Kim loses her virginity

It began as just another night at the local bar. Being very shy and introverted as I was, I sat at the bar near the end by myself as usual. I came here knowing that it was occasionally frequented by gay men. It was impossible for me to meet women and I had hoped that I might be picked up by one of the men so that I might experience sex with someone.
While sipping my second glass of wine, the bartender came up to me with another glass of wine and told me it was compliments of the gentleman in the corner booth. He hoped I would join him. Being extremely nervous I almost said no, but changed my mind.

I walked over to him and he asked me to sit. I am so sure he could see how nervous I was and he smiled at me. He said his name was Joe and I could see that he was very handsome. The classic tall, dark and good looking older gentleman that most dream of. His manner was very disarming and we were soon chatting about many things as he continued to keep my wine glass filled. Perhaps I was getting a little tipsy when his questions became a little more personal. I found myself answering with ease. The question that caught me off guard was when he sled if I had ever dressed as a female. I am sure I blushed thinking he had found me out. He put his hand on my leg as I sheepishly answered that I had, in private. I told him that right now I had on some frilly panties, a garter and stockings and always kept myself smooth because it felt so sensuous. That was all I had to say before he asked me if I would join him in his apartment for a nightcap.

He offered to drive and since I had taken a taxi here I told him sure, why not. We walked out to his Lincoln and he even opened the door for me. It was a short ride uptown to a very posh apartment building. He parked in the garage and we rode the elevator to the penthouse. I was so impressed and as I turned to him to tell him so he bent down and covered my mouth with his, kissing me deeply. It felt so wonderful my knees almost buckled and his strong arms held me up. He walked me over to the first bedroom and told me that perhaps I could change into something more comfortable. I didn’t know what to say so he told me to go on in, choose something I might like and model it for him.