Whiskeyisgood Stories

82 results
Orientation
Length
Source
Infinite Scroll

Jogging Partners Ch. 04

by WhiskeyIsGood on Sep 25, 2017
Transsexuals & Crossdressers

After we got back from the hospital, Lauren made sure I could get up the stairs alright' as I still felt just a little bit dizzy. The docs had stitched me up pretty good though and for the most part, I felt a lot better. Once we were upstairs, I sat down and she got me a drink and started setting up the couch bed for me to sleep on for the night. "In the mo...

Friday Night Snow Storm

by WhiskeyIsGood on Sep 26, 2017
Transsexuals & Crossdressers

It was late, nearly midnight on a freezing Friday night, in the middle of February when I found myself driving into an absolutely blinding snowstorm. After listening to the weather reports on the radio all day, I was certain I could beat the storm home. They had said it wasn't supposed to get this bad for hours yet, long after I would have been safely at hom...

Caught and Punished

by WhiskeyIsGood on Sep 13, 2017
Transsexuals & Crossdressers

I had walked into the mall on a Friday afternoon with a group of my friends, Steve, Bill and Ryan. The plan was pretty' simple; Bill would stand guard while Steve, Ryan and me went into the jewelry store. Steve and Ryan would distract the clerk while I went around to one of the glass cases and picked the lock. Once I got what I needed, I would clear my throa...

T-Girl Fantasy Island Pt. 02

by skywriter62 on Sep 13, 2017
Transsexuals & Crossdressers

Once again I am back, dear readers! I really appreciate the votes for my first part of this story. The encouragement really goes a long way. The comments both here and in my email have been wonderful and I really am amazed that people have enjoyed my stories this much! I only hope that I can improve more with each story so criticism is honestly desired and w...

Rockin' The Boat

by WhiskeyIsGood on Jun 19, 2018
Transsexuals & Crossdressers

Miss Fox...the hottest woman, I ever did see. I met Miss Fox for the first time when I answered a craigslist ad for a job position. Miss Fox owned a very large property in Fort Lauderdale, Florida; she was practically rich and this place, was practically a mansion. That said, Miss Fox kept a team of employees who handled maintenance around her property. C...

The 21st Birthday Party

by WhiskeyIsGood on Sep 19, 2017
Transsexuals & Crossdressers

To say it was a wild night would be an understatement. My 21st birthday was literally, the greatest birthday of my life. Of course, the best part of the night had been meant only as a prank that my friends wanted to play on me just for the fun. No one, not my friends and definitely not me, had expected it to go in the direction it had, but to this day I'm gl...

Jay's Sex Club Adventures Ch. 23

by WhiskeyIsGood on Sep 14, 2017
Transsexuals & Crossdressers

"Lisa...what are you doing here?" I couldn't believe my eyes. It had been such a long time, I had honestly almost forgotten all about her. I never expected to ever see her again, and I don't think anyone else expected it either. Despite what we all expected, she was standing right in front of me and she looked exactly the same as she had before. "I just go...

Jay's Sex Club Adventures Ch. 02

by WhiskeyIsGood on Sep 11, 2017
Transsexuals & Crossdressers

The next day, I woke feeling refreshed, like it was the start of a new life...I cannot explain it but it felt like a great weight had been lifted' from my chest. Some would consider that to be the typical feeling you get after being laid for the first time in months. Ordinarily, I would agree, but in this instance I felt as though it were something completel...

Jenna

by WhiskeyIsGood on Sep 25, 2017
Transsexuals & Crossdressers

After a long day of work, I was happy to be on my way out the door and heading home to my apartment. I was exhausted to say the least, as it was 11:00 at night, and I had just finished closing the store. As a night janitor, it was my duty while closing to get rid of all trash and cardboard throughout the departments before the end of the night, and clean thi...

Unconditional Love Ch. 04

by WhiskeyIsGood on Sep 25, 2017
Transsexuals & Crossdressers

A couple of weeks passed after our experience at the park together, and things had been going well for me and' Alison. However, I was starting to feel just a little weird about everything that I had been doing sexually as of lately. It was different to say the least, but I had never thought I would end up doing any of this stuff in my life. Touching another...