used to walk up at long lines in front of a bar, i always looked like a bouncer, would lean in on four people and tell them that for $20 i will let them skip to the front. i would be sure to be at least a block away before they made it to the front.
I lived with my parents for the first couple years - meant I had to get up early and drive into Ames every morning, but it was free living, free food. When I moved out, I got a cheap apartment and in the winter we kept the heat down to 55 degrees so the utility bills wouldn't be too high.
Also found a great job that allowed me to do my homework during work hours as long as it didn't interfere with my job duties. That meant I had my nights off to do whatever I wanted.
I spent a month with $30 dollars in my account and $2 in my wallet after crashing my bike and having to pay for repairs to it while not yet getting a paycheck due to just starting a new job. Good thing I had stocked up on ramen noodles.
I bartended my way through college. While doing my time at the Fox Lounge I ate the free happy hour food. Have you seen the free happy hour food? It's amazing I'm still alive.
When waitressing out at Elwell's at the end of the night I'd buy one cup of soup (it was either .50 or .75 cents) with my tip money and then eat a zillion free crackers and left over bread from the tables.