Sissy Storie Stories

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How to Ruin A Good Story

by BlueDaisy on Sep 1, 2017
How To

Many tim I open a storie on literotica settle down in my chair and get ready to transported to my own little fantasyland. The title may be catchy prommising to be a very nice arousing story. I have hi hopes for a enjoyabl fwe minuets of reading. Then I began to read. Often I consider stoping in midstory but usualy perseveer becuase I want to see how the sto...

The Old West.

by MR.EPIC on Jan 7, 2021
Humor & Satire

Alert! Alert! Wanted woman. Woman is wanted for multiple robbery cases. Pamela Jones - 26 years old. Dead or alive, $1000 reward. Last seen near the lake "Sol ardiente". The day is sunny, there are many trees with a nice green color and a big clean lake, or how i would call it "Un lago hermoso" We have Pamela: A beautiful woman of about...

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Bookstore She-Male Whore

by Anal Slave on Sep 13, 2017
Transsexuals & Crossdressers

I love dressing up like a she male slut and going into an adult bookstore with movie booths. A lot of them have holes in the wall where you can watch and be watched. I love lifting my short leather mini skirt up and letting men see my cock pushing up against my black leather g-string panties. Sometimes the holes are big enough that I can back my ass up aga...

Pregnant By Who?

by very erotic on Sep 11, 2017
Loving Wives

My name is Jimmy. I met Jen fresh out of highschool. She was the first woman I had ever slept with. She was 4 years older than me but we hit it off so well that six months after we met, we were married. A few months after we were married she shared with me that she had many sexual Experiences. Our sex life was great and Jen would do things to me that I had o...

My First Blowjob, a Late Bloom

by AnonymousRobin on Oct 6, 2020
First Time

I am reflecting on the months that led up to my thirtieth birthday. That was the year I was widowed after a ten year marriage. Needless to say I started some serious self exploration. It was a fine marriage, although his death didn't induce the deep grieving people describe. I spent most of my grieving weeks rethinking the decade of memories. We started dat...

Master Takes His slut's Soul Ch. 04

by little-nymphe on Sep 26, 2017
BDSM

The story continues, I truly hope you have enjoyed reading the previous chapters. If this is your first time reading my storie you might appreciate this one more if you read them in sequence. Please enjoy and let me know what you think by your feed back and voting. Thank you, Little-nymphe It is Saturday morning, the sun is bright as I look out the window...

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...

My Sissy Life

by snorn on Nov 26, 2017
Transsexuals & Crossdressers

I love being a sissy. I have been in permanent chastity since 27 Sep 2016, and am loving it. I have sissy training rules that are focused on keeping me doing the household chores and training me to be rented out as a cheap sissy whore/maid, a list of sissy motivational sayings which I listen to on repeat whilst doing nightly chores, and service rules for th...

The Dominatrix Order Pt. 02 Ch. 03 - Romance

by Jwwsmith on Feb 12, 2019
Transgender & Crossdressers

The next afternoon, Johanna invited many of the Goddesses of the Council over for lunch. Much to everyone's surprise, Representative Pencalia arrived as an uninvited guest. Pomona prepared a fine meal as the Goddesses deliberated over various issues. Pomona was very accommodating to the guests, serving them tea and salad and shrimp. She even placed cloth nap...

Sissy Chantel, New Reality Ch. 01

by Sissy_Chantel on Sep 19, 2017
Transsexuals & Crossdressers

A new story of a sissy's fantasy becoming her reality. But a reality, much more than she ever thought. This will be a multi chapter sissy maid and sissy slut story around Sissy Chantel finding reality of sissy maid and slut life can be more than she bargained for, enjoy. ***** Chapter One: The Journey Starts. Well another night and here I sit dressed in m...