Wear thick socks: Put on a pair of thick socks before wearing the boots to create extra space. Warm them up: Apply a hairdryer on low heat to the tight areas while wiggling your toes. This helps the leather become more pliable. Stuff the boots: Fill a plastic bag with water, place it inside the boots, and leave them in the freezer overnight. The water will expand as it freezes, gently stretching the leather.