Lead With Your Thighs. It’s all in the thighs, as strange as that probably sounds hear us out. When you walk, lead each step with your thighs, moving your entire leg forward in one fluid motion. Think about it: You’re probably used to letting your feet take the lead. It takes practice, but if you employ this method you’ll find yourself placing less pressure on the ball of your foot, and ultimately reducing the torque your feet are under.
"As simple as it sounds, the shoe needs to fit," says podiatric surgeon Dr. Rebecca Pruthi over email. You want to make sure there is space between the longest toe and the end of the shoe. "When shoe shopping, buy at the end of the day when your feet are already swollen," suggests Pruthi. "Also, look at your width of your feet. I see too many women with wide feet cramming into a narrow shoe. This will help avoid bony changes and damage that can lead to bunions, neuromas and hammertoes."
Heels with a square, open, or round toe are going to be much more comfortable than a narrow, pointy toed heel. Pointy toed heels smash toes together and compact the ball of the foot making it much more likely that you’ll experience discomfort quicker. This is especially true if your feet are on the wider side. If you know you’ll be standing a lot, opt for a square, round, or open toe shoe.
Check, and then double check the heel placement. Heels (the location at the back of your foot) are another all too common source of misery for heel wearers. So make sure that you get the fit inch perfect here. Choose shoes with heels centered directly under the middle of your foot’s heel (left), not at the very back of the shoe (right). This will help tremendously with your mechanics and it will reduce the chances of heel pain.
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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.  

Overall thoughts: While I did appreciate the cushion this provided, the pads kind of pushed my feet out in a weird way and made my foot do that overflowing loaf thing on one side. I thought maybe this would've worked better had my shoe been bigger, but as it was, I still had a little room in the back, so I don't think it would've actually made a difference. This definitely made the experience of wearing the heels better since it provided some arch support, but it wasn't a lifesaving experience.
"After my double mastectomy and reconstruction surgery last year, I have tried well over 20 different bras but they have all been uncomfortable and I have had to go into the restroom at dinner, a wedding, church service and an airplane to remove my bra. I love the Stickeebra -- they are comfortable, don't have wires that dig in and allow me to wear shorts that I haven't been able to wear since my surgeries. Thank you!!"

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.

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.

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.
Always keep your heels stuffed.[2] Naturally your heels with shrink when they’re not being worn. Since you don’t want all of your breaking in efforts be in vain, keep them stuffed when you’re not wearing them. You can stuff your shoes with the shoe paper and rod that come with the shoes when you buy them. You can keep them filled with shoe trees, which are inserts molded into the shape of the inside of your high heel shoes. Or you can simply stuff them with rags.
Those small and soft rounded balls which can be inserted at the end of the shoes are called shoe inserts and they prevent sore in legs. If you have them in high heels they will make it smooth and comfortable for you to walk in them. If you haven’t used shoe inserts yet, give them a try! You will save yourself from the nerve-racking pain of wearing heels.
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.” 
Consider a lower or more comfortable style. Choose a thicker and more stable heel like a platform, wedge, or chunky heel to provide more support and weight distribution. Shy away from pointed-toe styles if you have wide feet or toes, opting for round or almond-shaped instead. You can also buy heeled boots or heels with ankle straps to help support your ankles.[3]

It's a serious dedication to wearing heels - the like of which used to be the preserve of the Victoria Beckhams of the world. Though it's hardly surprising the procedure has become more popular given that according to the College of Podiatry, 50 per cent of women have suffered foot problems after wearing ill-fitting shoes, and 43 per cent suffer in the name of fashion. 
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.
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Heels with a square, open, or round toe are going to be much more comfortable than a narrow, pointy toed heel. Pointy toed heels smash toes together and compact the ball of the foot making it much more likely that you’ll experience discomfort quicker. This is especially true if your feet are on the wider side. If you know you’ll be standing a lot, opt for a square, round, or open toe shoe.
Cover the parts of your feet that are being pinched by your heels with moleskin, soak your feet in water, and then wear your heels for a few hours.[8] Moleskin is basically a more comfortable bandage that comes in sheets that you can cut into any size. One side is sticky and one side is soft. It protects the areas of your feet that hurt when wearing your heels, which is typically where blisters might form. Dampening the moleskin and then wearing your shoes will help the insides of your shoes to mold more quickly to the shape of your foot.
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.

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.
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