Worst School Experience Stories Stories

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Summertime Cross Dresser Confession

by andtheend on Sep 14, 2017
Transsexuals & Crossdressers

After a long time coming, a lifetime of suffering, the first day of summer is when an aging cross dresser finally gives into the life he's always wanted to live. As if a new beginning, as if being born again, Donald looked to his transformation from man to woman, as his emergence from moth to butterfly. He couldn't wait to fly away to start his life anew. P...

Why I Will Read Your Work

by AnnOnymousFantasia on Sep 16, 2017
Reviews & Essays

I want to tell you what catches my eye and why, so you can incorporate it, if you wish, into your work. Naturally there are genres, fetishes and other topics that fall into the personal taste category that I do not read, and I won't get into; while they have bearing on whether I'll read a story, this piece is intended to provide insight for all writers. Per...

My First Blowjob, a Late Bloom

by AnonymousRobin on Oct 6, 2020
First Time

I am reflecting on the months that led up to my thirtieth birthday. That was the year I was widowed after a ten year marriage. Needless to say I started some serious self exploration. It was a fine marriage, although his death didn't induce the deep grieving people describe. I spent most of my grieving weeks rethinking the decade of memories. We started dat...

A First Fantasy

by Moonraker_Bond007 on Aug 18, 2017
First Time

Okay, so how y'all doing. This story is going to be a little different from most, in that it is an actual fantasy of mine, and not a fictional piece. So let me start by giving you a little background. I am a virgin. Yes, you read that correctly. Despite all the stories I have written on here, I'm a virgin. Hell, I've never even gotten a handjob from anybody...

A Drama Nerd's Worst Nightmare

by Rumbleroar on Apr 22, 2025

Hello! Welcome to my 1st attempt of a story on here. I hope to write some scenarios that I have always fantasized about but have rarely found on sites like this. So pick your protagonist for two very differing stories one with our male that will focus on SPH and Feminization. And one with the Female that will focus on Public Humiliation and Public Use. I hop...

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Out of Thin Air Ch. 01

by Just Plain Bob on Sep 17, 2017
Loving Wives

She filled my coffee cup and I mumbled thanks. It took me a moment to notice that she hadn't taken the pot and moved to another table. I looked up at her and she knew what I was thinking. "Just curious" she said, "Every morning you come in here and it's the same thing. Several cups of coffee while you read the morning paper and eat your breakfast and then yo...

The Wages of Cyn: An Introduction

by ButterflyLane on Sep 17, 2017
Non-Erotic

Introduction: where we meet our intrepid heroine and her nefarious plot is conceived during a naked perusal of self, followed by a long hot soak in a bubble bath during plot refinements. Cynthia yawned and stretched. It had been a long night and she was tired. Life was hardly what she had planned growing up back home in Indiana, but it was still good. Life...

Just a Bit of Red

by RedHairedandFriendly on Sep 16, 2017
Reviews & Essays

Many regular posters on Literotica's Bulletin Board know a lot about me, probably more than they should, seeing as 99.9% of the folks there I've never met and they say telling too much online is unsafe and that is probably true. One day it will most likely come back and bite me in the ass, but I'll cross that bridge when it is finished being built. This es...

Meeting Mrs. Claus

by FishDragon on Dec 19, 2012
Erotic Couplings

So Christmas is around the corner, and you don’t have much planned. Your mom and sisters are all off to a big Christmas Party at your Aunt’s while your Dad’s off to get wasted with some coworkers at a strip joint. You’ve made it no secret that you’re not as big on Christmas as everyone else, and have blown off many invitations from friends and family alike j...

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Paradise Found and Lost

by Blubik on Aug 18, 2017
First Time

This happened really back in "olden times" but it still seems so clear and so important to me! I went to a boys-only high school and had no sister, and so knew little about girls except for the stories other boys told. Mostly lies! In the summer I was 17 I went to a music camp for two weeks and there I met girls, which I confess was more of an attraction t...