Making sure that the leather is conditioned is one thing that you can do to help keep your shoes in tip-top shape. Canfield McNish also recommended making sure that all of your heels have non-slip pads attached to the bottom. You can buy these at shoe stores, online, at stores like Target and Walmart, or at your local cobbler. The pads help keep you avoid slipping, but they also help protect your shoes from premature wear.
There's a nerve that splits between your third and fourth toes that causes pain when pressure is put on it. To relieve some of that stress on your poor little toes, tape your third and fourth toes together (your big toe is #1) with some medical tape or a band aid. Obviously, this trick only works with closed-toed shoes where your third and fourth toes aren't exposed.
Check, and then double check the heel placement. Heels (the location at the back of your foot) are another all too common source of misery for heel wearers. So make sure that you get the fit inch perfect here. Choose shoes with heels centered directly under the middle of your foot’s heel (left), not at the very back of the shoe (right). This will help tremendously with your mechanics and it will reduce the chances of heel pain.
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The Multifunctional Blow Dryer: On the other side of the thermostat, heat will also loosen your heels for comfortable wear. By blowing your hair dryer across the top of the shoe, you can make the shoe more flexible on a warm or hot setting. There are two options here: you can do this while the heels are on your feet or while they're off. If you're not wearing the heels, after blowing them with some warm air, twist the sole (or where they were hurting you) while they're malleable enough to loosen and break them in. If you want to do this with the shoes on your feet, grab your thickest pair of stocks and put them on before using the blow dryer. Concentrate the dryer on the parts of your shoe that were hurting you the most and move your feet around while the dryer is blowing. After about 30 seconds, walk around with the thick socks and heels on (stylish, we know) and break. those. shoes. in!