4.00
11222013s2

Puppy brings the prisoner into the wet room and hog ties him 4 feet off the floor.  His ass hole is perfectly exposed as Puppy begins the beating.  Even between floggers and a whip, the stupid prisoner can't keep his hands off his dick.  A final lashing, where the weakling starts to cry, will maybe teach him his lessons.

Play
11th December 2013
5.00
11222013s1

Prisoner 08022013 comes in for his second visit to the lockup and this time finds it very hard to keep his hands off his cock whether he has permission or not.  Once shown to his cell Sir plays with the inmate's fear of breath control and chokes him as he jacks off.  

Play
4th December 2013
0.00
08022013s6

The Puppy has gotten bored with the prisoner and locks him up in the cell.  He wakes up in the middle of the night and looks toward the prison door, hoping to be let out.  Wimp.  But his dick is hard and he starts jerking off.  All it takes is the feel of cold steel and he blows his load after barely a minute.  Good thing he's a bottom, because he sure wouldn't make much of a top.

Play
27th November 2013
4.00
08022013s3

Puppy begins by tieing the slave to two points of chain from the wet room ceiling, then claws up the slave's body.  Puppy then uses various impact implements on the slave's ass before jerking and torturing the slave's cock and balls with his hands.  

Play
6th November 2013
0.00
08022013s2

The Puppy decided to allow the prisoner to jerk off in his cell.  The pathetic little bitch can barely last two minutes before blowing his load all over his sheets.  But that doesn't stop him from working his still hard cock.  Guess he shouldn't have gotten off so fast.  And after that really exhausting workout, the prisoner goes to sleep for the night - with his head under the blankets.  Maybe he's scared of the dark?  What a pussy.

Play
30th October 2013
4.00
08022013s1

The Puppy has a new prisoner.  Puppy chains him to the spiderweb, and his cock is rock hard before he's fully secure.  Unfortunately for the prisoner, Puppy doesn't plan to let him cum any time soon.  Watch the prisoner writhe, beg, and moan.  Stick around for the ending, because Puppy gets pretty mean and the prisoner takes "whiny little bitch" to a whole new level.

Fetishes:
Play
24th October 2013
4.00