It was the beginning of the year 2023, in January, three days after New Year's Eve. I was driving home in the morning from a party 100 miles away from my hometown. On the highway, after going half the distance, I received a notification from my dating app, and I was like, "Oh, a new match", I'll check it when I'm home because I don’t like to text while driving.
One minute later, I received another notification saying that I had a message from my dating match. I was so curious to find out because, in most cases, I was the one texting first, so I took my phone to see more about this mysterious match. In the next moment, I was shocked because the message sounded like, "Hey, have you been with a trans girl before?" After I read that, my heart started to beat like crazy, and I almost had an instant boner just thinking about it. It was my dream to try out sex with a shemale. I had been masturbating to shemale porn since 2010, but never had the courage to try with a trans girl in real life.
In my mind, I was thinking, "Should I do it or not?" And I said to myself, "If I don’t try this now, I will feel bad later because my fetish will remain and it will hunt me forever." So, I replied while driving and said something like, "Yes, I want to try because it's an old curiosity." She instantly gave me her number, so we can chat later when I'm home. It took me about half an hour to arrive at my house, I was so nervous and excited at the same time. It was a nice sensation thinking about the fact that I'm talking with my first shemale for real.
After I reached my place, I ate something and took a shower to refresh myself with all those hot ideas that were spinning through my head. So, after that, I took my phone and started to text her, and I said that we can talk now. She quickly replied to me with a short video of her sitting on a sofa, dressed super kinky, wearing the obvious combination of stockings and high heels that aroused me even more. After that she gently moved the camera from her face down to her erect cock. I couldn't believe what I was seeing, feeling so horny as I watched that video, I almost ejaculated in my pants without even touching my cock. It was like a dream finally coming true. After watching the video on repeat several times, she texted, "Your turn, baby."
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