Sissy Diaper School Stories

110,351 results
Orientation
Length
Source
Infinite Scroll

Marie the Goth: High School Pt. 01

by andrewdavis on Sep 13, 2017
Humor & Satire

Marie is an 18-year-old female goth who goes to high school. She is a beautiful, white, pale skinned girl with long, shiny, black hair that went down to her hips, with bangs on the front. She wore piercings on her left ear and one piercing on her right eyebrow. She also wore black lipstick, a black ribbed knit beanie hat, a stud neck band, a black hoodie wit...

A New Futa World

by TangleGamer on Jan 25, 2021
Fetish

Hello all! I have read many interactive stories following this genre and would like to make my own. Hoping to create a new universe ripe for exploring. This story will be open for any user to add to as long as the rules are followed. Rules: All characters must be 18+ No scat, gore, shrinking, vomit, diapers, anthro, male on male or death. New character...

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Blue Eyes Crying

by DG Hear on Sep 19, 2017
Loving Wives

Note from Jake Rivers: This is my sixth semi-annual "invitational." The initial one was based on the Statler Brother's song, "This Bed of Rose's." The second used the Marty Robbins El Paso trilogy: "El Paso" "El Paso City " and "Faleena." The third had stories based on the various versions of "Maggie May" or "Maggie Mae." The fourth invitational was based o...

Schools and the Second Ch. 02

by WifeWatchman on Dec 24, 2019
Novels and Novellas

This story is part of an ongoing series. The chronological order of my stories is listed in WifeWatchman's biography. Feedback and constructive criticism is very much appreciated, and I encourage feedback for ideas. This story contains graphic scenes, language and actions that might be extremely offensive to some people. These scenes, words and actions are...

Donna's First Naked School Day

by Viredae on Sep 18, 2017
Exhibitionist & Voyeur

Donna got up in the morning in a good mood and prepared to go to school: "It feels like it'll be great day, today!" Donna said to herself, chipper and pleasant. Picking out her wardrobe, Donna settled on a nice skirt that showed off a good amount of her legs, and a slightly constricting shirt that conformed to her flowing curves of her 18 year old body on t...

Quinn Ch. 03

by 36FF_Tiki on Sep 13, 2017
Transsexuals & Crossdressers

Thank you all for the support for this story. I am really enjoying this character and feel blessed she is allowing me to tell her tale. All characters are fictional and over 18 years of age. I will continue assuming you are reading the previous chapters to keep up. I do this all myself and there are bound to be some minor mistakes and regionalisms despite...

The Veronica Story Pt. 03

by jfbreak on Oct 12, 2017
Loving Wives

------ Part Three - History ------ Over the next two months, I made morning coffee visits two and mostly three times a week, and we met for lunch more than a few times. I found myself padding all of my purchases, giving my wife inflated numbers each time I'd put gas in my truck or make a purchase at the hardware store. It wasn't a significant amount of mone...

Brianna Goes to the Mall

by Sissy_Sammi_ on Jan 14, 2018
Transsexuals & Crossdressers

All characters are 18+ years of age. *Also, this is the 5th installment in Brianna's story. It makes more sense if the others have been read, especially the first, "Brianna Finds a Father Figure." As I reference back to something that happened there. I would recommend reading the others first. Also thanks for the support. ***** After that first day, Bria...

Grapes O' Wrath Ch. 02

by Stardog Champion on Sep 17, 2017
Exhibitionist & Voyeur

DeeDee Alexander could barely stand it. Fidgeting like a barefoot girl on a West Texas highway as she paced back and forth in front of her class, the 31 year old teacher prayed her students couldn't see just how distracted she'd become. Most of them were relatively dim that early in the morning, but there were a few keen young observers out there in the sea...

What I Learned in College Ch. 04

by JazzBoneDawg on Sep 13, 2017
Erotic Couplings

The idea for these narratives started as talks with my wife about my sex drive vs. hers. She holds the viewpoint that I am somewhat overly focused on sex at our age, which is for us, early our 50s. We have had many discussions and comparing of experiences, what it all actually accomplished is yet to be seen. What I Learned in College- Chapter 4 – Summer I...