Shemale School Stories

106,125 results
Orientation
Length
Source
Infinite Scroll

City of Whores Ch. 02

by EmperorKhan on Oct 6, 2020
Group Sex

"We're making this much?" Elliot asked Blake, surprised. Blake smiled, taking a sip of his beer. "So far, so good," he said. The two of them were sitting at the bar, beers in hand. Jade was having her lunch break in the kitchen so they had the entire bar to themselves. It was in noon on a weekday when everyone was either at school or at work in their lives...

The Virgin Blowjob Queen

by ret123 on Sep 25, 2017
Exhibitionist & Voyeur

This is a new, rewritten version of a story I wrote called Keeping the Secret. This is a very different story and is the story I originally sat down to write. I find that the stories write themselves, but sometimes I get carried away and wander far from the original story. I like this version much better than the first story. It is more realistic and is much...

For Love of a Brother Ch. 02

by Tony155 on Sep 12, 2017
Novels and Novellas

The summer went by slowly for Andy. Although his recovery was quick and he regained his strength rapidly, it was decided it was best for him to skip summer baseball and wait until spring to play again. He understood the decision, but it didn't mean he liked it. His arguments fell upon deaf ears from all sides concerned, so he dropped it. Serena and Jenny bot...

Angel's Education

by GeorgeTyerbyter on Sep 16, 2017
Fetish

Angel's Education: The Epiphany, The Video, Her Emerging Fetish, And The Vice-Principal. -A Tale of Smoking, Clothed Sex, Masturbation and Facials. [An addendum to a previously published erotic story, by the author "Luthor," entitled "The Reverend's Little Angel."] A Short Story (with a long title) By George Tyerbyter—aka Mick Carlo. ****************...

Making Ends Meet

by Jensen7 on Sep 26, 2017
Fetish

“I’m ruined.” Looking at the screen, Ella saw that not just one but three of her biggest investments had all but crumbled with absolutely no hope of recovering. Even with all of her other stocks she would not be able to recoup her losses. She would need to sell her house, her property, her damn car and she would still be coming up far too short. Covering her...

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Young Love

by Ignazzio on Oct 18, 2014
Amateur

Another year of school is over; next year you and Amanda will be freshman in the local college. Sure you were the star quarterback for the high school football team but you wonder if things might be different in college. You look longingly over at Amanda. Amanda looks back with a curious smile as the two of you walk holding hands on your way home. Would Aman...

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The Book of Erotica

by Joe Black on Jun 20, 2011
Science Fiction

My name is Clint Howard, I'm a junior at Kowalski High School. The reason for the name is pretty obvious, as you see both my mom and dad were fans of Clint Eastwood.This is how my troubles(if you would call them that!) began. It began on a friday morning like no other, I was hiding in the school basement, which is mostly used for storage, to avoid athletics...

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High School Love 2

by TheStoryQueen on Mar 10, 2016
Amateur

Another Monday morning, sitting on the sidewalk, waiting for Karl, your boyfriend, to show up with his car to pick you up. You two are together for about one year now. As you wait for him, playing on your phone, you hear the sound of some screeching tires. You get up from the sidewalk, to see where the sound is coming from, and you see a red old 4x4 heading...

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Yet another high school story...

by yoyo1342 on Nov 7, 2010
Erotic Couplings

First off, let me say that this is my first ever story, so it will likely be a little bumpy at the get go, so I beg forgiveness. Stick with things and I assure you you'll be rewarded. I've labeled this story "Erotic Couplings" because that's the most general tag. The truth is that my tastes run all over the place; from fairly straight-forward eroti...

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Friendly Rivalry

by ritchie125 on Dec 6, 2015
Group Sex

Our school had 2 swimming teams, a girls team and a boys team. There had always been a rivalry between the two. Each team thought they were better than the other and would have a competion on Friday every few months to prove it. Of course what most people didn't know is what happened to the losing team. After each competition the losing side became the winne...

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