Spanking Sissy Stories

28,144 results
Orientation
Length
Source
Infinite Scroll

Reading Allowed Ch. 01

by Zenmackie_lamignonne on Sep 18, 2017
BDSM

By lamignonne and Zenmackie * She thought, for perhaps the 1oth time since getting into the car, Just play it cool, but the more she admonished herself to act natural, the more self-conscious she got. When she parked her car at the bookstore and got out, she looked like any other undergrad with her backpack, jeans, and flip flops, bent on a night of study...

Better as Riley Ch. 01

by cactusaur on May 27, 2019
Transgender & Crossdressers

This is a multipart story featuring a male to female transition along with incest content. As it progresses there will also be themes of cheating. Themes: Feminization, trap, anal, incest, promiscuity, free use, exhibitionism, creampie, lesbian, cheating ***** "I can't do it! You don't understand," Ryan whined to his sister Kate. "What, that you have a c...

Joe, the Exhibitionist Ch. 02

by Richard_Steele on Jan 15, 2019
Exhibitionist & Voyeur

**As always, all characters are at least 18 years of age.** ***** After Kayla's friends leave, she drags Joe into the living room using his cock like a leash. Corina is sitting on the sofa, watching an old movie. "We're going upstairs for the night." Kayla tells Corina. Corina stands up to bid them goodnight. She is wearing a black lace thong and a black...

A Cock and Bull Story (or is it?)

by misterJJP on Oct 21, 2019
Loving Wives

My name is Roger. I am in my mid 40s. I am not what you would call handsome in the classical sense, but my rugged features, with a smile, give me some charm that many women find interesting and if I did not want to, I would not sleep alone very often. On the other hand, nature was generous enough with me and I am well above average regarding my male attribut...

Sweet Gwendoline Ch. 22

by Schlank on Sep 7, 2020
BDSM

When I got home, I was sore all over. Councilwoman Normandy had whipped me far more severely than any woman had ever whipped me before. Ms. Knauss was the first to notice my whip marks. I was under orders to report to Ms. Knauss immediately whenever I came home and submit to her for a strip search and body cavity search. It wasn't that anyone felt I was goi...

Learning to Submit Ch. 29

by kitten_d44 on Jan 22, 2020
Novels and Novellas

Author's Note - This is the end of the story, and I sincerely hope that everyone who has read it from beginning to end enjoyed it, and that you are happy with how I wrap it up. I thoroughly enjoyed writing it, and might add a couple standalone scenes, so let me know if there is anywhere that I left out a scene you wish I would have written, and I'll see what...

An Unexpected Encounter Ch. 03

by kitten_d44 on Jun 1, 2020
BDSM

Melissa's eyes snapped open, her breathing coming in panting moans, as her mind shot awake in the middle of a dark fantasy. Her mouth was dry, and she realized the fluid that had been on her face had dried to a flaky coating, leaving her skin in need of a cloth and some moisturizer. The thought of what she had done, of exactly what it was that was dried on h...

Amber's Enslavement Ch. 04

by dweaver999 on Sep 13, 2017
Sci-Fi & Fantasy

Chapter 4 The Collaring Leesha woke before Amber. That wasn't very surprising. Amber had been through quite a bit, both emotionally and physically. Her body was worn out and her mind was taking refuge in sleep. Leesha smiled at the memories from last night. Advanced trainees were always so enthusiastic to show what they've learned. As she remembered the ev...

A Correspondence with Sharon Ch. 16

by rivertown_rat on Sep 13, 2017
Letters & Transcripts

Part 16: Joe explores Sharon's submissiveness. This is the continuation of an email correspondence I had with a woman named Sharon Alderson. If you have not read the previous parts I suggest you go back and read from the beginning to get the full background. This conversation includes elements of wife swapping/sharing and group sex. If you don't approve of...

My Fantasy Weekend Ch. 05

by Pro_Ball_Player on Sep 15, 2017
Fetish

Thank You! To everyone who has voted and made wonderful comments. This chapter is dedicated to Leslie. The next day, Sunday, was difficult or me. I slept restlessly thinking about my promises and the way I agreed to let her do things to me. Not that I regretted it, mind you, but I was just a little worried I was creating a situation for myself in the future...