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I was also introduced to being fucked by a Domme with a strap on which, I suppose, also indicates that I have feminine aspects to my persona.The real turning point was when I was looking at a porn video site on the internet and stumbled across videos of transvestites and crossdressers. The effect it had on me was remarkable. The years of taking an unsatisfactory male role in sex now seemed pointless if I could do this. I did some research and found a full time transvestite escort, who also did male to female makeovers. I could not book an appointment with her quickly enough.On the day of my appointment, I could hardly contain my excitement. I travelled to her flat, rang the doorbell and she let me in. Caroline was so feminine I could hardly believe what I could see. She was wearing a very short mini skirt, red holdups, a black see through top with a red bra underneath and black ankle boots. She looked wonderful. We sat down and she asked me what I was looking for, what I wanted to. She used to chat with me daily but when she wanted to talk to me in college I used to get shy and escaped from her. She used to share all her past experiences I just listen to her for everything she used to say. I felt she was a nice and sweet girl. She repeatedly used to ask why I won’t talk to her in real. I wasn’t able to answer but somehow she sensed my shyness and asked me to meet her after college in the library. I felt comfortable to meet her in solitude as I can talk to her freely. We agreed to meet in the library after the college. It was summer but suddenly that day it was overcast and windy. It started raining in the afternoon. I thought the plan might get canceled but I was eager to meet her. Somehow the rain decreased by evening and I went to the library to meet her. She was already there on the first floor waiting for me. The floor is very big and empty. I think we are the only two in that floor, the remaining few staff and students are in ground floor. She started.
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