Sissy Schoolgirl Stories

13,642 results
Orientation
Length
Source
Infinite Scroll

My Sorority Girl

by SlutProblems on Oct 5, 2020
Group Sex

This story is a request. Thank you so much for your support! I truly enjoyed writing this story for you. All characters are 18 and there is no age play in this role-play. All role-play is consensual and between adults. Someone said: First, thank you so much for all the amazing stories I was wondering if you would write a story that's been a huge fantasy fo...

A Relentless Teen Mistress Ch. 03

by JackFrostFire on Oct 5, 2020
BDSM

Introduction This is another chapter of the Chloe Sharpe story, a tale of lesbian seduction and domination. Chloe is an 18-year-old dominant (domme) at Woodglen High School. She has instructed her brilliant young submissive, Pris Pruitt, to seduce the school principal, Susannah Rush, and temporarily act as Susannah's gentle mistress. Then Chloe plans to ste...

Revelations of Amanda Ch. 02

by Alkino on Sep 28, 2020
Exhibitionist & Voyeur

Amanda was furious. She knew she had no real reason to be, except maybe at herself: she was more than two hours late, so of course Steiner called her in his office first thing and gave her a drilling. Particularly since she didn't have a good explanation for being late (sleeping in because she was too tired after having mind-blowing sex doesn't apparently co...

The Awakening Ch. 13-14

by MsLingerie on Oct 6, 2020
Exhibitionist & Voyeur

Chapter 13 - The Following Day Patti slept more soundly and longer than she'd ever before from the prior day's and night's events. When she awoke, she found a tray in her room with an arrangement of flowers, croissants, and a pot of coffee. On the silver tray was a note saying, "You were spectacular last nite dear. I do hope we didn't embarrass you and fo...

Mr. James and Sophie: Breathless

by OppaiPaizuri on Oct 19, 2020
Romance

All characters 18 years of age or older. James (or Mr. James, as he was known to the younger girl) relaxed into his chair and ran his fingers through his short dark hair. He had previously been incredibly tense, but he was trying to change that. It's not like he was doing anything illegal, but he always felt on edge meeting alone with Sophie. He respected...

Candace and the Frat Boys Ch. 06

by kathrynmburke on Nov 16, 2020
Group Sex

Candace and the Frat Boys (chapter 6) Kathryn M. Burke Christmas Day was festive, with a big breakfast which everyone helped prepare, the opening of presents, and other holiday celebrations. Everyone seemed to be reasonably relaxed after the revelations of the previous day—although Julie tried hard not to think of the bizarre situation she found herself...

Wolf's Kiss Ch. 03

by TemptedAngel on Dec 14, 2020
NonHuman

Hello all. Let me first say 'thank you' for all the wonderful feedback on the first two chapters of the story. I really appreciate everyone who took the time to read, rate and comment on Shayna's story so far. Also, I must apologize for not updating sooner. Work, my hubby, and our three kids have a way of sucking up my time. Luckily I've found a way to carve...

The First Book of the Merciful Nun

by snoopercharmbrights on Sep 12, 2017
Erotic Couplings

Author's Note: The author has asserted moral rights under sections 77 and 78 of the Copyright Designs and Patents Act 1988. This is a work of fiction. Any resemblance between any of the characters depicted herein and any real person, living or dead is wholly a matter of Nature imitating Art. There is not, and never was, a College of Correction and Redemptio...

High School: Zero to Hero Ch. 01

by yoursilentknight on Sep 25, 2017
Erotic Couplings

Although this is listed as Chapter 01, it would be a good idea to read the prolog of the story just to get the introduction of the main character, Steve Smith. Thanks again to my editor 'Romantic1' for helping me polish this into a presentable story. It was Monday morning on the first day of school. The start of my senior year. I had just backed my Jee...

Katy's Reluctant New Look Ch. 02

by PhilCanyon on Sep 25, 2017
Illustrated

Katy, the heroine of the story, is a fun, sexy and flirtatious young woman who is overly concerned about her own, and her husband's, status as an up and coming conservative couple in their community. Yes, she is very impressed with herself; but in an innocent and very likeable way! Katy is caught in a dilemma....She wants to present a respectable image, but...