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A leather shoe discovered during 2008 excavations at the Areni-1 cave in Armenia is on display in Yerevan. Researchers dated it to 3600 to 3500 BC using radiocarbon dating. Atlas Obscura described the shoe as made from a single piece of cowhide and still fitted with its leather laces. It is measured as a modern US size 7, and it was stuffed with grass to hold its shape or keep the foot warm.
Sources:Atlas Obscura