“You finished your lessons?” Allie asked.“Yeah, it was a lot of fun. How about you?”“It was a blast. Billy says I’m a natural. In fact, he says he wants to teach me more.”“You mean more ski lessons tomorrow?”“Yeah… but I want to ask you something.”“Okay, what?”“Billy wants me to spend some time with him tonight. I told him only with your permission, like we agreed.”“We already discussed this. What is it you want? It’s your choice, Allie. Do you want to take this to the next level?”“Yes. I… I want to.”“In that case, have fun.”“What are you going to do?” I’m gonna start by getting really shit-faced and then who knows? Call me if you need anything.”“I will. Remember, I love you, Jason.”“Sure, me too. Stay safe and don’t forget to use a condom.” ***CeCe was at a small table waiting for me when I arrived, and she was dressed to impress. Her pants were tight, showing off her world-class ass, and her blue top was so thin it was almost transparent. My eyes were focused on her pert titties. That’s when she told me that she thought I would look good dressed as a woman. I was kind of shocked at first that she would even say that. I mean no one knows I’m a crossdressing transvestite other than me. No one’s ever saw me that way except the ones that I had met in the past but then again they never seen me in guy mode either. So my true identity and my alter ego’s was never compromised. But in the same way I felt excitement on how she would respond if I told her my secret. It’s kind of like I wanted to tell her since I’ve known her for so long and knew my secret would be safe with her. I responded to her with something like, “Do you really think so?” I even said maybe you could be the one to do my makeup and dress me. When she answered “sure, that would be fun” I felt even more comfortable about telling her. I then asked, “do you think it would turn you on seeing me dressed as a girl?” that’s when she told me that she was sometimes attracted to seeing a guy in drag that there.
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