Crossdressing School Stories

105,936 results
Orientation
Length
Source
Infinite Scroll

Finding Grace

by soppingwetpanties on Apr 10, 2019
Romance

This is a work of fiction. Names, characters, businesses, places, merchandise, companies, events and incidents are either the products of the author's imagination or used in a fictitious manner. Any resemblance to actual persons, living or dead, or actual events is purely coincidental. All characters are 18 years or older when in sexual situations. Chapter...

As Fate Would Have It Ch. 03

by TheStarryEyedDreamer on Sep 14, 2017
Romance

Hi guys, hope you enjoy the story, not sure when I will get the next chapter out - been busy times. I wrote this over quite a few months so forgive me if there is slight variation in some details - I do forget the things I have written a few months ago. The story does circle a little bit but I hope that builds it up even more for the finale. Happy reading, p...

Photographing at the Pond Ch. 01

by PickFiction on Mar 20, 2018
Exhibitionist & Voyeur

All of my writing is fiction and the stories and characters are all products of my imagination. They were created for my fun and, hopefully, your enjoyment. Some of the events in the stories are not particularly condoned nor encouraged by the author but are there to create and enhance the story of the imaginary characters and their lives. Comments are always...

Cory's Senior Year

by DudesDudes on Sep 2, 2017
First Time

Chapter 1 It was the second week of school, and Cory was looking forward to a great senior year. He liked school and had pretty good grades. He turned 18 a couple weeks before school started and was planning to enjoy his last year hanging out with his friends before graduation. He didn't have a girlfriend, but he often thought about asking Jessica. Jessica...

How I Got the Name Laserdick

by laserdick on Sep 14, 2017
First Time

First Inning: My name is Richard Walton. I grew up in a southern Wisconsin town large enough to have its own high school but not the size of Madison or Milwaukee. We were the kind of town where everyone knew each other and most folks didn't bother to lock their doors when they were away. Like most mid-sized towns in America, we had a few who were called the...

Yearbook 2005--les

by JimBob44 on Sep 16, 2017
Novels and Novellas

*Author's Note: Any persons engaging in sexual activity are at least eighteen years of age. Ch 1 The 2005 yearbook of St. Thomas Aquinas has the usual groups of photographs; graduating seniors, the other classes, faculty, sports and intramural clubs. In the rear of the book are the various photographs of slices of life at St. Thomas Aquinas for the Sch...

Two Daughters

by DB86 on Jul 15, 2020
Romance

TWO DAUGHTERS DB86 #1 Thanks Vandemonium1 for inspiring me to write Edited by Pat CHAPTER 1 My daughter, Elise parked her brand new car in the parking lot, entered the restaurant and sat in front of me. I had to ruefully agree that she looked great in her new clothes. She looked around, spotted me and walked to my table, kissed me in the cheek and s...

Saturday Night School Ch. 07

by jessica_tang_vonharper on Oct 8, 2019
Exhibitionist & Voyeur

This is the seventh chapter of the Saturday Night School series, by Jessica Tang-Von Harper. * Our story so far: Charlie Tucker is a high school senior who spends most of his Saturdays editing videos in the AV room at Pine Hills High School. One Saturday, he discovers cheerleader Michelle Santos walking naked through the school. After overcoming her emba...

The Last Shapeshifter Ch. 01

by Kripto on Apr 20, 2020
NonHuman

Prologue Many, many years ago, long before history was recorded on paper, two men were hunting game to feed their small village. Their prey had led them on quite a chase, and they found themselves farther and farther from home. But right when they thought they were about to be rewarded for their hard work, they happened upon something completely unknown to...

Angels and Guardians Pt. 03

by photodad on Sep 25, 2017
Romance

Author's note: Part 3 of a multi part series. Best if you read the character development of the first two. All characters are 18 or older. *** Chapter 9 Moving In Ashley woke the next morning to Jasmine stroking her arm. "Hmm...good morning," she said. "What time is it?" Jasmine smiled down at her and said, "It's 9:30. Time to get up." "I don't want t...