Slave Jess is usually on the submissive side of things but not today… the cards are suddenly turned when she catches someone spying on her and sniffing her panties when she’s not looking. Little did he know she had been recording him in order to use it as blackmail for later when she needed a good fucking. It would sure be devastating if someone important found out that you had been inappropriate with your urges. But we can’t really blame you after seeing how Jess begs for your thick cock to fill up her tight pussy. To have that waiting for me when I got home from work would be irresistible. Watching her struggle to get that thick dildo inside made me want to give her a hand and possibly another throbbing appendage.
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Test For slave jess

Slave jess was sent to the Sensual Pain Dungeon by her Master, to be put through a rigorous series of tests at the hand of Master James. Tests of strength, endurance, will, tolerance, honor, submission and pain.
To begin, Master James has her kneeling on the slave seat and adorned with heavy, rugged stocks on her wrists and neck.
Where perfection and a confident will to achieve are expected from an alpha slave like jess, she tends to forget her place and opens that mouth of hers a bit too often for her Master’s liking. Master James has created (or rather recreated) just the device to put her to the test… The Scolds Bridal, also known and referred to as The Branks.
Historically, the branks was used as an instrument of punishment and a form of torture and public humiliation for women that were taken to gossip and overall riotous speech. In order to mirror the punishment for verbal iniquities, an iron muzzle in an iron framework that enclosed the head was crafted. A bridle-bit, about 2 inches long and 1 inch broad, projected into the mouth and pressed down on the top of the tongue. In some other more torturous models you may find a spike or blade attached to the curb plate causing a piercing or laceration of the tongue if the accused were to try to speak.
Master James needed to hear her responses to His questions so slave jess is spared the bit this time around but she looks very humbled in this beautifully crafted head gear.
A test of endurance and pain tolerance comes with the bite of the cane on her inner thighs, leaving bright red stripes on her porcelain skin. With her thumbs tied to her neck stocks holding up her heavy wrist stocks, Master James canes her palms and has her stick out her tongue for a bit of mental fuckery as he pokes and prods her face through the muzzle and rings her bell by rapping on the heavy steel encasing her head, causing an overstimulation of her senses. She is left shaking and near tears wondering what is to come.
She is fitted with an even heavier set of stocks with the added weight of a steel grid back piece and hoisted under the gallows to a squatting position. A test of endurance and muscle strength. She is finding too much relief by alternating between each leg to maintain this position so Master James pulls out the Galley Whips and goes to work on her breasts, stomach, pussy and already tender thighs.
There is a struggle to get her into the next set of stocks and in position for a thorough inspection of her slave holes but it’s well worth the trial and gives you an honest look into what goes on behind most scenes you will see in this type of setting. All in all, slave jess has passed all of the tests that were set before her today and undoubtedly has made her Master proud.
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A girl with her head sticking out of a barrel probably thinks that she knows what kind of punishments and humiliations she is about to be subjected to. Jessica Kay only has her face available, after all, so she has to assume that there is only so much pain and degradation that we can inflict on her.

It’s amazing how naive some people can be. Between the hooks, the mouse traps, and a bit more of Rain DeGrey’s special sauce, Jessica has to be grateful that the only part of her we’ve given ourselves access to is her head. Who knows what we would get up to if we had the chance to work her entire body over? Whatever it is, we’ll find out later, but for now we’ve got so many ideas for how to paint a look of suffering over this pretty, little canvas.

We even play the electricity game with her. Normally we run our wires to a girl’s nipples or clit, but for Jessica we’ve decided the electrodes look just as good running to the metal braces in her mouth. She’s struggling to answer our questions around a large, steel impediment, and every time we aren’t satisfied the jolt goes right through her teeth, a place no person is used to feeling a sting. It’s definitely a new and unique way to fuck with a slut’s head, and one we’re pretty proud of.
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Jessica Kay got into this gig thinking that if she hung around long enough then maybe O.T. would notice her and decide to use her in the same way he does all of the models that come onto the set. She doesn’t want to be on video, she has no interest in being a star, but Jessica definitely wants to be dominated and she has become obsessed with being the next girl he handles.

Her plan is simple, if she dresses like a slut enough then O.T. won’t be able to help himself. Or so she thinks. Well, it pays off once, but not in the way that she thinks. Sure, O.T. uses her, but it comes with conditions. She isn’t going to be strutting around the office wearing skirts so short her panties peek anymore. She’ll be nice and professional.

But Jessica isn’t a quitter. She wants to be dominated daily and she’ll do whatever it takes to make it happen. Sure enough, things start slipping through the cracks and she needs to be punished again. Metal bondage, corporal punishment, and more than a few forced orgasms are coming for her. It may be counter productive and just encourage her to mess up more, but O.T. is tired of her screwing around so if nothing else works he is going to give her more of what she wants than she’ll know how to handle.

Tags: Begging, Dragon Tail, Flogging, Hitachi, Metal Bondage, Metal Dildo, Mittens, Nipple Clamps, Orgasm, Pipe Gag, Pussy Whipping, Strappado, Whip
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A girl like Jessica Kay lets you know with her smile and her body language that she is young and innocent, but she doesn’t want to stay that way forever. She wants to keep the look, for sure, because she knows that it makes the men want her. What she wants to lose is the actual innocence. She doesn’t just want to be wanted, she wants to be had. She wants to be used. She wants to be beaten until she is bruised and crying. And she’ll have it.

Jack is going to cane her until the tears flow from her face and the juices flow from her pussy. She’s a bondage slut and a pain slut, completely ready to submit, even while she sits there grinning with her braces and innocent smile. Young, eager, and oh, so sweet, Jessica is about to become a favorite play thing for one of the most intense dominants out there.

Tags: Anal Fingering, Ass Caning, Blindfold, Caning, Cloth Gag, Crying, Dildo, Fingering, Orgasm, Rope Bondage, Tears, Thigh Caning
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A girl like Jessica Kay lets you know with her smile and her body language that she is young and innocent, but she doesn’t want to stay that way forever. She wants to keep the look, for sure, because she knows that it makes the men want her. What she wants to lose is the actual innocence. She doesn’t just want to be wanted, she wants to be had. She wants to be used. She wants to be beaten until she is bruised and crying. And she’ll have it.

Jack is going to cane her until the tears flow from her face and the juices flow from her pussy. She’s a bondage slut and a pain slut, completely ready to submit, even while she sits there grinning with her braces and innocent smile. Young, eager, and oh, so sweet, Jessica is about to become a favorite play thing for one of the most intense dominants out there.

Tags: Anal Fingering, Ass Caning, Blindfold, Caning, Cloth Gag, Crying, Dildo, Fingering, Orgasm, Rope Bondage, Tears, Thigh Caning
Watch Now »