Sissy Story Porn Stories

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Transforming Brent

by sissymissyct on Jul 9, 2019
Loving Wives

Katherine decides she wants to live with her lover Wendy. They come up with a plan to slowly change Wendy's husband, Brent, into their girly sissy maid full time. Will his resistance be broken? I put it in loving wives but it fits multiple categories. Will he will learn to love his new role in life? Yes, The narration switches between characters. If this bo...

Sissification 101: Ch. 01

by silkstockingslover on May 4, 2020
Fetish

Summary: Straight guy is caught watching sissy porn and...Note 1: Thanks to Eric who requested and helped plot this lengthy story. Note 2: Thanks to Tex Beethoven and Robert for editing. Note 3: All characters are at least 18 years old. Sissification 101: Ch. 01 1. MY SISSY CURIOSITY I've always liked nylons. I grew up when they were still popular and...

Stories from a Freeuse Hyper-Sexworld (Public)

by DamianFreeUseLover669 on Apr 22, 2025

THIS STORY IS OPEN TO EVERYONE. ALSO, A.I. GENERATED SLOP WILL NOT BE TOLERATED AND YOUR CHAPTERS WILL BE DELETED! ALL CHARACTERS IN THIS STORY ARE AT LEAST 18 YEARS OLD It's important to note that while this is a free-use world, the word 'free-use' does not exist as it's always been the norm. Though the term 'use' is still a common phrase. Instead people us...

Bigger and Better for Gwen

by donaldelliott11 on Apr 14, 2020
Loving Wives

With the help and consent of smallercuck, who wrote a version of Chapter 1 years ago and didn't continue. He invited me to take Gwen's story further, and has seen and endorsed this completion of his original work. ***** Chapter 1 "I noticed that Darren joined the gym." Gwen looked up from her papers as the young salesman walked into her office. As Assist...

Twenty-Two More Questions

by silkstockingslover on Jan 20, 2020
Reviews & Essays

Twenty-Two More Questions Summary: 22 questions asked by readers answered. NOTE: Thanks to Tex Beethoven and Robert for editing. I wrote the essay Twenty Questions in December 2017 and Twenty-one More Questions in 2018. I answered the following questions, in case you want to read them. 1. Are you really a teacher? 2. How often do you wear nylons? 3. Wh...

Break-Up Bitch

by bartleby_prefers on Sep 15, 2017
Fetish

It had been over a year, and we had been in love...at least, it felt like love for a while there. Hell, who was I kidding? I had to admit that at this point in my relationship history, I had no idea what love should feel like. I sat with my head in my hands in her living room. She was in her bathroom, getting cleaned up after an hour of silent sobbing. An ho...

What the Hell's Happening Ch. 08-09

by next2ArchStanton on Sep 19, 2017
Erotic Couplings

Are you still with us... Probably not... Perhaps you'd just like to skip forward to chapter 14 and find out What the hell's happening. Anyway here's chapters 8 & 9. Cheers, Arch. PS. Excuse the editing, still struggling with it on my own... for obvious reasons. ***** 8. IT SEEMED LIKE A GOOD IDEA... I knocked on the door with breakfast. "Uhh... come in!...

Sissy for a Day

by silkstockingslover on Oct 16, 2018
Fetish

Summary: With his wife's help and support, a man becomes a sissy for black cock. Note 1: This is a Halloween 2018 Contest Story. Be warned: this story involves sissy sex, obsession over black cock and a bukkake. If this isn't your thing, please don't read any further. Note 2: This is dedicated to the real Paul who requested this story. Note 3: Thanks to:...

Sissy Surprise

by silkstockingslover on Jul 18, 2018
Interracial Love

Editor's note: this story contains scenes of gay male sexual content. Summary: Wife discovers her husband is a slut for BBC and... Note 1: This is a NUDE DAY 2018 Contest Story. Note 2: Thanks to Tex Beethoven, and MesaMan for editing this story. - SISSY SURPRISE My husband hadn't been the same since he returned from a six-month military tour. There w...

Home Made Porno Ch. 14

by zeke81 on Sep 14, 2017
Loving Wives

Note: This is the 14th installment in a long story about 5 couples that decide to make an adult film together and then have to deal with all of the issues that the project creates. There will be an accompanying story called "The Beach House" that is supposed to be the movie that these 5 couples create. The different sections of this story won't make much se...