Crossdressing School Stories

105,936 results
Orientation
Length
Source
Infinite Scroll

Re-acquianted Ch. 03

by HStoner on Dec 11, 2017
Exhibitionist & Voyeur

This is the third installment in a series under this title. This chapter picks up where the second chapter stopped. This story is a work of fiction. While the story has some basis in reality, any similarities to any real person or entity are entirely coincidental and unintended. ***** Not long after the Firm Dinner, Carol made me bundle up and she took me...

Too Young, Too Soon, No Chance

by Dinsmore on Sep 15, 2017
Romance

I've explored this theme before: first love and where it leads or doesn't lead. I'm convinced that in most cases it ends, as it should for all sorts of good reasons. My first love in college was a striking brunette who, I was firmly convinced, would someday be my wife. We parted during our sophomore year. Geography was a factor but there were other issues i...

Timing

by hammingbyrd7 on Sep 13, 2017
Group Sex

Copyright 2004 hammingbyrd7 Chapter 1. Stacey awoke about two hours before dawn. All the frustration of the earlier night had disappeared and she found she could finally think clearly. She turned over and gazed at the young man sleeping by her side. "Oh, Stacey," she thought, "What were you thinking of? He was so embarrassed already, why did you have to st...

WMD Ch. 04

by FinalStand on Sep 19, 2017
Interracial Love

(WMD = Winter Men's Dilemma; My own irreverent spin on the BBC mythology) *Editing magic performed by KJ24 and Shyqash, plus contributions by the regular gang of brigands and neer-do-wells* *This story is NOT TO BE TAKEN SERIOUSLY!* * Vlad ~ "You actually expect me to believe my father, brothers and I have the genetic capability to addict every woman we h...

April's Mistake

by DG Hear on Sep 25, 2017
Loving Wives

A big 'Thank You' to LadyCibelle and Techsan for editing my story. They make it a much better read. If you ever find mistakes, it's probably me making changes after it's been edited. * Chapter 1: What Happened ten years earlier? "Hello, April?" "Yes, it's me, Beth. I was getting out of the shower when the phone rang. I wanted to beat the answering machin...

The Twelve Tables Ch. 29

by xelliebabex on Sep 26, 2017
BDSM

Authors Note: Thank you to everyone left comments or sent me feedback about previous chapters of this story. Thank you again to Margaret who continues to proofread for me. She's a lovely friend to have. ~ellie ***** It had not taken long to settle the children in from their big day out and all of them, even the older ones, had fallen asleep relatively quic...

Sheila's Adventures in Adult Videos Ch. 03

by SteveWallace on Sep 11, 2017
Group Sex

Sheila didn't want to publish this story under her own Lit name, so I let her post it under my account. I hope you enjoy her story, and if you have comments I'll make sure she gets them. I told my view of her early 'movie career' in my recounting under Sisters, Friends, and Lovers - Chapter 23. Enjoy her account; this has a lot more details than my reporting...

Hot Girl Leaves The Trailerpark

by shoguy on Sep 19, 2017
Mature

If you enjoy this story please revisit my last two submissions: Naughty High Class Mom parts 1&2. Thank You, hotteeat60. I would like to express my thanks to istanbulnoir for helping edit this feature. Background In The White Trash Trailer Park: The following story is an account of the wild experiences that a friend of mine had fucking my trailer park ste...

Teacher's Pest Ch. 01

by AverageBear on Sep 13, 2017
First Time

Author's Note: Feedback from readers -- whether favorable or not -- is always helpful to authors. Please vote and provide your comments! Regards, Average Bear * "Wrong again, Mr. Barry!" jeered Tiffany Criswell, interrupting the teacher's chemistry lecture, "they're INVERSELY proportional, not DIRECTLY proportional!" David Barry began to once again seethe...

Rose Ch. 16-20

by partwolf on Dec 27, 2017
NonHuman

I worked into the night as Gunny rested, the painkillers keeping him down. He would move once in a while, his leg moving over mine or his nose smelling me next to him. He was on his side again, and I was sitting up against pillows with his head on my lap and my computer on the table above me. Craig and Luis had been thrown together as the people in charge o...