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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This is a fantasy clip in which Mistress Irene turns her failing masochist slave into a femme sissy slut, complete with a pussy and new face. She will p i m p him, or should we say her, out for money. The scene starts with her stroking his ass with a cane, hard enough to leave marks but not enough to please her sadistic needs. “I need a new role for you” she tells him and revealing a giant dildo adds “and I know exactly what it is.”

The scene roles over to reveal the new sissy. Irene admires the slave pussy lips through her shear panties and says she loves them but the Doctor was not satisfied with the sissy’s blow job prior to surgery and it’s important that she learn now to take cock, and lots of it, in all her holes. “The main reason I’ve turned you into a sissy is so you can pleasure my boyfriends” she tells the bimbo, “So we’re going to have to do a lot of practice.” Irene then spends time showing her slave how to service a cock, how to lick it, the tip and up and down the shaft, and then take it in her mouth. Irene is pleasantly surprised when the slave takes at least 10″ down her throat. A natural born cock sucker. “I want you constantly thinking about cocks” she tells her eager slut, ” and when I’m done with you it will be the only thing on your mind.” She tells her slave she will eventually bring in a basketball team or football team to fuck the hell out of her. Irene tells him that good sissies are good cocksuckers. She then has the slave bend over to show her big fat slut ass and she rubs the dildo over her hole, making sure she understands that she will be spit roasted constantly with a lineup of guys in place to make sure it goes on for a long time. Such is the life of a sissy!
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Mistress Lilse will try out if her Slave is ready for a double anal dildo fuck
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Mistress Ezada ist fucking the Slaves´s ass with her whole foot
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Mistress Ann is using a cold steel anal plug to fuck the ass of her Slave
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Starring: Fräulein Schmitt
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