Aside from shoes since we all know those can be pretty expensive, what is your most expensive piece of clothing you own?
While I pride myself on not wasting dough on labels and brands, I do have a very old Ecko hoodie I got like a good 15 years ago. Still fits and is in mint condition cause I don't wear it often. It cost me about $260. This was when the brand was way more urban than prep-street wear.
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I used to own a really expensive pair of jeans. I think they were something like $400 off the rack but I got them 70% off. They weren't even my size but I got them cause I wanted to be the cool guy with expensive jeans in school. I was a moron on then lol