Sex Sissy Fantasies 436 Literotica Discussion Board Stories

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Howard & Colleen Ch. 07

by Susie_O on Sep 16, 2017
Romance

Note to the reader: The Howard and Colleen stories don't begin with chapter 7. The previous episodes involving Howard and Colleen are in the Susie series of stories as follows: Susie chapter 8 provides a prolog to the story of Howard and Colleen Susie chapter 9 is chapter 1 of the story of Howard and Colleen Susie chapter 10 is chapter 2 of the story of H...

STU 26 Ep. 01

by ShaMiZenAparody on Oct 6, 2020
Non-Erotic

Within the Sha Mi Zen there are those people who dedicate their lives to saving the weak from the strong. The very best among them are the Special Tactics Units. They are highly trained officers in groups of ten to make a unit. Among the STU no group stood out more than the 26 group lead by Brian Parish, twenty years after the Velrusian War. These are the...

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:...

Getting Help Ch. 01

by azkelkel on Sep 16, 2017
Transsexuals & Crossdressers

I nervously sat in the waiting room for my 1:00 p.m. appointment with the therapist/psychologist. I found her through online searches, as I guess we do all things nowadays, where her credentials and location were most important to me. She received her various degrees from decent universities and chose to open up her practice in an area just far enough away f...

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...

One Step Too Far

by SatinDreamGirl on Sep 16, 2017
Fetish

The clock on the bedside table clicked loudly in the otherwise quiet room. A soft buzz of cicadas outside drifted in through the small gap in the raised window. The room seemed to glow with pink from the afternoon sun. The room hadn't changed much since Rachel had begun her fashion phase in high school. Her closet (and the closet of the guest room) were stu...

Getting to Know Me

by TheOriginalAnonymous on Sep 16, 2017
Reviews & Essays

My thoughts on sexuality, porn, and what makes a man **************************************** Some people subscribe to the belief that women are degraded in porn; these people think porn is sexist. In my opinion this is bullshit.* Some people enjoy being used when it comes to sex; I don't think there's anything wrong with that. Being submissive sexually, b...

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....

Becoming a Sissy Maid & Slut Vol. 01

by Sissy_Chantel on Sep 19, 2017
Transsexuals & Crossdressers

Title: How I became a Sissy Maid and Slut for a Dominant Master. Preface: I would like to begin by thanking all who will read my story here. This is a sissy story based on many thoughts I have imagined, many times throughout my life. These erotic thoughts have been enjoyed for a long while in my life. Like many sissy girls, stories like the one I will wri...

Miss Guided Pt. 02

by MissMarianne on Mar 26, 2019
Transgender & Crossdressers

I arrived at Dr. Bill's office and he greeted me and we sat chit-chatting together for about ten minutes. Then, Charles and Emily arrived. Dr. Bill addressed us all. "I have read Dr. Price's diagnosis and report and I concur with her findings and recommendations. It's probably best that Dr. Price tell us about them herself. Dr. Em began saying, "Well, f...