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I wear a side seam moccasin all the time (a similar enough shoe for purposes of the comment) and when I first made them I was told to wear them as is for a short while to mark my tread pattern then cut out a piece of leather the same as the tread pattern and use a contact adhesive to glue it on. When you wear a hole in the sole, use a hair dryer to heat then pull off, cut another leather sole and glue it on in its place. I've just worn my first sole hole (took a month of wearing constantly) so I'm ready to resole. :)
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