Schoolgirl Punishment Stories

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Orientation
Length
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Infinite Scroll

A night at the opera

by leatherslave on Mar 12, 2018
BDSM

Balthazar and Grace Harper had everything a luxury west-end appartment. A nice cottage at the countryside. Cars and horses. Both were brought up the traditional upper class way with nanny, broading school, elite university and so on. They meet at university fooled around some time broke up re-united when it dawned to them that each other would be a social ac...

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A sissy visits the Headmistress

by maturesubmale_for_F on May 12, 2020
Transgender & Crossdressers

1. Miss Stern delivers both punishment and pleasure I knocked timidly on the heavy door and heard Miss Stern's voice from within, commanding me to enter. I slowly opened the door and walked into the presence of my Headmistress. She was in her mid-fifties and sat behind her massive oaken desk as I came in, studying a heavy file. I stood still just inside the...

Olivia Gets in Trouble

by Soggysolutions on Sep 13, 2017
Fetish

Everyone in this fictional story is over 18 and consenting. Play safe, people. ***** "I don't care if she has a lift or not! I didn't invite the bitch and I don't want her at my fucking party!" The girl's voice was harsh, with an almost hysterical edge, making some of her friends outside wince in sympathy with the target of her rage. "Come on, Olivia," o...

Man Pleaser

by staricide89 on Jul 31, 2019
Celebrities & Fan Fiction

This story is based in the world of CyberRun. ***** The cold alley air chilled her as the smooth shiny vinyl of her minidress was rolled up over the curve of her ass, the slick fabric dragged teasingly over her skin before finally popping up to her waist, baring her naked, round rear and the string of the tiny little v-string that she wore. She heard the m...

All Hallows Eve Feast

by Bakeboss on Sep 17, 2017
Celebrities & Fan Fiction

Gertie looked at the image of the naked woman in the mirror with amazement. The large dark eyes sat in a face the color of pale china gave her a look of mystery and intrigue. The aquiline nose with its slight curve was so different from her normal sharp beak with the big wart on the tip. This nose only added to the perfection of her large red lips and straig...

Return to "Weekend School" Ch. 11

by cynthiablaine7 on May 29, 2018
Fetish

Laura Franklin's weekend school was proving so successful that she was now scheduling weekend sessions twice a month. Laura aimed at middle-aged adults who longed to return to the strict discipline they had likely experienced back in their own school days when caning and spanking were common. She had recruited one of her old teachers, Melody Haynes, who was...

Melissa's Story Ch. 02

by iraussieguy on Sep 13, 2017
BDSM

Author's note: This is the continuation of "Melissa's Story Ch. 01" - if you have not read it, I suggest you do before reading "The Schoolroom". Many thanks to all my fans, specially M, R & A, for their positive feedback. Melissa's story continues: Chapter 2: The Schoolroom Driving home from Matt's after my first spanking session I felt as if I was in an...

Red Shoes

by lady_k2 on Sep 16, 2017
Fetish

My ass is on fire. I am being punished for buying shoes without permission. I know he loves spanking me, and the shoes were really an excuse, and I am glad to be able to give him pleasure in this way as much as in any other. But oh I wish he wouldn't do it so hard! He has been spanking me now for about five minutes, and I have already begun to cry. I quickly...

Miss Johnstone's Lesbian Sissy Slut

by maturesubmale_for_F on Apr 20, 2020
Transgender & Crossdressers

1. Becoming a lesbian sissy slut I was eighteen years old when I became a girl. Or rather: When I was turned into a submissive lesbian sissy slut by my High School teacher, Miss Johnstone. She was an imposing woman, in her late fifties, tall and with short cropped grey hair. She had piercing green eyes and a well-trained body that she kept in shape by regul...

Sherry's Test Ch. 28

by PolyVoyeur on Sep 15, 2017
BDSM

This is a continuation of the Sherry's Test Series. It will make more sense if it is read in order but each chapter stands on its own. This chapter contains light BDSM and humiliation.. It does NOT contain any hardcore sex. It is mainly about submissive females and dominant males. This story is meant as a completely fictional, unrealistic fantasy and the c...