I started working at a local restaurant/bar when I was in college. I started out as a server and worked my way to bartender. One of the nights that I was running the service by myself (we had really slow Tuesday nights), this couple came in and sat at the bar. They were super cool, ordered a ton of food and drinks, and we just fucked around and had a great time together. I walked to the back to take their dirty plates away, and when I came back like 45 seconds later, they were gone. Bailed on the tab.

The little money I had made that day was taken from me to cover their bill. Plus the owners demanded I pay the rest of it with my future tips - i.e. I wouldn't get any money until it was all paid back. They paid me $2/hr, and they were going to take another $200 of my money. The place didn't get a lot of business, so it would take me like 1.5 weeks to pay that back without making anything myself. It was a huge punch in the gut. I had worked hard for these guys for at least a year. Unheard of at this restaurant cause most people left after like a month.

I cried like a baby in the manager's office when she told me what the owners said, and I quit that night.