Ah, right!
I was walking around and saw a "hobby shop" downtown. I enjoy hobby shops, so I went in and checked the place out. They had some cool stuff, but all I really needed was paint, so I bought a little vial of black paint ($4.99 Canadian, slightly more US). The lady working there said, since I bought something, I could put my name in for a draw. I said no thanks, the box was already stuffed full and I never win anything anyways.
So I was standing there, and she had problems with the computer and I had nothing to do, so I filled out an entry. Since they were out of entry cards (due to the popularity of the item, I guess), so I ripped off a piece of paper and filled out the info (name, phone number, how you found the store ("Was walking around and saw the sign")).
Then I got a call on Tuesday telling me I won. I barely believed it, but it was true!
It's quite possibly the most random thing I won/own.