Length: 23:39 Pimped on the Pole 21 Pics
 
 

Featuring Mistress Sidonia & Mistress T

Mistress T and Sidonia decide to dress up and pimp out one of their slaves, to start earning his keep, by bringing him to a lap dancing club and to pick up some willing male punters. Dressed in full slutty lingerie, the special girl is then told to put on a good pole dancing show, until a customer is enticed over and is offered some extra services, including a blow and rim job until he cums. The special slut is then fed the mess, before the Mistresses find some more customers for this lucrative, humiliating scheme.

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Length: 24:17 Secret Sissy Boyfriend Pt2 9 Pics
 
 

Featuring Mistress Sophia

Sophia reveals that she knows about her long time boyfriend wearing her clothes and has made him dress up in some of her lingerie. After leaving him in the corner, eyes closed, she returns dressed in a stunning dominatrix outfit, leather corset, boots and cap. She demands to now be addressed as Mistress and after putting makeup and a blonde wig onto her boyfriend, she has completed his sissy look. Mistress Sophia gives him a new name, sissy Mandy, making sure she rubs and gropes her through the lingerie. She then puts her over her knee and gives him a good spanking, wearing her long leather gloves. The next part of the sissy training involves Mistress' new strapon she has bought, which she is soon jamming down Mandy's mouth, before bending her over, stretching her ass and giving her a first taste of their new sex life, big strapon dick in sissy's asshole. As a final humiliation and indicator of their future relationship, she dresses Mandy in a frilly dress, then puts her on her knees with a fuck machine pounding one end while a big dildo is put in her mouth. Mistress rests with her feet on sissy's back and goes through her phone, looking for a real man to fuck on her dating apps. The transformation from boyfriend to sissy is now complete.

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Length: 27:40 Modification:Doll 29 Pics
 
 

Featuring Princess Aurora

Aurora looks incredible in her tight latex dress, she has been working on transforming her male sub into a rubber doll. She has put on a tight mask, chastity, breast plate and PVC boots and decides to make him wear a thick latex hobble dress and corset to complete the classic bondage look. Mistress then demands boots worship as she explains the continued transformation journey that doll will be following. Doll is then placed on the medical bondage bed, roped down tightly, the chastity cage removed revealing a bulging dick that Aurora decides to address, with teasing giving them a quick ruined orgasm and then putting them on the serious kit milking machine to keep the cock engorged. One Mistress decides that she is ready she gives the dolly a second cum using her expert handjob skills, the last pleasure this transformed dolly will feel in a long time.

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Length: 30:58 Caught Pink Handed 32 Pics
 
 

Featuring Miss Jessica & Mistress Nikki Whiplash

The shop lifter gets more than he bargained for when caught by top security guards Nikki and Jessica. After giving them a pack of lies about why he has a bag full of stolen women's underwear, he is strip searched and found to be wearing a complete sissy outfit under his male clothes. They delight in humiliating and punishing him with their special implements that are always keep handy for errant customers, making sure they dish out a very special brand of punishment.

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Length: 24:20 Secret Sissy Boyfriend Pt1 9 Pics
 
 

Featuring Mistress Sophia

Sophia has been dating her boyfriend for several years, she has started to feel under appreciated, so decides to have a conversation with him. She is wearing her sexiest nylon stockings and lingerie, knowing how much he likes them, telling him she is going to spice up their relationship. She demands a foot worship and then tells him to lick and kiss her stockinged feet, to get on the floor and really suck on them. Her newly released dominance continues when she sits on his face, her perfect juicy ass controlling him, as she explains how she wants to take full control of their relationship. She then gets out some of other nylons, telling him to strip off, she rubs them over his body and hard cock. Finally Sophie reveals her true intention, she tells him she knows he has been wearing her underwear, stretching them out. He denies the accusation over and over until she tells him she has watched him on the security CCTV and he has been caught prancing around in her sexy underwear. Red faced he begs her not to tell anyone or leave him, she has new plans and commands him to dress up in the lingerie, seeing the secret sissy side for the first time. She cajoles, encourages and humiliates him as he shows off, noting the hard prick pressing against the lacy underwear. Sophia then tells him to wait in the corner and close his eyes, she is going to reveal a big surprise to him...

