Sissyplay Stories Stories

6 results
Orientation
Length
Category
Source
Infinite Scroll

Teased, Denied and Sissified Ch. 02

by subbieman on Sep 12, 2017
BDSM

I woke the next morning to a kiss on the cheek, "Hey sweetie, I'm heading into work early. I left a little note for you on your dresser. See you tonight at the mall." Opening my eyes I watched Ashley walk out of the bedroom and leave for work. I wiped the sleep out of my eyes and realized I was still wearing her panties. Did last night really happen? I rol...

Pimped Out Sissy Bitch

by Gemsissy on Jan 12, 2018
Fetish

My phone vibrated softly signaling a text. I almost didn't look at it. I was at a meeting of the board of the corporation I work for, trying to steel my nerves for a presentation I was scheduled to make. This was my first time and instead of running through my presentation in my head I was focused on what I was wearing under my suit. I glanced at the phone....

Genius That He Was

by Art on Aug 19, 2017
Exhibitionist & Voyeur

Billy Bob was quite pleased with the new, or nearly new, VCR that he had acquired at the local pawnshop. It was in its original box and still had the shrink-wrapped owners manual. And, it had cost him twenty-five dollars less than a brand new one. He stopped at an electronics store on the way home and bought a few things to hook it up to the television and t...

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...

Aunty's Toys Ch. 02

by novelcriss on Mar 25, 2019
Fetish

**Thank you everyone for reading and taking time to vote on Ch. 01. Do please feedback. I hope you like the evolution in Ch. 02. It has taken a lot longer to get going than planned!** ***** Simon stared at his phone in his office, not quite comprehending. Sally or Aunty as she'd told him to call her had sent him a text. "Simmy dear, don't forget your app...

Journey into Feminization Ch. 01

by KneelingNancy on Jul 14, 2020
BDSM

***Chapter 01 - The Beginning Like so many of our beginnings, mine started to what some would call a normal life. I grew up in on the west coast and would consider my family upper class. Both my parents had successful careers and my brother and I had a lot of great experiences growing up (private sports clubs, investment in the arts, etc.). During my chil...