I made it clear to him that I had never done anything like that before and he was fine with it. We talked about what we would like to do and arranged a meeting at my house the following night at 7pm. I made up my mind then and there that I would give it a go and completely become a woman for the encounter, doing what was expected sexually of me. We texted the next day about what I should wear, which underwear and so on.That day seemed to last forever and more than once I thought about pulling out and cancelling, any other Crossdresser's will know what I'm talking about.I got home and got ready, shaving everything again. I'm a firm believer that dressed as a CD everything should be shaved smooth and lady like. I gave myself an anal douche and after that I put on the make up, wig, lingerie, dress and was ready ten minutes before the doorbell rang. The guy arrived, he looked better in his online fotos to be honest, but I wasn't going to back out now. He was about 5,9 slim built with a. I am 60 years young, a fit build, very out going and confidant. Donna is 37 years old, on the plump side, keeps to herself and has no confidence .You got to wonder what I saw in her. After dating a lot of bimbos it was a pleasant change to meet a down to earth woman. I could see Donna really cared about me and that was something missing in my life.What did Donna see in me? A person who listened to her. A man who took his time to make sure she was satisfied and happy. Some one who wanted more than a physical relationship.Donna did not have a lot of sexual experience. All of her former boyfriends were the type to fuck the plump chick, dump your load and go. It was amazing to Donna that I wanted to do other things with her like go out dancing and having dinner together . We ended up being married with in 6 months of dating. Donna did gain some confidence and was more aggressive sexually in the 2 years we were married.A year ago we decided to start a family. Donna’s biological clock was.
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