Spanking Sissy Stories

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A Mistress to Obey Ch. 03

by gbr2004 on Sep 12, 2017
BDSM

I woke up when she whipped the cover off the cage. I had been able to curl up enough to sleep on my side but when I tried to move I was very stiff. She opened the cage door and I backed out. She told me to go take a nice long shower and that my clothes would be on the bed when I finish. She was wearing a pair of tan slacks and a yellow blouse and looked like...

I"M Not, Really, I'm Not Pt. 02

by gbr2004 on Sep 14, 2020
Fetish

It's Saturday and I can't stop thinking about having to go out this evening and having dinner with Mr. Grant but I know there is no way out of it. I'm watching a game on tv when the doorbell rings. When I answer it, there are two men standing there. One is holding a couple clothes bags and the other several boxes. 'Are you Steve?' and when I answer in the a...

Man Disciplines Sissy Ch. 03

by LanaBehave on Aug 20, 2018
Transsexuals & Crossdressers

I watched Daddy walk to the door of the hotel suite, and I watched him open the door, and then I watched him step into the hallway. He was gone. The door closed behind him. I stood there, in my dress. In my heels and wig. I felt a shiver run through me, and I thought about Daddy, and what had just happened. I went to long mirror on the bedroom door, and I...

The Collaring of Chloe Ch. 21

by MemoryofSnow on Feb 10, 2020
Novels and Novellas

The Collaring of Chloe Chapter 21 - Wise Sissies and Quilt Burritos **Characters and text are protected under copyright law "Oh fuck, oh fuck, oh fuck!" Mittens wailed, her voice pitching higher with each repeat, approaching the point of a shrill shriek. Her back was arched so heavily that her torso had lifted up from the sofa, pawed hands clutching the s...

The Office Ch. 04

by EasilyConfused on Jan 23, 2018
Transsexuals & Crossdressers

There were six screens in total, one for each of those being monitored. Their heart rate, blood pressure and neural receptors all key indicators. The technician made gentle adjustments to the controls in response to certain measurements that she noticed on each of the screens before her. Behind her a woman in a business suit watched on. Paula Hamilton was sk...

Sissy Slut Boy

by SissyBoiToi1 on Jan 2, 2017
Fetish

You wake up in your bed, in your attic bedroom. You sigh, not wanting to get out of bed. But then, you realize 2 things--one, your alarm clock didn't go off, you overslept! You have 5 minutes to get to the bus! And two--your bed is soaked in warm, smelly liquid. Did you wet yourself? (Just a note: The "catch the bus" route leads to diaper-related c...

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Finding Her Secret Emails Ch. 02

by Quietoldie on Sep 26, 2017
Transsexuals & Crossdressers

It's one thing wearing panties in a city where no one knows us but quite another to put them on in a morning and drive off to work in them. But I follow Carol's suggestion feeling very daring. Of course my work colleagues must not know so I avoid the frilly ones on a work day and make sure my shirt is tucked into my trousers. I'm still finding it quite a tur...

Savannah's Hypnotic Socks Pt. 21

by Fibaro on Dec 24, 2019
BDSM

Chapter 25 After a few intense nerve wrecking minutes of waiting Roxanne felt a rather pleasant feeling much to her surprise. Someone was rubbing some kind of cream right above her pussy in circular motions. It felt rather pleasant yet at the same time it also felt so wrong and embarrassing. To make it worse she couldn't help herself from moaning around the...

Kasey's Confession Ch. 05

by KaseyLegs on Sep 14, 2017
Transsexuals & Crossdressers

My sleep that night was haunted by dreams of men in dark shadows hissing at me and jumping out with monstrous cocks as big as my arm. I woke up in a sweat, leaned over to see it was only four in the morning and tried to go back to sleep. When I finally got out of bed at eight o'clock my mouth was dry and filled with the taste of booze and salt water. I had...

She Wears The Trousers

by Quietoldie on Sep 19, 2017
Transsexuals & Crossdressers

I knew that Wendy was a strong willed, ambitious woman when we met. She had been active in a left wing feminist group at University and had landed a good job with prospects after leaving. In contrast I am not a high achiever and dropped out of Uni after a couple of years. Since then I have had a number of low paid jobs and am presently unemployed. To be hone...