Crossdressing Halloween Stories

6,808 results
Orientation
Length
Source
Infinite Scroll

Living with April

by conanthe on Aug 31, 2017
Group Sex

Honesty may be the best policy, but it doesn't always get you what you want! JACK I met April just after I moved to town - purely by chance at my new doctor's office -- she backed into my bumper and then got out to look at her car. If I had not been sitting in my parked pickup (I always arrive early for any appointment) I am not sure she would have owned u...

By Air Mail Ch.04

by TaLtos6 on Sep 16, 2017
Novels and Novellas

Craig is a little disgusted as he seems to have to almost fight his way home with seemingly everything set in his way to detain him. Meanwhile, Amelia almost can't sit still as she waits nervously for him to get home at last and this time, she's determined, feeling like it's now or never, and she's not prepared to accept never. She doesn't know it... But...

Rain On The Roof

by JimBob44 on Jul 31, 2019
Loving Wives

*Author's Note: Any and all persons engaging in any sexual activity are at least eighteen years of age. Disclaimers: This story has been edited by myself, utilizing Microsoft Spell-check. You have been forewarned; expect to find mistakes. The title of this story comes from 'Rain On The Roof' which is one of my all-time favorite Beatles tunes and can be fou...

A Time of Changes

by Mason_Hess on Apr 3, 2019
Romance

————Prologue———— The first flight had taken her from Kennedy airport in New York to Port of Spain in Trinidad and she stayed for two days at a hotel there on the island, isolating herself as she waited for the next leg of her journey. She sat on the chaise in her suite's solarium and looked out at the filthy city and the polluted gulf of Paria and felt disg...

Six Times a Day Pt. 15

by spacer x on Mar 12, 2019
Novels and Novellas

Part 15: The Bitch Is Back At well over a million words, this is one of a handful of the longest erotic stories ever written. The first couple of parts are mostly build up and teasing, but there's lots of sex later on. The story also has love, humor, plot, character, and a lot of popular acclaim, so you should give it a try if you haven't already. It has in...

Swedish Erotica Film Critics Club

by StretchTacos on Mar 26, 2019
Novels and Novellas

Swedish Erotica Film Critics Club Chapter 01 - Swedish Erotica Club Midway City CA - Apr 1, 1983 What happens after school's out, stays out of school. Erotic Couplings, First Time, Novels and Novellas, Romance, Exhibitionist and Voyeur Copyright 2019 -- StretchTacos All rights reserved, including the right to reproduce this story or portions thereof in...

Sophia Pt. 03

by CastleStone on Sep 18, 2017
Loving Wives

Author's Notes: Sorry it took so long to get Part three submitted. It turned out to be much longer than I thought. I want to thank people for all the praise that I was given for Parts one and two, and I hope that this lives up to your expectations. Special thanks to my new and first ever editor Yellow Peril, he did a whole lot of work on this story, with...

The Gentlemen's Panty Club Pt. 05 - Final

by joefelton on Aug 22, 2018
Fetish

Authors note: This is the fifth and final part of my story, and I believe I have saved the best for last. Thank you to those of you who've read the first four parts. For those readers who are new to The Gentlemen's Panty Club, I have included a short cheat sheet in this note, listing the major characters and a few significant details about them, that should...

Sophie's New Perversions

by Bjorn Wild on Sep 12, 2017
Novels and Novellas

This fantasy story is based very loosely on the comic "Sophie's Curious Perversions" by Von Gotha. That story took place in 1958 London. This one takes place in 2002, in Portland, Oregon. Chapter 1: Sophie's 18th Birthday Hi. I'm Sophie Anderson. I live in Portland, Oregon and I am a senior at Pacific Academy. It's a private school. One of those where we a...

A Whore and a Thief

by StangStar06 on Sep 18, 2017
Loving Wives

Hey Folks. It's the middle of winter and it's as cold as hell out there. I thought I'd give you one to read on those cold nights when there's nothing on TV. This one like the last is a bit longer to give me a chance to stretch my legs. Another thing that gave me a bit more confidence is the fact that I was standing on the shoulders of a giant on this one. Wh...