Sorry, this is a long one. Hopefully it's entertaining.
My first job was being a paperboy, at around age 10. My neighbor was moving away, and needed someone to take over his route. A few of my friends had routes, and seeing them make money made me want to do the same, so I offered to take over. It was decent, and after the McMansion yuppie neighborhood went up across the street, I had so many houses that they split my route in half! Did that for about 5 years. Learned early how terrible yuppies were after many of them wouldn't pay me for the paper, like it was above them or something.
After that, I worked for a local grocery store that catered to those same yuppies throughout high school and into college. That place was NUTS. A family owned and ran the place and it's sister store. The guy that owned it had three sons: two were responsible enough to run a store, and one would just creep on the teenage girls all day. The owner remarried a younger woman, and she would creep on all the teenage guys (like me) and buy us lunch.
I saw some really, really crazy E36 M3 there!
One of the guys that I knew was dealing pot right out of the deli! They had bagel and bread bins on one side of the counter that fill from the rear. People would come up and ask for the "extra special bagels" and he would drop a baggie off in the bin. Strangely, that didn't get him fired; the giant phallus-shaped meat loaf he made a few months later was what did him in.
Another time, another deli worker who was a recent hire was having a tough day, and he was bickering with a girl that worked at the cheese and gourmet counter all day. As soon as the store closed, he hopped the deli counter and Superman-punched her right in the face over the cheese case! She brawled with him until a bunch of people pulled him off and when the cops came, he started fighting THEM!
I also learned there how terrible and insane the general public can be. People would try and scam us by faking a fall in the store. One time, I saw a woman drop a handful of grapes on the ground, step on them, and "slip" on them. I stood there and watched the whole thing. She tried to sue, and I had to get interviewed by a lawyer.
Then, there was the "crazy milk lady". This woman who looked like Steve Perry from the band Journey on a meth binge insisted that we were keeping the freshest milk out back and away from her weird little hands. She would often storm the back room on her quest to find fresher milk, ripping apart our dairy chest in her insanity. The reality is that we went through so much milk that we barely had any old stock. We also religiously rotated out the old stock, and it was only a few days older than the "new" stock. We had a similar "crazy egg lady", too. Reminded me of the guy testing all the eggs in the movie Clerks, because she would take a bunch of egg cartons and mix and match for the "perfect" dozen.
The best one was when an old woman and an even older woman came in and started complaining about EVERYTHING. They were going through every department like a tornado, picking stuff up, yelling about it, and throwing it. Finally, they get to the registers and began complaining about the line. The younger one (about 70 maybe) started screaming and telling everyone off and DROPPED DEAD ON THE SPOT!!! Then, the older one collapsed too!!! We had to close the store early that day. It was like the Hand of God dope slapped the both of them.
I have so many more stories about that place.