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I did for years. I get it.
I think it's just been a lifestyle change. I spend most of my time around people that don't own any piece of clothing worth more than $200 (not counting a wetsuit, natch), and the beach life is just different. I still like my leather jackets, still like my nice boots...but I don't want any sneakers I wouldn't want to move a couch or play soccer in.
Heck, these days even when I'm out I'm either in jeans & leather or shorts and sneakers, with not a lot in between. So I guess when I want nice shoes I'm just gonna wear boots.
But after years of wearing higher-end sneakers exclusively, I definitely thought cheaper sneakers were worse in my head than they actually are.
I've got a pair from Stepney Workers Club on the way, too. We'll see how they do me.