Online Chastity Stories

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Steel Heaven

by LockedDarius on Sep 11, 2017
BDSM

I stood in the shower, allowing the hot water to caress my body in an attempt to wake myself up. The thought of another long day at work wasn't helping the situation, but at least it was Friday. "Get through today and enjoy the weekend," I thought. I stepped out of the shower and immediately realized I had forgotten to bring a towel into the bathroom from t...

Exploring Denial

by Switch90 on Mar 2, 2020
BDSM

Steve was going crazy. He was sure if it. It had been two full weeks since he had felt the sweet release of an orgasm. Two full weeks since he had even touched his cock. It was driving him mad! Steve always had an interest in strong women. He wasn't a weak man, he was as fit and confident as any average 30 year old should be. But he had always been attracte...

Kayla's New Life

by BelleBlack on Aug 24, 2020
Transgender & Crossdressers

Kayla sat on the patio of the coffee shop and fiddled with her latte. The nervous energy flitting around her stomach was matched by the light summer breeze that couldn't seem to make up its mind which way to blow. Although on the outside, she was a perfect picture of demure grace, inside her head her thoughts raced frantically. This is crazy. No it's not,...

Starting Over

by ready2sub on Sep 17, 2017
BDSM

I had not heard from Barb since we broke up 5 years ago. I had moved, she decided not to move with me, and the long distance relationship didn't work for either of us. Barb called a few weeks before a trip that I had planned back in town. We agreed to meet for lunch while I was in town. At lunch, we talked about what we had been up to; family, work, and fri...

Cape Verdean Femdom Tales

by Samuelx on Sep 14, 2017
Erotic Couplings

Joanna Monteiro had been operating as a professional dominatrix in the Boston area for over a decade, and her website got over a million hits last year. Doling out punishment to wealthy men and filming it for posterity ( after masking their faces prior to topping them off course ) proved to be very lucrative. So much that Joanna Monteiro had been on the radi...

First Time Sissy - The Bike Path

by Phillysissylexi on Jun 15, 2020
Transgender & Crossdressers

My roommates had gone away on a trip for a week, so I had the house to myself for a few days. I had been waiting for a moment like this. As soon as they left I went to my closet to find all my girly clothes, toys, makeup, heels, and lingerie. I couldn't contain myself. I was so excited to turn myself into a sissy. I turned on some sissy hypno to listen to wh...

Chastity of a Cheating Man

by crazythoughts on Sep 17, 2017
BDSM

He didn't know it quite yet but she had found his hidden messages on skype, email, facebook and even had seen his deleted messages on his phone. She then started to check phone records and saw that he had been talking to numerous women while they were dating and even as soon as the last week. She started to count up the time and noticed that it equaled many...

A Sissy's Uniform Pt. 01

by Deeznuts4pm on Sep 14, 2020
Transgender & Crossdressers

I suppose the best place to start here is what my life currently looks like. I'm a 25 year old chastity sissy maid that lives with my dom. I would tell you my name before I was a sissy, but there's little point, so the name we are going by here is Jessica. I've always had a skinny build, and this is well complemented by my dark brown hair, which after servin...

Woman in Chastity

by Hugme on Jul 10, 2019
BDSM

I liked men and I think most of them liked me as well. There was only one man though who had all the right to thrust his cock into my throbbing pussy any time he pleased. And whereas I got to enjoy the admiration of men and he let me enjoy them, it was just a matter of time when he was going to lock me up in chastity just to be on the safe side that I woul...

The Vault Pt. 01

by undherfoot on Sep 18, 2017
BDSM

Tiffany and I have been friends since college. We shared a lot of classes and spent a lot of time together outside of class. We grew very close as friends. Of course, I was very attracted to her. She is a 5'4" American girl of Chinese heritage. Her hair is raven black and has a face as cute as a button. During our College years, it was inevitable that there...