Cross%20dressing Stories

43,513 results
Orientation
Length
Source
Infinite Scroll

Rescued Then Taken

by thesebreasts95 on Nov 11, 2019
Fetish

I stood by the side of the road, shivering slightly in the cold. The heater in the car wasn't working, and my legs were starting to cramp from sitting in the driver's seat. About 10 minutes ago, the breakdown service called me back to tell me they would be with me in about 90 minutes. I had already been stuck for an hour. I inwardly grumbled to myself as I p...

Hiking with Molly Pt. 01: Mutual Wank

by hot_words on Nov 12, 2019
Toys & Masturbation

I sat with my rucksack waiting Molly's bus getting in. I could hardly believe my luck when she randomly agreed to come with me for a week into the Scottish Highlands. She was one of those friends you rarely saw as she was always busy - a nightclub here, a city there - and despite being in her mid-20s she rarely ever used social media. A few months prior she...

Working Out

by SAR1995 on Jul 13, 2020
Transgender & Crossdressers

To be clear, both women are trans (MtF). Again, the receiving trans woman's ass is referred to as a pussy. *** I awoke from my nap at about 7 p.m. and decided to go on my daily night run. I put on my black athletic shorts, black sports bra and sneakers. I put in my headphones and began stretching before beginning my run. As I was stretching, I looked out o...

Cygnus Breeding Labs Pt. 01

by blightswitch on Oct 5, 2020
Fetish

(Warning: This story includes futa and cum inflation) Background: In the distant future, humanity truly takes to the stars. A golden age of science and technology launches the species into a universe merely dreamt of my previous generations. Medicine progresses and increases the human lifespan, aided by interspecies cooperation with alien worlds. One of the...

Snow Day Pt. 03

by BubbleMonarch on Aug 31, 2020
Fetish

Pia opened her eyes. She was warm all the way down to her hands and feet, and very comfortable. She didn't want to get up, but she knew she'd have to soon: after four cups of Azri's tea and a nap, her bladder was about to overflow. Azri was gone, leaving Pia alone. It occurred to her that it was odd that Azri was in Mayra's home - Mayra was very territorial...

Sir and His Sarah Ch. 01: First Encounter

by WritingAtNight on Sep 14, 2020
First Time

They met online and their initial correspondence consisted of about a dozen lengthy emails. Both of them were impressed by the substance and the style of the others' messages and each felt that the other was intelligent, accomplished, interesting, and grounded. They were straightforward about their desires, a rapport and trust was established, safety concern...

Over The Years Pt. 08: Babysitting?

by oggyoggy on Oct 6, 2020
Exhibitionist & Voyeur

OK, I know it's not the most original name for a story and may even be the most over used and underwhelming when you finish stories with this title... however, this happened to me some years back when I was stationed in England. If you follow my stories at all you'll know my background, if you don't... it probably doesn't matter. Our marriage wasn't doing...

Your New Life as a Demon Lord

by beseechrelease on Mar 11, 2021
Fantasy

NOTE: Don't forget to hit "Start Game" before you read! Also, there are variables for you to customize! As the story progresses, the game function will track your choices. For example, you won't randomly use a weapon you don't have, or talk to a person who shouldn't be there, that sort of thing. NOTE 2: This is my first (and maybe only, who knows &...

Open in Reader

Valerie Ch. 10

by dweaver999 on Sep 12, 2017
BDSM

Chapter Ten Rebirth of Hope Valerie woke to the sensation of being kissed lightly on the lips. Her eyes fluttered open to see Sally's face practically inside her own, lips brushing against hers. She kissed back, opening her mouth to let their tongues greet each other properly. "How's that for an alarm clock?" Sally asked. "Mmmm. So much better than my be...

Birthday Celebration

by jackswade on Sep 12, 2017
Erotic Couplings

PROLOGUE I was excited. I have to admit, when it came to Emelia, just thinking about her got me pretty worked up. Tonight, however, was special. Tonight was her birthday. Serge', her husband, and I had been conspiring to surprise her for her birthday. Okay, let me backtrack a moment. I've known Emelia for years. She was part of the reason I quit being a pe...