Sissy Maid Transformation Stories

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The Unsuspecting Candidate Ch. 02

by missvicky53 on Sep 11, 2017
Fetish

Part 2 Helen continues Mike's training, this time in a French Maid's uniform The aftershocks of his climax were still coursing through his body as I teased him. "Did you have a nice cum, sissy?" I cooed at his still bound form. "Do you want me to release you now?" "Yes, please," he replied. "I'd like to get dressed now." "And get dressed you shall," I tea...

Mistress Chronicles Ch. 03

by MistressMtoyou on Sep 25, 2017
Fetish

Title: Decision time Background/update Even if you've been following the last couple of stories about my subject, Muffin, you might want to read this background as there are a few new points of note. Muffin is slightly heavyset, 36 years old, about 5' 7" and 160 pounds. He is quite submissive and seems to be aroused by a number of fetishes, but he professe...

Owned by my Mother-in-Law Ch. 04

by Sputnik57 on Sep 13, 2017
BDSM

The area by the window had a padded surface; no doubt Blanche's departed husband and many other enslaved men had been made to kneel for hours at this window, whilst they contemplated their fate on just such an evening as this. The padding would not be for their comfort, it would be there to ensure that their knees functioned when the time came to entertain....

Dominating Ken Pt. 09-10

by oneguy4fun on Sep 26, 2017
BDSM

PART 9: THE POWER OF THREE Kimmee's (Ken's) heels clicked across the marble floor of the hotel lobby. He was in a hurry to go nowhere. He figured if he walked fast enough no one would notice the secret underneath the feminine facade. Mistress Kareena had done such a fabulous job at hiding his masculinity and highlighting his feminine qualities that someone...

Discovering Mistress Sarah's World Pt. 03

by oneguy4fun on Sep 12, 2017
BDSM

Chapter 7: A Brief Digression Mistress Sarah sat naked, in a stiff padded chair in front of a large vanity. She waited patiently for her two sex pets to return. It was time for Joe to learn how to properly dress her for a night out and she wanted him in full sissy attire for the event. May had been charged with the task of getting him back into his dress....

Transforming Brent Pt. 03

by sissymissyct on Oct 8, 2019
Fetish

Over the next few days I removed most of my male clothing from the house and donated it to Goodwill. I met Wendy as she got out of work each day and we went shopping. The first time was for regular clothing. Skirts, dresses and blouses, leggings and shoes and regular lady's sportswear. Thursday it was lingerie night. I ended up with multiple bras and camiso...

Dominating Ken Pt. 05-08

by oneguy4fun on Sep 26, 2017
BDSM

PART V TEASED AND ENTRAPPED! Monday evening Kareena logged on and was delighted to see an e-mail from Ken. She had instructed him not to write until her present arrived and she knew that it had not arrived. She was curious as to what he had to say. She wasn't even halfway through the e-mail and her pussy was hot and beginning to dampen. It was obvious that...

Making a Cuckold

by jessijazz66 on Sep 19, 2017
BDSM

Brandi spoke nervously to her friend Jessica before she hung up the phone, "you're sure this will work?" Jessica understood her friend's fears, ever since they had begun discussing this plan of action. Jessica knew that Brandi was just starting to explore the depths of female dominance, and she knew that Brandi was worried about how her boyfriend, Brian, wo...

The Domme Diet Plan Pt. 01

by subm_atty on Sep 11, 2017
Fetish

Day 1—The Plan I have been fat as long as I can remember. I have tried various diets with no lasting success. Being uncomfortable with my body was probably one of the many factors that drew me into being a submissive. Two years ago, I met the Domme of my dreams. My Mistress was about 5'10" but towered well over 6' tall in the heels she usually wore. Her hai...

Girl's Night Pt. 01

by DifferentBreed on Sep 14, 2017
Fetish

Normal Monday, Fisher is sitting at the breakfast table across from Sophie when she sighs heavily, staring at her laptop. "Whats the matter baby?" he asked, with as much concern as he can muster before the caffeine from his morning coffee has kicked in. "I need a girls night," she said simply, looking up at him with her big beautiful brown eyes. "Yeah," h...