Hmm, I'm non confrontational by nature, so I'd advise a subtle approach. I know this thread is old, and I don't know if your friend has a pet, but perhaps you could kill it. Like a dog or a cat. Try writing your initials and the amount owed on its fur in blood. If they don't get the message, and you're a bit more assertive than me, you can move on to collecting and storing the remaining blood and using it to slowly spell out a message on the side of their house. Make it a game of hangman with real consequences. "You ow_ t_m_rollson thr__ doll_rs" Each day, you add a new letter
and appendage to the hangman. On the last day, if still unpaid, you amputate your friend's analogous body part to the one missing from the hangman.
If all else fails, send a text asking to be repaid.