I've lived here awhile and had some pretty uncomfortable experiences.
I've seen two people (separately) just drop dead on the street. Both times it was in Summer and they were both very old. People were very quick to render assistance and give CPR but it was pretty clear nothing could be done. It was quite weird having to go to work after that.
I've also had to wrestle a teenager down who was trying to climb over a ledge on the 6th floor and jump.
The weirdest thing for me though was walking with my wife one day and finding a JHS boy just passed out on the side of the road. There were no visible signs of injury and he was breathing, but wouldn't wake up. We called an ambulance, and flagged down some kids who knew him.
They went and got his Grandma who arrived just as he woke up. She saw him and ran right over to him and smacked him hard on the head while yelling at him for causing a fuss.
Luckily the police/ambulance arrived and took our side of the story and looked after the kid. The old cunt kept yelling that he was acting and to ignore him. My wife followed up with social services and the school, and they said they would look out for him, but neither of us had confidence that they would do shit.
The final one was just funny, but had the potential to be pretty disgusting. A group of us had gone out to nomihodai/tabehodai in Shibuya after work. It was a pretty fun evening, but squeezing onto the humid moist last train wasn't much fun.
Standing in front of us was the greenest looking person I've ever seen. She was swaying, barely able to stand up and clearly very drunk. She is rapidly getting greener and greener and swaying more and more, and it is pretty clear that she is going to vomit.
If she vomited. I would have sympathy vomited. If I vomited my mate would have definitely sympathy vomited. In my head I could see an entire train car of people emerging covered in yakisoba and beer vomit.
The train is getting closer and closer to the station, but it's pretty clear green girl isn't going to make it, I'm prepared for vomit-geddon when she makes a last minute save and opens her expensive looking handbag and vomits directly on to all of her stuff.
We all breathe a smelly sigh of relief and look passively at the train ads and think of anything except vomit.