What was the craziest location that you made an audio purchase from?

I traded the shirt off my back once for a record at a stereo store.

I was doing hot fuel testing at an automotive proving grounds in Arizona. This was around 1993. I worked all day at the proving grounds in my golf shirt with the Ford and Bosch logos embroidered on it. I was taking the Red Eye back to Detroit that night out of Las Vegas. With some time to kill that evening I browsed around a stereo shop that I found in town. Got to see some Apogees in person for the first time there. The store owner mentioned he liked my shirt because he sold Blaupunkt radios (Bosch) and he was a Ford guy. I spotted a Mobile Fidelity recording of Alan Parsons Tales of Mystery and Imagination in his rack ($21 back then) and I offered to trade my shirt for that record. He gladly accepted so I went to my car, grabbed a clean shirt out of my luggage and gave him my dirty sweaty shirt for that record. Just played that record again last night. I’m guessing the record has easily outlasted the shirt.

Circa 1974, when in high school, I was putting together my first good stereo system.  In those days, the classified ads in the back of the stereo magazines were full of audio wholesalers, with "low, low, prices!"  So, I drove from Pennsylvania to northern New Jersey to buy my first receiver and turntable from one of these wholesalers.  The store was in a seedy section of town, full of old run-down warehouses and abandoned storefronts.  I found a parking spot about a block away and ran to the store (since I had a pocket full of cash). When I got to the store, the tiny windows were protected by steel bars, and the front door was armored.  I rang the bell, and a slot in the door opened and I was greeted with a pair of eyeballs that let me in.  Once inside, the guy asked me where I parked my car.  When I told him, he joked "I hope it's still there when you leave!"  I handed over my cash, got my equipment, and ran back to my car and drove away as fast as I could.   

Times Square during the 90s, before Disney invaded.

Rural parts of Arizona for me. Sold a HSU subwoofer that barely fit in my old Jetta to an odd fellow who didn’t say more than two words. Sold a Sunfire Cinema Grand Architecture Series to a guy who said he was $300 short of the agreed upon price once we met up - he paid in full when I called his bluff. More or less, at least for me, the people are more interesting than the places - especially when meeting in-person. 

About 15 years ago I sold a tone arm to a guy and we made the exchange on an I84 off ramp in NY. Probably looked like a drug deal going down.