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Men! Talk to me about your smart shoes

I'm currently repping these bad boys:

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Wouldn't it make more sense to wear them?
 
I've got a pair of Grensons from 20 years ago (when I could afford such things). They're scuffed and a bit worn but still wearable.

For comfort I haven't found anything to beat Clarks Nature II shoes but they're also expensive now,
 
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