I wasn't sure where to post this, so here goes.
Although this was not the first time of having sex, it is one I remember most often and still feel embarrassed today, decades later. Nancy was a twenty-two-year-old woman that , like me had experience with the opposite sex. I always liked her, and although her face was not beautiful, she was nice looking. Her greatest asset was her body. From ninth grade on, her slim shape with medium sized breasts and small butt attracted me, but I never dated her until I was discharged from the service.
It wasn't really a date; I picked her up at a bar and took her to my home, and it was obvious from the beginning she was interested in sex. I will not go into the details, but she was lying on my bed fully nude and pretty well satisfied from the intense foreplay that occurred for fifteen or twenty minutes. This woman still had the wonderful figure I remembered when I admired her in high school. During foreplay, I did not ejaculate, but I am happy to remember Nancy did on two occasions.
When it came time to penetrate her vagina with my penis it was totally flaccid, and I was unable to resurrect it to the status it had always achieved when needed. I did everything I could, but it was so soft I couldn't even roll a condom over my tool. Looking back, Nancy may have agreed to oral sex, but I would have had to ask, and I was too ashamed. Finally, Nancy realized I was having a problem and she helped comfort my disappointment by blaming my problem on the alcohol we had consumed earlier, but that was a stretch as neither of us had more than three beers over the two hours while we danced and talked.
To this day, I have never had the problem again, but I was always leery of trying again with Nancy for fear of a repeat performance. At homecomings, she always has been receptive, but I never played my hand again with her, and I truly regret it. I was afraid I might disappoint her again and deflate my ego even more, but now we live far apart and I'm too old to excite the wonderful young girl that has aged beautifully over the years.
I still regret my loss, but I am thankful she went on to have a wonderful life.