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.
Despite the reigning popularity of sneakers and flats, high heels will always be around. And on occasions that do call for heels, you might as well maximize the comfort level in any way that you can. So if you’ve ever hobbled home after a long day or night in heels, this tip for how to make heels more comfortable is for you: Tape your third and fourth toes (counting from the big toe) together—we recommend nude medical tape for a low-profile look, but Scotch tape works in a pinch—to alleviate pain in the ball of your foot. Sound crazy? Here’s the reasoning: There’s a nerve that splits between those two toes, which causes pain when pressure is put on it (aka when you wear heels). The tape removes strain on the nerve, allowing you to dance the night away.

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."
Stilettos are cute but they are not suitable for every woman. Wearing them may make you wobble around especially if you are not used to walking in them. If you cannot do without heels, try to choose thicker and chunkier heels as they offer more support and are more comfortable. However, this does not disqualify you from rocking your beloved stilettos. Do it once in a while and learn how to walk in them appropriately.  
Canfield McNish said that the more shoe between the ball of your foot and the ground, the more comfortable you'll likely feel while wearing them. There's a lot of pressure on your foot when the only thing separating it from the ground is a thin sole (plus a non-slip pad, of course), but some of that is relieved when your foot is more cushioned, like it is with a thicker sole.

The Multifunctional Blow Dryer: On the other side of the thermostat, heat will also loosen your heels for comfortable wear. By blowing your hair dryer across the top of the shoe, you can make the shoe more flexible on a warm or hot setting. There are two options here: you can do this while the heels are on your feet or while they're off. If you're not wearing the heels, after blowing them with some warm air, twist the sole (or where they were hurting you) while they're malleable enough to loosen and break them in. If you want to do this with the shoes on your feet, grab your thickest pair of stocks and put them on before using the blow dryer. Concentrate the dryer on the parts of your shoe that were hurting you the most and move your feet around while the dryer is blowing. After about 30 seconds, walk around with the thick socks and heels on (stylish, we know) and break. those. shoes. in!

Top mistakes ladies make is not getting their shoe size right. A lot of people think they’re a wide or vice versa and they’re not, so definitely do that before you shop. 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. Getting your shoe size right is essential for reducing pains on your feet


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.

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.  
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
Who doesn't like to put on a pair of dressy heels for an evening out. Unfortunately, I thought my days for wearing heels were over for good. Thankfully, a friend insisted I try Still Standing Spray and eventually gave in just to shut her up. What a surprise. I wore my favorite pair of heels to my cousin's wedding last week - and it worked. I had to respray after a few hours with mini size but didn't mind since my feet felt so much better.
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