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That sounds very strange to me- the leather itself seems like the last thing that would be letting water through, especially if treated with waterproofing products. My immediate thought would be to look at the stitching, including the tongue and gussets. How many pieces make up the uppers? If it's more than one, check those seams as well. Do you notice ...


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Synthetic leather is literally "knock-off" leather, never is synthetic preferred to the real thing unless you are cost oriented, or vegan. Synthetic boots also tend to be made out of lots of pieces of synthetic leather, stitched together with other types of materials in the uppers in fancy patterns, which leaves them vulnerable to being penetrated by water. ...


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When I was in the British Army, the officially recommended way to soften new leather boots and to keep them waterproof was to fill them with cooking oil and leave for it to soak through the leather (some will eventually ooze out, so don't leave them on the carpet). You can drain the oil and store for future reproofing. Your socks might smell like ...



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