I could not believe my good fortune. Not only had Jessica accepted my crossdressing, she had changed her whole attitude toward my fetish. We talked about it afterwards and she told me she was continuing to research the topic. In the meantime she made me promise that we would have no more secrets between us. Over time, she got me to tell her the full extent o...
It is amazing the things a man will do to get laid. It was Halloween and I was being dragged to a costume party thrown by a few of my girlfriend, Caroline's friends. Although Caroline was a prim and proper insurance underwriter during the day she hung out with a rather arty crew of liberals. They enjoyed having yelling contests about politics and being san...
This series is the follow up to my earlier series "College Crossdressing Confessions." My wife forced me to make those confessions detailing my shameful addiction to wearing panties, pantyhose, and other girly intimates, and my panty pilfering ways in college. While I was making confessions to the public for the first time, my wife has generally been aware o...
I'm told that when I was two or three, my mother dressed me as a girl and took me trick-or-treating with my older sister on Halloween, but I have no recollection of the event. * * * Fast forward ten years, when I was on the brink of puberty. For some reason which I will never understand, I developed a fixation on trying on my mother's high heels. One nigh...
This story continues from: My "Uncle" Caught Me in Pantyhose! Pt. 01 https://www.literotica.com/s/my-uncle-caught-me-in-pantyhose-pt-01 I was excited at the idea of spending some time with Roberto and when the day finally came for him to pick me up, I was giddy with excitement. As I sat on my chair in my room on the second floor, and looking out the windo...
In the first few weeks after Li had discovered my crossdressing fetish, I worried constantly about her changing her mind and telling my wife about my activities. However, the more time I spent with her, the more confident I became that she was genuine. Since Li's husband, Ronald, was hardly ever around we were in very little danger. Even if my wife, Chelsea,...
This is the continuation of my True Stories series, where I tell my readers about my real life adventures as a part time transvestite. In this instalment I will tell you about Buster, an admirer with whom I have I met up with a number of occasions. I warn you now that the story contains graphic sex, use of alcohol, mild bondage, use of recreational drugs and...
I changed names only to protect them. These stories represent a fully non-fictional account of how I became me. All stories and people are real. Enjoy them. ***** I only knew Steve as my landlord. To be exact, Steve was the only son of the two people that owned the small apartment complex I am currently living in as of right now. My reason for moving he...
Michele felt the huge member buried in her anus begin to pulsate; hot, creamy semen flooded her back passage. She was lying face down on the huge bed; pressed down into the satin sheets and soft mattress, her own penis trapped in her satin panties was also hard and leaking pre-seminal fluid. She lay still as Ahmed, the man lying on top of her, emptied himsel...
Ida and I had been seeing each for about six months and it was all going very well – I was 30 at this point with Ida being only a year younger. Me - a very easy-going young man, fit, lithe and a hundred percent, dedicated cross-dresser! Ida – also young, Italian and with a sexy curvy figure that matched her petite frame very nicely. I was secure in a well-pa...