Cover the parts of your feet that are being pinched by your heels with moleskin, soak your feet in water, and then wear your heels for a few hours. Moleskin is basically a more comfortable bandage that comes in sheets that you can cut into any size. One side is sticky and one side is soft. It protects the areas of your feet that hurt when wearing your heels, which is typically where blisters might form. Dampening the moleskin and then wearing your shoes will help the insides of your shoes to mold more quickly to the shape of your foot.
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.
Consider a lower or more comfortable style. Choose a thicker and more stable heel like a platform, wedge, or chunky heel to provide more support and weight distribution. Shy away from pointed-toe styles if you have wide feet or toes, opting for round or almond-shaped instead. You can also buy heeled boots or heels with ankle straps to help support your ankles.