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The end of a relationship is never easy—but to a sneaker collector, a footwear mishap often feels like a break up. Today, Valentine's Day, is meant to be a celebration of love but for many it awakens feelings of loss, lust and missed opportunity. Complex Sneakers talked to a few footwear industry impresarios and sneaker aficionados about life, loss stress and shoe-related setbacks. In honor of the feels in the air today, 13 Sneakerheads Tell Their Most Heartbreaking Sneaker Stories.

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