My First Shemale Experience

Hi thanks for the opportunity to share this storey. I was in a coffee shop in Toront about 10 years ago reading a local paper called the Eye. I noticed the ads for adult entertainment and saw transexuals listed. I thought wow, I would like to try this. I have know for a long time that I needed a sexual experience with anal penetration. To date I had not had this, the next day I called the number and a sexy voice answered and said she was available and gave me her address and set a time for one hour away. My heart was pounding in antiscipation of what thie encounter would involve. She answered the door to her apt and was stunning looking in a short mini and long red hair. She was very slow and knew that this was my first time and she led me to her bedroom and asked if I wanted to wash up a little. I did and then she lay on the bed in just panties and bra. She got on top of me with me on my back and I immediately reached for her clitty and she was very accomadating. She got on her back and I sucked her and it felt so normal to do this, it was unabelieveable. She did not enter me at this time but the next visit the following week and it was heaven to have received her inside me and to loose my virginity in this manner to her. Since this time I have now become her and am bisexual and a crossdresser who loves to please a man and be his entertainment.
lisalyons lisalyons
56-60, M
1 Response Sep 12, 2012

Sometimes when we cross a bridge we never come back. Sounds like you did and are very happy about it. Good for you.