Schoolgirl Punishment Stories

37,440 results
Orientation
Length
Source
Infinite Scroll

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...

Amber Ch. 06

by WFEATHER on Sep 13, 2017
Mature

Although we were taking things slowly overall, we were definitely doing some less-than-slow activities. The kisses were deepening, the fondling was transforming to groping, and the spanking was becoming more frequent and more intense. Amber and I were practically making a "career" of keeping each other perpetually aroused when in each other's presence. Yet,...

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...

Return to "Weekend School" Ch. 14

by cynthiablaine7 on Oct 26, 2020
Transgender & Crossdressers

[This story involves bodily functions and sometimes severe disciplining, including caning and spanking, as well as crossdressing. If reading about those offends you, read no further. These stories may be read separately but do gain from being read in sequence.] Laura Franklin wasn't sure what kind of response she would receive when she sent out notices by m...

Mom Sent Back to School Ch. 08

by StoryTeller07 on Sep 26, 2017
Fetish

Daughter spanks mom Janice almost fell into the house with Charley. They had dinner, danced, and drank too much. Catching a cab home was necessary, just as fumbling in the back was essential. Her mother was there, and for a moment Janice felt guilty. Janice thought her mom was going to send her to her room. Instead she gave her mom a big grin, and wrapped...

Spanking the Schoolgirl

by Boxlicker101 on Sep 19, 2017
BDSM

"Well, Miss Brock, you were caught smoking in the girls' locker room today. You know, don't you, the penalty for that violation of the rules is expulsion, even though you are just a few months from graduation?" The high school principal looked sternly at the nervous young woman standing in front of him. That was hard to do, because she was such a hotty, an...

Daisy Gets a Spanking

by littlebrat4 on Mar 16, 2020
BDSM

Daisy hadn't meant to make him mad. Not really. She was just having one of those days. And it had been so long since he had reminded her of her place. He always said that when she was overwhelmed with responsibility it was his job to treat her like the little girl she was. He had been so busy lately that he hadn't been doing that, and she had felt the urge t...

Your Day As A Schoolgirl Slut

by IWantToFuckYou on Sep 13, 2017
Exhibitionist & Voyeur

You have been thinking about this all week and have been so horny, masturbating every chance you got. You've even done a few things for thrills that you would have never done before. The girl you saw in the lift the week before has given you ideas. Until now you never realized how hot it made you to walk around with no underwear on. To wear a short skirt and...

Back to School

by AaronWebster on Sep 18, 2006
Swinging

The train clatters through the English countryside, past nameless farms and villages. You clutch the letter from the school to your chest, in case anybody recognises it. For one bizarre and irrational moment, you imagine yourself on the way to Hogwarts or some other school of juvenile literature. Cautiously, you slide the prospectus for St Mabyn’s out of its...

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Mother-in-Law is Disciplined Ch. 02

by tom6432 on Sep 18, 2017
Fetish

(This is a fantasy written for fun. All characters are age 18 and over. If you do not enjoy spanking, humiliation and some fetish please do not read, as you will not enjoy the story. Thank you.) "Okay girls it time to get dressed, we are going shopping for Kathy's punishment outfit," I called upstairs to my 25 year old wife and her Mother of 48. Both...