Years ago I needed to find an apartment ASAP, like in one or two days before the end of the month (long story, got into a fight at the old place). So I went on Craigslist, saw photos of an adequate apartment, and contacted the guy who was supposedly renting it out. He wasn't in the city, but asked me to wire him money through Western Union iirc. Something about it seemed off, but I got the first and last month's rent and went to a small outlet in a convenience store.
My instincts were telling me that I had to double-check it, I can't remember exactly why. I was just about to send the money but before I did, I took the precaution of calling Western Union and explaining the situation. "Do you think it's a scam?" I said to the Western employee. "I don't think it's a scam, I know it's a scam," she said. So of course I didn't send it. Then after on the subway ride home, the "landlord" calls me and says, "Hey did you send the money yet?" and I told him I know it's a fucking scam and he hung up immediately. I regretted it; I should've played along and got more of his info and then reported him.
Pretty sketchy. I was at the end of my rope trying to find a new place so I wasn't thinking. Thankfully I avoided losing almost $2000.