New York City-based podiatrist Jacqueline Sutera encourages women to wear “commuter shoes” so they’re not pounding the pavement in not-so-comfy soles all day. “Change into your heels at the event or party,” she advises. Try choosing strappy but sensible pumps like these that are appropriate for work, a dressed up brunch, or even happy hour. The versatile heel also comes with a cushioned footbed, so your feet can feel at ease at any type of event.
Use a shoe stretching machine.[10] If trying to break in your high heel shoes doesn’t seem to be working. Or if you simply don’t have the time try various DIY methods, stop by a shoe repair shop for a quick fix. Shoe repair shops have machines specifically built to stretch your shoes. The machine applies the same techniques as common home remedies –pressure and heat –to stretch your shoe quickly.
Vasyli recommends opting for well-constructed "quality" shoes, especially those that have shock absorbing materials in the ball of the foot, and using an insert like Orthaheel, which he invented. He also suggests wearing your highest heels for only short periods at a time and giving them a little bit of closet time now and then."If you feel the need to wear higher-heeled shoes daily, then take a more comfortable shoe to get to and from work and wear the higher shoes while you're sitting at your desk," he adds.
New York City-based podiatrist Jacqueline Sutera encourages women to wear “commuter shoes” so they’re not pounding the pavement in not-so-comfy soles all day. “Change into your heels at the event or party,” she advises. Try choosing strappy but sensible pumps like these that are appropriate for work, a dressed up brunch, or even happy hour. The versatile heel also comes with a cushioned footbed, so your feet can feel at ease at any type of event.
One way to make your heels more comfortable is to wear them in. Wear them around the house, wear them to run an errand, or even for a walk around the block before you wear them all night to a big event. To speed up the process, if your shoes are made from a sturdy leather material, you can even blow dry them! "The heat from the blow dryer can make it easier to break in an uncomfortable pair of heels", says Lexie Nicole, a part time pole fitness instructor. She suggests this to her students: 
I’ve heard people argue that my new, near-daily ritual is ridiculous, that no shoe is worth that much pain or effort. But how different are heels from other small rituals we undertake every day, such as applying makeup? The payoff in terms of the confidence I feel when stomping down the street in a pair of killer heels is worth way more than the extra 30 seconds added to my morning routine.
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