School Academy Caning Stories

107,851 results
Orientation
Length
Source
Infinite Scroll

The Cabin

by horneytoad98277 on Dec 23, 2019
Loving Wives

It was Saturday morning and my wife, Colleen and I were on our way to a small remote cabin a friend of mine from high school had let me borrow for my anniversary. We had taken off the next two weeks to spend together with nothing to do but swim, hike, fish and make love. I met my wife when I was in high school. Colleen Warner is 5ft 2 inches with natural re...

Teen Stud and the School Therapist

by dominanceaddict1 on Mar 3, 2020
Transgender & Crossdressers

I was about to leave work early when my phone rang. It was one of the school administrators. They also served as my secretaries. "Mr. Caldwell? A student is here to see you." No, I hadn't seen this student before. The student hadn't wanted to describe his issue with the admin and instead wanted to speak to me directly. My name was Sam Caldwell and I worked...

Kelli - Trina's Father

by WhyteGyrlKJ on Sep 13, 2017
Mature

Through most of high school my best friend was a girl named Katrina. During our sophomore year her parents ended up getting divorced and her mother moved to another city that was about ninety miles away. Katrina or Trina as we all called her chose to stay here with her father and on the weekends often went and visited her mother. During our senior year of h...

Face (Sex, Power, Love) Ch. 08

by EricDumuzi on Sep 18, 2017
BDSM

Gina: College After high school, Gina left her Midwestern home eager to remake herself. She imagined the eastern liberal arts school she had chosen would be the perfect place to be reborn. It would be an intellectual environment where she would be appreciated, a place to fit in, and a culture where she would no longer be considered odd, rather, exceptional...

Backsliding

by bzzzman on Sep 26, 2017
Loving Wives

I met my wife during our second year of bible college. I thought she was the most amazing thing I'd ever seen the first time I saw her up on stage, singing a solo in the school choir. She wore the most elegant conservative Pentecostal dress I'd ever seen, and despite her obvious attempts at being modest, it sure seemed to cling to her curves in all the right...

Sex Ed

by kimberlykitten on Sep 26, 2017
Exhibitionist & Voyeur

All the boys and most of the girls were eager for today's Sex Ed Class. "Today class. We're going to have a demonstration on sex. I will need two volunteers for this experiment," Miss Rice exclaimed to her class. Every boy in the class through their hands up, while most of the girls was uncertain about this demonstration. "ME, MISS RICE!" shouted Peter Sh...

After School Adventures Ch. 03

by Slash_Raptor on Sep 12, 2017
First Time

PART 3 "Bargaining" As the guidance counsellor, it's my job to help the students whenever they come to see me. Oddly enough I didn't get any visitors today. I've never had an easier day before. All I had to was finish grading the family studies test and I'd be home free. I had four more left. I was about to start the first of them when my phone rang. "He...

Canoe Trip

by Dr. Dusti Lee on Sep 14, 2017
Erotic Couplings

I was anything but a tomboy while I was growing up. I was all girl and all female. Several of my close friends and I were really miffed that the girl scouts would only let us do girl things while the boy scouts let our male counterparts have a lot of fun. After I was in my second year of college, I joined a sorority that was the opposite of what sororities n...

Seth's Fetish Ch. 06

by SweetPregnantTits on Sep 26, 2017
Fetish

I am now a father. It's hard for me to believe, and it's not something that I can announce publicly, because well, the mother of the child is also the mother of my wife. It all started when my wife and I began trying to have a baby, and we figured out we share am impregnation/lactation fetish. The desire to see Dana swollen up with my child, and the fact she...

Georgia Ch. 07

by VanessaEvans on Jan 31, 2018
Exhibitionist & Voyeur

Before you read this part I strongly suggest that you read the previous parts. It will give you the background that will make this part a lot more enjoyable. ***** When I woke up, I was on my back and Charlotte was asleep on her side facing me, one arm across me holding my tit. I gently lifted her arm off me and went and had another shower during which I h...