Shadiest spot would be the "4th" floor in the hood in Chicago. You know the attic with a toilet it it? Halfway through the night I'd already sampled PCP, coke, heroin, and plenty of weed. While smoking a blunt on the back porch a guy got shot in the alley at ground level below us. 14 shots. I ended up hiding in a dumpster for 3 hours that night.
Craziest would probably be on my motorcycle after I ate what most people would consider to be an insane amount of mushrooms. As long as I was trippin, I was heading west on gravel roads. Everything visually was ok driving-wise unless I stopped then the world turned to an ocean with big waves. I remember continuously yelling out "I'm fucking insane!" every couple minutes or so on my trip. I knew I had to be smiling so much but I'd look in the mirror and I looked like I was about to kill someone. This led to the yelling most the time.
I rode for a couple hours, connecting completely with the bike. I wasn't even telling myself to turn yet I was. It just happened, but better than I'd ever been before. The sound of the engine was like a symphony to me. For the first time in the day a cloud blocked the sky, so for some reason which I still don't know I felt I had to wait for that cloud to go by the sun before I could continue. I stopped at this gravel road intersection and looked around. You could see at least two miles in each direction so I'd know if someone was coming.
Suddenly, I realize the gravel in the road has reddish parts on it which is strange for that area. I wanted to know if it was the trip or if it was real so I hold this rock into the sky to look at it. I look back down and I'm blocking an old Toyota pick up like my old truck from going through the intersection. This guy wasn't in my 2 mile line of sight before I held that rock up so I have no idea how long I'd been holding this rock up before or after he was sitting there waiting for me. So I do the only thing one can do and walk up to the truck and talk to the guy. Ended up being some 60 year old drunk, booze cruising it on a Sunday in the country side.
By the time I was coming back to a normal state of mind, I was in another state with no idea where in that state I was. Found some small farm town on a highway and ate at a diner. I was so mentally drained from such an intense trip I could barely function socially and couldn't eat but 1/10 of my food. It was very ackward.
My life has never been the same since that day though. For the better.