Halloween Crossdress Stories

5,980 results
Orientation
Length
Source
Infinite Scroll

Good Boy

by Slider1234 on Sep 26, 2017
Celebrities & Fan Fiction

BUDDAAAAAYS Standard Disclaimer: You must be 18 to read this story, be able to read erotica in your community, not be offended by the contents of it... yadda yadda. This story may NOT be distributed freely, for commercial or non-commercial use. This work is mostly fiction. All events including celebrities did NOT actually take place. The side stories n...

Werewolf Chronicles - Omnibus

by AlexClayton on Mar 6, 2018
NonHuman

"The Werewolf Chronicles -- Omnibus" Part 9 of Supernatural Earth. *** Author's notes: This story happens a couple of months after "The Creature Below - Omnibus 03" and well over three years since "Snow Maiden - Omnibus 02" and "The Prison Creature". The current year in the storyline is 2020 as established with Brad's math in the last installment. Recomm...

Jeong Park's First Frosh Ball Ch. 05

by ChloeTzang on Oct 6, 2020
Interracial Love

Jeong Park's First Frosh Ball Ch 05 Another Saturday Night - Part II - Playing with Fire by Chloe Tzang © 2020 Chloe Tzang. All rights reserved. The author asserts a totally immoral right to be identified as the author of this story. This story or any portion thereof may not be reproduced or used in any manner whatsoever without the express written permis...

January Sucks

by DylanThomasLives on Oct 26, 2020
Loving Wives

January Sucks Let me begin by saying that I am a first-time contributor to this website and, while I have enjoyed reading the works of my betters, I cannot recall reading a story that bothered me as much as "February Sucks" by GeorgeAnderson.The original can be found at https://www.literotica.com/s/february-sucks".I highly recommend that you take a look; al...

A Final Valentine

by PuckIt on Feb 13, 2018
Novels and Novellas

Literotica 2018 Valentine's Day Contest entry. Votes would be especially welcomed by all authors competing as it takes so many just to be eligible, much less win. All on-screen sexual encounters in the following (when they finally do occur) are between consenting adults over the age of eighteen. ***** How many days does it take before you take the one y...

The Family Man

by DreamCloud on Sep 11, 2017
Romance

Author's note: I have had a story in my head for years and have written the first few chapters of it many times. I always end up putting it aside to write small ones like the one you find here. I still lack the confidence to tackle such a challenging tale. No matter, I have a pile of other stories started that need to be finished. One of these days, I'll hav...

Mending Broken Flowers

by JimBob44 on Sep 12, 2017
Loving Wives

*Author's Note: Any and all persons engaging in any sexual activity are at least eighteen years of age. Chapter 1 Annette Young lazily scratched her flabby buttock while waiting for Gordon Ziegler to finish the joint they'd been sharing. She laughed at him as he suddenly sputtered and coughed harshly, the acrid marijuana smoke coming out of his mouth and...

Lessons of Darkness

by MichaelGH on Oct 21, 2019
Sci-Fi & Fantasy

Author's Note: The following is a collection of 5 stories featuring the same characters. I hope it goes without saying that all of them are over 18. Special Thanks to SimonDoom for helping me with the Title and Blurb. *************************************** An Awakening I was born with a black mark on me so to speak. Aptly enough because my name's Mr. Bla...

Silent Vigil

by Snekguy on Nov 18, 2019
Erotic Horror

Author's note: I wanted to do something special for Halloween this year, so I thought I'd let my readers vote on a theme. This is what they chose, I hope you enjoy it, and have a spooky Samhain! ***** CHAPTER 1: HIGH-RISE The angry beeping of car horns filled the air as Ethan weaved through the bustling crowds of pedestrians that clogged the sidewalk,...

Awakening: 7 Slutty Blackmail Tasks

by silkstockingslover on Mar 20, 2018
Illustrated

Summary: MILF's sexual awakening by being forced to do 7 slutty tasks. Note 1: This is an April Fool's Day 2018 Contest Story so please vote. Note 2: Thanks to DARKBREEZLY for collaborating with me and creating all the illustrations that bring this story to life. Note 3: Thanks to: Tex Beethoven, thor_p, Robert, and Wayne for editing. Note 4: A warning:...