First Time Sissy Stories

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A Reward, of Sorts

by shortonreality on Oct 15, 2017
Fetish

I had been a well-behaved slave. I did not complain when I was not supposed to. I begged for more when I was supposed to. I had served my mistress for one year when she called on me, and had been allowed to spend the last two months as her house slave. Now, as a reward for my good behaviour and service, she said that she would reward me with a special treat....

The Shopkeeper Ch. 03

by embarrassedBut on Apr 17, 2018
Erotic Couplings

She was upset and unsure why. The plan was on track. A chance encounter at a restaurant. A casual invite to a party. Some flirting to get the ball rolling. It was a good plan. She climbed into bed next to her husband. "What's wrong?" "I don't want to talk about it." "If it's about that woman flirting with me, I'm not interested." "Damn!" "Pardon?" "I...

MaryAnn and Her Hot Neighbor

by MaryAnn678 on Sep 15, 2017
Group Sex

MaryAnn was a features writer and associate editor for a regional magazine. When she returned home from Las Vegas, she wrote her assigned article about a high class hooker. Then, under a pseudonym, she wrote a much more erotic article on the same subject for one of the country's leading men's magazines. She hoped the erotic version would be suspected to be f...

The Life and Tines of Slave N Ch. 01

by Discordianknot on Sep 13, 2017
BDSM

My name is Lauren. Though when I'm at home, I usually answer to "Mistress Lauren," or just "Ma'am." I am a 39-year old woman. I owned my own successful real estate business - so successful I was able to semi-retire by my mid-30s and do quite well day trading and investing. I own and take full advantage of a live-in slave. Her name is N. She used to have anot...

Queen of the Blowjobs

by The_inspector_and_the_fish on Sep 13, 2017
Group Sex

Dear Diary OMFG!!! I've just been crowned Queen of the Blowjobs! Well, I didn't get a crown actually. It looked more like I'd been hit in the face with a custard pie, I had that much cum on me. But I did it!!! It all started last weekend at Penny Davison's party. She was all like, "It's the end of uni and my parents are away so I'm having a party." I don...

Aspen Summer

by johnmale on Oct 8, 2019
Interracial Love

This is a completely true story about my Korean girlfriend and me. It is about a wild summer we had in Colorado and about her early experiences with a hung black male. ------------------------------------------- We were just young kids, barely starting college. We were both 18 years old. Chee Yun had been my girlfriend since we were sophomores in high scho...

Dragonborn Rising Ch. 28

by unknownauthor29 on Feb 3, 2020
Celebrities & Fan Fiction

Chapter 28 - Mountain High ***** Though I intended to leave for High Hrothgar before doing anything else, I wasn't going to just drop everything and go. After the giant feast the jarl put on for me in celebration of my elevation to Thane, I found myself escorted to my new home by Aela and Lydia, as we'd all consumed a lot of food and drink, and by the time...

Acts of Infidelity - Linda & Steve

by JennyGently on May 21, 2019
Loving Wives

The events told in this story happened in the summer of 1974. At the time, George was a college student at CalPoly, San Luis Obispo, California studying Architectural Design. He contacted me after reading some of my cuckold stories, offering to tell me about an amazing summer all those years ago which had remained in his mind ever since and which he believed...

Time Moves Differently

by musicalchick on Sep 16, 2017
Romance

Message in a bottle I did not send him a message in a bottle, but I might as well have done. You see when I first met him it was quite by accident. Our paths should never have crossed. He came to me when times were tough, when after months of believing that I was coping, I really, really wasn't. I thought I was doing just fine, but then hindsight is a great...

Angel Lost in the Dark Ch. 08

by hedoman on Sep 16, 2017
Exhibitionist & Voyeur

The first thing I did upon entering the house was to escort Angel to the dining room. “Would you prefer red or white?” I asked as stepped into the adjoining kitchen and opened the refrigerator door. “Wine? Either, I suppose, but nothing really sweet or really dry. Do you have Chablis, or a Rose?” I opened the Chablis and brought the bottle along with two...