I Never Knew How Much I Would Love Sex With My Friend, The TrannyMy wife had been very ill for a long time and sex with her was very painful so we just did not take the risk of causing her pain with sex. My friend knew that I was a man that very much enjoyed sex and just loved looking at someone in high heels and stockings. His wife would stop by and check on me from time to time, just to see how I was doing. She always would stop by after work and she would be wearing a dress with high heels, I think she started to notice that I enjoyed looking at her and that I was turned on by her. My friend stop by to chat with me and mention that he and his wife had been talking and thought it would help me out if I would come over to thier house and he would let me **** his wife. Well then he said that, part of that was that he wanted to suck my **** after I came in her. I had known for some time that he was bi but he had never said anything to me about it until now. I was very turned on by the thought of having sex and thought it would be interesting to have him suck my **** after ******* her. That night when I arrived she met me at the door and took me straight to the bedroom, he yelled out from the bathroom for me to get started and he would be out later. Well it did not take me long to get started and we were very much into such deep ******* when I heard him come into the bedroom, I did not look to see him as I was deep into thought of how much I was enjoying her stocking legs and how good it felt to be inside of her. I then felt his hand rubbing my *** and then my balls, his hand slide down onto my **** and he pulled it out of her. She started kissing me and at the same time I felt him sucking my ****, damn it felt good. I turned to watch him and to my surprize he was all dressed up like a hot sexy woman. He had the most sexiest legs I have ever seen with 5 inch high heel pumps, a see threw teddy and to my surprize real tities that where between an A and B. I found out later that he had been on hormones. I was getting so turned on by how he looked, his wife then told me to take him and **** him like I had been ******* her. I will have to say that night was the most enjoyable sex I have ever had. From that time I have been hooked on trannys and crossdressers.I never thought that I would enjoy being with both sexes but now I feel that there are three sexes and I love being with the ones that dress so sexy and know how the treat a man.
hhstalegs 51-55, M 5 Responses 13 Aug 19, 2011