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I was only fifteen and my dad managed hotels and this one was large one in a large city. I would be up there hanging around as we lived on the property. One night one of the room service people did a no show no call. My dad put me to work and I got to deliver meals and other stuff to customer rooms. Most of the time people would answer the door in various stages of dress or undress. I got plenty of boob shots and beaver shots and of course naked men. Most of the naked women I saw were not that hot but still seeing a naked woman was a big deal for me. I was given the job and after about two months I was delivering a meal to a room. An older pretty woman answered the door, she was wearing a t-shirt. There was a naked man passed out on the bed. I pushed the cart in the room. The woman bent over to pick up something off the floor, I got a up close view of her snatch! My dick made a big tent in my slacks straight away. She noticed this and asked me if I liked what I saw and removed her. All that did was confirm what we both already knew. We were not in love with each other. The sex was O.K. and we both had plenty of orgasms, sometimes simultaneously, but something on both sides was missing, the spark was just not there. For some reason there seemed to be a barrier or barriers. But then again I have never been romantically involved with anyone. For my part, I kept thinking how I really wanted to be a sensuous female making love to Susan rather than trying to imitate a macho male.We then went through a phase trying to set each other up with all our single acquaintances but that phase eventually dried up without success.Although Susan is my best friend, there could be no doubt about it, I have never told her of my transvestite obsessions. I am deathly afraid of her scorn and the possibility she might leave me. I just didn't think anything could be gained by discussing this aspect of my life with her.So it is on this fateful Saturday morning that Susan is to learn of my.
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