Teacher Punishment Stories

52,604 results
Orientation
Length
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Infinite Scroll

Homecoming Ch. 02

by Semele93 on Nov 18, 2019
BDSM

When the last rays of the sun were kissing the earth goodbye for the day, Grace found herself sighing with an abundance of relief. Daniel hasn't completely forgiven her, but mere acceptance was, definitely, a win for her. She knew she had so much to atone for, and this was merely the beginning. "You will be staying in the guest room for the week," he inton...

A Very Shameful Punishment Ch. 18

by lesliejones on Oct 9, 2018
Fetish

[This story does include bodily functions and some serious corporal punishment as well as lesbian relationships. If you are not interested in any of the above, you should read no further. All characters are well over 18.] *** Eleanor spoke to all her housemates about how things needed to work for them all to feel good about the set-up and to continue to ge...

The New Naked Lifestyle for Dan

by indsub89 on May 21, 2019
Exhibitionist & Voyeur

Author's note: This story was supposed to the fourth part in the Dan series right after the story 'Dan's future'. However, it was rejected and the subsequent story was published which created some grave, unwanted confusion. Partly my fault and the admins did a good job in pointing out exactly where the problem was. ************************************* Da...

The Adventures of Polly Pt. 02

by CyrusL on Jun 8, 2020
BDSM

Next morning by 7.45am there was still no sign of Polly. This was not going to be a very auspicious start to my obedience course, but it gave me the opportunity to make her lack of punctuality as good an example as any of behaviour to be avoided. At 8.03 Polly casually strolled into my office. "Sorry I'm late, Boss. I missed my bus." I really couldn't be...

Teasing Daddy has a Price

by QueenSassy on Jun 1, 2020
BDSM

Hi, my name is Ann. I want to tell you a story about the night I went out with my Daddy Dom and I teased him in the public. Daddy and I went out to the bar with some friends one Saturday night. We are all having a good time drinking and playing pool, when I started to tease my Daddy. I was wearing a short little skirt and of course my thigh highs. Daddy ha...

Jerry becomes Jill Pt. 05: July 4th

by gasissynora on Apr 27, 2020
Transgender & Crossdressers

Jerry becomes Jill: Part 5: July 4th Week End This is the fifth part of my story about how I became Jill. After having started female hormones, Jill is introduced to group play by Mistress Rikki. The Fourth of July is on Monday and that Thursday evening at dinner Mistress gives me some information about the holiday weekend. She says, "Tomorrow you are done...

Cum Stained Nylons - Training

by ualmech88 on Sep 16, 2017
Fetish

This story is a follow up to Cum Stained Nylons ......... Jimmy brings a friend. ......... Veronica looked out from the sliding glass doors to watch the two young men at work in her yard. She had a lawn service but had given them instructions to leave some things undone so as to enjoy the sight of the nervous teens trying very hard not to be seen notici...

A Young Girls Story Ch. 01

by SplendidSpunk on Sep 14, 2017
Erotic Couplings

I think this has been the best summer ever. My family had a cabin on the lake and I was able to spend just about all summer there. Having just turned eighteen I saw that my life was now different. That summer so much happened, so many changes in my life, so much fun. I am five foot four inches tall and my body is nicely shaped with what one boyfriend called...

Modeling Job

by lmnop321 on Oct 13, 2017
Exhibitionist & Voyeur

I am 30 years old, and still manage to keep in pretty good shape by swimming, running and weight training. I can still do justice to a pair of Speedos. Finally, my work schedule has allowed me to get into a routine for working out, and at the gym, I end up running into the same people at certain times. On Wednesday mornings, I get in to the gym early, and s...

The Staff Conference Ch. 03

by body_artist on Sep 13, 2017
Erotic Couplings

John had not won his bet with Tracy, yet. They each said he'd fuck Lisa and Amy during the weeklong conference. And he had. But he bet his fellow teacher and lover that he'd also get two additional teachers to bed with him. The week was half over and time was running short. His two most difficult subjects lie ahead. John had two targets in mind—Kathy and Mi...