When I was 21, I was dating a 22-year-old woman, and we regularly hung out with a group of friends who were quite a bit older than us. One night, we were out bar-hopping and doing karaoke with a female 39-year-old family friend who had arranged a blind date. Unfortunately for her, the guy turned out to be a complete disaster. He was drunk, obnoxious, and determined to make sure nobody had a good time.

Eventually, we ended up back at her house, and someone volunteered to drive her disaster of a date home. That left the three of us sitting on the couch: my girlfriend, our 39-year-old friend, and me. I somehow ended up sitting between them, rubbing both of their shoulders. One thing led to another, I started kissing both women, and before long, the three of us were heading to the bedroom. Not exactly how I expected karaoke night to end, but I certainly wasn't complaining.

About 45 minutes into our little adventure, the bedroom door suddenly opened. Standing there was our friend's 19-year-old daughter, who apparently had been home the entire time. And there I was, on top of her mother. Her mother was absolutely mortified, and for reasons I still can't fully explain, my 21-year-old brain decided the appropriate response was to look at her daughter and ask, "Do you want to join?" 🤦♂️ Needless to say, that did absolutely nothing to improve the situation.

Looking back, I have no idea what possessed me to say that. I was young, having a hell of a night, and apparently had completely lost my ability to think before speaking. But more than two decades later, it's still one of the funniest and most embarrassing sexual experiences I've ever had. And if there's one valuable lesson I took away from that evening, it's a pretty simple one: Lock the fucking door.