After 3 months of no orgasms and locked in chastity Mistress Kendra's sissy slave is being allowed one glorious orgasm. This will be the final milking her sissy will receive to finish milking out every last ounce of testosterone that's left in his balls. Sissies are only allowed to cum in the name of science or by being fucked in their sissy hole so today is a special day for the slut. Once every drop of testosterone has been yanked out of the sissy's balls the transformation from man to bitch will be complete. Mistress Kendra attaches her full proof milking machine to the sissy's horny clit making it impossible to hold anything back. The final step of the sissy's transformation will be completed whether the bitch wants it or not. It's officially too late to turn back to his old life as a real man now that the machine is turned on sucking every drop of cum from it's balls. The sissy's fate is set....

Mistress Kendra James is a strict disciplinarian, if he ever wants to be unlocked from his cage he better obey her every order. She instructs him to tongue polish her patent leather boots while he is doing as instructed she begins to beat his balls with a crop for her own amusement. Mistress Kendra laughs as he squirms in pain. She doesn't let him stop licking until her boots are perfectly clean.

She beat his boner with all her might. When he gets just a bit limp she order him to masturbate just for her fun and amusement to beat a rock hard dick. This beating goes from hard to extreme hard cock torture! You probably wonder how much beating a cock can take? Anyway, at the end she is convinced that she made him impotent!

Mistress Jill Kassidy really wants to fit some very large objects into her slut-boy's hole but as of right now his ass is just to tight for her liking. She must use her big, black cock to stretch out his hole whether he thinks he can do it or not. One way or another Mistress Jill will fit the object she want's most inside his soon to be stretched ass.

It’s Mistress Baby’s birthday and she invited Mistress Jewelz Blu to celebrate along with her by playing with an eager and masochistic servant. Pretty boy Sage Roux is eager to fulfill any and all of the demands of these two perfect Princesses. First, he is bound with his hands behind his back and suspended in the air, leaving full access to his cock and balls. Birthday balloons decorate his cock while he floats helplessly, and Mistress Baby and Mistress Blu take turns tormenting him with zaps of electricity and slaps from a crop. His cock is then decorated in clothespins before having hot wax poured and sprayed all over his tender skin. Servant Sage is made to wors hip Mistress Blu’s feet before being tag teamed by these two sadistic princesses who want nothing more than to fill up his hole, taking turns fucking his ass. Eager to please, Sage takes both of his Mistresses’ cocks at the same time while enduring even more hot candle wax. Finally, Sage is made to watch his Mistresses pleasure themselves while waiting helplessly for his turn. Mistress Baby and Mistress Blu agree to allow Sage to cum before feeding it to him. They leave him in his own mess while he sings happy birthday alone covered in spit and cum..

Before Goddess Jane Wilde rewards her slave with his weekly milking she wants to really make the helpless bitch suffer. She truly gets off on teasing her slave with her tight, young holes being smothered right in his face. The only hole he will ever be fucking though is the one her hands make as she tightly grips and strokes his slave cock to orgasm.

Mistress Isabelle allows her newly trained sissy bitch one final milking before his transformation is complete and his clitty stick is locked away forever. His balls are tied, tucked and pulled as far back as they can possibly go. Isabelle strokes his horny clit stick edging it until he is ready to burst. She makes the sissy throw his legs over his head and shoot a huge, nasty load all over his face and into his gaping mouth. He is going to be a very well-trained sissy cum dump but needs to learn how to take and swallow gigantic loads like a good whore.

Finally Mistress Isabelle has turned Kade's disobedient behavior around showing him how good life can be when one follows the law. Due to his past infractions, his reward isn't exactly what he had in mind only being allowed to feel the firm grip of Isabelle's hands on just the tip of his cock. She has him in strict bondage and his cock locked in a steel device making only the tip accessible and everything else completely out of reach. Maybe when he proves he can remain an obedient boy he will one day receive the pleasure of having his entire cock stroked..maybe

You're going to prove one more time that you're a very good girl, obedient and slutty. I'm going to make you worship my feet with my nylons, and slap your balls with a hairbrush if you want to get the privilege to kiss the top of my barefeet. Yes, you're going to show me that you really deserve my feet, I want you to make the sweetest sounds with your lips when kissing them! Also, You're going to follow my anal training instructions if you want to cum in a really intense sissygasm later!

Pierce Paris is driving in his fancy white sports car when he comes across Helena Locke jogging along the side of the road. He creeps a little too close and she stops his car to ask him what the hell he’s doing. He shoots his shot and comes off douchey and conceited. Helena plays along and lures him back to her place where she plans to dominate him. Helena puts on a sexy red latex outfit with high-heel boots. She tells him to get naked. One thing leads to another and before he knows it, Pierce’s head is locked in a metal cage, with his wrists shacked to it. She flogs his cock, canes his ass, and tells him how pathetic he is. She turns it up by getting out a leather belt, and smacks his ass hard with it. She frees his head from the cage and puts him on his back. Helena wraps rope tightly around his cock and balls and then sends a huge sounding rod down his urethra. Helena straps on a big fat dildo and pierce spreads his legs to get fucked. She fucks his ass deep and hard and he learns his lesson.

