Sissy Machine Stories

38,061 results
Orientation
Length
Source
Infinite Scroll

Ten Inch Reunion

by IgnoreTheCold on Sep 13, 2017
Erotic Couplings

A SEXUAL BACKGROUND: I have to admit that I am drawn to the most sexually promiscuous situations possible. Sometimes these urges lead me to an influx of obsessive regret when I contemplate what is morally acceptable. But I can't help myself. And in hindsight, maybe I enjoy my sexual edge. The goal is that I need to find others who share the same enthusiasm....

The Way Home

by CAP811 on Sep 17, 2017
Mature

Good time for a coffee break, Blake thought when he saw the sign: Hannah's Divine Donuts. He slowed his Audi A5 and guided it into a space near the front. Taking a deep breath, he listened to the hum of the motor and the faint whick, whick of the windshield wipers. After turning off the engine, he buttoned his wool overcoat and got out. The day was gloomy,...

DP

by ProperlyHandled on Sep 14, 2017
Erotic Couplings

It seems like I'm waiting forever outside of your house. I've knocked and the dog is going crazy, but there is no sign of movement. Finally the door is opened and you are dripping wet barely covered by your towel. All I know is at this moment I want to be wet with you. Now. I expect to go immediately to the bedroom, but you inform me that you are multitaskin...

Christmas Toy Run

by Auswoody on Sep 13, 2017
Erotic Couplings

The thunder of the huge V Twin motor echoed around the workshop-come-garage as the tall man kicked it into life and settled down into the comfortable saddle. He allowed the motor to ease to a low rumble while the door slowly opened and the magnificent low rider slid slowly into the daylight. She was a beautiful ride with cherry red frame with a tear-drop ta...

The Midnight Gym

by BeethovensGhost on Sep 13, 2017
Toys & Masturbation

It was late. The gym I usually went to after work was closed, so I made my way across town to a branch I had never been to before but knew was open twenty-four hours. My workouts had been sluggish and I didn't really feel up to it, but I was obligated. I'd paid for the membership after all. I changed into my workout clothes at the office and biked through tr...

Opportunity

by msgimply on Sep 13, 2017
Erotic Couplings

Opportunity: A narrative from Ms. Gimply's collection My room mate, Eileen, was away for the weekend with her boyfriend. Of course, I was jealous. I always told her that I didn't know how she managed to attract and keep a man since she was a high level para and completely dependent on her wheelchair. She isn't that good looking, either, but I don't tell her...

Dr. Harden at Your Service Ch. 04

by Romantic_Whispers on Sep 15, 2017
BDSM

The walls were lined with masks of all sorts as I looked around on my hands and knees with my front and back sides filled. Dr. Harden must have an interest in collecting colorful masks from around the world. There were also erotic art hanging in between each mask. In each corner were statues of women in compromising positions. The ceiling had chains hanging...

Connie at an Adult Bookstore Ch. 02

by cmorehead on Sep 13, 2017
Transsexuals & Crossdressers

Disclaimer: The following story is not intended for minors. If you are offended by sexually explicit material or it is not legal in your place of residence, please close the document now. If not, I hope you enjoy my attempt at entertaining you with stories of my adventures. * In the previous chapter, I described my first adventure to an Adult Bookstore as...

Michael the Host

by kirakakash02 on Sep 13, 2017
Fetish

Michael was desperate for money. His student loans were due and jobs in his field dried up shortly after he graduated. He answered an ad for medical testing subjects. During the orientation they explained the more involved the testing was the higher the pay would be to the participants. Michael agreed to be in several studies over the next couple of months....

My Funny Valentine Ch. 01

by maxicue on Sep 13, 2017
Romance

Chapter One Happy Valentine's Day 1980 I could look out the window. I could look at the window. I could look in the window. That day I did all three. Snow covered the city street like a bleached sheet, a thin clean layer. White would become as gray as the gunmetal sky but grimier eventually. Even in the congested metropolis it would take awhile. Not much...