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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Length: 24:14 Pimpstress' Trashy Whore 5 Pics
 
 

Featuring Mistress Karina

Mistress Karina had been moulding her sub to become the sluttiest, trashy xdresser, dressing her in cheap lingerie and face plastered with makeup. She is ready to pimp her out, taking some pictures for contact websites, advertising services. Mistress tells her exactly what is in store, putting on her big strapon to train the deepthroat reflex before pummelling her sluts asshole. Satisfied with the training, Karina takes her new whore to the dirtiest local dive and puts her to work on the cocks coming through the gloryhole, making sure they are all completely satisfied. (Warning: offensive wordplay & verbal humiliation)

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Length: 27:15 Sissy Maid For Life 14 Pics
 
 

Featuring Mistress Sandra

Mistress Sandra has been training her cute sissy for some time, she has been turned into a very special girl and is wearing her best gingham dress. Unfortunately, Mistress has not been totally impressed, so after a thorough inspection and realising there is no chastity device, she decides to enact a summary punishment. She gives her a long over the knee spanking, making sure the frilly petticoats are out of the way, enjoying the gently reddening juicy ass cheeks. Sandra then has a relaxing smoke, trying out her sissy's ashtray skills before supervising a foot massage. Mistress has one final surprise, she brings in one of her big dicked subs and gives her xdresser a first taste of cock, supervising the blowjob, impressed by her commitment and getting back in Mistress' good books.

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Length: 27:50 Reversal of Fortune 8 Pics
 
 

Featuring Dominant Dolly & Miss Vivienne lAmour & Ms Savannah Sly

When Vivienne visits her best friend, Savannah, to confess that her boyfriend has been acting all pervy, spying and checking her out, Savannah is thankful for the conversation, having noticed his odd behaviour. They conspire to sort this problem out, calling him out and making him admit his inappropriate behaviour and the fact he has been looking at lots of misogynist porn. Their solution is to break him down, using a couple of big strapons, showing him how humiliating it is. They then invite there transgender friend along to aid, making him suck the big cock and threatening to tell all his friends about his exploits unless he changes his way. They then fuck his ass hard with the strapons until he shoots his load over his own face.

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Length: 24:54 Training Her Sissy 16 Pics
 
 

Featuring Bound Maid Sharon & Mistress Lorraine

Mistress Lorraine is keeping a sharp eye on her sissy in training, Sharon, watching her on the webcam as she is doing her chores, making sure she is doing as instructed. After berating her slowness, Mistress orders her over to the lounge for suitable assessment and punishment. Sharon is subjected to an impromptu inspection and is caught out for not having her cock locked up in her frilly panties, earning her a reprimand. Lorraine then applies more makeup to the sissy, a special permanent lipstick and a body spray that will feminize her even further and make her compliant and eager to please. Sharon is then punished with the special violet wand attachment, zapping her body and cock, making her moan before a big butt plug is inserted and a hard OTK spanking administered. Finally Mistress decides to hogtie sissy and a large dildo attached to a fucking machine is left pounding her throat, as she contemplates her day's behaviour.

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Length: 29:05 Kept In Line 19 Pics
 
 

Featuring Miss Foxx & Miss Jessica Dee

Miss Foxx's house girl is due some training to keep her in line. Mistress tests a new remote control vibrating plug which is inserted deep into Jessica's ass, varying the intensity and noting the responses, her poor chastity clad cock leaking pre-cum from the deep pleasure. This is then followed by an OTK spanking, to balance the relief, her cheeks becoming nicely engorged, preparing her for the cane strokes to follow. Finally, she is left on the punishment chair, nipples pulled tightly, gagged with a big dildo and vibrator on her caged cock.

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Length: 22:54 Chastising The Bratty PA Pt2 13 Pics
 
 

Featuring Miss Ruby Marks & Tiffany Real Doll

Miss Ruby Marks continues the tribulation of bratty personal assistant Tiffany. The boss of a successful female owned organization, Miss Ruby Marks, only allows males to apply for a position if they are willing to go through her strict and rigorous transformation program. This includes breast augmentation, hair removal, facial and body sculpting until they become the perfect bimbo doll, far away from their old life. Tiffany was once an average male who jumped at the opportunity to become a new person and has been working as Miss Marks's PA for a couple of years. Unfortunately, she has recently let the new found attention and good looks go to her head, her work is slacking off and Ruby decides to bring her swiftly back in line. She knows exactly how to break the bratty personal assistant, with the appropriate punishment and reward training, a journey of discovery, retribution and redemption that Tiffany will be led on.

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Length: 21:01 Chastising The Bratty PA Pt1 13 Pics
 
 

Featuring Miss Ruby Marks & Tiffany Real Doll

The boss of a successful female owned organization, Miss Ruby Marks, only allows males to apply for a position if they are willing to go through her strict and rigorous transformation program. This includes breast augmentation, hair removal, facial and body sculpting until they become the perfect bimbo doll, far away from their old life. Tiffany was once an average male who jumped at the opportunity to become a new person and has been working as Miss Marks's PA for a couple of years. Unfortunately, she has recently let the new found attention and good looks go to her head, her work is slacking off and Ruby decides to bring her swiftly back in line. She knows exactly how to break the bratty personal assistant, with the appropriate punishment and reward training, a journey of discovery, retribution and redemption that Tiffany will be led on.

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