We used to spend a lot of time on our roofs in the bungalow belt on the NW side of Chi. You know the area? 30 foot lots, house walls 6’ apart, with overhanging eaves probably no more than a 3-4’ gap. We used to run down the whole block, jumping from house to house. Really wasn’t too hard, but sure was stupid.
The HS golf team used to play a lot of golf in the N burbs - Glencoe, Winnetka, etc. When we finished, we’d race back to one guy’s house on Addison - which meant 2-3 cars literally racing down the Edens in rush hour, doing 90 mph, using on/off ramps and shoulders as passing lanes. At least we should have had the courtesy of taking ourselves out without endangering other folk.
While on the Lane Tech track team, we ran in the halls, and took advantage of the opportunity to explore the basements, tunnels, and attics of that huge building. Before we thought to bring flashlights, we were up in the attic and found a place where we had to scootch along a wall one-brick wide. For whatever reason, we decided that if we fell, we had to fall to one side in particular, because it was a short drop. When we went back with lights, we saw that the side we had chosen as the safe drop was probably a 30’ drop down to the auditorium stage.
In college, jumped off a 3 story apartment building into a pool. Also climbed over the steep roof of a 4-story apartment building to drop down on my buddy’s balcony to surprise him.
What an idiot. Lucky I’m alive.