Hired for a photoshoot, Helena Locke and Tony Orlando are both dressed in tight shiny latex. The photographer snaps pictures as they portray the roles of Dominatrix and Submissive. Tony, head-to-toe in all black latex has his hands tied to a St. Andrew's Cross. Helena Locke, dressed in a sexy blue and black latex outfit, holds a thick chain attached to Tony's neck. When the photographer takes a long break, Helena takes advantage of Tony's predicament and indulges in a little play session for real. She teases his cock and rubs it through his latex pants. Helena heads over to the table full of toys and grabs the leather flogger. She flogs his body and sticks her hand down his throat. She pulls down Tony's latex pants, grabs his balls and tells him that it looks like his tiny male brain. Helena slaps his dick with her hand and then with the flogger. She teases his cock with her mouth then bites down hard. After that, Helena goes to the table again and returns to Tony with a leather "balls gag". Instead of attaching the belt around someones head who is then supposed to be gagged by the balls, Helena adds weights to it and turns it into a ball stretcher. She kicks the weights with her latex boots and they swing like a pendulum. Helena rubs her bare ass on Tony's pathetic cock and gets it dripping with precum. In the next scene, Tony is stripped naked and tied face down with rope, to a leather stool. A spreader-bar keeps his legs apart and a ball gag keeps his mouth quiet. Helena enters his ass with her huge strap on and fucks it well. She grabs the Fucksall and with a big lubed up dildo at the end of it, she slides it in his ass and pulls the trigger. Tony's eyes get big as he gets his ass rammed harder and faster than he ever has before. Then Helena gets a glove and shoves her whole fist in Tony's ass. In the final scene, Helena lounges on a leather bench while she makes Tony watch her get fucked by a fucking-machine. She tells him to get on the floor and lick her feet while she gets fucked. Tony deep throats her foot and licks all her toes while he watches her climax from getting machine-fucked. Tony cums on her feet and she makes him lick it off.

Get your drink and/or and listen to the mesmerizing music. I am going to degrade you tonight so you can get your humiliation porn fix!

When Mistress Giselle tells her slave she is going to fuck him balls deep she literally means BALLS DEEP! Giselle uses her hands and thick cock to stretch out her slut's ass as wide and loose as it will possibly go. Once stretched to gape she shoves his balls deep inside his fuck-hole then jams her cock back inside and fucks him mercilessly. His stretched out hole will never be the same again.

Mistress Gianna Dior loves a man who always puts her needs 1st and never thinks about his own pleasure. Unfortunately, her slave didn't start off like that and needs to be trained to always put his Mistress's pussy above all else. His cock has been locked in chastity and balls squeezed tight in a humbler keeping him on all fours where all men belong. Now Mistress Gianna can begin to train a greedy slave into the perfect pussy pleasing pet she desires.

When you belong to Mistress Gianna you give up complete control of your cock and every last one of your orgasms. Her slave still needs to understand this simple concept that his orgasms are no longer under his control. Mistress Gianna slowly and sensually edges his cock while making sure he is paying complete attention with firm slaps to his helpless balls. She shows him how good ownership can be for obedient slaves that know their place by edging out a thick load of cum.

Mistress Evelyn is an expert at edging out a slave's big load from their helpless balls. There is nothing more satisfying to her than getting a tied up boy so on the edge that he can cum buckets without a hand even on his cock. A true ruined orgasm! With every stroke of pleasure comes a bit more pain to his balls as she slowly closes the vice inch by inch making it as tight as it can possibly go. Once the vice has his balls a beautiful shade of purple then she knows it's time to ruin his orgasm the best way she can.

Goddess Eliza is enthusiastic about seeing men suffer with ball bondage & pain. She has her devotees' balls tied extra tight with the testes split making them look like ripe tomatoes. His balls are also tied around his waist to prevent them from contracting with an orgasm. The man is bent over a wedge so she can tug on his dick will pulling on his ripe testicles. She enjoys dancing the fine line between pleasure and pain. He wants to cum so badly but his balls are bound so tightly. Goddess Eliza finally permits the slave an orgasm. She is not satisfied with his cum offering so she decides to torment him further.

Good boys get rewards in the House of Goddess Eliza and that reward is a big, thick cock in your ass. She wants to see her bottom bitch always smiling and happy when a cock is sliding in and out of his fuck-hole. Her slave will learn to love getting fucked as that is the only way he will be receiving any pleasure from here on out. His cock has been permanently locked and sealed away making sure he grows to love his reward as much as Eliza loves deep dicking him.

Eliza is the perfect Mommy Domme who is sweet, caring but also strict and cruel at the same time. Best of both worlds! She teases and edges just the tip of her gimp's cock as that is all he is worthy of. His cock is securely locked in a device that only allows just the top of his shaft to be touched making milking day extremely frustrating. Eliza brings him to the edge and back while giving him the full Mommy Domme experience until he is finally allowed to shoot his long awaited load. She takes every last drop of cum and shoves it in his mouth as all good boys know to clean up their mess.