I think my weirdest or rather most confusing event with someone was a year ago at the Gamescom. I accidentally hit someone in the back with my backpack and after turning around and trying to say sorry i noticed that it was a girl from my class who likes Anime etc and was at the Gamescom for all the Cosplays.
What about your events/happenings?
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In High school fewshman year, I was orienteering with a few of my classmates somewhere when 40 something dude walked up to us. In the middle of the woods. He started talking to us, and asking what we were all up to. We told him what we were doing and he asked if he could take a picture with us. We took the picture and left as quick as we could.