Sissy Punishment Stories

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Wife in Control Ch. 02

by wifetoy on Sep 25, 2017
Fetish

Almost two years ago, I posted the first part of a story detailing my punishment for failing to control my orgasm for my wife's pleasure. In an effort to appease her, I wrote her a poem offering acts of humiliation and service to account for my failure. She accepted my offering and executed the punishment with delicious cruelty. I lost the rest of the story...

Wife in Control Ch. 01

by wifetoy on Sep 25, 2017
BDSM

I originally posted this story almost two years ago, but lost the other parts of the story when my computer crashed. I am reposting this part and will be posting the other parts of the story over the next few weeks as I finish retyping them. While I may post some fictional stories in the future, all of the events in this one and the other parts to follow are...

Aunt Pamela and Leslie Ch. 03

by fantaseeboy on Mar 2, 2020
Fetish

I spent the days after my second visit with Aunt Pamela trying to decide what I would wear on Friday. She told me to wear something feminine, but I didn't have anything really feminine. The girliest article of clothing I owned were the stretchy, velvet shorts I'd worn on Tuesday. And after doing poorly on a pop quiz in my History class, I knew I had to do...

Nancy and Her Boss Ch. 03

by MidniteSpanker on Sep 19, 2017
BDSM

Part 3 – The Weekend. The initial stories in this series Nancy Remembers Chap. 1 Nancy Remembers Chap. 2 Nancy Remembers Chap. 3 Other stories continuing in this series Nancy and her Boss Part 1 Nancy and her Boss Part 2 Nancy and her Boss Part 3 - The Weekend Nancy and her Boss Part 4 - More Weekend Then the following are separate but related stories...

Wet Dream Pt. 03

by sissymissyct on Jan 28, 2020
Fetish

Gayle finished ordering items on line and checked the cam to be sure Georgia was asleep. The wetness in her panties told her what she needed to do. The payback for all those years that bastard cheated on her and how he had no idea what was coming to him, just made her pussy so wet. She was soon in bed enjoying her favorite toy. "I can't believe I slept so l...

Dominating Ken Pt. 05-08

by oneguy4fun on Sep 26, 2017
BDSM

PART V TEASED AND ENTRAPPED! Monday evening Kareena logged on and was delighted to see an e-mail from Ken. She had instructed him not to write until her present arrived and she knew that it had not arrived. She was curious as to what he had to say. She wasn't even halfway through the e-mail and her pussy was hot and beginning to dampen. It was obvious that...

Slut for All Pt. 04

by Knightofround on Sep 26, 2017
BDSM

Two weeks after Greg and Maggie came over, Vikki had to go away for a few days for a business meeting. I was a little upset because I had gotten used to being around her all the time. I was also going to miss the amazing sex. We both agreed to no self pleasure during the break. It was going to be very tough and I needed some serious distraction so I headed t...

The Secret of the Island Pt. 04

by neoview on Oct 30, 2018
Sci-Fi & Fantasy

You thought the story had died but it was just my lazy ass refusing to continue. Also I was busy with my girlfriend so I couldn't really focus. Yes, I have a girlfriend now. Well "she" prefers to be called a girl even if she isn't. Without her I would finish this story much faster, but... she gave me some interesting ideas which were too good to ignore. ***...

Mistress Joan Ch. 01: Punishment

by slutty_sissy_nikki on Mar 10, 2020
BDSM

BASED ON A TRUE STORY! All characters are over the age of 18. This is my first short story and I welcome constructive feedback. PRELUDE The cane cut through the air to deliver another mark onto my plump bum. I tried, unsuccessfully, not to flinch when I heard the wish sound of the cane travel through the air. Knowing it was coming was the worst part, or ra...

Sissy Gets Punished

by MsMorrigan on Sep 16, 2017
BDSM

Once upon a time there was an overly eager sissy girl. This sissy girl loved her mistress. She loved her so much she tried to anticipate her every whim before she needed to even speak the words. One day the sissy girl was vacuuming, dusting and general cleaning. She was openly lamenting on how her overly large pathetic sissy clit was getting in her way. How...