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I wear shoes as little as possible, but for general walking around to the grocery or whatever where bare feet are frowned upon, can still get away with Vans or All Stars. Clearly, no support, but only wear them for a short period.
For real walking, I use ECCOs. Wide toe box (which I need since dropping a shelf full of cast iron fry pans on my right foot a decade ago), lots of support, don't look weird or anything. Really great for overseas travel where having a polishable shoe that looks semi-dressy comes in handy.
Also use Clarks low cut hikers for casual long distance walking or light hiking, but they stay home when we go overseas cuz they really can't be made to look like anything but hiking shoes.
Used to wear Rockports, but they changed all of their designs and are no longer as comportable for me.
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