Chastity Clitty Stories

10,475 results
Orientation
Length
Source
Infinite Scroll

Halloween Pool Party Pt. 04

by sissymissyct on Sep 14, 2017
Fetish

Monday morning I was awakened early by Miss Annie releasing the air from my plug and swiftly pulling it from my bottom. I cried out from being so crudely awakened from my slumber and that got me a quick but hard smack on my already bruised bottom. "Good morning Brenda, time to shower and get ready for a big day", she informed me. "Thank you Mistress" I answ...

Becoming a Cuckold Pt. 01

by HerBetaBoy on Mar 27, 2018
BDSM

This is a story I've been writing for my wife, thus the first and second person style. I could have taken it and changed it to fit more of a first and third but felt it took away from how I originally wrote it. Keep in mind as you're reading it is intentionally written from the perspective of submissive husband TO a dominant wife. There are elements of S&M,...

Helen Ch. 09

by Philippasubmaid on May 2, 2018
Transsexuals & Crossdressers

This story is a graphic tale of a Dom and his very submissive transgendered male. If you are offended by tales of BDSM and sex between consenting adults then read no further ......... other wise enjoy It is best if read with previous chapters. Feel free to leave honest comments or suggestions, it really does encourage those of us who write to continue......

She Forces Me into Cuckoldry

by hismasterdivine on Sep 25, 2017
Loving Wives

This is my first fiction and features many aspects of cuckolding and BDSM. Forced feminization, spanking, body worship etc play a part in this tale, where a deluded subby boyfriend's thoughts run riot. If the story is a success, I might write a follow up, particularly due to its frustrating climax! ***** Dominant girlfriend wants a black lover, deluded b...

One of the Girls

by Erotictales4u on Sep 26, 2017
Transsexuals & Crossdressers

All characters in this story are over 21 years old. This is a fictional fantasy that contains elements of both femdom and the transsexual/cross-dressers niche. This is my first attempt at a story so go easy. ***** I couldn't believe my situation. I had signed up for porn, but I had not signed up for this. I was standing naked in the dressing room and the c...

Miss Samantha's Guest

by Sissy_Desire on May 11, 2020
BDSM

After the last text from Miss Samantha, I've been waiting anxiously to see her again. After getting home that night a few weeks ago watching the video she sent and reading "See ya next time for some more fun, sweetie" I've been wondering what our next encounter has in store. A knock at the door snaps me out of my daydream. Opening the door I see a small bo...

The Streamer

by neoview on Mar 21, 2018
Transsexuals & Crossdressers

This story will take a different turn from my usual sci-fi road. A little modern world view on what is happening on the other side of your screens. As usual everything is fictional. ***** Wednesday, 21 December 2017, 21:59 "Alright, time for my evening stream. Gee, I can't wait." The clock turns 22:00 and a beautiful figure appears in front of a camera....

Seducing Jennifer Pt. 31

by jacktar48 on Sep 14, 2017
Fetish

Jennifer woke me when she squirmed out from under my slack body. We were glued together with dried sweat and semen, and Jennifer giggled as our skins peeled apart. "What a mess I am!" she said, looking at her come-encrusted body in the overhead mirror. "If anyone were to see me they would think that I had just been fucked!" She touched her little pussy tenta...

Candi's Conversion Ch. 03

by CandiCumminz on Oct 3, 2018
Transsexuals & Crossdressers

Please read Parts 1 & 2 first. - Candi has had a long night and tomorrow she begins her sissy life properly. First thing? Shopping of course! - I hadn't slept well. I'd gone to bed horny and frustrated, and Lucy's screams of ecstasy in the other room weren't helping. Just as I'd got to sleep, a few hours after I'd crawled into bed, a loud phone notif...

Alma's Soul Mate

by justincbenedict on Jul 3, 2018
BDSM

Limbo and Alma looked at each other, and then at Mrs. Retzfeld. And then at the twins, a well groomed man and a woman in their early thirties. "You see" Mrs. Retzfeld beamed, "Wistan and Westlynn are so close, but I think Wissie wants to be more like his sissie!" The young man blushed and looked as if he wanted to fall through the floor, and his sister smi...