Sissy Surgery Stories

14,633 results
Orientation
Length
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Infinite Scroll

The Doctor's Appointment

by DrLuverotica on Sep 12, 2017
Transsexuals & Crossdressers

My wife Jo had been suffering with a bad back for weeks. She works as a doctor and many of the procedures she has to carry out on patients require her to stand up for hours at a time. A couple of moths ago she fell off a horse on an activity holiday we were on. And she's never fully recovered. Urged on by my insistence to get her back checked out properly...

It Really Does Happen

by lipsticked on Sep 26, 2017
Fetish

This story is copyright 2009 by (lipsticked11). All rights reserved. No reposting without permission. * I am owned by a dominant couple and their niece and used as a live-in maid, cook, and sexual slave. My name was Michael, now I am Michelle. This is my story: When I was 35, my wife Connie and I lived next door to another married couple, Denise and Steve...

A Strange Romance

by toniukcd on Sep 16, 2017
Transsexuals & Crossdressers

Although I was over qualified after I graduated and accepted a one as an Internet operations officer for one of the high street retailers. I was offered better jobs but I took the one with the retailers because it paid reasonably well and more importantly meant that I would have to relocate down to the East Midlands. Ever since my parents decided when I was...

Double Jeopardy

by PhRedSonya on May 22, 2019
Transgender & Crossdressers

Editor's note: this story contains scenes of incest or incest content. ***** Author's note: This is a relatively new story I wrote. While editing it I thought about breaking it up into different chapters but figure most people just like being able to enjoy a story that is completely published. I would also like to dedicate this story to my friend Niki. Enj...

The Journey Pt. 03

by MissYellowPanties on Sep 14, 2017
Transsexuals & Crossdressers

Training It was an unusual feeling walking down the corridor, my sissyclit was hard with excitement and I had not yet adjusted to the feeling of the butt plug placed firmly in my boypussy. I still tried to move in a ladylike fashion, but the strange sensation was overwhelming and I stumbled suddenly out of time with Mistress Anna's gait. Mistress Anna...

The Inner Slut Ch. 07

by sub2femdom on Aug 22, 2018
Fetish

Chapter 7 - Lexi's Training Two weeks have passed. Amy is proud of Lexi's progress. They've spent about two hours each night practicing makeup, walking in heels, poses, and attire. Lexi even acts more feminine, especially when Mike is around. More than once, Amy has noticed Lexi staring at Mike, specifically at Mike's cock when it shows through his shorts...

50 Shades Of Pale Pink Sissy Ch. 03

by davine on Sep 26, 2017
Transsexuals & Crossdressers

Fiction with adult themes. All characters are over 18. * A splitting headache greeted me as I awoke. The soft surface I was lying upon seemed to be moving beneath me, rolling from side to side with occasional pitches from front and rear. In my confused state I wondered if the feeling was related to the headache and the vague memory of being drugged. The r...

Young Sissy Ch. 02

by smittysimon on Sep 19, 2017
Transsexuals & Crossdressers

I was walking in a field, the cool grass crushed softly between my toes, the sun warm on my skin, the smells of spring were in the air and every deep breath I took filled my lungs with the promise of a fresh start and new hope. The sky was a flawless blue and looked clear enough to take a swim in. Everywhere I turned, all I could see was endless rows of roll...

I Believe in Miracles

by GatorRick on Sep 13, 2017
Romance

October 20th - Kandahar Valley, Afghanistan Finally, mail from home. Scott hadn't received any correspondence from home since his outfit deployed to Afghanistan two months ago in late August. Grabbing the half dozen letters he headed toward the tent he shared with five other Marines. Of six return addresses on the envelopes three were from his mom and dad,...

The Making of a Mistress Pt. 06

by EiryCGar on Sep 14, 2020
BDSM

Author's note: 'All things must pass' and I feel that this series has reached a natural conclusion. As always, I must point out that all players in this fictional saga are aged 18 or older, and all sexual acts are consensual. The Making of a Mistress Chapter 6: Cwm Pechod's Cuckold Community The invitations to the party for the combined wedding anniversary...