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Length: 18:20 Sissy Frame Tease 11 Pics
 
 

Featuring Lady Valeska

Lady Valeska, in her stunning thigh length boots and latex top, has he cute sissy maid on the frame in spider bondage, her cock exposed for tease and torment. Mistress delights in using the vibrator to edge the maid, making sure to use the rebreathe bag to enhance the sensation. Valeska then sets up a predicament bondage, using a gag and chain, attached to the cock to make sure their head is kept upright, giving themselves a cock rubbing. Mistress puts a humiliating lip gag in their mouth, thrusting a dildo into the parted mouth as she explains she is bringing another well trained sissy into the dungeon to suck and tease. Rosie then enters, in her cute pink outfit and under Valeska's close supervision makes sure she gives the best teasing, edging blowjob until Mistress stops them, leaving the maid moaning in frustration.

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Length: 25:00 Playdoll Picnic 16 Pics
 
 

Featuring Miss Eve Harper & Natalie Goth TV

Mistress Sidonia has tuned one of her lucky subs into a rubber doll, masked and tightly covered in latex, held tight with a corset and rubber stockings. Dolly looks like such a slut, the only vestige of her once male form is her big dick, which Mistress slaps and teases until it fully erect. She is given a spanking for having such an obvious bulge, before being put in a tight rope hogtie and cropped hard. She is then spread eagle, hands and legs pulled tightly as her cock is subjected to CBT, Mistress loving the way she squirms in pleasure and pain.

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Length: 30:35 Advanced Slave Maid Training 13 Pics
 
 

Featuring Bound Maid Sharon & Princess Aurora

Princess Aurora is improving her sissy maid, with some advanced training. She starts by inspecting maid Sharon, unimpressed that she is not wearing the appropriate collar, she tells her to fetch it and the electro one for some summary correction. This is put around maid's cock, so Aurora can zap it whenever she is displeased, as they move onto some non verbal command training. She uses different noises to indicate a position the maid must get into, once she has shown them all, the game begins. Aurora runs through the commands, quicker and quicker, each time Sharon gets the incorrect position she is given a sharp reminder, to refresh the memory. When this is complete to a satisfactory level, Princess gives her a long over the knee spanking to assert her dominance, then locks her into the sissy training chair, to complete the day's lesson.

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Length: 32:35 One Of The Office Girls 10 Pics
 
 

Featuring Miss Anna Elite

Lady boss Anna Elite has been contacted by her friend about a guy who has been a little too keen and pushy, so they hatch a plan to put him in his place and teach him a lesson. He is called in for a job interview and is very keen to get the job, Anna is intense and commanding as she requests him to remove his shirt, seeing him comply she continues with more and more until he is stark naked in the middle of the office. She loves the way she can order him to do anything and decides to objectify him, bringing out some sexy lingerie and suggesting he wear them if he wants the interview to continue. He is soon prancing around, as Anna laughs and takes pics of him before she brings out her final test, a massive strapon dick. How much does he want the role in the all female company? Enough to wear female clothes everyday and get fucked by his fellow employees with a strapon cock?

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Length: 31:41 Crossdresser Suck Sluts 14 Pics
 
 

Featuring Lady Nina Birch & Strapon Jane & Zoe Fuck Puppet

Strapon Jane and Lady Nina get together for an afternoon of fun, both bringing their favourite new crossdressers for their slut training. Under the mistresses guidance they tentatively start to rub each others cocks. The initial shyness soon dissipates as they are encouraged, cajoled and humiliated into performing a show of cock sucking and encouraged bi-sex. The peeping window cleaner is then dragged in and given an enthusiastic sucking from one of the newly insatiable sluts.

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