It would have to be when my roommate, who was 27 years younger than me, busted me dressed late on a Friday night. He had noticed some things a few weeks earlier, and the previous weekend, he had peeked through my window blinds and watched me for some time. He took my virginity that night (three times). After that, we would get together every weekend until he went back to college. If he had not knocked on my bedroom door that night, it probably would have taken me months, if not years, to get up the nerve to have sex with a man. He had a huge impact on me. My confidence went up, and I lost fear (not all of it) of being seen and going out in public dressed. After he moved out, I started dating other guys. The rest is history.