Now this is when I was very young, as in five or six, but I used to sit on the edge of quite a busy road and throw stones at cars with a friend. We also moved on to sticking something sharp up in the road in a line like a load of sewing needles or glass to catch in the tyres.
You’d never guess I’d grow up to be the most sensible girl in the class who’s now scared of breaking the speed limit (most of the time).
Let’s see…
When I was ten, my older brothers and I thought it was great fun to hide in the bushes and throw smoke bombs/ bang-snaps (those little paper sacks with a flint and gunpowder inside)/minor fireworks in front of cars as they drove by. This was less fun when we threw one in front of a cop car. Thankfully they just took us home to our parents.
When we lived in NYC, we used to sit on the benches on 5th Avenue and launch “tacos” at passing cars. These were strips of heavy cardstock folded into a ‘V’ shape, with a small paper clip on the nose of the ‘V’. You launched 'em from a heavy-duty rubber band strung between your thumb and forefinger. They made an amazing ping (and probably a scratch), when they hit the side of cars.
It’s still fun to launch paperclip-less tacos (lower chance of injury) across the office when no one is looking.
Did quite a bit of underage drinking in bars. college town, they’d card the first couple weeks after school started, not so much after that.
Me & some friends went out and stole some pumpkins from out in front of a grocery store and rolled them down a parking lot hill.
Was racing my Mustang against a Grand Am down some dirt roads around a golf course, middle of the night. Lots of beer in the car. My friend in the front seat tells me to go down a road, I don’t know where the hell I’m going so I do. It’s a big downhill slope and then uphill, but it’s covered with wet red mud. The car starts getting squirrelly going down the hill, I keep it going as fast as I can. But I don’t make it up the other side, I go slower and slower until we’re going backwards, wheels spinning fruitlessly. We’re in mud up to the bottom of the doors, in a rear wheel drive V8 car. My previously spotless meticulously maintained car. Not good. We stole a tractor from the maintainence shed to get me out of there. I was not happy that night.
When I was young, a friend and I used to “bomb” cars by leaving sticks laid across the road for them to run over.
One winter another friend and I (the same one that 10 years later told me to turn down that dirt road) decided to hide behind some trees and throw snowballs at cars coming down the road. It was great fun until one stopped and a guy came after us. We took off into the woods, didn’t get caught. We finally peeked out when we determined the guy wasn’t following us, and saw the guy was at my friend’s house, talking to his mother. I never did find out what he said to her, my friend was probably grounded for quite a while and I got distracted by other things…
I threw snails into someone’s house through the windows. First floor, so I guess there’s a chance the snails remained intact, but still…
Heh… I did the throwing stones thing too when I was around 6-8, until some guy stopped and went into reverse and confronted us.
After that we moved on to stealing ketchup/mustard/butter packets and laying a solid line of them across the road for cars to run over and squirt all over the side. You could do that without the risk of the driver stopping and chewing you out/calling parents. 
Hah, my husband and his brothers thought it was great fun to throw tomatoes at passing cars, until one day they managed to hit a trucker on the elbow. Splat! Big trouble.
(The throwing tomatoes fell off passing trucks overloaded with newly-harvested tomatoes.)
I intentionally threw at people I didn’t like when I played baseball. In fact, I was a little shit my entire baseball career.
So that’s several anecdotes now of kids messing with passing cars. Wonder if young humans (especially males) have the same sort of primeval instinct as dogs to take down moving vehicles, presumably in the same way as hunting herd animals?
Probably the worst thing I did as a teen…
The guy that owned the corner house on my block did not have all his marbles. His chandelier didn’t have all the bulbs lit up. He was missing a few cards from his deck. However you want to phrase it.
Several of the kids in the neighborhood harassed him greatly. For some reason, he got it in his head that I was responsible and used to come down to our house and bitch about me all the time. The last time he did, he accused me of breaking a window of his house 20 minutes before, while I had been sitting watching TV with the family. My dad got rather pissed off and ran his ass off.
After that, I decided that since I had the name, I might as well have the game, and I spent my high school senior year making his life hell. Now that I’m older and wiser, I wish I hadn’t.
One of my most memorable childhood indiscretions was when I was about 10 years old. I used to live in a terraced house in a rough suburb of Manchester called Beswick, and nearby there was a new estate of multi-level flats being built. As there were no facilities other than a crappy park to entertain us, this estate became our adventure playground as soon as the workmen had gone home.
One weekend we ‘found’ a massive pile of sheets of insulating foam, and someone had the bright idea of breaking them up into a large hole nearby. I thought it was a great idea, and immediately began to help, and soon there were about 10 kids frantically tearing up foam. As the hole started to fill, we then realised that if we got into the flat directly beside the hole we were filling, we would be able to jump from the window into it. For the rest of the weekend, every kid from the age of 7 to 17 was queueing up to have their turn to dive out the window, and two of the older lads even went to the flat above and jumped out!
How nobody suffered a serious injury that weekend, I do not know!