Sissy Surgery Stories

14,633 results
Orientation
Length
Source
Infinite Scroll

A Dream Come True Ch. 01

by severomi on Sep 18, 2017
Transsexuals & Crossdressers

This is a two part story. Part I is reality and true while part II is my Dom's dream. PART I - The truth I'm an American abroad, been in Europe most of my life, now 58 years old and have been married twice with little success. I decided to change what I'm looking for, after having reflected on my previous relationships, where I had also two TG/TS relatio...

Becoming Mindy Ch. 04

by mindyrose on Sep 18, 2017
Transsexuals & Crossdressers

I have taken some shortcuts in this story to make it more readable. The process of getting hormones was a little more detailed (i.e. psychological evaluation and ongoing group therapy sessions), but would bore the average reader, lol. Although I combined three separate visits to tell this part of the story, it is fairly accurate (i.e. He fucked me on each vi...

Coming Home, Coming Out Pt. 05

by EiryCGar on Mar 30, 2020
BDSM

Author's note: This fictional series continues with part five. Both Dr Sara and Paul and Dr Mary and Clarice (Cee) have secrets to share. The narrative in this chapter takes place in the week prior to Dr Mary and Cee leaving their respective jobs in the city, and moving go the village of Cwm Pechod, to take up new posts in the medical practice headed by Dr S...

Making of a Porn Queen Ch. 06

by Scribler on Sep 25, 2017
Transsexuals & Crossdressers

The following Wednesday I went to my second group therapy session. For the first hour I sat and listen to one of the younger boy's talk on about how bad his life was and how mean his parents were. As far as I could see his parents weren't mean at all. Okay so his father didn't want his son to be a sissy I could understand that. It wasn't like his father beat...

Humiliation Journey Never Ends

by Subkoksukr4u on Jun 25, 2019
Transgender & Crossdressers

Here I am once again looking up into the eyes of my tormentor, my superior in every way, especially his cock, 10 1/2 inches to be exact. I know because when I first met him he made me measure it with a ruler. He made me measure mine too. I was embarrassed, humiliated and shamed for being so small. It hasn't been called a penis or anything remotely masculin...

My Therapist's Chinese Doll

by naoko17 on Dec 18, 2018
Transgender & Crossdressers

Disclaimer: The content below has many degrading comments on certain race and sexual orientation, so please don't read it if you are looking for "political correctness". ***** I still re-lived the night Eunsun left me. I remember her blank stare, followed by a cold grin. She wasn't the lovely woman I once loved. She said she didn't love me anymore, and wa...

Harem Master

by Callum95 on Aug 11, 2020
BDSM

You are the leader of the harem in which you can order your harem to ride that big fat cock of yours or do something else like recruit another member or get a job so you can have more money. To your harem, you are god. You can do anything. Now i am going to try and be consistent with adding chapters as im going to focus on 4 characters. 3 of them will be har...

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Lesser of Two Evils

by Andi_Lembke on Sep 25, 2017
Transsexuals & Crossdressers

[So to update you all. I'm sorry I haven't completed any more chapters of NWTBYG or Porn Princess. They're in the works, but creation, and good storytelling takes time, something I have less of now. I left my receptionist job to take a writing gig, and all my writing energy is going into that, but my passion for hot stories smolders intensely under the surfa...

Made to Obey Ch. 13

by madetoobey on Sep 9, 2019
Transgender & Crossdressers

Reprise: I'd been caught wearing my Sister-in-law's underwear and jerking off to shemale porn by wife (Ruth), Sister-in-law (Esther) and their mother (Donna). I'd been forced into a chastity cage and made to start wearing panties all the time. Furthermore, a curious email I'd sent to "Bowser" before I was married led to my past fraudulent activity being unco...

The Countess and the Contest

by darkheathyr on Sep 16, 2017
Transsexuals & Crossdressers

"Heathyr." The haunting, melodic tones of the Countess' voice rang out through the cold, silent house. Even after months in her service, I still couldn't get over the way the exquisite marble floors and twelve-foot arched ceilings managed to create seemingly impossible acoustics. It was as if the entire house was built to obey her beck and call -- which prob...