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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. So the question still stands. Do you have a pretty clear image of what you think her ass looks like?" Seeing no way out of this, I looked at Deidre, who was looking down at the blanket, and then looked at Marc, who was looking straight at me, and answered with as much confidence as I could muster, "Well, yes. I do. I did have the entire run to formulate an opinion, after all." "Of course you did. And I'd bet it's an image that would give you wood, isn't it?" "Yes. She has a remarkable ass," I agreed, trying to match his bravado with a crass retort. "Well what would you say about putting your mind to the test?" "What do you mean," I asked, feeling my confidence slip away. "Deidre, stand up and show our guest what your ass really looks like so Craig can see if it's actually as spectacular as he imagined." "Yes, sir," she answered, and dutifully stood up. As she turned to face me, Marc added, "In fact, why don't you just set him completely free from the confines of his.
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