Sissy Making Stories

245,522 results
Orientation
Length
Source
Infinite Scroll

Halloween Masquerade Disguise Ch. 01

by BOSTONFICTIONWRITER on Sep 13, 2017
Novels and Novellas

I call my mother, Julie, her twin sister, Jennie, my sister, Jessica, and my sister-in-law, Joanne, the Witches of Eastwick. Yeah, I know there were only three witches in the movie, Cher, Michelle Pfeiffer, and Susan Sarandon, but I expanded it to four to encompass my four female relatives. Definitely, the four of them are witches. Don't get me wrong. I mean...

The Journey Home

by Miss Jane on Sep 19, 2017
Erotic Couplings

It's been one of those days. After being at work all morning, then driving a couple of hours to your appointment, you had originally planned on meeting with the client for only about an hour, but their constant indecisiveness and wanting to have things their way, and their way only, has turned your one hour meeting into an all afternoon event. Your high leve...

Wilderness Road Ch. 02

by nightvoice2 on Sep 14, 2017
Erotic Couplings

March (2) I quite like painting. It's a mindless, stress-free sort of activity. Unlike some of the jobs I've had, there's that immediate sense of having achieved something tangible. This morning, the room was a strange half-pink, half-blue hybrid like a newborn's room where the parents were hedging their bets. Now just a few hours later it was completely bl...

Katy

by WillingVictim4U on Oct 7, 2019
Transgender & Crossdressers

From the moment I met Katy, I started looking at my life differently. I admired her so much. She was beautiful, and secure in her femininity, even powerful in it. Not that I'd never met other women who could be described that way, but there was something different in Katy. I think it was the way she looked at me. I could tell right away she was seeing parts...

Customer Friendly Ch. 03

by dispatcher59 on May 22, 2018
Mature

Susie and I continued to see each other, though our meetings were sporadic, as she was busy running the dealership, and of course, she had to work our time together around her husband. She would come by when she was heading to my area or beyond, and we'd get together for what was usually a mid day rendezvous. Most of the time, I'd fuck her with a condom, sin...

Aaron's Lolita

by ladyphoenix on Sep 25, 2017
Mature

Aaron moaned, head rolling from side to side on his pillow. His jaw was tightly clenched, as were his fists. He thought hazily that he must be bruising the soft, perfect pear curves of her hips, but he couldn't help it. He was dying. His cock was wedged tight in the hot clench of her no-longer virgin cunt and she was riding him, tits bouncing prettily, long...

Traveling Submissive Pt. 01

by alextremas on Jan 22, 2019
BDSM

Note: This story contains scenes of "consensual non-consent," and "threatened" impregnation between a Dom and sub who have worked these things out ahead of time. ***** She sagged against her hotel room door, relieved to be "home". She always got a lot done on these work trips, but it still seemed to take twice as long to run the usability tests as it shou...

Romantic Heroism

by MrKnightlyWriter on Jan 16, 2019
Romance

Author note: I Didn't really know where to tag this, it's a romance yet it more supernatural romance so anyway hope you enjoy. ***** Crime is on the rise in her city, she thought to herself as she stood on the edge of a tall building looking out over the miles of buildings that cover her city. Shadow girl is what the people called her, her strange ability...

Whole Lotta Rosie

by Mag58 on Sep 11, 2017
Romance

I'd had a successful morning; already taking orders from two large customers when I arrived at the small seaside town in the South-West of England. I phoned my next customer to ask if he was available to see me; but his assistant told me he was out of the office and wouldn't be back until about 2.30. As it was very sunny and hot I decided to sit on the smal...

Fuck Me and My Mom: Van de Kamps

by LL72 on Sep 18, 2017
Celebrities & Fan Fiction

I don't own any of the characters of Desperate Housewives. They belong to Marc Cherry. I'm only borrowing them... All the characters in this are over eighteen. * The hits and downloads I got for the Parrs 'Fuck me and my Mom' shoot were incredible. It was easily my most popular film, and the clips I circulated on the free porno video sites brought in eno...