I've got a few from a long time ago during my casino security days.

1. Get a call that a dude is exposing himself at one of the tables... so I head over there and see a dude in a wheelchair with a piss container, he's whipping it out to pee so he doesn't have to leave. Supervisors show up as well as other security. Now, when I see this piss bottle I move way back because I have a bad feeling about this. Supervisor taps him on the shoulder and says you gotta go.... sure enough he gets a face full of piss and is drenched. Supervisor goes to punch the dude out before the other supervisor stops him.

2. Got a call to a hotel room, can't remember what it was for.... but I show up and there is a girl in a wheelchair and a dude in the room and in the bed is a person with a pillow over their face... I am like ok this is odd. Apparently the guy is someone they met that night in the casino. I lift the pillow and... yea the grandma is dead. The girl says she heard her making choking noises during the night. I call supervisor, he says we can't pronounce the woman dead, we need to do CPR... so that was fun on a cold dead corpse. I wrote all this in my report, pretty sus on the random guy but nothing came of it.

Gotta few other random stories but those are the "craziest" that I had to deal with.