I had never worn a dress before. I wasn't even sure they wouldfit. I remember I picked a silk dress. It was a really pretty dress. Iagain made sure all the doors were locked and went into the bedroom andstriped off all my male clothes. I wanted to get into the moment so Ipretended I was a girl getting ready for a date. I found a pair ofpanties and a matching bra and put them on first. I remember I had ahard time getting the bra on. After I put the bra and panties on Igrabbed a pair of pantyhose that would go with my dress. I slid the hoseup my legs and had to take a break to see how I looked so far in themirror. I really liked what I saw so far, but I thought I had to hurrybefore my date got there.I made my way back into the bedroom and found a full slip that I put onnext. It felt really nice when the slip fell onto my nylon clad legs. Iwanted to stop there but I had to keep going. My date would be theresoon and I had to get dressed.Next came the dress. I remember it had a long. I became defensive more quickly than I ever had, wondering why they couldn't see what I saw. We left after twenty minutes of uncomfortable banter, walking back to the cocktail bar to find our cars, swapping numbers then heading our separate ways. But like I said, I was shallow back then, and after a week of shit from my friends about Stephen's wrinkles and receding hairline, I'd started to wonder myself. I mean, don't get me wrong. He was a good-looking guy. The premature grey over his temples gave him a very distinguished look, particularly in a suit, and though he was ten years my senior, he was definitely fit enough to keep up with me. I doubted there was much more than a few ounces of fat on him. Oh, I don't know what was wrong with me. I just didn't think it would work out, even though the lump in his pants intrigued me. See? Shallow. Little did I know I was playing with fire. Stephen had a budding interest in kink of his own, having investigated the BDSM lifestyle for an.
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