One And Only Time
When my wife and I were first dating, I had an incredible experience with her mom. I was eighteen, and she was thirty-eight. I slept over on the couch one night, and everyone had left for work and school except for me and her. I awoke to the sound of her coming down the hall toward the living room. As she turned the corner, I saw that she was wearing only a pair of panties. I pretended to still be asleep as she noticed me lying on the couch. I heard her say, "Oh, my." She then turned toward the kitchen, still not putting any clothes on. I acted as though I thought the house was empty. I arose from the couch and headed for the bathroom with a huge tent in my boxers. As I passed the kitchen, I noticed my mother-in-law-to-be with her hand in her panties. I stopped and stared at her. She blushed red and then walked toward me. We had sex three times that day. She was my first. I lost my virginity to an older woman. To this day, twenty years later, my wife still doesn't know about it. That is the one and only time we've ever been together, but I still catch her giving me a longing gaze every now and then. I don't believe my wife has been disappointed by the things her mother taught me. If only she knew.
— Clay, 38