Shemale School Stories

106,125 results
Orientation
Length
Source
Infinite Scroll

Falling For Susan Ch. 01

by stranger92 on Sep 16, 2017
Romance

I would like to thank ChasP and BlackStallion21 for editing. I will try update it regularly, a chapter in every two weeks. Focus is more on the story line, though I intend to include plenty of it. John and Anna. John slowed down his pace upon reaching his neighborhood. Reducing the volume on his iPod he trotted towards his house. He had hoped a morning ru...

Seven Years Since The Motel

by LettersFromTatyana on Sep 12, 2017
Romance

This is an edited version of the original chapter. I made quite a few minor alterations to the text, but resisted making major changes. As a result, the chapter is still rather wordy in places. I should also warn you that there is a long build up over the story (hey, it's romance), so no sex in this installment. -------------------- Alessandro drummed h...

The Ice Cherry

by LawrenceD on Aug 18, 2017
Exhibitionist & Voyeur

**A reader commented that a holiday story should have redemptive value, in the spirit of the season, and that, perhaps I fail to tap into that delirious, all-consuming happiness that each and every one of us must feel during the long, cold winter months. Of course, it could be that redemption—good or ill—is in the iris of the beholder. --Indeed...

Revenge Inc. Noel

by H20wader on Sep 17, 2017
Non-Erotic

the ravings of a known lunatic. Copyrighted May 2006 by The H20wader. Edited by Techsan, who still suffers with my spelling, my spacing, my Capital letters, and my dialogue sequences. I hope I am learning. He tries so hard. Alas, I cannot stop adding material, therefore all errors you can find are mine alone. Of course, all errors you cannot find are his. L...

A Second Chance

by JayDavid on Sep 14, 2017
Romance

This is really the last sequel to The Lake House Rules/Dana's Side stories, so familiarity with at least one of those series, and the prior sequel, "Rebecca's Story" are probably necessary to appreciate this fully. I understand that it covers a great deal of time in a short space, and that was intentional. I wanted to wrap up this story, first for me as the...

School of Futas Ch. 09

by FutaMonster on Feb 24, 2020
Transgender & Crossdressers

Author's Note: I didn't realise as I was writing this chapter, but this is my 50th submission to Literotica! The previous chapter got the highest rating I've ever had for one of my stories, so thank you all so, so much for that! The story is progressing really well and I hope this next chapter can live up to the last. Thank you for continuing to read my wo...

The New Girls

by phoenixcinders on Jan 7, 2020
Transgender & Crossdressers

Hey everyone! Here's another story. This story runs alongside with a few other stories, including Neighbors, and several stories I am currently working on. Of course, all characters involved in sex are over the age of consent which is 18 in the USA. I hope you enjoy, let me know what you think in the comment section. Feel free to reach out to me to discuss i...

Jeanie's Lamp Ch. 02

by dgirlanonymous on Apr 13, 2020
Transgender & Crossdressers

I went into school the next week with no small amount of trepidation. The break was over so it was back to the daily grind of senior year, but that wasn't what I was dreading. I mean, yeah, I wasn't looking forward to pretending that I cared at all about anything that was going to happen until graduation, but what I really wasn't looking forward to was seein...

No More

by MoogPlayer on Sep 18, 2017
Romance

Hello everyone! It's good to be back home for a while. I'm sorry for being gone so long, but because of the book signings as well as the lectures, it was necessary. I hope you all enjoy this story, as it's one that I've been working on for quite a while. Please keep in mind that it is a FICTIONAL story, as well as the fact that ANYTHING CAN and usually DOES...

The Book of David Ch. 04

by bluedragonauthor on Sep 12, 2017
Erotic Couplings

-- CHAPTER 4: Chemistry -- *** PRE-COLLEGE (September 1999) "Damn. You are just obsessed with my tits, aren't you?" "Would you rather I wasn't?" I grunted and kept thrusting. It's amazing what a person can do when properly motivated. In High School, while she'd never been FAT, E-Beth had certainly been carrying around a lot of excess weight. She wasn't...