Sissy Stories Stories

63,614 results
Orientation
Length
Source
Infinite Scroll

My Wet Neighbour Ch. 9 (Final)

by phantom1 on Sep 12, 2017
Group Sex

This story may not be reproduced in any form for profit without the written permission of the author. This story may be freely distributed with this notice attached, as long as no charge is made for it and it isn't changed in any way. If it is archived or displayed, it is done so with the understanding that the author will have unrestricted access to the arc...

Clarissa: Old Friend

by NaughtyHubby on Sep 19, 2017
Loving Wives

Author's note: The following is a sex story. It is not "Erotica" or sensual, romantic stuff, even though it contains some seduction and slower parts. It is NOT meant to have deep, complicated characters or plots. It is meant to be the kind of story that makes you wet/hard due to its nature and naughty content. Expect stereotypes. Expect unrealistic situation...

9 Stone Cum Queen in the Club

by 9StoneCumQueen on Sep 18, 2017
Group Sex

(This is my second story for Literotica.) * Here I am. I am sitting on a toilet, in a club, in a basement, in the centre of London. I am fully clothed. I am wearing black opaque tights over my long legs. I am wearing yellow court shoes with three-inch heels. I am wearing the tightest, highest denim shorts you have ever seen. I am wearing a simple black...

Orson and Mircea

by DireLilith on Aug 29, 2017
Group Sex

The first time they met secretly in his tower, they were all over each other within minutes. The wizard's robes came off. The barmaid's dress came up. And inhibitions went out the high open windows. But it was as things progressed in the relationship of Orson the Wizard and Mircea the Voluptuous that things became.... intense. There was little love between...

Fisting Cheryl

by Ravisher71 on Sep 26, 2017
BDSM

First impressions whether they be online or in person are not always accurate. I had posted online a thoroughly debauched tale of fisting and stretching – one of many. It is always good to get feedback and I often get asked if the stories are real or 100% fiction. The answer is a mix of the two. One of the stories elicited a response along those lines from a...

School Open Day

by djt_one on Sep 17, 2017
BDSM

Fiona and Tim had both been looking forward to the Celwood School open day. Tim because he was a past pupil and Fiona because she had been excited by the stories Tim used to tell her about his school days. Fiona had most enjoyed the stories Tim had told her about the times he'd been in trouble and then been subsequently punished by his house master Mr Davis....

Doin' the Boss Ch. 04

by RobynG on Sep 12, 2017
Mature

NOTE: There's something about writing for Literotica which brings out things of my life of which I'd never talk face to face with another human being. I mean my mom knew vaguely about my affair with my former boss, Mr. Little. My girlfriend and I spoke about some of our sexual desires and those of our partners. But my stories can be more graphic and reveal m...

Mentoring Britney Ch. 02

by irxgbr on Sep 14, 2017
Loving Wives

The beautiful young Britney was due to take one of her conquests out clubbing on the Friday night as instructed by her mentor. If you do not understand the previous sentence, I recommend you read chapter one of her story. As a brief memory jogger for those that did read it, I dabble in writing erotic fiction and Britney had seen my stories, she was very frus...

Why are You Trying so Hard? Ch. 03

by bobbythree on Sep 15, 2017
Loving Wives

This is the third and final (maybe) installment of "Why Are You Trying So Hard?". This story will not make sense if you don't read the other two stories first so, please, if you are going to read this story, and I hope you do, read the first two: "Why Are You Trying So Hard" and "Why Are You Trying So Hard?" Part 2, first. I didn't intend to continue the st...

CRAP

by SW_MO_Hermit on Sep 1, 2017
Humor & Satire

I look at the thermometer. No, I don't go outside or get out of my recliner and walk to the window so I can see the old fashioned thermometer on the porch. Hell a coupla years ago one of the boys gave me this new fangled one that sits on the bookcase where I can see it from my chair. All electronic ya know. Has this here outside thingie that radios the tempe...