Style: Foot surgeons advise sticking to a height of two inches or less. Sky-high heels shift your foot forward, putting pressure on the ball of your foot—and more pressure equals more pain and chance of injury. I'll wear a little higher heel, but then I'll look for ones with a little platform in the toe-box to make the angle less steep. Styles with a T-strap or Mary Janes have the extra benefit of holding your foot in place. 
Many women never get their shoe sizes right. Understand that over the years, your shoe size is likely to change due to various factors. If you have never had your feet sized, perhaps this is the right time to do so. Additionally, repeat this once annually or every time you are purchasing shoes. The measurements should include both width and length. Avoid buying shoes randomly without having your feet measured because different brands are differently designed.
One of Dr. Osterman’s favorite shoe brands is Pikolinos. The podiatrist-approved line boasts options that come with cushioned forefront beds, ample room in the toe boxes, and block heels for more stability. “The wider the heel, the less one has to balance on the shoe,” Dr. Osterman explains. “Think of the heel like a stilt – the smaller the heel, the more the calf muscles have to work, which can be unstable and fatiguing.” 
This is the most important rule: Don’t buy wedding shoes unless they fit you perfectly. Just don’t! If your shoes are already too snug, you’re only asking for pain after an hour or two — or maybe less. And then you’re not only going to ache, chances are you’ll end up with a painful blister and will then fantasize about crawling around for the rest of the day — because even changing into flats is painful when you have a gnarly blister.
No matter how the shoe is designed, fit is always the best way to achieve comfort. When trying on shoes, wear them around the store for a short walk and make sure that each part of the shoe fits your foot. Evaluate the arch, toe, heel, and ball of the foot separately. Each part of the shoe matters when it comes to comfort. Be sure you choose the shape, style, height, and width that fits well. You can also use inserts or pads, such as an arch support, to create a more customized fit. Wear what fits well and feels great — always!
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.[3]
She also suggests some products for pain relief, like foot alignment socks, Correct Toes, or other toe spacers when not wearing your heels. And, regular stretching and exercises can help, too. DeGrave notes a few simple exercises from Katy Bowman, and also suggests: "keep a half foam roller somewhere you might find yourself standing around for a few minutes, say in the bathroom while you brush your teeth, so you can calf stretch while going about your day — I keep one out on my living room floor and do this while watching tv!"
Gel insoles solve a lot of heel-wearing problems. For one thing, they can prevent toes from scrunching and thereby prevent blisters. Dr. Scholl's sells high heel insoles with arch shaping to keep pressure off your foot. If your toes are constantly sliding forward in your shoes, there’s even a cushion designed to hold the ball of your foot in place. The gel inserts stick to your shoe insoles well but are also easy to swap among your shoes. The product's website advises to replace them every six months, or when they start to tear.
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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