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Although it is not recommended to wear leather soled shoes in inclement weather, if you do, the most effective way to keep water out is to have a cobbler install sole guards - thin pieces of rubber that affix to the sole of the shoe

Eastland Women’s Classic II Penny Loafer

Although it is not recommended to wear leather soled shoes in inclement weather, if you do, the most effective way to keep water out is to have a cobbler install sole guards – thin pieces of rubber that affix to the sole of the shoe