Nothing turns on Mistress Jenna Jones more than destroying a man's asshole! Her slutty pony is restrained and trapped in the dungeon glory-hole turning him into just an object to be stretched and fucked. Using a set of unforgivable XXXL anal beads along with her extra long strap-on cock Mistress Jenna makes sure her slave will never walk the same again.

Mistress Jenna has transformed her slave into a helpless leather gimp. He failed as a human and hopefully will become a much better slave now that every choice has been taken away from him. Miss Jenna is pleased with his 1st week of training as her obedient gimp and rewards him with a slow, teasing orgasm. What he doesn't know is Jenna has one more special reward in store and makes him lick and suck off every last drop of cum from her hands.

Most of you should know by now that when I strap-on a big cock and fuck a tight hole, it’s always for MY pleasure and enjoyment. The way I fuck My subs, slaves, and sluts depends on how I feel, as well as whom/what I’m fucking… but I like to ensure I always have something pretty to look at. Sometimes, I want a young hot male slave’s body beneath Me to caress as I fill his hole. Sometimes, I want to sissify a more feminine slave and watch her pretty face as I pound her. Today, I don’t even want to think about a human on the other end. I simply want to fuck My favorite color. This is a sensually dominant strap-on scene, incorporating elements of pegging, bondage, de-humanization, sensory deprivation, lingerie, ass fetish, and of course My sexy attitude as I peg My purple hole to climax!

With her fuck toy bound tightly to an inescapable steel bondage bench, Goddess Janira Wolfe uses her 10″ strap on cock to violate his ass with bad intentions. This is not for his pleasure. Oh no, this ass invasion is for his punishment, and Goddess isn’t about to handle him gently. Not even close. Dressed from head to toe in gleaming, body hugging black leather, Goddess Wolfe is a sight to behold as she plunges her massive cock balls deep into his fuck hole. Harder and harder, faster and faster she plows the road, as her captive squeals like the dirty little pig he is. Holding tightly to his collar and leash for leverage, Goddess reams his ass relentlessly, while she verbally humiliates her prey. It is her intention to break him, both physically and mentally. And she is well on her way. By the time she is through with him, he will be on his knees begging her forgiveness for his ill advised behavior.

I’m at Fetish Con with My favorite sissy: sissy Scarlett. I’ve been really enjoying shooting My clips organically, and capturing “the real Me”, so I decided to continue with it by capturing “the real Me” with sissy Scarlett. First, I stand naked next to her and point out the differences in O/our bodies… mine being naturally beautiful, the way Scarlett would like to be… and then I make her up so W/we can both be beautiful, and enjoy O/our girl time! Which of course includes Me strapping on a nice big cock and filling her holes with it

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.

Jane Wilde is at work, bartending. She pours Draven Navarro a shot as he goes on and on about his muscles. He tells her that she’s cute, for a brunette, and that she makes a pretty good drink, even though she’s a woman. He excuses himself to use the bathroom and when he returns, he passes out on the floor. He wakes up naked, bound in rope, trapped inside a small white cage. Now dressed in blue latex, Jane sits on top of the cage, hitting the bars with a wooden cane. He sticks his head through a small hole and Jane feeds him her toes. She frees him from the cage and torments him with her cane, hitting him all over his body. After that, she places him in a white chair and torments his nipples. She sits on his face and uses a vibrator on her pussy. In the final scene, Draven is suspended with chains and cuffs. Jane straps on a hug dildo and fucks his ass deep, making him scream and whine like a little bitch.

Mistress Jane wants to know how far her slave is willing to go to have sex with her. Will he lick the bottom of her soles? Smell her stinky stockings? Worship her sweaty toes? Of course he would! The slave happily submits his mouth to the will of her feet in hopes he will get the reward of a lifetime.

Young, beautiful, feisty and has a raging hard cock to destroy her slave's asshole with. Yes, Mistress Jane Wilde has it all and is going to pound her slut's hole with every inch of her thick dick until he is begging for mercy.

Miss Ivy has concluded that your cock is officially useless when it comes to pleasing women. The only solution is to lock it up in chastity where it truly belongs. Don't worry though as Ivy is a kind Mistress and has found a better use for you. Since you can't perform as Stud you have earned the reward of becoming a cum licking cuckold bitch for the rest of your pathetic life.

Amazon Goddess Ivy practices the art of Queening with her subservient boy-toys making sure they are always in the proper position to worship her holes. Ivy really gets off on being on top looking down at her obedient servant while he is locked in chastity and only focused on her pleasure. She loves to constantly remind the pussy whipped bitch that she owns his cock so he never forgets his place under her ass. Goddess Ivy slaps, teases and taunts his chastity while ordering him to lick her sweet pussy to orgasm as she grinds all over his face.

I know how much of a fan you are of my humiliation task clips so I decided to invite Goddess Tatum Kelly over to completely annihilate you. We have merged our thoughts and put a set of tasks together just for you. You may choose to handle the tasks or you may choose to opt out for a fee. We really hope that you choose to do the tasks and send us both proof, we are really in the mood to be entertained. Side note: you may need to go to the grocery store for some items! Get ready loser, you are in for a treat or 3!

Everyone hates to lose, but not everyone hates losing as much as Rain Degrey. She comes to this match up having trained hard in hopes of beating Bella when they once again face eachother on the mat. Today is about more than just winning or losing, it's about pride. Can Rain use the skills she has learned to overpower someone who outweighs her? Can she walk away from this rematch with pride? Or will she leave a loser, just like last time she faced Bella on the mat? Watch and see!!!

Sherman Maus and Kacie Castle are supposed to be sitting silent, in bound punishment, imposed by the fierce and sexy Isis Love, but Sherman can't keep his mouth shut. He mocks Kacie and calls her a brown-noser and a kiss-ass since she's generally an obedient little slave. They bicker back and forth until Isis Love catches them in the act. Startled by her presence, they blame each other for the disturbance. Isis has no choice but to punish both of her subs. She begins with corporal punishment just to warm things up, flogging and whipping them into redemption. Then she clamps these two little slaves together with their tongues and nipples so they learn to get along. After all, "teamwork makes the dream work". Kacie then gets a little imposed pleasure with the vibrator as Sherman is made to watch. Tied up and with his cock in chastity, poor little Sherman can't do anything but helplessly watch Kacie orgasm. Isis then pulls out a huge strap-on for Kacie to suck on. Kacie gets it nice and wet so Isis can pound Sherman's ass with it. Sherman then gets pounded hard by Isis's huge dildo as he eats Kacie's pussy. He gets flogged and pounded and close to orgasm but he is denied. Isis then makes Sherman fuck Kacie's hot wet pussy. This steamy punishment gets hotter and hotter as Isis makes Kacie lick her pussy too, so she doesn't forget who is in charge. Isis then uses the vibrator on herself and squirts all over Kacie, as Kacie gets pounded by Sherman. Now that the team is coming together, Isis lets Sherman bust his load all over Kacie's wet mouth. Now that these little slaves have been taught a lesson in teamwork, they are ready to serve.

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.