Sissy Transformation Story Stories

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Clitty Transformation - One Month In

by DivinaTellsAll on Jan 1, 2019
BDSM

Exactly one month ago, on a cold Saturday night in Dallas, Madame Vega and Goddess Kimberly evaluated what I had previously referred to (my entire life), as my cock. This evaluation revealed what I already knew at heart. It was far too tiny and small to be used as a cock, or even considered a cock. I begged them to allow me to embark on a quest that would...

Trisha's Transformation

by Stormbringer on Sep 18, 2017
Interracial Love

Author's Note: This story stands alone, but contains characters from another story of mine, "The Fiance And The Fitness Instructor". Inspiration for this story came from another called "Kimmie's Conversion" by Loadjunkie. "All you have to do is wear this every night for a month," said Dr Conger. Trisha reached out and took the device. It was pretty simple,...

Family Chastity Story Ch. 04

by antares34 on Aug 13, 2019
Fetish

Editor's note: this story contains scenes of incest or incest content. ***** This is a work of fiction. The events described here are imaginary; the settings and characters are fictitious and are not intended to represent specific places or living persons. All characters are age 19+. ***** My girlfriend Christina has been staying with me for the past sev...

Sissy Hubby

by rj1774 on Mar 18, 2020
Fetish

In case these are not the fetishes you like; this story features pegging, CEI, and sissy training. * It had been a very long week at work, but I had finally made it to Friday at 3pm and was excited to relax over the weekend. Then a text from my wife of five years came in that started the snowball rolling down a steep mountainside. "Hi! I have to run a few...

Sissy Starlet

by Queen_Diana on Nov 18, 2020
Fetish

First Sissy tell me. Who are you? Jenn- A tall long and blonde sissy. Platinum blonde locks that go all the way down to her back, glossy pink lipstick, long manicured nails, a model face, and killer ass and legs. One of the favorites for this year. Racheal - A brunette Sissy, with wonderful perky titties and plush ass, dark skin and luscious lips. Kim - An A...

Darlene's Story Ch. 3

by Greg Lee Hunt on Sep 17, 2017
Fetish

Part III- Mistress Darlene ( In Chapter 3, Darlene completes her transformation from a grossly overweight undersexed wife into an alluring and svelte dominatrix who is served and serviced by a group of submissive males. She contrives a plan that will reveal her secrets to her friends Abby and Pamela and subsequently recruit them into the world of female dom...

Sissy Powers Ch. 07

by ClarasBestFriend on Sep 29, 2020
Sci-Fi & Fantasy

We moved into the living room, and Clara and I sat together on the cough while motioning for Barbara to grab a seat in our armchair. "So, first of all, congratulations!" Barbara began with a smile, looking pointedly at Clara. "Me?" she asked, slightly confused. "Yes, you!" Barbara laughed. "It's not every little slut who's lucky enough to be with a focus...

Sissy Powers Ch. 00 - Prologue

by ClarasBestFriend on Sep 29, 2020
Sci-Fi & Fantasy

Hi! My name is Leo Solo. I used to be a normal guy, just like you. Well, maybe not just like you. I have an 8" cock, for starters. And over the years, I've supplemented that with extensive study of Tantra and other sacred sex, learning how to elevate my lovemaking game to the level of the gods. My fiance, Clara, is very appreciative of my devotion to her ple...

Jamie's Story Ch. 03

by Michael142 on Sep 13, 2017
Fetish

To the readers: This story has become a longer saga than I ever intended it to be when I first conceived it. In this penultimate chapter, Jamie finds that his (and his alter ego Jill's) new-found freedom to date around after breaking up the Anna, is coming at a cost. Thank you all for sticking with this story. The next chapter, Chapter Four, will offer some...

Uurf Ch. 02

by Beatnic_jazzman on Sep 16, 2017
Sci-Fi & Fantasy

Sissy returned with great fuss, from the moment the carriage was heard there were calls for servants to carry the purchases in. Three armfuls were brought, passing me in the hall, before Sissy appeared arm in arm with Macteth. Her dress showed more of her than any but I had seen, she had a tight frilly top that ended just below her breasts throwing them up...