The night was still early but with the combination of travelling, drinking on an empty stomach and the emotion of talking about my interest in crossdressing, I was exhausted. I suggested going to bed to which Mandy agreed. I stood behind her brushing my teeth wondering what was going to happen now my sordid secret was out. I caught Mandy's eye in the mirro...
Part 1 It was 2006, a day in April; I can't remember exactly the first day of the rest of my life begun but begin it certainly did. And for my wife, Joanna, it also meant a massive change. I was back in England from a business trip to Canada, to Vancouver to be precise, and I had been back four days since being over there. It was a business trip but Vanco...
I didn't have a cell phone in the nineties. Even if I did, text messaging wasn't a thing. I had an email account through my university, but plenty of people still weren't using email. And even if they were you didn't always know their account. So I had no way of communicating with Angela. I certainly couldn't call her home phone. She was my aunt's step d...
Only 24 hours had passed since Kate and her friends had left her house for college. When my phone rang, I was eating lunch between classes. "Matt, it's Kate." "Hey Kate, how does it feel being back at school?" "Horrible, I am so jammed up with work. It seems like every professor is rushing to cram as much as they can on us in the last few weeks." "Same h...
This is the sixth segment of the Erika story, if you would like to know how we got to this point please go back and read the other chapters. Also I appreciate feedback, comments, and a 5 star rating is appreciated if you think the story warrants it. *** I slept like a baby that night, I think I was worn out from all the excitement of the day before. Mary h...
I woke up on Christmas Eve to the sound of someone knocking on the door. It was after nine o'clock. I was in a guest room in my uncle's basement sleeping in a tee shirt and pair of silky black panties with a red floral print. Next to me was another pair of panties that were stiff with my dried cum. Angela had used them the night before to give me a handjob...
Like all of my other stories this one had been already published on Literotica. You can find it here: https://www.literotica.com/s/feminine-fate-fulfilled__ For whatever reason Chyoa doesn't include Crossdressing in the category of Transsexual and doesn't have a separate category for that theme. This story does not include any transsexuals, but I considered...
I first published this story a few years ago. Since then, my writing skills have improved a little. While, I cannot change what actually happened to me, I have added some more details and corrected some grammatical mistakes. ---------------------------- After collage, my girlfriend's best friend, Alison, and I found ourselves working in the same city and...
I love to dress-up as a girl and get naughty with someone who understands the love of dressing as a girl. So I advertised on Craig's List for a crossdressing buddy; someone to play with and get naughty. A guy emailed me and we started exchanging emails and then a couple of phone calls. We discussed what we each liked to do. I love to kiss and cuddle before e...
'I am ready, Sir.' I texted on my cell phone. 'Room 28.' A few moments later, the cell phone pinged and a return message appeared. 'You know what to do -- I'll be there very soon.' I took a shuddering breath and looked at myself in the bathroom mirror. An angry frown marred the soft made up sissy face looking back at me, framed as it was by dark straight h...