@Alex Kilpatrick Couple of things with the really expensive stuff, especially shirts. I'm not sure why, but no matter how expensive it is, after I've worn it several times, they start to get pit stains. Doesn't matter if I wear an undershirt or not. I've tried various deodorants and it doesn't seem to matter. The get a dark crust that usually means I'm done with the shirt after a set # of wears. Maybe 50? Also I'm bad about spilling stuff and I don't want to feel like I'm walking on egg shells if I'm wearing a $1500 jacket. BTW the Coofandy Jackets I've bought are less than half the price you mentioned ($150) so yes they'll get to $10 per wear as long as I can wear them 5-7 times. As far as the thrift store thing, while I love the concept, in practice I've never found anything worth anything at Goodwill or any other thrift store I've been to. The "good" stuff, if they even get any, is likely snatched up super quick. Any time I've been to a store like that, it's just been a waste of a trip. Not going to stop checking from time to time, but my expectations are VERY low and I'm only going to check if I've got spare time. If I'm ever making a trip with the actual INTENT of buying clothes, I'm not going to waste my time there.