Shemale School Stories

106,125 results
Orientation
Length
Source
Infinite Scroll

A Midsummer Night's Nightmare

by Cromagnonman on Sep 12, 2017
Romance

After 20 years since I had become a Teacher I was once more feeling that my career choice was worthwhile. I have spent the past fifteen years since my recovery wondering if I had made a wise choice, of sticking it out when my heart was wanting to give it all up and let me slink off into the underbrush of life, never to be seen again. This anticipation of thi...

Enemy

by thecavedweller on Sep 19, 2017
Mature

Authors note: All characters in this story are at least eighteen. Send feedback if you wish! Enjoy ;) ***** Joey Smith sighed as he heard the door to his daughter's room slam shut, for the fourth time this week. It was the same problem as usual; another girl at school that she just couldn't seem to get along with. A few times over the last two months, he...

Caught and Hypnotized

by Miles63 on Sep 18, 2017
Transsexuals & Crossdressers

Author's Note: First of all, I just want to apologize for anyone wanting the continuation to my other story, it is coming but I'm currently editing my novel so that has taken priority. While searching for some notes on my book, I found this story I wrote years ago for a friend. I thought it was lost as some files got deleted from my Computer few years back...

Why I Hated The Guy From The FBI

by Prolonged_Debut10 on Sep 25, 2017
Novels and Novellas

a. Everything in this story is, completely, fictional. No person, place, ethnic group, or agency in this story, is meant to embarrassed, or implicated in any wrongdoing. Please view this story, in that context. b. If you are looking for sex in every sentence, and paragraph, do not bother reading the story. This is a story that includes erotic sexual scenes...

For Friendship or Love?

by fgmntfmgnshn on Sep 19, 2017
Romance

"Incoming!" "Carrie, I think you caused the robot to short circuit with that one. Look, she isn't moving!" "Yeah Tina, I gave robot Becky a syntax error!" It wasn't a syntax error, I just didn't care anymore. I held my head in my hands watching my coke can empty its contents onto my pizza slice because the in crowd chose to have their amusement at my expe...

New York Love Affair

by GuadalupeCalderon on Sep 12, 2017
Romance

"Come on Loca...if that's even your real name!" Melanie said while pushing the dress into my arms. "No, that's what you call me. Come on, I'd like to go to a place where I don't get in trouble because of you." I rolled my eyes trying to hand the dress back to her. "We've never even been in this part of town! They don't know who we are. For all these peopl...

Forbidden Fruit

by Praipus on Sep 2, 2017
Erotic Couplings

Now in the eighth year of my affair with Beth, things had matured to the point that I was openly soliciting men for trysts with her. Besides an internet Adult, "Friend Finder," site, we were members in good standing at a local "Sex Club," as well as frequent visitors at "Adult" night clubs and strip clubs. While I still enjoyed sex in its many manifestations...

Sexual Discovery

by ainu2 on Sep 14, 2017
Erotic Couplings

I'm six feet five inches tall, weigh 218 pounds. I played football and am now on the track team, so I work out regularly and am in extra good shape. I just turned eighteen and in another two months I'll graduate from high school. I plan on going to the local community college to study nursing. I know, nursing is mostly a female profession but my Mom is a nur...

Joanie's Spring Vacation

by JBEdwards on Sep 14, 2017
Exhibitionist & Voyeur

This Joanie story is about Joanie's Spring Break her senior year in college. Remarkable, a few of her more wild sexual fantasies from high school actually come true, no matter how wild they are. *********** My senior year in college I was single. I had broken up with my true love Mike and with his misogynist cousin, Philip the banker, who had been using my...

Big U Pride Ch. 01: The Beginning

by latinarita4 on Jun 2, 2020
Transgender & Crossdressers

The college bus meandered down the winding side streets, making its way at a patient pace down the road. Along the side of the bus was emblazoned in big letters, "Big U Football" with the college mascot printed on it, a Rooster with arms in boxing gloves raised and ready for fisticuffs. Another banner tagged on the side of the bus by the mascot were the word...