Sissy Chasity Stories

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Familie mal anders

by Herrtobi27 on Aug 2, 2020
BDSM

"Hi, mein Name ist Tobias Schneider und bin 19 Jahre alt. Ich bin ein Einzelgänger, besser gesagt mache ich mir nicht sehr viel aus anderen Menschen. In meiner Freizeit gehe ich gern in den Park Joggen oder schraube an so manchen Dingen in der Garage. Körperlich bin ich sehr Fit und würde fast schon sagen Muskulös. Um ehrlich zu sein Sexuelle Erfahrunge...

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...

Sissy Training

by kendra13 on Feb 13, 2018
Fetish

I am a blue collar manager type and live a pretty work a day life during the day, but at night, I have a rather interesting sideline. I am a sissy trainer. You see, many sissies are married and end up coming out to their wives. To most couples, this just creates a fun little fantasy for play during sex, but for some, it becomes more. For these couples, at so...

On the Hunt Ch. 03

by Lisa2506 on Jul 31, 2019
Exhibitionist & Voyeur

Hi, Madam Lisa again. This is day three of the ongoing story of my real life sub and myself. I have changed only the names of those involved. I do not mention any locations by name, but I will assume some of you will be able to figure them out. Please read P1 and 2 as doing so will help you follow along. *** Recap. Yesterday I found my subs ex-girlfriend,...

Chastity with Ex as Keyholder Ch. 03

by chastity_sissy on Mar 12, 2019
Fetish

Back at my apartment, I wanted nothing more than to just get the chastity device off of me, but I still couldn't help but be aroused at my humiliating situation. Here I was, chastised by my previous girlfriend who now controlled not only my orgasms, but whether I could have sex with another woman. Suddenly, my phone buzzed, notifying me of a new text messa...

Transforming Brent Pt. 03

by sissymissyct on Oct 8, 2019
Fetish

Over the next few days I removed most of my male clothing from the house and donated it to Goodwill. I met Wendy as she got out of work each day and we went shopping. The first time was for regular clothing. Skirts, dresses and blouses, leggings and shoes and regular lady's sportswear. Thursday it was lingerie night. I ended up with multiple bras and camiso...

Mistress Chronicles Ch. 03

by MistressMtoyou on Sep 25, 2017
Fetish

Title: Decision time Background/update Even if you've been following the last couple of stories about my subject, Muffin, you might want to read this background as there are a few new points of note. Muffin is slightly heavyset, 36 years old, about 5' 7" and 160 pounds. He is quite submissive and seems to be aroused by a number of fetishes, but he professe...

Reversals Ch. 15

by RachelClark on Mar 27, 2018
Fetish

Alterations Bright lights and a murmur of women's voices poured into the hall as Pamala opened the beautifully carved door to the treatment room. Julia smiled broadly in anticipation as they entered. It was going to happen here, in this room. She could hardly wait to see it, to watch him get injected, and to see the look in his eyes afterwards. Julia could...

Mama Mia Pt. 02

by grizzley123 on Jul 27, 2020
Fetish

This story contains many themes including cuckolding, gay sex, bsdm, incest and submission. If these are not your things, please skip. This is the second installment and it obviously helps to read the first part. The starting point here: I have just finished sucking off my temporary neighbor's cock. I have been set-up by my wife and her lover to be a submis...

Sin of Vanity Ch. 01

by Belongs2Beth on Sep 12, 2017
BDSM

Author's Note: This story continues the story of Vance, Marcia's friend introduced in "Marcia Goes Back to School". I have made an effort to make sure that this chaptered story can be read as a stand-alone or as an episode in a continuing series of stories set in the fictional town of Torquay, Connecticut. Readers of my earlier works will be familiar with Mi...