Spanking School Stories

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Mercedes Senior Year at St. Vincent

by OTKTop on Sep 17, 2017
BDSM

Mercedes senior year at St. Vincent Boarding school ***** When she was younger, Mercedes went to a very strict boarding school, one that still allowed corporal punishment. Usually the punishment was used sparingly but with a new Headmaster, Dr. Hoffman, more and more of the young women of St. Vincent Boarding School were ending up in the Headmaster's offic...

Jill's Spanking - 10 Years On

by guy4funuk1 on Nov 19, 2018
BDSM

Authors Note: This story does work on it's own but reading the others in the series first will make it better. ***** It had been a little over ten years since Jill and I had our first spanking fun. Our two girls were with their grandparents on holiday for two weeks and unbeknown to me Jill had ordered a full school uniform from her old school, skirt, shirt...

Start of the School Year

by Sarahcheer on Sep 16, 2017
Transsexuals & Crossdressers

Jim felt extremely nervous as he made his way to his parents' room after dinner that fateful night. He had been thinking of how best to ask his question all week, and for almost 2 months before that. He had been trying to gather as much information as he possibly could, but being only13 his sources of information were limited by his parents at that time. Sti...

School Spankings

by Joseki Ko on Sep 13, 2017
Letters & Transcripts

School Spankings Hi sis, I know it's been awhile since I've written you, but I've got a story I just have to share. There is a teacher that I used to have in high school that paddled me a couple of times in the 12th grade It was really embarrassing since I was 18. That was a long time ago but I still see her now in our small town. She has changed some bec...

Spank Me Again, I've Been Very Bad

by SusanJillParker on Sep 19, 2017
Anal

After a dozen years, a retired teacher gives his student the spanking she deserves. Barely 18-years-old and in the way of so many women my age, for as long as I can remember, I had a crush on my teacher, Mr. Martin. Actually, it was more than a normal crush. It was a sexual fantasy, even an anal fetish of sort. It all started when he spanked my ass with his...

Asking For It

by Ashson on Sep 13, 2017
Erotic Couplings

About once a month the school where I work has a casual clothes day. There are rules about what the students can and can't wear. The rules are stricter for the girls than the boys but that's the way things are. It may not be politically correct, but it is common sense. Notwithstanding these rules, and the rather strict way the Headmistress interprets them,...

Teaching Ms. Goodhouse

by SpankerSam on Sep 13, 2017
Fetish

I entered the office and walked to the receptionist. "Mr. Sam to see Ms. Goodhouse." The woman checked her book, nodded and told me to have a seat. The office was neat, efficient and quiet. I noticed that each time the door to Ms. Goodhouse's office opened she was either on the phone or giving orders to one of the secretaries that went in and out like worker...

A Product of the Principal

by LorenzoAbajos on Sep 15, 2017
Fetish

My marriage has been falling apart for years. It had never went well. Oh, we had been good friends in college. My wife Serena was very sweet, and she was lovely to look at. She was dark, with dusky skin and raven hair. Her body was not great, but she was pretty and her tiny frame made her appealing. I found her fun to be with and had gladly acceded when she...

Mom Lets Me Spank Glenda

by lesliejones on Oct 13, 2020
BDSM

Ever since my dad was lost in a war several years ago, my Mom has often found herself taking me across her lap and lowering my panties for a spanking. Since I'm 18, this has become more and more embarrassing for me since if Mom so that she decides to spank, that spanking follows immediately, even if others are around. I have been the one spanked even when I...

Four Words Ch. 02

by tom6432 on Sep 11, 2017
Fetish

Elizabeth, my 41 year old wife, sat at her desk in her punishment PJ's. The PJ's consisted of a one piece Dr. Denton footed sleeper complete with a drop seat. The zipper ran down the front all the way to her drop seat flap for easy access. It fit her snugly accenting her fantastic figure. It was a white outfit trimmed with pink and Disney characters on the f...