Do some foot exercises and stretching. These exercises will help your nerves get more flexible and take the next heel day attack better prepared. The stretches that you’ll want to do are the stretches that will target the front of the foot and ankle, like pointing your toes down and pulling your toes up with a strap to get the Achilles’ tendon and the calf muscles. And then side to side to get to the instep and the outside of the foot.
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One hack that might help with walking in stiletto heels is using heel caps. These, usually used to help with walking on grass & cobblestones in heels also work for making walking easier. Because they not only protect your heel points, but also add more surface area to your heels, hence, making your stiletto, much less..well…stiletto-ey! And easier to walk in.
Iggy Azalea walked a mile in her Louboutins, but can you imagine what walking even a couple blocks in these would feel like afterward? It's amazing that we willingly wear shoes that sometimes hurt so much, it takes an hour-long ice bath just to recover. And yet, it's hard to ditch high heels completely: They elongate your legs, they make your calves look amazing, and there's something empowering about the sound of your own feet clacking against a hard surface.
Heels with a square, open, or round toe are going to be much more comfortable than a narrow, pointy toed heel. Pointy toed heels smash toes together and compact the ball of the foot making it much more likely that you’ll experience discomfort quicker. This is especially true if your feet are on the wider side. If you know you’ll be standing a lot, opt for a square, round, or open toe shoe.
Avoid buying high heels in the morning. This is because your feet tend to be relaxed in the then. It is advisable to go shoe shopping when your feet are swollen and tired, preferably in the evening on your way from work. Before purchasing, be sure to try them again in the morning just to compare both situations. If it fits as well then you can make the payment.

I may be a hardened heel advocate, but the lower foot pain in this case just never seemed to be worth the payoff. However, I’ve come to swear by one very cheap, slightly weird-sounding, simple trick to avoid that dull pain in the balls of your feet. You know, the kind that comes from attempting to wear anything taller than three inches with a heel thinner than a pencil for more than two hours straight.
Always keep your heels stuffed.[2] Naturally your heels with shrink when they’re not being worn. Since you don’t want all of your breaking in efforts be in vain, keep them stuffed when you’re not wearing them. You can stuff your shoes with the shoe paper and rod that come with the shoes when you buy them. You can keep them filled with shoe trees, which are inserts molded into the shape of the inside of your high heel shoes. Or you can simply stuff them with rags.
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]
If you're pounding the pavement and walking a lot in your high heels, try wearing an insert. Dr. Scholl's is well known for their shoe comfort accessories. This brand has a vast array of inserts and pads that you can purchase at almost any drug store, including some for the sole of the shoe, cushion for the ball, and even a barrier between the back of the shoe and your heel. Try the Stylish Step High Heel Relief Insoles in your favorite pair of heels for a dose of comfort.
These 18 hacks, tips, and tricks will succeed in making wearing high heels a better experience – and they may even change your most painful heels into something resembling comfort. Unfortunately, some heels will never improve, but that doesn’t mean you can’t try! You need this info right now especially, with the holidays around the corner. Here are some tips on how to make your heels more comfortable:
The number one mistake women make would probably be not having the right shoe size for their foot. Your foot size changes over the years, even as much as one full size, especially after having kids. Have your feet sized once a year, and do it if you’ve never had it done. Have your feet measured when you’re buying shoes, for width and for length as well. A lot of people think they’re a wide or vise versa and they’re not, so definitely do that before you shop.
But you don't have to swear off high heels altogether. It's possible to make high heels more comfortable. Just pay attention to how much lift you're getting. “Two inches is my cut-off,” says Ward. “A heel below that height does not add significant stress to the metatarsals as the weight can remain distributed between the heel and forefoot.” This also helps you stay balanced (read: no wipe-outs) in your kicks, she notes.
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3. Widen the toes out with ice. When water freezes, it expands. Use this simple science lesson to stretch out your shoes. Start by filling a one-quart sized ziplock bag about halfway full of water. Then, zip up the bag and check to make sure it’s not leaking. Stick the water bag into the toe of the heel and put the entire shoe in the freezer. If you really need to stretch them out, add two or more bags into the toe box. Once frozen, the bags will expand and the shoe.
The number one mistake women make would probably be not having the right shoe size for their foot. Your foot size changes over the years, even as much as one full size, especially after having kids. Have your feet sized once a year, and do it if you’ve never had it done. Have your feet measured when you’re buying shoes, for width and for length as well. A lot of people think they’re a wide or vise versa and they’re not, so definitely do that before you shop.
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.
3. Widen the toes out with ice. When water freezes, it expands. Use this simple science lesson to stretch out your shoes. Start by filling a one-quart sized ziplock bag about halfway full of water. Then, zip up the bag and check to make sure it’s not leaking. Stick the water bag into the toe of the heel and put the entire shoe in the freezer. If you really need to stretch them out, add two or more bags into the toe box. Once frozen, the bags will expand and the shoe.

Walking in heels is much less painful when the in-sole is well-cushioned. "This helps in absorbing shock in the ball area while walking and provides comfort," says footwear designer Radhika Jain over email. "These insole cushions can be made either of eva foam/latex foam or memory foam, which is the best. Nowadays you can buy them online or at a shoe store with foot-care accessories."
You can use heat to soften the material of your new shoes. Using a blow dryer, blast your shoes with air (make sure to move the blow dryer around to evenly distribute the air and avoid melting the material). Once the material is warmed up and more pliable, gently twist and bend the shoes in the center to break them in. Don't go overboard and bend them so far that they don't return to their natural shape, or so hard that they break.
Despite the fact that doctors warn of their dangers and legions of wearing sky-high heels, women still do it anyway, so it’s obvious that high heels are here to stay. The leg-lengthening, back-side lifting visual effects are hard to argue with, but the trade-off can be blisters, bunions and just plain old sore feet. So to take the edge off the pain with these 5 hacks to make heels a bit more comfortable.
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]
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