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.
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.
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

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.
Generally, human beings have different types of feet. Some of them have high arch feet while others have flat feet. An ankle and feet specialist may be in a better position to help you know your feet type. However, you can still establish on your own by; stepping your wet feet on construction paper. Your imprint should help you understand whether your feet are flat or high arched.
Add footpads: I then Frankenstein my own orthotics into every shoe, depending on the fit. Consider one of these: a very slim insert with a heel cup and slight arch (if you need arch support), heel cushion (for heel pain) or a foot “tongue” pad (use under the foot for cushion, or put on the underside of the top of the shoe to prevent sliding forward). A podiatrist can help you with custom inserts, or you can do as I do, which is buy them in bulk at the drugstore or online.  
Moleskin Madness: Before a big event or the first time your wearing those adorable new heels, pick up a pack of moleskin from the drug store and either line the straps and back of your shoe with the padding or put it right on your feet. Sadly, we can pretty much tell immediately after sliding the shoes on where they're going to rub us the wrong way. Before said blisters develop, put some moleskin on those areas to prevent painful and bloody bruises while you're out.

So there you have it, 10 ten simple and easy to use tips for how to make wearing heels not only tolerable but hopefully a bit comfortable. Heels look great and can be a perfect addition to almost any outfit, we believe that wearing them doesn’t have to be a miserable experience. Have we missed a tip or a workaround that you swear by?  Don’t be shy — let us know in the comments!
This on-trend shoe offers a double-cushioned footbed and a rubber sole, one of Dr. Brenner’s requirements when it comes to choosing healthier heels: "I don’t like leather bottoms because people can slip and slide." Instead, Dr. Brenner urges shoppers to choose a shoe with rubber or treads on the bottom, so that they stand on a firm surface. We also love that the metallic leather on this pair lets you take them from the office to date night in no time. 
With all the pressure on your poor little feet from wearing high heels, it’s no surprise you're getting corns and calluses (you know, those tiny, hard lumps of skin). To keep this from happening, cut up pieces of moleskin—you can find either rolls or pads from your nearby home store and apply them at any area where your skin meets the edges of your heels. You can even put them inside the straps of your heels to prevent friction burn at the ankles.

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.

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