Chastity Sissy Stories

12,331 results
Orientation
Length
Source
Infinite Scroll

Three Weeks on the Road Ch. 09

by TheStoryTeller2342 on Jan 8, 2019
BDSM

I woke up to the sound of birds chirping as early morning light shone in through the open patio door. Just a dim glow, but those little critters were going nuts. I groaned and rolled off the bed, padded over and shut the blinds, muffling the sound and cutting the incoming light. The covers on the bed shifted, and I climbed back in to cuddle up next to a ve...

The Lilac Society Ch. 03

by subchristopher on Mar 2, 2020
BDSM

Of course I didn't sleep that night. I replayed the scene, over and over, imagining that I was again kissing Lauren's foot. I could still practically feel the bare flesh of her instep, the side of her arch, the curve below her ankle against my lips. Simultaneously disgusted with myself and fascinated at what I'd done, I was discombobulated. I'd cover my face...

Queendom of Amazonia 01: Zahara

by Kurosanji on Feb 10, 2020
Transgender & Crossdressers

This is a new story based on sci-fi fiction and high fantasy tropes. Think Game of Thrones and Harry Potter with futa. I'm planning on making each chapter as character anthologies. All of my characters are over the age of 18 and of the legal age of consent. Characters referred to as "boy" are over the age of 18. Story revolves around futa on male, with some...

Training at Dinner

by GenesisBurke on Nov 19, 2018
BDSM

Sheena knelt on the floor, naked, the way that her Master David expected, where he had ordered her to kneel. Eyes down and her knees spread apart while she pressed her shaved cunt pressed down so it was two inches above the floor, just enough space for David to slip his foot or dildo in if desired. Her hands we behind her head, cuffed together and the wrists...

Enemy of the Gods Ch. 01

by vacien on Jun 16, 2020
Sci-Fi & Fantasy

Hi, This story can be read as a standalone, although it follows on from the story "Damien and Psychi". For those who have read the "prequel", the events here will complete that story. I plan to finish "Enemy of the Gods" in 3 installments. There are no explicit sexual scenes in this installment, although there will be tension and plenty of setting the stage...

Hotwife Co-Worker Ch. 01

by amofiga on Aug 7, 2019
Novels and Novellas

Chapter 1: Golden Signpost Something I've learned over the years is that each day presents us with a variety of crossroads; forks in the road that can change the course of our lives. There are usually signposts, but often we don't notice them, or we ignore them. Perhaps that's because we are not paying attention, or that we simply don't recognize them for w...

Ready to Please Ch. 05

by sosense101 on Jan 20, 2020
Fetish

Thank you to everyone for all the positive feedback on this story so far, it makes it much easier to continue on this journey which is an important one to me. As always I love hearing from readers so please feel free to contact me if you feel moved by any of my stories. I always reply. ********** The pub was buzzing and full to bursting with office workers...

Becoming Jessica's Bull

by CelticLion101 on Sep 14, 2020
Loving Wives

"Nearly done....hold the position...five, four, three, two, one...and rest." I raised myself slowly to my knees, breathing heavily, grateful that the class was almost over. I had no idea how Jessica made everything look so easy. Her body simply flowed, fluidly and gracefully, from one pose to the next while mine not only needed a few seconds to find its bal...

The Imprint Ch. 02

by thomas_dean on Aug 31, 2020
Fetish

Editor's note: this story contains scenes of incest or incest content. ***** Everywhere I turned from the moment I left my brother Josh in -- processed into the hospital's fertility study, I faced roadblocks, under the watchword "procedure." My visit to the hospital lawyer which should have lasted a few seconds to drop off legal papers wasted half the day....

Married Lexi Tightens Her Hold

by HotwifeLexi on Mar 16, 2020
Interracial Love

Hi everyone! This is my third story in what I hope is a long series of stories detailing my life, my husband's life and our marriage ... along with how several sexy black men made our life so much better. If you haven't read my first two, Married Lex's First Real Cock and Married Lexi Gets Her Cuckold, you should. They give the background to where our life...