Whiskeyisgood Stories

82 results
Orientation
Length
Source
Infinite Scroll

Jogging Partners Ch. 06

by WhiskeyIsGood on Sep 25, 2017
Transsexuals & Crossdressers

A few weeks had passed by since that first time I allowed Lauren to fuck me in the ass; in the time that had gone by we'd been having sex like a couple of wild animals. I have to admit it' was some of the best sex I had ever had in my life. No matter who was on the receiving end, things were always great and the end' result was always a lot hotter than any e...

Jogging Partners

by WhiskeyIsGood on Sep 25, 2017
Transsexuals & Crossdressers

Going to try to focus a bit more on character development on this one; at least' in the beginning. Also, as we go along and start getting into the sex and all that good stuff feel free to make suggestions on what you might like to see. Just keep in mind I'm not much for dressing my male characters up as girl' lol. The heavy door to my house slammed shut...

Fun with Chrissy

by WhiskeyIsGood on Feb 12, 2018
Transsexuals & Crossdressers

I know this is a bit short, compared to some of my other stories. There will definitely be more to it later on though, I assure you. I apologize for my lack of posts lately. I've just started a new job and it's been keeping me busy. I don't intend to stop writing anytime soon though. ***** I can remember the first time that I stumbled upon trans porn. I wa...

Jogging Partners Ch. 07

by WhiskeyIsGood on Sep 25, 2017
Transsexuals & Crossdressers

I awoke the morning after Lauren's birthday to find she was no longer lying in bed with me. Still naked, I groaned, shifting under the bed sheets and sitting up. I rolled off the mattress and stumbled into the bathroom. I relieved my bladder, took a quick shower then got dressed to find Lauren sitting in the living room watching TV. "Morning babe," I said...

Mike, Sara and Annie

by WhiskeyIsGood on Sep 16, 2017
Transsexuals & Crossdressers

I use to be your typical macho kind of guy; you know what I mean. The beer guzzling, football watching, weight lifting dude who sleeps with different girls and has a bad habit of cheating on good women. It's how I was all through high school, all through college, and into my late twenties. My father had been the same way and I assume I inherited it from hi...

The Theater

by WhiskeyIsGood on May 11, 2020
Transgender & Crossdressers

This is based off my actual first encounter with a transsexual, and also my first trip to an adult theater back in March, just before the lockdown started. It certainly didn't go the way that I expected, but I still had a good time that day. I figured I would share my experience with my fans, although this is a slightly exaggerated version of what actually h...

Jogging Partners Ch. 03

by WhiskeyIsGood on Sep 25, 2017
Transsexuals & Crossdressers

I had finally moved into the apartment with Jennifer; it had taken a few days to move all of my stuff out and into her place. We had to use A U-Haul truck, and I really had gotten lucky that a friend of mine was willing to help pay for the truck, because otherwise I would have been shit' out of luck. In any case, I was officially' moved into the apartment no...

Kelly Ch. 02

by WhiskeyIsGood on Sep 19, 2017
Transsexuals & Crossdressers

Sorry it took a while to get this one out. It's been on my computer for a while waiting, but I have been without internet for the last few weeks. I hope everyone enjoys. ***** I woke sometime later with my face buried in the pillow, breathing in the scent of perfume and cigarettes. Groaning, I lifted my head and rolled over onto my back. It took a few mome...

Revenge

by WhiskeyIsGood on Nov 6, 2017
Transsexuals & Crossdressers

Carrie heard the slam of a car door, outside her house. It startled her awake and she groaned, turning over in bed and looking out through the blinds. Parked in the driveway of her house, was a car that she recognized; it was Alison's car. What was she doing there? Alison, was Carrie's brothers girlfriend. They had been dating for a few years now and seem...

SheMale Sirens

by WhiskeyIsGood on Sep 25, 2017
Transsexuals & Crossdressers

Of the many mythological creatures invented in the mind of man over time. Some are believable, while others are known to be simple stories created to scare people with weak constitutions or to frighten children at bedtime. Werewolves, vampires, demons... all such creatures are what I am referring to. But the one myth that I had never heard of as a child was...