Ill start.
Year 2000. Going into freshman year of HS. Was at a dance with another girl, she went for cheerleader pics ( no she was not good looking). Met another girl on dance floor. Saw her again later that night when everyone was out for dinner. Got her number. Met up a week later. Banged her in passenger seat of her car in a parking lot.
-
Basement of my gf at the time, on a crappy unstable couch with her parents just upstairs. The day I learned that regular sized condoms cut off my blood circulation. What a shitty experience that was.