Party Surprise - First sex as a Crossdresser

The night came and I showered and shaved and punt on my panties and bra filled out with some silicon falseys. Stephanie helped tight lace me into the corset which felt divine. She then sat me down and applied my makeup. She had never done this and the experience was just so erotic I was rock hard sitting there. When she finished she combed out one of my wigs, a shoulder length brown wig that I always thought looked good on me. She then revealed me to the mirror and I gasped. I had never seen myself look so good. God I was sexy and even I thought I was passable. Dark smoky eyes and deep brown glossy lips than were lined immaculately.

Now for the dress and slipping it over the lingerie felt even better than I remembered when I wore it weeks prior without her knowing. Slipping on my stockings and heels, and elbow length black satin gloves, standing before the mirror was an elegant and sexy woman. Yes that’s how I felt and looked..like a woman.

Stephanie even said to me, “I have to tell you, I’d fuck you”. That comment really made my insides jump. I felt and looked great.

I went downstairs and waited while Stephanie got ready. After 30 or so minutes she appeared, hair slicked back wearing a black satin tux complete with bow tie. She hadn’t gone for the man look but had applied dark, almost slutty makeup. God she looked hot. She also was wearing 6 inch black stilettos which just set the whole outfit off. She looked hot.

I don’t normally smoke except when dressed and so we popped outside in the cool and both had a cigarette and a glass of wine. It felt great standing there dressed to the 9s with my wife dressed as we were.

So we headed to the party which was not far from home. She drove as she was the “man” for the night. It did feel nice as she opened the door for me and I slid onto the leather seat and she closed the door.

Arriving at the party we were greeted by one of our hosts, Michelle who was dressed as a playboy bunny. She didn’t quite have the figure for it but she looked sexy none the less. She picked who Stephanie was but had to ask who I was and was visibly surprised when she was told it was me. I think I went a bit red as she patted my bum and said “ooh, don’t YOU make a sexy dish?”