Highway in Heels

I was so nervous but in my heart I loved it. He did most of the talking and he took my hand a couple of times and we sort of intertwined fingers. Our hands were just touching but I found it so erotic and exciting. "Maybe I should close the door." He said and then, thump, we were alone together on the couch. I tucked my legs under myself and I drew my skirt around me. It was still a little light out being about 6 PM, and I knew no one would be able to see inside with the curtains closed and tinted windows. He moved over and started to touch my hair. "You have beautiful hair, I love blonde women." I then asked him if he was married. He didn't stop playing with my hair when he told me. "I am, but I only get to see her on weekends. A man misses a woman on the road."

He then said something that I still dream about, it made me melt inside. He was lightly putting his fingers on my earring and then cheek when he said. "I'm going to be thinking about your pretty face when I'm with my wife this weekend."

It sounds a little creepy now, but to a twenty-year-old crossdresser, it was a perfect compliment. I don't know what happened to me but I looked at him and suddenly we kissed. It was my first kiss from a man, an older one at that. He had to be at least 35, and he was married, and so good-looking. I let him kiss me and suddenly we were making out on the couch. I was sitting on my legs and I moved closer to him as we made out. I felt him rub my bare shoulder and he moved down to my breasts and I got so nervous, that I steered him to my nylon-clad legs. While he played with my thighs I put my arms around him and felt my body and breasts press against him. "Mmm." Was the only thing I could say.

His hands roamed my legs and down to my feet and heels. I was getting very excited as he started to kiss my neck and play with my hair. He kept telling me I smelled so good. He then looked at me and grabbed my hand and put it on his crotch. I could tell he was gauging my reaction. We just looked at each other for a couple of seconds, and then I started to massage him through his jeans. "Your hands feel so good baby." I guess I made the right decision because he was smiling and I felt myself getting so wet.