Finally A Real Man

It was never my intension to try to be "passable" but I had a desire to feel more feminine and my body was made for it. I'm 5"11' 150 lbs with long legs so I started to do some eye shadow and lipstick as well. I messed around with web cams a few times but never got a response that I wanted. So as you may have guessed I started putting ads on gay web sites. It was simple; Bi male, 40 yo likes to cross-dress; looking for a NSA man for some discreet fun, I'm an aggressive bottom that loves oral and wants to try anal.

I have had a few experiences with men but never satisfying me. They always had small dicks and didn't really get into the lingerie thing. After about a week or so of sorting through bs I finally found a guy that seemed real and interested in what I was looking for so we began our correspondence. He was around my age, lived near my work and had a nice body and what he described as a big cock. So the date was made! It was not my first time but I had a feeling that this would actually be what I so longed for. We exchanged photos and that was all I needed. He was very good looking, 175 lbs and 6 ft tall. Divorced and lived alone. I told him of all the things that I would like to do and he responded very positively. He was especially into the lingerie and even thought that smoking could be sexy. Score for me! I had a few days to get ready and I wasn't going to suppress anything with this guy. The day finally came. I was going to meet him at his place after work. That morning I prepared my "bag" and finished work early. I went to the Y and worked out as normal but showered in a "family" stall dressing in my white corset, seamed lace top stockings with Cuban heels and a thong. Over this I put on sweats and a loose fitting shirt. On the way there, I stopped at an old warehouse parking lot and finished my outfit in my car. I wanted to arrive fully dressed as we agreed. First a tight leather skirt and a chiffon top; got those at Good Will, then a little lipstick, eye shadow, mascara and the wig. I was now ready for the 5 minute drive to Mike's house.