A Night of Unexpected Roles

Anonymous Secret Plum #328 · General Confessions

So here's the thing, I'm a bartender at this cool little bar downtown. It’s got a diverse crowd and it was just one of those nights when everything felt right, except for that nagging feeling in my gut about this particular evening. I knew from the beginning that tonight was going to be different. You see, there's this girl who comes in regularly, let's call her Lily. She's young-ish, maybe early twenties and always has this playful twinkle in her eye. We've exchanged pleasantries a couple of times but never really hit it off until one night she asked if I would take care of her for the evening. Now, here’s where things get interesting. You see, Lily doesn’t come to the bar alone very often and there's always been this vibe between us that it’s not what you’d expect at first glance. Anyway, I agreed because why not? It was one of those rare instances when everything in my life felt a bit out of control, so a little escapism sounded lovely. As soon as the bar was busy enough to keep me away from her table, she asked if I'd be up for role-playing something. She wanted to play this little-kid scenario with me. I'm sure you can imagine how odd that must have seemed, but it's not like I didn’t know what I was getting into, Lily had been dropping hints for weeks now. We went upstairs and locked the door behind us in one of the empty offices at the bar. It felt strange to take off my bartender apron and put on this new persona, but once we started... it wasn't as weird as you might think. She wanted me to read her a bedtime story, feed her snacks, and yes, discipline her if she didn’t behave properly. I had to remind myself over and over that I was an adult playing a role with another consenting adult. The night went on, we laughed about it all quite a bit because you can't take yourself too seriously when your friend is asking you to be the grown-up in charge of her while she acts like a child. It’s one thing to do something once for fun but doing it as part of an ongoing relationship really changed things. By morning I felt both energized and oddly humbled by this strange turn of events. So there's my confession, had a night out at the bar that turned into an unexpected play session with a dear friend. It was weird, wild, and wonderful all in one go. And now it’s here for whoever reads it to laugh at or cringe over as they wish.