Male Maid Training Stories

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The Traning of Cinderella

by MistressVivian on Sep 17, 2017
Celebrities & Fan Fiction

Chapter 1: Cinderella's Awakening Cinderella awoke to the most magnificent day ever. Her prince charming rescued her from the atrocious and ignominious drudgery that her stepmother and stepsisters imposed on her since the death of her father. After a magnificent ball and a wonderfully passionate night of lovemaking, Cinderella awoke to a magnificent spring...

From Stephen to Stephanie Pt. 03

by nikkiwest101 on Sep 12, 2017
Transsexuals & Crossdressers

Chapter one As we drove towards the airport my mind was a mass of emotions, the last ten days had been a complete transformation in my life, one of the things I was struggling to understand was how permanently sexually aroused I was, it seemed that I was enjoying expressing my feminine side, something I still wanted to fight against. I found this really...

Appointment by Card Only Ch. 03

by Sputnik57 on Sep 17, 2017
BDSM

Bruce panted in a mixture of fear, disbelief, and anticipation, his balls and anus tingling as he was gently tugged by the leash up the stairs; the beautiful mature form of the woman before him keeping his cock rock hard. Wicked smiles from passing madams and clients alike fell on the couple, but Bruce was oblivious to everything else but his superbly domina...

Lucky Jack Learns to Obey Ch. 06

by Sputnik57 on Sep 17, 2017
BDSM

The women took great pleasure in treating him like a small child as they stood around him, their full mature bodies displayed and their excited nipples brushing against his flesh as they all padded him dry. They smiled as his cock stood erect while his balls were towelled dry; each mothering him methodically and purposefully, bringing him down to the require...

Recruiting of a Sissy Maid Ch. 03

by Sissy_Chantel on Oct 11, 2017
Transsexuals & Crossdressers

Chapter Three: Training Done, Chantel is On Her Way. Waking up back in her cell, Chantel finds that her days being trained, orientated and broken off will here with the Burrows brothers are wrapping up. Mitch enters her cell and has her come back out and back into the house with him and Nate. Mitch says, "Well Chantel, time has come for us to part our ways...

To the Manor Bound Ch. 04

by Nikki258 on Sep 26, 2017
Transsexuals & Crossdressers

This probably won't make too much sense unless you've read the other chapters first. Like the other chapters this includes forced feminisation, BDSM, and non-con, so it might not be your cup of tea. Regardless, do comment and email me to let me know what you think, or just to say hello! ***** Chapter 4 - Five Weeks After Transformation Peter held the d...

Appointment by Card Only Ch. 04

by Sputnik57 on Sep 17, 2017
BDSM

Ruth took great pleasure in sifting through Bruce's things while he knelt naked in silence with the other male pets in the selection room; she made a note of his address from his driving licence before slipping the amended admission card into his wallet, and her interest in him increased when she found a batch of c.v.'s and cheap business cards in his jacket...

Freedom and the Widow Ch. 19

by Sputnik57 on Sep 14, 2017
BDSM

Victoria silently slid the bolt on the rear gate to open, before pausing and waiting a moment. She smiled as she imagined the scenario had she not bolted the gate and her staid friend had arrived just five minutes earlier; she'd have seen just how merry a widow she had become, and one the gardener was prepared to show his humblest respects for. The thought o...

The Fairer Sex

by PrinceCai on Aug 13, 2020
Fetish

What might the world look like if women were usually stronger and more aggressive than men? Perhaps a society existing very much like the one we know, but with almost every gender role reversed. Not only that, but what if the ideas about the sexes that evolved in such a world were far stricter, enforced through every aspect of society and any deviation looke...

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Her Male Wife

by Zippeduptight on Nov 6, 2018
Transgender & Crossdressers

Sometimes I wonder how I got into this mess. The answer is obvious but it usually comes during the day when I pee. Carla's orders are to sit when I pee. I lift up my skirt, and tuck the exposed chastity device down, and relieve myself. Just like now. The shiny pink pvc sissy maid outfit she bought for me is locked on at the neck. I stand up and flush walking...