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My wife thinks wearing Jays is immature. She did buy me Space Jams and Concords (& some AM90s); 11s are probably the only ones she thinks are somewhat sophisticated. I've since purchased Playoffs, but 11s aren't my favorite model. She puts up with it b/c she knows I enjoy the hobby (and tolerance out of love ;-), but does make comments like "another pair of shoes?"....
As with anything, buy and wear what you like; if you're buying/wearing anything to impress others, you're on the wrong path....in my opinion.... For me, it starts a lot of cool conversations with people at work, gym, etc., but never women. And frankly, I don't like the attention; I'm selfish...it's all about me and what I enjoy based on my own nostalgia for sneakers/Jordan.
dress up how you want,,clown looking matchy matchy or not people doesnt care,,maybe your wife or kids family does,,but the end of the day none of these people cares,