Length: 20:55 Stripped Of Masculinity 8 Pics
 
 

Featuring Mistress Ava Von Medisin

Mistress Ava von Medisin decides to check her slave is performing his duties correctly, he had been sent to do the housework several hours before. She is shocked when she finds him asleep on the sofa, mess strewn everywhere. She drags him onto his knees and decides to punish this bad behaviour immediately. She knows his focus has been on his own needs more than his Mistress, so clamps his balls tightly in the standing vice. She punishes them, using the electro prod and whips to refocus him, the ball humbler bringing him to his knees in servitude. The final part of her plan, she dresses him in sissy clothes and uses her big strapon to pound their asshole into total submission, the pegging hard and relentless, until they are broken, begging forgiveness.

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Length: 38:45 Sissy Spin To Win 17 Pics
 
 

Featuring Princess Aurora & Tiffany Real Doll

Princess Aurora is playing an exciting game of chance with Tiffany, the wheel of sissification. She has devised some cruel, fun and filthy ideas on the wheel of chance. She teases Tiffany with what might be chosen, making her beg for her ideal outcome, as she spins the wheel. Will it be spitting, OTK spanking, foot worship, prostate tease, ruined orgasm, 6 of the best, chastity tease or Mistress’s choice. Tiffany is on tenterhooks as the wheel of chance makes it’s first, of many, outcomes.

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Length: 13:13 Released & Teased 4 Pics
 
 

Featuring Mistress Sophia

Mistress Sophia Sahara looks stunning in her thigh high leather boots and leather outfit. She has her sissy in the dungeon for some teasing play, starting with a spanking as she talks thought he day’s events. Mistress unlocks the sissy’s tight chastity cage but decides to put her in the hanging cage and inserts a big dildo into her asshole, which slowly pushed in and out as the f-machine rhythmically pounds. To add to the sensations, Sophia teases and edges the unlocked cock, making it leak precum over and over as she decides whether to leave her frustrated or grant a release.

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Length: 32:21 Girlfriend In Charge 15 Pics
 
 

Featuring Miss Zara DuRose

The stunning Zara du Rose has been dating her boyfriend for 6 months and has decided it is time to spice up their sex life. She has a fantasy about dressing him up in some of her sexiest lingerie and then having some kinky fun, he is a little shocked at her request but wants to keep dating her, so readily agrees to this new adventure. Zara is impressed by how open minded he is and is delighted at how sexy he looks in her stockings and suspenders, rewarding him with pussy and ass worship, loving the feel of his eager tongue as it explores her body. She then suggests they go a little further, putting him in a cute top and red panties and then revealing she would love to try strapon play. He is an anal virgin but is curious to try his first pegging, Zara reveals the big rubber dick and lets him have a close look and slut. She then bends him over and opens him up with her fingers, making him gasp in pleasure as she rubs his prostate, his cock soon leaking precum, he can't wait for his first strapon pounding which she expertly gives him.

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Length: 21:24 Bound & Squirming 15 Pics
 
 

Featuring Miss Suzanna Maxwell

Miss Suzanna Maxwell is playing with her bound and squirming sub on the bondage bench. They are in a tight hogtie, mouth gagged with a fucking machine ready to pound their ass. Mistress delights in cropping their bum, as she teases the hardening cock. Suzanna decides to take a closer look, flipping the sub over and using belts to hold them tightly, revealing the throbbing phallus. She places nipple clamps on and spits in the sub sluts mouth, as she slowly edges the cock until it squirt out a big cum load.

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Length: 32:22 Rubber Bi Dolls 8 Pics
 
 

Featuring Lady Phoenix

The stunning Lady Phoenix has dressed herself and her rubber dolls in stunning latex outfits. She is going to have lots of kinky fun with them, starting with her getting them to put in a dildo sucking display, rating their skills. She then wants to put a double dildo into them, making them fuck each others assholes as she supervises the rubber sluts. Mistress wants to push them further so invites them to their first bi cock sucking action, the rubber dolls taking turns to suck each others hard dicks, closely following the instructions of Lady Phoenix. She has a very special reward for the doll who performs the best.

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Length: 18:19 Dominant Dolly’s Sissy Selection Pt3 17 Pics
 
 

Featuring Dominant Dolly & Miss Melissa Taylor

Dominant Dolly continues the training and selection of her new sissy, Melissa, putting her in tight rope bondage on the bed, nipples and cock exposed for some teasing torment. Mistress uses the Serious Kit nipple suction to enlarge her breasts and make her even more feminine before turning attention to her erect cock, the suction device engorging and edging her. Pleased with her progress, Dolly decides to empty her sissy's cock, giving a slow, controlled, latex gloved handjob until she begs to cum, knowing this will be the last one for some time. 3/3

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Length: 31:05 Training Sissy’s Slutty Holes 18 Pics
 
 

Featuring Mistress Sophia

Mistress Sophia Sahara summons her sissy slave for a uniform inspection and to check on her attitude and servitude. She decides to put her in the pink restrictive bars and test her deportment skills, balancing a book on her head and seeing how she moves in bondage. Disappointed at the pathetic effort, she is put over the couch and given a stern cropping by Mistress. She is then told to do some cleaning, a feather duster gag inserted into sissy’s mouth and supervised closely, made more difficult by the addition of leather arm sleeves. Sophia decides to train her mouth and asshole to be more useful for service, so sets up the f-machine to pound her mouth and then fucks her with a big strapon dick, pegging and pounding hard and deep. Finally the sissy is left in a hair tied hogtie position, left squirming and awaiting the return of her mistress.

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Length: 26:13 Scenes From A Sissy Mansion Pt2 12 Pics
 
 

Featuring Lady Sara Borgia & Miss Eve Harper

Mistress Sidonia and Lady Sara Borgia are playing with two of their sissy dolls today. The beautiful women move onto punishing the sissies, attaching them together with a kissing gag, their hands suspended. They spin around trying to keep away from the stinging crops that are being wielded on their sore backsides, to little success. The Mistresses then demand a sexy show from the sissies, testing their oral satisfaction skills. They take turns in licking and sucking each other’s hard cocks under strict guidance, making sure they suck hard and deep, pleasuring each other. The ladies then relax at the end of the day, as the sissies clean their shoes and perform housework, after a fun afternoon of play. 2/2

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Length: 34:25 Foot Doll Box Bound 25 Pics
 
 

Featuring Mistress Courtney & Sophie Doll

Mistress Courtney is training her special girl, Sophie, in the stately Mansion gardens. She commands her exquisite stiletto shoes to be licked and worshipped, teasing Sophie's erect cock to keep her focused, before she is put over Mistress' knee and given a good spanking and paddling. The obedient girl is then led to Courtney's special bondage box to be locked in position, vulnerable and open to her ministrations, as weights are suspended from her tight balls. The electo device is then used to send shocks through Sophie's hard cock, causing precum to leak continuously, a heady mix of pain and pleasure. Finally Mistress rewards the good service by using the vibrator to empty her full load of cum, as the electrobox levels are increased. An excellent day of training.

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