This past summer my wife and kids went to visit her Mom in Georgia.
I have been a closet crossdresser since I first put on my Mom's bra, girdle, and stockings when I was fourteen years old. The very first night they were away I retrieved my stash of lingerie, heels, and wigs from my hiding place in the basement. I borrowed a dress from my wife's closet. I was incredibly horny and although no one had ever seen me dressed as a women (except my Mom) I placed and ad on craigslist. Within a few minutes I got several replies. One from an older guy piqued my interest and we made arrangements to meet at his hotel. It was utterly thrilling and frightening driving all dressed up. When I got to his hotel he came outside and he led me to his room. Almost immediately he pushed me down to my knees and before I knew it I was sucking his bard cock. He told me I was a natural and that it was hard to believe that I had never sucked a cock before. In almost no time he started cumming in my mouth without any warning. I gagged and pulled off but he continued to shoot cum all over my face. His hot cum dripped off my chin all over my wife's dress. His cock went soft, he zipped up his pants and almost threw me out of his room. I hurried to my car and looked in the lighted vanity mirror. His cum was still on my chin and all over the dress. I had butterflies in my stomach and felt tremendously guilty. I calmed down as I was driving home, even taking the time to put on new lipstick at a traffic light.