Private School Stories

146,318 results
Orientation
Length
Source
Infinite Scroll

The Man Who would be Queen Ch. 08-09

by rik581 on Oct 3, 2018
Transsexuals & Crossdressers

Chapter Eight "Degrees of Evil" Written by Rikki: It was early the next morning and there was much to be done today. It would require a lot of initial exposure in public for Dexter in some sort of female attire and he wasn't ready for this. "Dexter please put the dress on honey. You know you have to do this," his mother said handing him the simple light...

The Jury

by Grey Eagle 286 on Apr 3, 2019
Loving Wives

My name is Thomas Dixon; I am 46 years old. I have maintained a youthful appearance by regularly working out and swimming. I am 6 foot 1 and weigh 185 pounds. None of it is fat. I am married to Janice. We have been married for ten years. Jan is a good bit younger than I am at 35. She has a very youthful appearance too. Jan is 5' 7" and is 126 pounds of sli...

The Babysitter Ch. 03

by erotic_bubbles on Sep 13, 2017
Mature

Holly knew she couldn't tell anyone what happened last month when she was babysitting. She couldn't even tell her best friend. It was getting harder and harder to keep her affair with Mr. McKay a secret... especially with the added stress of her High School Finals, and her recent break up with her boyfriend, Kyle. They broke up last week because he had to go...

My Life's Playlist Ch. 08

by worldhistorybuff on Sep 16, 2017
Romance

First of all, a big thank you for all of you who have commented and voted. I can't get better if I don't know what to change. Second enormous thanks go to Pennlady for loaning me Drew. He's such a nice boy, and I'm waiting breathlessly for him to have his own story. WHB Song 15She doesn't know what she's done Little one doesn't know when to stop Love must f...

Restless Pussy Syndrome

by amyyum on Sep 14, 2017
Loving Wives

All of us develop our personalities and character with a unique mix of genetics and environment. Some of us have genetic conditions that make it impossible for us to perform according to societal norms regardless of our environment. Others of us, because of our genetic makeup, thrive in environments that should beat us down, and become super achievers and be...

Julie and Dom

by PoissonSurLaLune on Sep 13, 2017
Mature

Author's Notes: This story represents my first finished attempt to write a longer sex focused story with identifiable, unique characters as opposed to the more general approach of my previous stories. You can probably imagine that putting it up leaves me both excited and a little intimidated. As always I really appreciate feedback both positive and negative...

Hoop Dreams

by angellebug on Sep 17, 2017
BDSM

(This is my first submission to Literotica or anywhere for that matter. It's part 1 witf more to follow. Thanks for reading!) Nick slowly pulled his s.u.v. into the parking space and gave a sad smile as he looked up at the sign that proudly announced who the distinguished spot was reserved for, "Head Coach Nicholas Fox." He began his career here, working hi...

More Sheer Nylon Fun

by sheerpeter on Aug 18, 2017
Fetish

This story is a continuation of 'First sheer nylon fun' and it takes place in the London suburbs during the late sixties. In that story I befriended a lady called Clare who helped me explore and enjoy my sheer nylon and harem costume fetishes. She borrowed a couple of theatre-quality harem costumes from a professional wardrobe and we had an afternoon of slip...

The Du Page Affair Ch. 02

by Zeb_Carter on Sep 15, 2017
Sci-Fi & Fantasy

This is an original work by Zeb_Carter and is protected under (c) copyright by U.S. copyright law. It is only being submitted at Literotica.Com and any submission to any other site has not been authorized by the Author. In the Beginning – Part II When Mike woke the next morning he didn't know if he should turn the monitors on or not. The one showing the...

The Freshman Ch. 28

by caligula97236 on Sep 15, 2017
Novels and Novellas

Chapter 28 - A playbook for the opposing team The following several weeks passed uneventfully for the residents of Huntington Hall. Cecilia continued telling Jason to push Ken and Lisa in their studies, and made herself available to various residents who were having problems with their midterms. Of course, there were the inevitable crises over panicked fres...