Sissy Maid Chastity Stories

25,197 results
Orientation
Length
Source
Infinite Scroll

Madame's (Milked) Dry Bar

by dashielldash on Sep 25, 2017
Fetish

One or two of the women gasped but there was mostly appreciative laughter as they entered the room. "WELLLL NOW..." exclaimed Andrea with her thin eyebrows cocked, "Haha, oh my god..." Rebecca managed, as one of the more shocked onlookers "As you all know, when I want to try something, I do it," Madame explained, very matter-of-factly. A large couch gave...

Bent by Gia Ch. 03

by GiasScribe on Sep 16, 2017
BDSM

Author's Note: The story below is 100% real. This series is intended to document my journey into submission at the direction of Miss Gia. All participants and activities described below are real. Much of the writing involves the psychological aspects of submission from the perspective of the sub, not just the physical interaction. If you are looking for an u...

Mistress Tanya Ch. 02

by Palancar on Sep 15, 2017
Fetish

The next morning I got up and fought the urge to check my email. I had to give her time to answer but to say that I was anxious was an understatement. A little before noon I check and sure enough I had a reply. I also noted that there was an attachment with the email. I could hardly contain my excitement at seeing what she looked like. I opened the email an...

The Magazine Article

by justincbenedict on Sep 16, 2017
BDSM

Fillmore Phelps yawned as he waited for Dr. Bigelow's chesty receptionist to call him. Fillmore had been seeing the orthodontist for four years now, and now, at twenty-one years old he was finally he was getting those god dam braces off Hey...he could finally eat an apple. Fillmore looked around on the table for something to read. Yeah. Good, something oth...

Lesson Taught Ch. 01

by Hericles on Feb 11, 2019
BDSM

Vicki was a bit unhappy with her husband. Of late, Tom had been rather, well, unsatisfactory. She decided to take steps, and hopefully teach him the lesson that she was not to be taken for granted. She made a couple of online orders, and after they arrived, dropped by the post office and mailed what would be an important package for her spouse. It was Friday...

The Normal Life, or Not? Ch. 03

by Denialxx on Mar 11, 2019
BDSM

They were finally home again. She had taken the harness off from him, leaving only the collar on his naked body. His fairly defined muscles, toned so perfectly, and his face, all too worthy. She knew he had finally submitted, and there was no going back. Though every time she ran her hand through his hair, she felt his muscles tense. She left him alone in t...

Office Cuckold Ch. 03

by Cuckjosht on Sep 17, 2017
Loving Wives

Leah, my wife, met me at the door when I got home. She was wearing the same lingerie she wore on our wedding night. Her red hair was done in long flowing curls, perfectly framing the beautiful face I looked at while I said my vows. Her shoulders and collarbone were bare. She wore a white corset that pushed up her ample breasts. Carrying a few more pounds now...

A Game of Tease and Denial Ch. 01

by MALIBUMAN666 on Sep 14, 2017
BDSM

I'm lying on my back, with my wrists and ankles tied to the bed. My Mistress is standing over me and I have a perfect view of her gorgeous wet pussy and arsehole. As I look down between her legs I can see her beautiful tits swaying as she pounds my cock. The Femdom hour is nearly up and after four days of not being allowed to even touch my cock I'm finally g...

A Partner in the Firm (Step 03)

by LisaRowl on Sep 18, 2017
BDSM

As it turned out, Alice had bought a lot of very expensive clothes and shoes. I packed them all into "her" room. They must have come to a total many, many times greater than my weekly allowance. I wondered again how much she really earned. After I had packed everything away I came through to find her lounging on the sofa with a drink in her hand. She smiled...

The Yoga of the Ruined Orgasm Ch. 02

by suppleWriter on Sep 17, 2017
Fetish

My name is Zelda, and I'm writing again to describe how our orgasm control work is progressing. It would probably be useful if you read the earlier account in part 1, but briefly, I now 'cream' Michael by stimulating him, but then letting go just prior to orgasm, so he only dribbles. PHASE 2 Well, the process is now slightly more refined. Michael says he...