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.
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!
Know your foot type. In my opinion, a podiatrist would be the best way to know your foot type and what’s going on. If you can’t run out to the podiatrist, there’s a couple of neat ways to see if you have a flat foot or a high-arch foot. Wet your foot and step onto a piece of construction paper. When you make an impression, it will show you how much your foot is flattening or how high of an arch you have. You can look at a person’s foot type and see why they are having pain.
Walk the Walk: If you've ever watched models like Kendall Jenner or Kaia Gerber strut down the runway in stiletto heels as if they're walking on air, and thought to yourself, "HOWWWWWW," just know there's a method to their madness. First, you have to be incredibly aware of your posture and stand as straight as you can. You also need to engage your core and make sure your not leaning forward or backward. "It is important when walking in high heels to lead with the ball of the foot," an expert told Today. "Never lead with the heel as weight will often make the high heel collapse and result in an accident or injury."
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.
Wet the insides of your high heel shoes to stretch them.[6] Water can speed up the breaking in process by helping to mold the inside material of your shoes to your feet. Take a damp cloth and rub the insides of your high heels. Put them on while they’re still moist and wear them for an hour or more. You can also dampen a pair of socks and wear them with your high heels for the same amount of time.
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: 
Rough up the bottoms of your heels.[5] It’s important that your shoes have a decent amount of traction on the bottom. Walking in high heels will be a lot easier and safer if you’re not sliding around all over the place. New heels tend to have smoother bottoms that become rougher once scuffed. Speed up the process by roughing up the bottom of your heels using a piece of sandpaper. Rub the bottom of your heels for a minute or two, or until the bottoms feel noticeably rougher.
Safety Warning — Each application lasts up to 2 hours. Can safely reapply up to 4 times daily. — Use only as directedFor external use onlyIf condition worsens, or if symptoms persist for more than 7 days or clear up and occur again with a few days -discontinue use of this product and consult a physicianPregnancy - Breast feeding warning:If pregnant or breastfeeding ask a physician before use.To not use with other topical productDo not use with heating devicesDo not use on open wounds, damaged or irritated skin
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.
Directions — Once your feet start to feel pain, follow these steps: 1. Apply thoroughly to each foot like lotion 2. Let dry for one minute 3. Slip on your shoes and continue your day pain free Spray a thin layer to affected area every 6 to 8 hours, not to exceed 3 applications in a 24 hour period. adults and children 12 years and older apply and gently massage in repeat as needed no more that four times a day Wash hands after each use with cold water
Whether her explanation is 100 percent scientifically sound is, in this case, slightly irrelevant. By my fourth day of wearing five-inch ankle boots without any pain, I was sold. Personally, I prefer using Band-Aids, bandages, or soft tape, since the thought of securing my two toes together with anything stickier gives me goosebumps and the fear of damaging my feet even further.
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