Sissy Quest Stories

12,616 results
Orientation
Length
Source
Infinite Scroll

Quest Story Proving Grounds

by majus on Nov 21, 2016
Non-Erotic

Welcome! This place serves as a proving grounds for 'quest' type of stories. Definition of 'quest story' It's a type of story which reader can actively shape - in a simple way. In each new thread published by the author, the reader will be given a number of options, to choose from, which the story can take turn. After all the readers made their choice, the v...

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Becoming CD Mistress Raven's Slut Ch. 03

by Vodka_Jim on Dec 24, 2018
Transgender & Crossdressers

[Author's note: I appreciate all the public and private comments thus far. I've tried to incorporate some into this chapter. I have two more chapters planned and intend to incorporate some of those comments in those chapters. I may take a break from this series to finish up a couple of other stories I have in the works. But I've enjoyed writing this, so will...

It?s Either Break Up Or Make Up

by felicia_rene on Sep 12, 2017
Transsexuals & Crossdressers

PART 1 Synopsis: I always was put off by the unsuspecting stupid love sick, pussy whipped guy is transformed against his will because the will wants to run off and have an affair, I never understood why they don't just pack and leave. The underlying theme is transformation and sexual punishment of the main character with anti gay womanizing feeling for hi...

Sissy Gets Punished

by MsMorrigan on Sep 16, 2017
BDSM

Once upon a time there was an overly eager sissy girl. This sissy girl loved her mistress. She loved her so much she tried to anticipate her every whim before she needed to even speak the words. One day the sissy girl was vacuuming, dusting and general cleaning. She was openly lamenting on how her overly large pathetic sissy clit was getting in her way. How...

My Sissy Life

by snorn on Nov 26, 2017
Transsexuals & Crossdressers

I love being a sissy. I have been in permanent chastity since 27 Sep 2016, and am loving it. I have sissy training rules that are focused on keeping me doing the household chores and training me to be rented out as a cheap sissy whore/maid, a list of sissy motivational sayings which I listen to on repeat whilst doing nightly chores, and service rules for th...

All the Stops: Signs

by badgirl298 on Sep 17, 2017
Celebrities & Fan Fiction

Giles’ harsh breathing was the only sound in the old abandoned gas station. The other occupants maintained an eerie silence, all were afraid of what would happen next. They had fled Sunnydale only to be surrounded and forced off the road by the Knights of Byzantium. They had taken sanctuary in this little building, the only thing holding the knights at bay w...

Suzie Meets Desiree

by desireethtttv on Sep 16, 2017
Transsexuals & Crossdressers

I'd been transplanted, via a broken heart by my cheating ex-girlfriend, to the big city of Atlanta for a good six months when I met Suzie at a new contract my company had me servicing. Plenty of time to have my alter ego, Desiree – The Hot to Trot Transvestite, learn the ins and outs of HotLanta. My wardrobe had grown a full closet and I spent most weekends...

The Dominatrix Order Pt. 02 Ch. 03 - Romance

by Jwwsmith on Feb 12, 2019
Transgender & Crossdressers

The next afternoon, Johanna invited many of the Goddesses of the Council over for lunch. Much to everyone's surprise, Representative Pencalia arrived as an uninvited guest. Pomona prepared a fine meal as the Goddesses deliberated over various issues. Pomona was very accommodating to the guests, serving them tea and salad and shrimp. She even placed cloth nap...

Sissy Chantel, New Reality Ch. 01

by Sissy_Chantel on Sep 19, 2017
Transsexuals & Crossdressers

A new story of a sissy's fantasy becoming her reality. But a reality, much more than she ever thought. This will be a multi chapter sissy maid and sissy slut story around Sissy Chantel finding reality of sissy maid and slut life can be more than she bargained for, enjoy. ***** Chapter One: The Journey Starts. Well another night and here I sit dressed in m...

Sissy Chantel, New Reality Ch. 11

by Sissy_Chantel on Sep 19, 2017
Transsexuals & Crossdressers

Chapter Eleven: Sunday Fun Well now that our Masters and Mistresses have left us here in the locker room, with all twelve of us sissies now freed from our chastity, our sissy dicks are getting quite hard. We have been allowed a period of sissy sexual freedom. For the next 45 or so minutes we are to engage in a sissy orgy to relieve our pent up sexual desire...