There are many different types of aids to help make a shoe more comfortable even after "breaking them in," and can be purchased at shoe stores, large retailers, and some drugstores. These include special small gel pads for the balls of the feet, heel inserts to help minimize chafing at the back of the shoe and rough patches to glue onto the bottom of a slick sole, affording you better traction.
Bend and twist them. You can work out the stiffness of your new heels by bending and twisting them. Apply slight pressure as you bend the shoes upwards and downwards and twist them side to side. Don’t do either method too hard or too quickly. You don’t want to force the shoe into a position that it shouldn’t be making. Doing so could damage the shoe or weaken it in places that should remain sturdy.

Gel insoles solve a lot of heel-wearing problems. For one thing, they can prevent toes from scrunching and thereby prevent blisters. Dr. Scholl's sells high heel insoles with arch shaping to keep pressure off your foot. If your toes are constantly sliding forward in your shoes, there’s even a cushion designed to hold the ball of your foot in place. The gel inserts stick to your shoe insoles well but are also easy to swap among your shoes. The product's website advises to replace them every six months, or when they start to tear.
Let's face it—my telling you not to wear heels won't convince you to stop (I wouldn't listen to me say that either), but how can you do so comfortably—and safely? As an ER doctor, I’ve treated many women with high heel-related injuries—including one who fell after getting her heel caught in cobblestones. In fact, a recent study showed that ER visits for injuries caused by heels have doubled since 2002, leading to foot and ankle sprains, fractures and other injuries. 
Sometimes you’ve got a real stubborn pair of heels that’s always so uncomfortable to wear (but so pretty to look at). We get it—they’re too gorgeous not to use, so this is where the freezer hack comes in handy. Fill a small zip bag with water and put it inside your heels. Then, keep everything in the freezer overnight. In the morning, put on your heels and wear them for a few hours—your shoes will stretch to the shape of your foot, so bye-bye to that pinchy feeling.
There's a nerve that splits between your third and fourth toes that causes pain when pressure is put on it. To relieve some of that stress on your poor little toes, tape your third and fourth toes together (your big toe is #1) with some medical tape or a band aid. Obviously, this trick only works with closed-toed shoes where your third and fourth toes aren't exposed.
I’ve heard people argue that my new, near-daily ritual is ridiculous, that no shoe is worth that much pain or effort. But how different are heels from other small rituals we undertake every day, such as applying makeup? The payoff in terms of the confidence I feel when stomping down the street in a pair of killer heels is worth way more than the extra 30 seconds added to my morning routine.
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.
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.
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:
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: 

Some theory indicates that imagining yourself walking on an invisible straight line can do wonders. If you have ever watched catwalk models, you have seen that they always cross one foot in front of the other. This enables their hips to sway more. Many women wear high heels intending to look attractive and sexy, and they can get extra finesse by improving their walking style and posture.
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Making sure that the leather is conditioned is one thing that you can do to help keep your shoes in tip-top shape. Canfield McNish also recommended making sure that all of your heels have non-slip pads attached to the bottom. You can buy these at shoe stores, online, at stores like Target and Walmart, or at your local cobbler. The pads help keep you avoid slipping, but they also help protect your shoes from premature wear.
This secret to reduce pain while wearing heels is so good, you’re going to want to share it. Woman’s Wear Daily recommends taping your third and fourth toes (counting from the big toe) together to alleviate pain from wearing high heels. Sound crazy? The proof is in the science: there’s a nerve that splits between those two toes, which causes pain when pressure is put on it (like when you wear heels). The tape helps to remove strain on the nerve. 
I was intrigued by the idea of being able to wear heels again. I really put it to the test, by wearing heels into the city. Lot's of walking, and I survived. Unfortunately, I did not bring the small purse vial of spray, and was unable to refresh the spray after a few hours. I wore those boots for 8 hours. I felt the cooling/numbing effect of the spray. I have bunions and osteoarthritis. I threw away the boots I was wearing that day, because, let's face it, heels are not healthy for anyone, at any time. I do, however, plan to use this product to survive (even enjoy) my son's impending wedding.

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.

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5. Stick Moleskin on the parts of your shoes that rub. Moleskin is a soft cotton fabric that has an adhesive back and can be cut to any size. If you have one part of the shoe that rubs (be it the toe, the heel, or a strap) cut a small piece of Moleskin and adhere it to the inside of the shoe. This will prevent friction and your feet can dance all night long.
Heels do look cool, but sometimes they can leave you tired and in pain, the tricks mentioned above are good to follow to avoid pain and walk with grace in heels, even if someone feel tired after trying these tricks, its good to opt for wedge heels, they are far more comfortable provide great support, https://www.otbtshoes.com/collections/wedges, here are some good wedge heels that are a must try, they are not only good in style, but also high on comfort.
I was watching a star on t.v. One evening mentioning this product and I also suffer from high heel trauma to the ball of your feet, and I said I would never give up my beautiful stilettos and thanks to this great product I never have to. I bought this product over a (2) years ago where I received the purse size and this product is wonderful and now I got the large and the purse size so I am never without. The person or people that cam up with this are genius for all woman and man kind for sore feet for everyone not just for us who suffer with stilettos, i’ve used this product with my gorgeous flats when I feel my feet have swelled in the summer months. I think everyone should give this product a try.
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.
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