My Client Was A Crossdresser

It all started on a Monday morning. As an Australian escort, I thought I had seen everything by then but, clearly, I haven’t. I was talking to a possible client that had come across my Escorts and Babes profile and he had requested me for that same day which, I can’t stress this enough, is not something that I usually do, however, another client had just cancelled the booking he had made with me so I was free to attend another one and, already dressed up and ready for it. He told me previously that he was into some odd kinks to which I asked if it involved pain and he said no so, naturally, I told him that I wasn’t going to judge and could even try it if I found it to be interesting enough.
 

We met up at a restaurant and had a wonderful time. He was very charming, funny even and I was more than happy to spend a few more hours with him at the hotel he was staying at so, after dinner, we went straight to the hotel room. I also found him quite attractive so, when he started flirting with me, I went with it and I was very interested in having sex with him, however, when I made my move, he pulled back and said that he had to go the bathroom to dress up to the occasion.

Naturally, I was quite confused about this. I didn’t quite know if he was speaking in codes (perhaps he meant he had to freshen up) or that he was being very literal when he said that he needed to dress up but, regardless, my curiosity kept going up from there. He took his luggage and went to the bathroom where he stayed for almost 20 minutes. After some time I was starting to get a bit worried so I knocked on the door, asking if he was okay and he responded with “come in”, however, he had a very feminine tone to his voice, which I found to be quite odd.

That is when I was incomprehensibly shocked. I opened the door and there he was, with panties on, a short dress and a wig. This had been the first time that I had seen something like this in person and, I’d like to make this clear, I’m a very open and accepting person, have no problem accepting other people but, this was something so unexpected that I didn’t know what to think.

I think he saw how shocked I was with what I saw but then he asked: “dominate me”. Somehow, that got me really horny and, to this day, I still don’t quite understand why but, needless to say, I did dominate him, in fact, I even pegged him (he definitely came prepared with the right tools) and it was absolutely fantastic.

Did that become my new kink? No, not at all but, was that pleasant? Yes, it definitely was which is why now, I always try new experiences at least one, even if they are not the most conventional ones out there.

 
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