I hunt in Goodwill. It's affordable, the cash goes to good causes, and there's interesting gubs to be had.
I've found a Vietnam Airborne army jacket in there. No rips at all, $5. Fits like a glove.
Been looking for a Pendleton "Dude" sweater, too, but talk about pricey.
I'd like to find some bowling shirts, too. I've been into the Hawaiian shirts lately, a sorta retro thing. Scarface, 80s gangsters... Plus they're comfortable and they're a standout in the snowy Maine winter.
Some old Ray-Ban Wayfarers or an original Casio calculator watch would be top.