First trans experience

The first time I experienced the joy of being with a trans woman sealed my fate. It was falls and I found an ad in the personal section of a local publication. You know the ones with all the x rated ads. Anyway, I remember having to connect by leaving a phone message. Seems so archaic now, but so we’re the early days as the internet started to take off. After making some loose arrangements we decided to meet one Saturday. I drove about an hour flip flopping from total excitement to complete nervousness. Thankfully, I didn’t turn around because I knew this was something I needed to experience. My early drive and overwhelming desire for trans woman had been building for far too many years. As I pulled off the main road I turned onto a maze of I paved roads. I think the remoteness gave me more confidence. Finally I found the house and went to the door and she was patiently waiting. My first glance of her dark eyes and gorgeous long hair pulled me in. The house was quaint and as she offered me a drink I started feeling giddy. I don’t recall too much small talk, but it was clear there was an attraction and before I knew it, we were making out. Her lips were so delightfully soft and our tongues explored each other. She was a bit older than me and took the lead welcoming me into her bedroom. She slowly began to undress, dropping her floral patterned dress in the floor and undoing her bra, small but supple breasts that I caressed and licked. With me sitting in the bed watching her and kissing and caressing her back and butt I felt her silky thong and gurl clitty against my chest. We were both aroused. By now I had stripped down to my undies and got up the courage to peak at her erect member. She pushed it towards my face and without any hesitation, I let her slide it in my mouth. She pushed me back onto the bed and removed the last remaining piece of my clothing and began sucking my cock, it was amazing. Before I got to close to cumming she slid her body up mine, I felt her breast running up my stomach and her hair d****d over me, she kissed me and asked what I wanted. You want me to fuck you? I did and she moved her cock between my legs. Before she tried entering me she put on a condom and put lube on my ass…as she pressed I realized I was not ready. It wasn’t that I didn’t want to, but I was too tight. This would have to wait for another time. She was very understanding, and sweet about my inexperience.

We finished the evening kissing and pleasuring each other orally. I kissed her good night, and headed to my car. As I drove home, I knew this would be a life long obsession. I adore trans woman so much that I often wish I had the courage to transition myself.