Cross Dress Stories

150,200 results
Orientation
Length
Source
Infinite Scroll

A Different Type of Chastity Belt

by Wildestthang on Sep 12, 2017
BDSM

I sit here waiting for her to get home. When she gets here I have a surprise for her. I hear the tires crunch in the gravel. My cock gets semi hard knowing what I have planned for her. She walks through the door and throws her keys on the counter, rifles through her mail. I let out a little cough. She screams as she turns around, then sighs as she sees its m...

Black

by thecherribomb on Sep 16, 2017
Novels and Novellas

It was fucking cold. The wind whipped around the city mercilessly, snatching foliage from vulnerable trees and leaving garbage cans scattered in its wake. Fall came abruptly this year in Philadelphia. Only last week the temperature had been in the sixties, allowing the city's residents the option to go sleeveless. Now everyone wore jackets, whether they like...

Don't tell Daddy Ch. 02

by Jt2020 on Jul 9, 2019
Mature

(This story unlike the first is based loosely on a true series of events. Names were changed and locations withheld to protect the not so innocent. The characters in this story did in fact meet online on Christmas Day 2013 and then in person several times over the following five and a half months). *** A few weeks had passed since Katie and her "Uncle" Sc...

Origins Pt. 02A

by ButchB46 on Sep 24, 2019
Erotic Couplings

This is a continuation of Origins Part I. ***** I was over my annoyance at Sharon in a couple of weeks. The part at the end where she was sitting at her kitchen table with her legs spread and cum dripping unto the floor was kinky, and it had fueled a few masturbatory fantasies since then. But I was neither anticipating nor expecting a repeat performance....

Mr. Supervisor

by Candeeland on Jan 28, 2020
Exhibitionist & Voyeur

I want him. I'm positive he knows it too. There's no other way that I can articulate it. Every time I see him and his crooked dorky smile my pussy clenches. I imagine what his lovely, thick, luxurious beard would smell like after I was done sitting on his face. I want to find an excuse to touch it. Run my fingers through it. Grab it. Force his head down d...

Pinche Loco

by HughMungus1 on Jan 21, 2020
Humor & Satire

"All truth passes through three stages. First, it is ridiculed. Second, it is violently opposed. Third, it is accepted as being self-evident." ― Arthur Schopenhauer The cactus outside the sex cinema was more twisted than the belief Hillary Clinton or Donald Trump actually care about us. I sat in a bug-baked jalopy, gazing through the greasy windshield at t...

Logan's Run

by AesopsOtherTales on Oct 12, 2020
Romance

This is inspired by the book and the movie, obviously. I wrote this for my wife, who doesn't know I write here. Please don't let her know. Thank you to sbrooks for the quick turn and making it fit for the masses. Don't blame him for the spelling of Carrousel, blame William Nolan and George Johnson. Bonus points for knowing who those two are. -----------...

Jersey Love: Apple Dreams & Release

by LunaEroticaMystica on Sep 14, 2017
Romance

Author's Note: "Jersey Love: Apple Dreams & Release" is my entry for Literotica's - 2011 Halloween Contest. I'm sorry it's taken so long to post. I hope the length doesn't scare too many people away. I know it's long, but I had to follow where the story led me. Thanks for your patience! This is a Romance story through and through, but there are strong para...

Bitter Fingers

by Philyabutt on Sep 12, 2017
Loving Wives

Another sunny school morning, Monday morning to be precise, and John Lock waited by the stile for his first love Margaret Short. They walked across the field together, every weekday, to school. The field was the next one to John's garden and a few hundred yards from Margaret's house. At the bottom end of the field was a long gravel track that went slowly dow...

Jill & Tim's Story Ch. 03

by Lou Thomas on Aug 31, 2017
Fetish

III Jill I'D had my eye on Eddie ever since we'd first met -- almost as intensely as he had his eyes on me, especially my legs, at every opportunity. The first time we met, at a meeting of a group to which we belong, my reaction to Eddie was almost identical to the reaction I'd had when I'd first encountered Tim many years before: the thought that, "NO man...