Whiskeyisgood Stories

82 results
Orientation
Length
Source
Infinite Scroll

Jay's Sex Club Adventures Ch. 07

by WhiskeyIsGood on Sep 13, 2017
Transsexuals & Crossdressers

It was early October now and hoodie season, as I liked to call it, was upon us at last. The time of year I loved the most, when it was starting to cool down, but it wasn't too cold, just comfortable. It was the time of the year when you could go out just wearing a hooded sweatshirt and I loved being able to do that! A few months had passed since my first...

Jay's Sex Club Adventures Ch. 01

by WhiskeyIsGood on Sep 11, 2017
Transsexuals & Crossdressers

Summer 2013, I turned 25 years old. I will not lie and say that I was thrilled or anything like that, to be honest with you, it was quite the opposite. I was not happy in the least bit to be just another year older, as I liked to say. Especially given the fact that at the midway point of my twenties, I still had been unable to find a woman that I could devel...

Lilith Ch. 06

by WhiskeyIsGood on Nov 18, 2019
Transgender & Crossdressers

I left this one alone for a while, I know. Here's the newest chapter of Lilith, with all new characters and a new storyline, as well. I meant to have this up by Halloween but I was a bit held up over the week and didn't finish it on time to submit it for the holiday. In any case, here it is and I hope you enjoy. Yes, before anyone ask's, there will be anothe...

The Company Ch. 02

by WhiskeyIsGood on Mar 2, 2020
Transgender & Crossdressers

For the next few hours, I did everything that Alison had instructed me to do... I shaved, from the chest down, even making sure that my cock and balls were perfectly smooth and clean. Alison insisted on also shaving my ass crack, which required a bit of help from her, of course. I didn't exactly see why it was necessary...not like I was very hairy back ther...

Bailey Ch. 03

by WhiskeyIsGood on Oct 21, 2019
Transgender & Crossdressers

Holding to my word, I didn't let the incident with Billy and his friends scare me away from Bailey; I kept seeing her, even after the beating I took. To be honest, I'm not sure if he was trying to lay low or what, but Billy seemed to keep his distance from me for a while...thankfully. Bailey and I continued hanging out, going to parties, playing video games...

Wild Devil Ch. 01

by WhiskeyIsGood on Sep 14, 2020
Transgender & Crossdressers

Sorry for the wait on this one...I've been without internet, for about a month so it's definitely been delayed. I know a lot of people have been looking forward to it, so here it finally is! Whiskey "Philadelphia! Are you ready to rock and roll!?" The roar of the crowd echoed through the venue hall, as over a thousand people cheered in excitement...and I...

High School Reunion

by WhiskeyIsGood on Jan 1, 2019
Transgender & Crossdressers

Hello, my loyal fans! It's been a while, I know. The last six months of 2018 have been quite busy on my part. I've had this one sitting around in my files for a couple of months, and just got around to finishing it up finally. I think you will enjoy it, as much as I enjoyed writing it. I am also working on a holiday story...little late on it, since I origina...

Snowed In

by WhiskeyIsGood on Sep 25, 2017
Transsexuals & Crossdressers

My first story of 2017. Hope you guys enjoy this one. I've got a few good ones in mind for this year and maybe a surprise return of an older series, in a few months. ***** "Blizzard like conditions are expected to fall upon Philadelphia tonight, and it is advised that you stay off the road if at all possible. We're not expecting much more then 4 to 8 inch...

Bailey Ch. 01

by WhiskeyIsGood on Jun 25, 2019
Transgender & Crossdressers

All characters in this story are 18 years of age, or older! Long time no see peeps! Sorry I've been gone for a while. Life happens sometimes and it's been a busy couple of months for me. Been under some stress and it's caused a pretty lengthy bout of writers-block but, here's chapter 1 of my latest story. Hopefully it won't be too long, before you get to se...

The Landlady

by WhiskeyIsGood on Sep 12, 2018
Transsexuals & Crossdressers

So I know I have not been posting much lately. It has been a very busy summer for me. I'm hoping to get back to being more constant with posting on here, now that things are settling down just a little. I wrote this one over a month ago but, it needed a lot of work done, and I just got back to finishing it up. I hope you enjoy. I did leave it open for more a...