Simon Says Stories

75,679 results
Orientation
Length
Source
Infinite Scroll

The Word is Red

by Mac223 on Sep 13, 2017
Erotic Couplings

This story begins with me picking up the phone, and giving my good friend Simon a call. "Drrring rrring rrring, drrring rrring rri- CLICK" "Sup?" Short and to the point, that's me. They say brevity is the soul of wit, and I believe it. "Not much." Simon can be pretty curt, too. I ask, "Party at your place tonight?" "Yeah." ...but I daresay that in his c...

Old 'Friends' Ch. 01

by Nosnik on Sep 17, 2017
BDSM

For you, you know who you are. She stretched in her bed, loving the feeling of the aches and pains the last two days had left her with. She remembered the rule that she wasn't to get dressed so she wrapped herself in a sheet and walked out into the living room of his bungalow. She couldn't believe she was finally here. She went into the kitchen to make a c...

Simon Sissy Slave Ch. 01

by Timewarp10 on Jul 30, 2019
BDSM

It was late summer in 1964, and it was Simon's first day at his new job. Simon had read his letter of appointment several times; and he held it in his hand now, standing anxiously outside the imperiously heavy door, embossed with "Post Room" in faded gold lettering. The door was probably victorian, Simon judged, and perhaps it had been a post room for many d...

Trust Me

by Skippy47 on Mar 2, 2020
Loving Wives

VALERIE I was packing my suitcase in preparation to go to my tenth-year high school reunion. I was being careful not to pack any special lingerie or items that my husband might think suspicious. That was okay by me because I did not plan to be intimate with any of the likely attendees. What I was worried about was my husband's concern over my re-connecting...

Winter Fires Ch. 05

by steveh11 on Sep 15, 2017
Novels and Novellas

"The Floyd are going to be at Knebworth!" Simon told Marianne a few days later. It was an early evening after Simon had worked a long shift, and he was unwinding. They were in the 'Cross Keys', at one of the tables. Simon had a beer, Marianne was drinking her customary white wine. He was holding a copy of New Musical Express, the legendary newspaper of the...

Flapper Dick Ch. 13

by emap on Sep 15, 2017
Novels and Novellas

Oh no it's the unlucky thirteen, run for the hills. Still there? Dang it, I guess that means I will have to try harder. I will get you to run away, oh yes I will. I seem to have made this one a little long, so nine pages. So tempting to just keep typing stuff up here to stretch it to ten pages. I won't do that, at least not on purpose but maybe I can accide...

Demonic Partnership: Demonic Hostages

by warnos on Sep 26, 2017
NonHuman

Authors Note: This chapter is titled what it is due to the nature of this chapter. I will be doing another side chapter exploring everything that Slamaria and their joint army will do to get Simon back. This chapter and the next one will be named differently but they follow Demonic Partnership. Both chapters will run parallel with each other. The next chapte...

The Kissing Game

by catchercradle on Dec 14, 2020
First Time

As I said in the intro to my last story, the kissing game did happen. It has here been considerably embellished! It did lead to us losing our cherries together but not the same night and with much more clumsiness than our protagonists managed! Simon was looking forward to the party. He knew a couple of the girls who were going and that they were unattached,...

October 1940

by giandomenico on Jul 9, 2019
Transgender & Crossdressers

I knew it was foolish of me but I craved the company of my kind and so I went out to the club, hoping it wouldn't be raided by the police tonight and that the Germans wouldn't raid the city. Fat chance. I dressed in my best silk stockings, my prettiest panties, bra and suspender belt, my best skirt and blouse and my pre-war short coat. I applied my makeup, p...

The Physical Therapy Student Ch. 04

by Arwing on Mar 12, 2019
Fetish

Simon sat at his cubicle. He agreed to pick up an extra shift hoping it would calm him down for tonight. Still, he felt nervous. Meeting the man who was having sex with his girlfriend. Meeting him as soon as today. Simon was mentally preparing himself but this unexpected development of meeting face to face like this blindsided him. "Well, we'd have to meet...