Sissy Shopping Stories

44,561 results
Orientation
Length
Source
Infinite Scroll

The Long-Haul Driver Pt. 01

by silversmiles64 on Mar 6, 2018
Fetish

For most of my life I have had a fascination with braces. It began sometime in my teens. As the internet became more widespread, companies began to market their products to many people who they didn't have access to before. Many companies started up marketing unusual products. One company that really caught my attention had started selling orthodontic produ...

My Old Comfortable Shirt

by oldbob68 on Apr 18, 2018
Non-Erotic

I bought this shirt forty years ago. I wore it at my wedding. At the time it was still crisp and creased. The day was probably too warm to wear the shirt but I liked the look and feel of it. I wore it for many years. I could look at it in a wedding picture that hung on our bedroom wall. She in her sleeveless dress and me in my smart white slacks and brigh...

Under the Christmas Tree

by sugarfiend05 on Sep 13, 2017
BDSM

The tree is decorated, cookies are made, the stockings are hung. Holidays are a wonderful time of year. After a busy past couple of days madly shopping for last minute presents and decorating the house, it was nice to just sit back for a few minutes, forget about the stress and enjoy the true beauty of the holiday. Tomorrow was Christmas, filled with laughte...

Loving a Maid

by Justfunstuff on Mar 7, 2018
BDSM

Ms Ariel Hewitt had divorced her husband not three years past. From it she prospered greatly, the estate, most of his fortune, and a three mile restraining order against him. At thirty-one she now found herself in a position from which she would never have to work again. This did, however lead to some loneliness on her part. Despite her full 5'7 frame, flow...

Stacks

by sexylibrarian27 on Feb 7, 2018
Exhibitionist & Voyeur

Being a librarian won't exactly make you rich, and the mandatory Masters' degree comes with a mountain of student debt. I make a virtue out of necessity. Shopping the vintage stores, I pour my curves into pencil skirts, thigh highs and kitten heels. I wear cat's eye reading glasses on a chain around my neck. My style is flirty and retro, with a touch of sass...

Horny 4 You

by SweetSexySwitch on Sep 14, 2017
Illustrated

It's your weekend to go play with your brother. I do not ever begrudge you this, but today is a sweet agony. I try and play solitaire on the computer, try to ignore the longing ache of my pussy, oh but it's hard. The news blathers on in the background as my thoughts wander to imagining you nestled between my thighs, that sweet tongue lapping and teasing my w...

Roommate Beyond Fantasy Ch. 02

by EisAlntheia on Sep 16, 2017
Fetish

This is one of my first fictional works and may not be great in the eyes of others. I’m willing to learn but from the perspective of women and women only. Since I cannot claim to know what lies in the minds women…especially the dominant woman, I cannot effectively provide the best written stories. I seek feedback from ALL women, but greatly encourage opinion...

Dolly

by kristydoll on Sep 1, 2017
Humor & Satire

Ever get in those moods when crazy things happen when you write? I hope you enjoy and appreciate the absolute bizarre writings that come from the place I like to think of as my mind. * * * * * Yeah I fucked it. Of course, I did. That's what it's for, right? I mean, who wouldn't? Wasn't even that bad. Yeah, yeah, I know, but who cares. In many respects, it...

A Definite Worry

by 1q2w3e4rass on Aug 18, 2017
Fetish

So many stories start, "Careful what you wish for".. well at the moment I am not sure. So from the beginning would probably make it easier for you to follow. I have always had a thing for ladies underwear, as a kid seeing the "old mans" dirty mags, and over the last few years I have had a thing for collecting knickers. Now I don't go out of my way but if t...

Sarah's Poker Surprise Ch. 02

by HotYoungCouple on Sep 16, 2017
Anal

One week after our poker night, Sarah and I went to stay with some friends in the country. It had been a hot summers day and we were tired from our shopping trip, so we turned in early. Since Sarah always slept naked, she turned out the light and snuggled up next to me. We fell asleep almost instantly. About midnight, Sarah awoke and went downstairs. I lay...