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Hemingway Jones said:I reserve my leather soles for dry days of which we have few here in Boston. Leather soles, no matter how nice or how thick, cannot and do not stand up to the pervasive wet of winter sidewalks. A few months wear and they are done.
A good pair of rubber soled shoes last a very long time and once they wear through, any competent cobbler will resole them. I have recently had my favorite shoes, my high brogues from Venice resolved with excellent Vibram bottoms, not the lug kind, mind you.
A man's wardrobe should have both, here in Boston. If I lived in a dry place, I would probably not worry so much.
This is essentially the same point made by a fellow who has resoled shoes for me. He says that leather soles are fine if you rarely wear them in wet weather. Out here, on the mossy side of the mountains, that means you'd wear them in July and August. Maybe. I've taken his advice and had him put some of those rubber half soles (or whatever they're called) on my kicks. It has worked out well. Perhaps it sacrifices just a touch of elegance, but a rubber sole is considerably less inelegant than a leather sole with a hole in it. And wet socks ain't where it's at, either. I wouldn't put rubber soles on my patent leather formal shoes, but seeing how those babes (bought cheap at a thrift shop) get worn maybe twice a year, and never through slush or snow or even much by way of a wet sidewalk, well, I can only hope I live long enough to wear 'em out.