Litererotica Crossdresser School Stories

107,415 results
Orientation
Length
Source
Infinite Scroll

Dark Moon Ch. 01

by HorniBunni on Sep 16, 2017
Sci-Fi & Fantasy

Joshua Stillwater stood at his bedroom window watching the activities below in his mother's garden. It was the annual Stillwater festival where all members of the Stillwater clan celebrated the summer and coming autumn. Joshua smiled as his best friend, Marcus, was accosted by single females each inspecting him, physically grabbing hold of his buns and tug...

Our Conquerors, Our Concubines

by Shendude on Dec 20, 2010
Science Fiction

Millenia ago, an alien race created the Ghirabo, telepathic shapeshifters intended to serve as sexual playthings, able to read their owners' minds and assume a form and personality that will fulfill their owners' desires. But the Ghirabo's Creators were wiped out, leaving them to fend for themselves. In time, the Ghirabo have become a powerful race, creating...

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Sarah Meets a Friend

by SarahCD on Sep 16, 2017
Transsexuals & Crossdressers

I posted a listing on Craig's List for a "cum buddy". I explained that I am a crossdresser and that I wanted to find a regular sex buddy. No commitment, just sex. I love to get on my knees to give a blow job. I had several replies. One was local and sounded promising. I don't rush into meeting with a total stranger. First I always exchange a few emails and m...

Neighbor to Lover Pt. 01

by sarahchica96 on Oct 2, 2018
Transsexuals & Crossdressers

Introduction It was the summer I (Alex) and my twin sister Gina graduated from Business school, ironically Gina and I joined our family real estate business. This was a way of our parents keeping us busy and stop our procrastination about searching for jobs elsewhere. It was also the time my crossdressing persona met our neighbour Mr Parker. Backstory......

Non-Erotic Story

by BOSTONFICTIONWRITER on Sep 16, 2017
Reviews & Essays

WARNING: This is a non-erotic story. If you opened this document in error expecting an erotic story, please leave now. If you do not wish to view non-erotic content, please exit now. By opening this document you are affirming that you want to view non-erotic material. You assume full responsibility upon opening this document knowing full well that it is not...

Trixie's Adventure

by spandexman on Aug 18, 2017
Fetish

Trixie, the 19-year-old, 5'5", adorable, assistant-manager, with big baby-blue eyes, high cheekbones, a cute dimpled chin just like her gorgeous aunt, thick long curly platinum-blonde hair, and an incredible 36GG-28-33 hourglass figure that her too small red knit turtleneck sweater, skintight white riding breeches, and shiny brown riding boots hugged like a...

Sarah Meets a Buddy

by SarahCD on Sep 16, 2017
Transsexuals & Crossdressers

I posted a listing on Craig's List for a "cum buddy". I explained that I am a crossdresser and that I wanted to find a regular sex buddy. No commitment, just sex. I love to get on my knees to give a blow job. I had several replies. One was local and sounded promising. I don't rush into meeting with a total stranger. First I always exchange a few emails and m...

Randy's Grand Reveal

by dkbeasley on May 7, 2019
Transgender & Crossdressers

I've known Randy since high school. We rode the same bus, lived less than a mile apart, were assigned to the same study halls and shared the same lunch period. This is not to say we were 'buds' back in the day but we were in shared company hundreds upon hundreds of times over a span of four years so we knew each other for sure. What I didn't know, had no clu...

Becoming A Crossdresser

by AsianCD1990 on Sep 13, 2017
Transsexuals & Crossdressers

First shot at writing, the following events of this series are a mix of true events and fantasy. Up to you to figure out what is what. I will see what the feedback is like to see when the next chapter will be posted after making the required adjustments. At 23 years of age, I find myself in a position that I never thought I would be in. Living life as a...

Sarah Meets a Naughty Sex Buddy

by SarahCD on Nov 27, 2018
Transgender & Crossdressers

I first published this story a few years ago. Since then my writing skills have improved a little. While I cannot change what actually happened to me, I have added some more detail and corrected some mistakes. *** I was feeling really horny and wanted some naughty girly playtime. I posted a listing on Craig's List for a "cum buddy". I explained that I am...