My name is Tom, my wife Emma and I had been married for about 15 years before my eyes started to wander a bit. I will admit I screwed up big time. I had an affair with a young woman named Christine from my investment firm. The details of that aren't really important but what followed after Emma finding out was a winding, twisted journey that led me to my cur...
Note: Part 4 is short, but it came to a natural stopping point. I am working on part five. * With that, Jen walked me back over to the side of the bed and had me kneel down. She tied one hand to each bedpost, then sat lightly behind me. Even through her jeans, I could feel the warmth of her ass against the back of my knees. "I know, this isn't exactly wha...
CHAPTER 3 The smell of Dannie's pheromones was making me giddy. It had been so long since I had last tastes sissy clitty; too long. My mind flashes back to boarding school, Gloucestershire. I was young, under age by English law. It was just after the summer play, and James had decided we should change costumes; boys wear the Shakespearean dresses of the gir...
Walt had been talking for months about taking me with him on one of his river trips. He was the skipper of a river tugboat and would be gone on trips for about a week at a time. When he finished a run, another captain would take his place and he would be home for a week. In the year and a half ,or so, that I had lived with Walt and Ellen, I lived as a femal...
I never noticed in the moment, but I had been a sissy my whole life. Growing up I was always the shortest boy, always the weakest, I never had a girlfriend, and I wasn't good at any sports. My mom always told me I would grow into a man eventually, but that never happened, even during puberty my growth was minimal. By the time I finished high school I was a...
All of these stories share a central theme of Crossdressing. Rather than add yet another story for one of my ideas, new ones will now go here. I'm making the call, out loud, for additional authors to add their own threads and work with me. I would love anyone interested in any of these stories or my previous ones to add their own threads. If writing isn't yo...
You had willingly searched and jerked off to sissy porn for years. You regularly read Literotica fiction and would love to stroke yourself for hours. It was not uncommon for you to chat or flirt with other bloggers or online friends. You sought out a deeper role. The hypnosis of online flirts and short sissy skirts led to cravings, stronger and stronger with...
Preface: Welcome to my next sissy story. This one is based around the exciting ideal of a married sissy, crossdresser. It will have many ideas based on my thoughts about how life could be for me as a married, crossdressing sissy maid. I hope you all enjoy it. ***** Chapter One: Sometimes one's most unique secrets do come out. My name is Phil and I've alwa...
DISCLAIMER: This is a work of fiction and all characters represented here and in any additional parts of this story are all over the age of 21. This tale involved crossdressing, bdsm & role playing. If these subjects do not interest you then I wish you well and hope you find a story on the site which you will enjoy. The main characters in this tale are as...
I was finding it hard to concentrate on my picture... the creaking sounds from the box spring grew louder with each passing moment, making it harder and harder to keep my crayons inside the lines. I didn't have long to finish my coloring, maybe another minute or two but it was already the prettiest unicorn I'd colored yet, and surely they'd be happy. I strug...