Well, weird situations....I have had one, but it might have been more of a child's imagination rather than anything else. To this day I'm not sure XD. Anyways:
So yeah picture that I'm a kid. Okay, that was easy. Now is a friend's b-day, but because of the way we celebrate some b-days in muh hood country, the kids were inside playing with toys in a room and the parents were chatting outside in the backyard. This was at night, like, when there's no sunlight and stuff. So yeah me and 3 other kids were playing inside, and I was entertained with some dinosaur toy I think it was, and I was also just next to the only window that room had (it was an average sized room iirc). So yeah suddenly the other 3 kids get out to go get a specific toy to the room of my friend (the one whose b-day we were celebrating and such) and I'm alone in that room with the dinosaur toy but I don't realise because I was a kid, I ain't got time for that.
And so the window drags my attention for a second, because there's the shadow of a man projecting in the curtains (the window had curtains but there was light outside because backyards generally have a big lightbulb in the wall; my parents and their friends weren't talking in the dark lol). The man is walking from right to left, which if I remember correctly, was direction backyard-->street in that specific house. The shadow was laughing and moved its head, like, you could see the man's mouth opening and moving as he laughed. I actually DID hear that guy laughing. It was a bald man's shadow, I also remember that.
So then I wasn't really scared or anything because, hey, my old man is bald (and majestic!), some of my dad's friends were bald (but not as majestic tho), and well, I thought one of them just passed by the window and I saw their shadow, that's all. But I didn't know what he was laughing about, so when I went outside some 10 minutes later or so, I asked the grown-ups which one of them had passed near the window laughing like that. They, including my parents, told me that none of them had moved from the chairs they had put in the backyard that night, they hadn't moved from the chairs. And I was like "but that can't be, I saw one of you passing near the window laughing". They negated that again. They hadn't moved from the chairs.
So yeah I never knew who's shadow that was in the window, I never knew if it was just my parents and their friends playing dumb (which is unlikely as if they were to prank a little kid, they should have known I was near the window to begin with, and they must have also expected my question, which was unlikely because a) they weren't going to prank a little kid and b ) when I asked them their faces looked genuinely unaware). So yeah dunno that was one of the weirdest things I remember.
I still want to know who was that guy in the window tho.
EDIT: I just got curious about this shit again and went to ask my mom. Her answer was "why all that shadow thing so suddenly again? Go study math already and forget about that. It was probably just a ghost or something". Dammit mom. Well whatever.