Hey my name is Lucy Taylor and I am a 20 year old crossdresser. I am originally from California but have since moved to Hawaii to live with family. I have loved crossdressing ever since I was little. It was not until I turned 18 before I strayed away from the simple panties and bras. I began buying G-strings, thongs, lace underwear, lace bras, sexy lingerie, stockings, make-up, wig, etc. This is also the time I began shaving my body and learning how to be a feminine sissy. During my first two years I only dressed up, fantasized, and took pictures. I really like how I looked and being dressed is where I feel most sexually aroused. I began to explore further into my sexuality by anal play. At first it was just the clothes, but eventually I took the plunge into my ass. It was awkward at first, but over time I began to like it and eventually bought a dildo for play. I recently moved to Hawaii and it was kind of restart in a way. I didn't know anyone so I had more free time to continue my dressing. All of this eventually ended up on me taking the initiative to have my first time anal sex with a man. I will talk about that in a story later, but this is just a bit of my background of crossdressing. Feel free to ask me any questions xoxo Lucy
So there is this guy who I've been talking with for awhile. I wasn't too interested because I was still on the edge about meeting up dressed with another person.At the time I was under the influence and I sent him this message. "I have recently been dress...
