Author's note: This story was requested by NaztyNate98, who wanted a crossdresser on Halloween story. I hope that all who read if find it enjoyable. This is to be my first homoerotic story. Spoiler alert, it gets kinda gay. So, if you are not into that sort of thing, I'd advise you to perhaps select another story. * "What the actual fuck was I thinking?" I...
On New Year's Day, I slept late, real late. I was still trying to process the month of December. It was clearly a month I would not forget. I did a lot of daydreaming that day and watched TV with the family. I was pretty zoned out. New Year's Day simply came and went. My cell phone rang early the next day and I was asked to price out 2 different painting j...
Author's note: I prefer to write in the third person as it gives the writer so much more flexibility. However, I've written this story in the first person for one reason—it is my own personal story with love, marriage, crossdressing, and the ups and downs it invariably brings to a relationship. My name is David Calvin Peterson. My friends call me Cal. A smal...
COFFEE "Thanks for me, Raquel, I'm at the end of my tether and I don't know what to do with Dan anymore." I was meeting Raquel, one of my colleagues for coffee. She knew I was struggling with my husband, but didn't know the problem was in the bedroom. "That's alright, Jo. My pleasure." "Look what I've got to share with you is deeply embarrassing, so I beg...
All names have been changed to protect the guilty. ***** Being a very short guy (5'3") with a small frame has been a major handicap in my quest for female companionship. Having a micro penis was the nail in my coffin. Throughout my youth, I was ignored or rejected by girls. I had my first girlfriend in college, Caroline Fletcher. She was smart, beautiful,...
[Welcome to my next story. This story has become a little different in how I planned to write it as compared to my previous stories. It has been fully written up already, as of this first uploaded chapter. Doing it this way allows me to better proof read and adjust for future chapters before uploading each. I will submit uploads on a regular basis for my rea...
*Author's Note: I shared my own very unique love story in Serendipity. I got into crossdressing late in life compared to most guys who start somewhere between 5-15. I was married, and had been on active duty for four years and was totally into weightlifting since my sophomore year of high school. When I first tried wearing women's clothes, I was in my early...
Introduction It was the summer I (Alex) and my twin sister Gina graduated from Business school, ironically Gina and I joined our family real estate business. This was a way of our parents keeping us busy and stop our procrastination about searching for jobs elsewhere. It was also the time my crossdressing persona met our neighbour Mr Parker. Backstory......
"You can never tell anyone about this, promise?" "Yeah man, I know!" "I'm serious, dude, not a soul. I am so ashamed and it's seriously been killing me for two weeks." "Okay, just tell me, I promise I will never say anything to anyone, ever." "The reason Rachel and I broke up is because I couldn't perform." "Perform what?" "Perform... sexually?" "Like...
Greetings and thank you so much for choosing to read my story. This is intended to be a multi part series so bare with me as I try to develop the characters and lay down the backstories. As always, Your feedback is always essential in the development of the story going forward. Please leave a comment down below * I Had been Married for about eight years w...