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His fuckability and associated ass hornyness is only topped by the two mistresses by an “Afghan whip”. If the slave will keep his ass horny despite the particularly hard “Anal punishment” and painful “Bastinade” the anal madness expects him on the BOOMER GYNCHAIR.
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Model: Lady Lucy
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Categories: Anal Stretching, Fisting
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The rubber doll just can not take his fingers of his little penis, the next step in Therapy should be now the fucking machine in Combination with the Hitachi vibrator. The little doll groans, moans and fights for his orgasm but as the Mistress turn around, the fingers are back again at the brick. Well, there is only one thing that helps and so on the mistress gets to the infinite horror of the doll a new key on the waistband.
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Goddess Vanessa wants to know if her sissy bitch is ready for phase 5 of his servant training. The bitch says yes, but Goddess Vanessa isn’t so sure. She is wearing a huge black cock that she is about to pound her sissy with, but first she wants to beat his ass some more. She already punished his bare bottom with her small leather paddle. But her servants need to be able to take more pain that that! She is now holding a larger wooden paddle with holes drilled it it for maximum pain. She bends her sissy over, on the couch and paddles her bitch several times. Just to give her sissy an idea of what will happen if he ever displeases her. Now that his ass is completely ready, Vanessa uses her large corkscrew shaped butt plug to open her slave’s ass. Her cock is huge and she wants him to able to take every inch. By the time Goddess Vanessa is done pushing and turning the corkscrew into the sissy ass, he is a blubbering mess. Too bad for him. Goddess Vanessa’s servants take everything that pleases her. Whether its humiliation, pain or pleasure. Finally, the pathetic sissy must clean his filth off the freshly used butt plug. How degrading it is for him to suck his own ass juice. Now the bitch is ready for the final test!
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Jetsetting Jasmine has a happy day,… first time she push her whole fist into the Slave´s ass
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There’s no mistaking My Artistry, crafting two perfect hand prints on my slave’s peachy buttocks, in order to heat up his bottom on a bitterly cold winter’s day! That’s a sure way to generate some heat to keep the blood flowing around one’s body! WOW the acoustics in my candlelit lair enhance each intense thwack. What a sting to bear, while his mouth is kept quiet using a gag!

As you can see in this image above, the Burdock, is a very useful plant indeed! If the ‘burrs’ or seeds come in contact with clothing, or hair, they annoyingly tangle. Mmm the thought of taking my slave for a stroll around my grounds naked through wild burdock would make things very interesting! I have deliberately left them untouched in the Paddock, as I intend using them on one individual who will find them intensely irritating. Oh yes, the threat is, if you don’t shave and keep your balls smooth as silk, I will ensure these wonderful seeds come into contact with your genital hairs! I’m sure that will get his attention! So, yes there is a message in this movie for my dear slave, who I will not name . . . be warned. The ‘burrs’ are there waiting for your return!
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Featuring: Maya Sinstress
Categories: Anal Play, Humiliation, Prostate Stimulation
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The whole fist was not enough. She then decorates the horribly painful dick with hot wax; the mistress is sure the slave will never ask for a dinner again.
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Featuring Models: Lady Cora
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Faye de Clair is not satisfied with the slave cleaning up the kitchen today, so he has to be punished directly. The Mistress will stretch out his asshole with a hard, deep anal fisting
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Mistress Alice trains her little Slave today as an anal fisting whore. His little asshole has to be stretched a lot until the Mistress can pushes her whole fist deep in the ass and fuck the hole of of submissive slut
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Goddess Plush has her slave hooked up to her fucking machine. He’s on all fours with a nine inch dong attached to the machine. Today she is just going to sit back and watch her slave get pounded, and the fun part is she has a remote in one hand that controls the speed of the fucking machine and a whip in the other. She props her feet up on slave’s back and laughs as she whips his ass while the machine continues penetrating his ass at any speed she desires.
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It’s time for Gaping Gabriella to have his sissy hole stretched. Goddess Dahlia is going to fuck him with a huge cock and she is kind enough to stretch him first. She has her bitch bring over her favorite giant corkscrew shaped dildo. Gabby’s ass will be wide as can be when she is done with him! But first Goddess Dahlia humiliates her slut by slapping his face and spitting on him. It’s now time for Dahlia to ram the huge ass spreading dildo up her sissy’s ass. Gabby moans and cries out in a mix of pleasure and pain. This is what sissies crave and this is what sissies get!
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