Sissie Training Stories Stories

468 results
Orientation
Length
Category
Source
Infinite Scroll

Sassie, My Teenage Bride

by toepicdic on Sep 17, 2017
Mature

I sat by my fire ring with a simple fire burning on this cool November day. My fire ring was hidden by bushes from the street twenty five feet away in two directions and privacy fence on the third side. The south side was open to my front yard. Most people didn't even know it was there if they didn't go out at night. Like most evenings, I burnt a fire just t...

The Making of a Mistress Pt. 04

by EiryCGar on Jul 13, 2020
BDSM

Author's note: The saga of Mistress-in-Training Marie and her sissy Charles has reached the point of their marriage. After the ceremony, Marie achieves her ambition and becomes a hotwife, making Charles a cuckold in the process As in all my fictional stories, all characters are over the age of eighteen, and all sexual practices described are performed conse...

Brittany's Strapon Hell Week 04

by humbleslave on Sep 14, 2017
Celebrities & Fan Fiction

I am attempting to make these stories stand-alone as well as make sense in a series. If you like this, make sure to read my other stories. Think of your votes and comments as your contribution to my stories! Thanks! After the week I'd had so far, including my most recent ordeal at the softball fields, I didn't figure it could get much worse. Today I had be...

Nancy and Her Boss Ch. 03

by MidniteSpanker on Sep 19, 2017
BDSM

Part 3 – The Weekend. The initial stories in this series Nancy Remembers Chap. 1 Nancy Remembers Chap. 2 Nancy Remembers Chap. 3 Other stories continuing in this series Nancy and her Boss Part 1 Nancy and her Boss Part 2 Nancy and her Boss Part 3 - The Weekend Nancy and her Boss Part 4 - More Weekend Then the following are separate but related stories...

Lemon Combo Point

by ChrisEva on Jan 7, 2019
Exhibitionist & Voyeur

Author's note: This is tied for my favorite of the dozen stories I've written so far. It's a slow-paced and gentle exhibitionist/voyeur CMNF tale with a splash of romance and likeable main characters. There is much embarrassment and groping, but no sex. I worked hard on this one and really do hope you enjoy it! ***** I grew up in Florida and have been a be...

Behavior Modification Institute Ch. 04

by NancyPan on Sep 12, 2017
Fetish

I received some very negative and very aggressive comments about previous chapter postings. If you are not aroused by FemDom, Humiliation, and Forced Fem please do not bother to read this. These stories are for the benefit of those who enjoy this form of erotica. ***** I lost all concept of time as I fell into a rhythm of incredible stimulation to my penis...

Sarah's Adventure Ch. 01

by sarah37 on Sep 13, 2017
BDSM

Giday! After reading a lot of really good stories over the years, and coming across a few really good ones on this site, I decided it was time to tell my own story. Some parts were "taken" from other peoples' work, and this is only because it mirrored my own experience and in no way was it meant to take away from theirs, take credit for anything, or infringe...

The Hanky Code Pt. 17

by His_fag_wife on Sep 14, 2017
BDSM

Mistress paused, to let the enormity of her comments sink in. What would Archie her husband be doing now? Would he be stripping at this point or frantically checking on the websites he'd been on and erasing his history. He was caught and if he only knew how his life was going to change, he might not have looked at some of the more extreme sites he had. "Yo...

Down The Path Ch. 05

by gbr2004 on Sep 14, 2017
Fetish

This story involves dom sub/scenes, humiliation and forced fem. Not your thing, loots of other stories. * I force myself to walk down the corridor and to the elevators. When the door opens there is an older couple in the elevator and I get on and move to the other back corner. The man's wife is standing a little in front of him and I see him look over at...

Nature or Nurture Ch. 01

by DonnaCarter on Sep 16, 2017
Novels and Novellas

Introduction It's not easy in this world for a male who has had a lifelong dream of finding a woman who wants to take him as her wife. Over the years our society has come to accept various alternative lifestyles but for some reason the idea of a heterosexual couple choosing to swap their traditional roles remains a taboo. After decades of wishing, hoping,...