Sissy Stories

6,529 results
Orientation
Length
Source
Infinite Scroll

Sugar & Spice

by AngelCherysse on Sep 16, 2017
Transsexuals & Crossdressers

This is my most difficult story to date; difficult to write, difficult to read. The sex is intense; the violence, more so. Most men will not have the patience to sit through it; it takes too long to get to "the good parts". Most women will not have the stomach for it; in places, it hits too close to home. I don't know whom that might leave as an audience, bu...

Darla's Dilemma

by soldierboy50401 on Sep 12, 2017
Loving Wives

For more background on many of the characters in this story, please read the following: What Mother-in-Law Wants Badge of Betrayal Clarissa Gets Served Grab Life by the Balls The Ghost of Red River Falls This story also contains some graphic descriptions of domestic abuse. If you or someone you know is currently in an abusive relationship, please...

The Institute: Body Double

by AngelCherysse on Sep 14, 2017
Transsexuals & Crossdressers

This story is set in the near future. Some of the medications, procedures and technical advances detailed within have not been introduced -- yet. ***** Chapter One I had never believed in love at first sight until the brunette with the mesmerizing gray eyes appeared. She arrived late; the party was already well underway. She wasn't supermodel stunning;...

More than I Deserve

by StangStar06 on Sep 18, 2017
Loving Wives

Hey folks. I hope you all had a great Christmas and New Year. I'm starting the year off with a story that's a little bit softer in tone than usual, but we're gonna do some different things this year. Some of them are designed to involve you guys more in the story making process. Who knows maybe I'll fall flat on my face but it won't be the first time. So be...

The Descending of Jessica Ch. 12

by Jessie92 on Sep 19, 2017
Novels and Novellas

Several months ago, I hinted at an epilogue to wrap everything up. Unfortunately, this has turned into not only another chapter but probably should have been two or three. Oh, well. If you haven't read the preceding chapters, you probably should or none of this will make any sense. If, on the other hand, you want to plow right in then have at it. I make no p...

Pharr Flung (Well Hung) Tours

by SandyMarl on Mar 31, 2020
Humor & Satire

Author's note: I believe this whimsical tale best fits the category of Magical Realism; alas, although such a category exists in the broader world of literary genres, Magical Realism is not a choice available for submissions at Literotica. I have chosen to place this story in the Humor & Satire category, as I am hoping the dear reader will find the absur...

From Russia with Love - Finale

by pellucidbard on Jul 17, 2018
Loving Wives

Author's ed. notes: "From Russia with Love, Finale" is a sequel to "From Russia with Love, Part Dva." The central characters and storyline are developed there, so please read that story first. For the best read, start with the original story in the series, "From Russia with Love." My stories are long. They are usually slow burners with the hot sex in later...

Leanne the Lusty Lifeguard

by RetroFan on Sep 19, 2017
Erotic Couplings

INTRODUCTION & DISCLAIMER - On New Years' Eve 1979 in Sydney Australia, 19-year-old student Greg Tyler resolves that from 1980 things in his life will change. No longer will he be a shy virgin with an unrequited crush on his pretty co-worker Morgan, he will ask her out and finally go on a date. But for the bumbling but well-intentioned Greg this is easier s...

Angel with a Devil Inside

by chatbug on Sep 14, 2017
BDSM

Chapter 1 - When I first met her We met about two years ago, in the mall. I still remember the first time I saw her. She was walking ahead of me in the mall, and I noticed her hair. She has beautiful waist length red hair. It is somewhat thick, and it just flows from her head. She was wearing it loosely and it was all I could see. I caught up with her, and...

Lifes Changes Ch. 10

by Scribler on Aug 18, 2017
Fetish

I woke up the next morning feeling hung over. As if I as on a drinking binge for a week. Pam handed me a glass of orange juice that tasted so good I drained the glass in on gulp. I looked around the room and asked "Where's Bill." "He left for work early today, he thought it was best for you not to see him. He said you've been worse this year then you ever...