Stretch your feet before and after you put your shoes on/off. There are some targeted stretches that will help you get at the front of the foot and ankle (key pain points from heel usage). An example of a stretch like this is pointing your toes down, and pulling your toes up with a strap, this gets the Achilles’ tendon and the calf muscles going a bit. You can replicate this stretch to the inside and outside as well.
Vasyli recommends opting for well-constructed "quality" shoes, especially those that have shock absorbing materials in the ball of the foot, and using an insert like Orthaheel, which he invented. He also suggests wearing your highest heels for only short periods at a time and giving them a little bit of closet time now and then."If you feel the need to wear higher-heeled shoes daily, then take a more comfortable shoe to get to and from work and wear the higher shoes while you're sitting at your desk," he adds.
I should add that I’m very particular about my shoes, they need to be good quality with a well balanced heel. Yes, I’ve actually spent time discussing this with my trusty shoe repair guy. After many blisters and much frustration I’ve discovered a few tricks that are making a world of difference. Basically, I stopped applying the solutions to my shoes but rather I apply them straight to my feet. So how to wear high heels without pain? It isn’t very glamorous but here goes:
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.” 
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
For some the higher the heels, the better. For others, a pair of black flats is much more appealing than some stilettos. Whether you're a fan of heels or not, you might find yourself wearing them at some point, so it can't hurt to have some tips on how to make heels less painful. It's no fun to suffer for the sake of fashion, but luckily, if you like to add a little height to your outfits, there are certain ways to do so without stumbling home with bloody calluses and sore arches.
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!"
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."
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.

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.
I used this product exactly as noted on the label, for my brother's wedding and I was able to wear my 6 inch platform heels comfortably for 9 HOURS! I must note that these are shoes I have worn many times and never had a blister or anything, but I was able to wear them much longer! I also used it with 4 inch heels only previously worn once(for 3 hours and without the spray) and they were much more comfortable and able to be worn for 7+ hours.I will be purchasing another bottle! Thank you!
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While we’re totally on board when it comes to sucking it in for a corseted top or dealing with a less-than-comfortable strapless bra, we’re so not here for torturing the most important part of our bodies — we’re talking feet here, people. Wearing high heels that kill your toes, heels, ankles and the balls of your feet instantly rob you of your happiness — and kinda take away from an otherwise cute outfit. Even Kate Upton would have a difficult time looking hot while wobbling around the room in pain.
The No. 1 mistake women likely make is 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.
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.
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