Sissy Permanent Chastity Stories

1,000 results
Orientation
Length
Category
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Infinite Scroll

Family Chastity Story Ch. 03

by antares34 on Jul 30, 2019
BDSM

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 gimp son and I have settled into a routine. Permanent chastity with monthly releases. These releases occur on the first day of every month. I...

Sissy School

by zeta515 on Jun 19, 2018
Novels and Novellas

Copyright 2018 by Zeta All rights reserved This story may be freely distributed in electronic form but must include this copyright. Sissy School is a work for pure fiction and all locales, names, characters, places, and incidents are the products of the author's imagination. Any resemblance to actual events, locales, or living persons is entirely coincide...

The Jewelers

by mollycactus on Sep 16, 2017
BDSM

Author's note: my BDSM stories are mainly D/s in nature – there is no Literotica category for these, so if you do not like D/s, you can skip this story. ***** Molly had taken on a new submissive male, who had what seemed to her to be, a strange need. Kneeling before her, Robyn explained his desires. "Please, Miss. Cage my cock so you'll be completely in c...

Coming Home, Coming Out Pt. 08

by EiryCGar on May 4, 2020
BDSM

Author's note: Life for Dr Sara, Dr Mary and their submissives, sissy Paula and slut Cee continue in their quiet little Welsh valley. Eight weeks have passed since Dr Mary and Cee moved up from Cardiff to begin work in Dr Sara's surgery. As in the previous chapters of this fictional saga, all participants are aged over 18, and all interactions are consensual...

Chastised, Feminized, Sodomized

by Stefani on Sep 25, 2017
BDSM

My name is Kim Lee. I am half Korean and half Chinese. My first name got me teased quite a bit when I was in school. Nor did it help that I am a bit small and slender. Consequently I grew up rather shy and reserved. I never really had many girlfriends, as most women that I ever met seemed to prefer bigger, more macho guys. So I was not prepared at all when I...

BDSM by the Book

by Stefani on Sep 11, 2017
BDSM

I was rather slow when it came to dating. My love life moved at glacial speed until I met my wife. In high school I was skinny and too short to be any good at sports. At school and in the town I grew up in outside Sioux City, I got pushed around a lot by other boys, all of which translated into a lack of confidence. Particularly around women. When I got to...

A Valentines Gift for My Lady

by sissymissyct on Sep 1, 2017
Fetish

Her long flowing chestnut brown hair mixed with my long brown hair as we passionately embraced on the king-size four poster bed. I would catch a glimpse or two as I peered up between kisses. Mostly I saw her bright red lips as they neared my pink painted lips. She nibbled gently on my soft lips before driving her tongue into my mouth. Kissing me deeply as th...

i am Kevsfrannie

by Kevsfrannie on Sep 17, 2017
BDSM

i am Kev's frannie, forever bound to the Woman who has both blessed -- and cursed - me with my unique fate. Part 1 i first met my Keverly more than 25 years ago, when i became Her boss at our work. As a professional, i had strong boundaries about appropriate workplace relationships, so for a year and a half i was unwilling to recognize what was otherwise o...

Wet Dream Pt. 03

by sissymissyct on Jan 28, 2020
Fetish

Gayle finished ordering items on line and checked the cam to be sure Georgia was asleep. The wetness in her panties told her what she needed to do. The payback for all those years that bastard cheated on her and how he had no idea what was coming to him, just made her pussy so wet. She was soon in bed enjoying her favorite toy. "I can't believe I slept so l...

Chasity

by SlaveJ on Sep 17, 2017
BDSM

I had followed Her instructions to the letter, purchased the toys and gifts She had specified, booked the time off from work and told my wife that I was going to a conference for a few days. I had booked the hotel room She had requested and arrived there at the pre-defined hour, arranged for a key to be left for Her arrival at the front desk and walked shaki...