Sissy Boss Stories

46,032 results
Orientation
Length
Source
Infinite Scroll

Dawn Does Dictation

by mcopado on Sep 12, 2017
Erotic Couplings

This story is dedicated to Dai, my own naughty one...Everything I wrote I plan on doing to you, soon. **** "You, you, wanted to see me, sir?" my secretary stammered as she stepped nervously into my office. I could see that her eyes were slightly downcast through her conservatively styled glasses. "Was there something you needed, or did I do something wrong...

Date Night Ch. 02

by KarenWoods on Sep 14, 2017
Fetish

=========================== Author's Note- Hey everyone, I'm actually really pleased with the feed back I got from the first section of the story, and I admit that I was a bit surprised how much of it was positive. I'm taking some of it to heart, particularly those of you who expressed concern about Karen leaving her husband tied up the way she did. I agre...

The Spy

by lugnaf2nite on Sep 14, 2017
BDSM

It was overcast and a light rain was falling as Judy approached the building. She paused a moment as if to reconsider but continued on to the side door that the tenants used after hours. It took her a moment to find the right key but soon she slipped inside and quietly closed the door. Her watch showed that it was 2:30 am. She smiled slightly as she how clos...

Mr. McGregor Learns a Lesson

by Porky_Pig on Sep 13, 2017
Fetish

Benjamin McGregor sat fuming in the lobby of Intax Corporation's beautiful sales and technical center. He owned large machining company that had recently purchased three heavy-duty lathes from Intax. The damn salesman who had visited him last month had been convincing and Benjamin had thought that he was getting a deal of a lifetime. However, the machines we...

Allie's New Life

by Dawnsdelight on Sep 16, 2017
Fetish

© All characters or places in this and any following stories in this line are fictitious any similarity to actual persons are purely accidental. * * * * * Life in a small town was peaceful and boring. At least that is what Alexandra Bishop thought. Allie, as her friends and family called her, had live in Freedom, Kansas all her life. She always thought it...

Wife's Slut Adventure

by Foxe-Male on Sep 17, 2017
Loving Wives

"Tonight?" I questioned as I spoke into the phone. "Yeah, Big Buddy. I land at 7:30 tonight. Terminal 1, flight AC722. It's been a while! Looking forward to it." he said as I gathered my thoughts. He being Kevin. A customer of mine who works for a large company located in the oil patch. "OK," I replied as I thought what I would say to Debbie, my wife, for...

Caged Ch. 02

by Daniellekitten on Sep 14, 2017
NonHuman

She was beast. That was the first thing I noticed when Harland left me alone with my sister. She wore a collar at her throat, one that probably would have killed her if she tried to change to human. Her body was bent and stiff and she walked as if every move hurt her. She looked nothing like the swift and agile cat that had been taken so many weeks before....

Karen and Mark

by valeriahart on Sep 19, 2017
Loving Wives

I was nervous. Karen, my wife of eleven years, had told me to meet her at the Tumbleweed Inn at 3:00. I knew that the bar would be pretty much empty at that hour, and whatever it was she had to tell me would have little to do with partying with her. I didn't know how right I was. The TI was where she and I had met thirteen years before. I had a bad feeling...

Caught by My Boss

by Sabineteas on Sep 11, 2017
Exhibitionist & Voyeur

I can't believe that I was so stupid! It was just a stupid dare and bet. Something that I would never have done if we hadn't been drinking that night. But all of you know that alcohol is never a good thing when you end up doing something that you shouldn't. And because I was drinking, because my friends dared me and even bet me a month's rent on my apartment...

Bonded and Bred Ch. 01-02

by totallyatease on Sep 25, 2017
NonHuman

Authors note: It's a story that I have almost finished writing so hope to post on a regular basis if it is liked. Thank you for reading me x ***** Bonded and Bred Prologue It was more than two hundred years ago, when the first of their race had come to earth, not quite a hundred, dying people. They had been able to enter the earth's atmosphere without...