Punishment Weekend Stories

91,250 results
Orientation
Length
Source
Infinite Scroll

Andrea & Sir James

by neolithic_one on Sep 14, 2017
Mature

At thirty years of age I made a career move and joined a small private company as assistant to the sole owner who had over the years built up a very prosperous business because of the niche market he had identified and taken advantage of and he was now a very wealthy man. At fifty-five he had been knighted for his achievement in the business world. Now sixty...

Revenge in Advance - Derby's Dose

by saddletramp1956 on Dec 11, 2018
Loving Wives

The following is a continuation of the saga based on edrider73's 2014 story, "Revenge in Advance," in which a wife purchases an insurance policy that ultimately details the revenge her husband would face if he was caught cheating on her. In a nutshell, Oscar, the husband in the story, learns that if he were to be caught cheating, he would essentially be kidn...

The Weekend Retreat Ch. 02

by LostKite on Sep 28, 2020
BDSM

Chapter 2: Friday Afternoon Mia sank into the huge chair by the window. The extra £25 for a first class ticket was definitely worth it. The carriage was clean and modern, and most importantly empty. She then opened up her emails on her laptop. There was a few things from work which she needed to reply to. Then, she checked her email confirmation once more...

Return to "Weekend School"

by cynthiablaine7 on Sep 14, 2017
BDSM

[This story does deal with women who are menstruating as well as with defecation, so those offended by bodily functions should proceed no further.] * Marcia and Linda, now that they were in their late 40s, had decided that it would really be fun to relive their school days. So they were even more excited when they saw the item online that invited women to...

The Weekend

by JackCummings on Sep 17, 2017
BDSM

I decide that you require punishment and summon you to my home for the weekend. Your plane lands in the early evening on a Friday. I meet you at the gate and without uttering a word, lead you to my car. Once in the car, I begin to sense your fear at what I might have planned for you. As we pull away from the airport, I reach over and slightly spread your l...

The Feared '57' Ch. 02

by lesliejones on Sep 12, 2017
Fetish

To Megs—with joy for her continued high spirits Irene Crawford, Oakhurst's principal, immediately started having second thoughts about Janet Sanders' rather impetuous request to award the "feared 57" punishment to senior Marcie Williams. Irene realized that she had responded in a positive way to Janet's mentioning to her that the request was forthcoming bu...

A Master's 'Pony'

by amber_angelpony on Sep 14, 2017
BDSM

As i stood waiting patiently (yes there is patience somewhere) for Your plane to arrive, i bounced from one foot to the other not wanting to sit for any length of time. I should have known better, knowing that this weekend although a getaway for You would be slightly different for me. I jump, hopefully unnoticed, when suddenly i heard Your voice behind me....

The Corner Office Ch. 07

by tom6432 on Sep 18, 2017
Fetish

VIII Saturday Visit (This is a fantasy containing spanking and humiliation. If you do not enjoy reading this type of story please do not read it. It is meant to be a fun story) I rang the bell at Elizabeth Delany's home she is my 45 year old administrative assistant. I could hear her 22 year old daughter Cassie yelling: "I don't have to do as you say, I a...

Marion Turns Me On Ch. 02

by jomar on Sep 14, 2017
Transsexuals & Crossdressers

You might want to read the first chapter for a semblance of context. On the other hand, you know what you're in for here. I hope you enjoy the kink, baby. ***** "Did you like it? Did you like my fingers inside of you? Marion said this to me at work the next day. She cornered me in an office and hugged me, wrapped her arms around me and buried her face in...

The Punishment Room Pt. 05

by J_Birkenzweig on Sep 14, 2020
BDSM

Part 5: A Love to Last. When she woke up, he was sitting on the couch reading. He noticed immediately that she was awake and smiled. "How are you?" "Well, so-so." Her soles were still burning and throbbing terribly. She wouldn't be able to walk properly for days. She could not read the watch from the bed. "What time is it?" "3:30 am, can I get you anyt...