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Line both of your shoes with a plastic bag, making sure that the bag is big enough to fill the entire shoe. Use a plastic shopping bag as opposed to a large Ziploc bag if you have larger shoes. Make sure the plastic doesn't have holes in it and is strong enough to hold water. Pour water into the plastic shoe lining you've created, filling it up to the top of the shoes. Make sure you seal the bag once you're finished so that water doesn't leak out. Check to see that water has reached the entire shoe, especially down near the toes. Once the plastic bags are sealed, place your shoes in the freezer. Make sure they are sitting flat as opposed to on their side so that the water freezes correctly. Leave your shoes in the freezer overnight to ensure that the water freezes entirely. Take your shoes out of the freezer after the water has completely turned to ice. The ice should have helped stretch out the leather, so now you can wait for the ice to melt. Once the ice has turned back to water, remove the water and plastic bags from your shoes. While you don't have to wait for all of the ice to melt completely, let most of it melt before removing the plastic bag from your shoe to prevent your shoe from getting damaged.
Place a large plastic bag into your shoe. Fill the bag up with water. Put both of your shoes into the freezer and wait for the water to freeze. Remove your shoes from the freezer and let the ice melt.