Self Insert Stories

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Edging Challenge Journal Pt. 02

by TieMeUpPleaseSir on Jan 28, 2020
BDSM

Day 3 I woke up with a frown on my face, counting the days. Can't believe it's been days I last reached orgasm. Despite my pleas, Sir stuck to His 7 day agreement. I send a cheeky good morning, and immediately regret it. Waiting nervously for His reaction, I take a quick shower and get dressed. I have to go to class today. After an hour, there's still no...

Conversation with Gabriella Ch. 04

by stacey_lynne on Sep 14, 2017
BDSM

Gabriella, a delicious cross-dresser, finally succumbs to my desires; her wife is set free among other men. And since I had already caught Gabriella flirting with my true love, Amanda, I made it a point to leave her out for the time being. Let her stew and see what she missed for being indiscrete. This is a fantasy, only a dream and a fantasy. Needles are E...

The Tryst

by phobosuk on Sep 13, 2017
Erotic Couplings

I've written this in two sections in a slightly experimental style. The first is deliberately in the past tense and the second in the present tense. It just seems to be better that way. I hope you agree and enjoy it although it is quite brief. Part 1 This is a story about you and me. You know who you are. I wrote a story. I posted it to an erotic story sit...

I Can't Believe I'm Doing This

by amann52 on Sep 14, 2017
Loving Wives

I can't believe I'm going to doing this. I keep telling myself that Steve and I are just meeting for drinks and nothing else, but my willingness to resist any advances by him . . . well it exist in word only. I tell myself that it is only drinks at his hotel while he in town on business but I know where it will end. Steve is sexy, funny, and smart and I am c...

Who's the Boss?

by Charley_Ace on Sep 16, 2017
Loving Wives

WARNING! This text file contains sexually explicit material. If you do not wish to read this type of literature, or you are under age, PLEASE DELETE THIS FILE NOW!! (c) copyright 2001 All Rights Reserved. * * * * * After my first wife and I divorced, I had a need to find another place to live. I stayed with a friend for awhile, but didn't feel comfortabl...

The Stone Goddess

by Jack_Kerou_WHACK_OFF on Sep 17, 2017
Mature

Not every second-hand bookshop has its 'gods and goddesses' section located in a dungeon with live, 24/7, Sub-Dom/S&M entertainment. And, not every second-hand bookshop requires you to strip to your underwear to enter one of its sections through a concealed door disguised as a bookshelf. Factotum Rarities & Antiquities intrigued me from the moment I first...

Thursday

by sissyfluff on Sep 16, 2017
First Time

Exactly one week later I got another phone call from Rina. "You come. Fix. "was all she said. "Listen you crazy bitch," I began "You come. Fix" she repeated. And then she hung up. "She's fucking' nuts if she thinks I'm going back over there for a repeat performance of last week." I thought to my self. But as I drove around I got to thinking about Benji's...

Fallen Angel

by 5swede5 on Sep 12, 2017
Mature

It didn't happen overnight. It was more of a gentle seduction rather than an awakening that brought her to this fallen state. She wasn't innocent before but the old angel would have been shocked at her carnal appetites and desires of the present. She recalls how the process started. It was after the divorce. It was not a loveless marriage. They had many swee...

Helen's Blackmail

by ThisWillBeFun on Oct 6, 2020
Exhibitionist & Voyeur

Helen's Blackmail It was an unprecedented time. The world it seemed, was on pause. Life was perhaps still going on, but not obviously so. Stay in your homes, was the constant refrain. Stay where you are. No meeting other households. No going out. No having fun. Lockdown. This was not good news for anyone, and everyone felt their own personal torments. Hel...

Freyja Inc. Ch. 04

by Texas_law_man on Sep 15, 2017
Toys & Masturbation

Chapter Four: Training begins The elevator ride was only five stories up, much shorter than the last one. As the doors open Shea expected to see another office type setting where they would be poked and prodded again but much to her delight the atmosphere was more warm and welcoming. The walls were wood paneled and there was a nice runner on the floor inste...