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.

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To wear high heels without pain, Carnation Footcare's Podiatrist Dave Wain has suggested that the most defence is to be prepared. If you know you are wearing heels that tend to hurt your feet after a certain amount of time, stock your bag with everything you need to help. He said: "Go prepared – have in your bag some first aid supplies to deal with potential foot problems before they get too painful i.e. sticky plasters for cuts, damaged toenails or bleeding blisters, anti-blister treatments for rubbing areas." You could even also carry a pair of foldable flat shoes with you, just in case the heels prove too much at the end of the evening!
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.” 
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.
As someone who stands at a very short five feet tall, I love wearing high heels. It’s not because I hate being short – I actually like it. It’s because I love the extra boost high heels give me. Wearing a cute heel makes me feel more confident, in charge, and mature. Whether it’s a stiletto, a chunky heel, a small heel, or a wedge, I wear some sort of high heel style every day. I love it, but I’ll be the first person to tell you that, damn, high heels can be uncomfortable.
Also known as “second skin,” moleskin is not actually animal hide (fortunately) but soft cotton flannel with adhesive backing. Sold in sheets and available in most drug stores and online, you can cut and customize the shape of moleskin to cover any trouble spots you have on your feet. It molds to the shape of your feet better than a bandage, and unlike a bandage, it won’t hang off your Achilles after half a day of walking.
Back blisters are the bane of every heel-wearer’s existence. (It’s bad enough your toes are suffering, but your heels, too?) To help prevent friction—that causes the blisters—against your heels, rub a little lip balm to the back of your feet where the skin meets the shoes. This will form an extra layer that’ll help prevent any painful blisters from ruining your day.

Style: Foot surgeons advise sticking to a height of two inches or less. Sky-high heels shift your foot forward, putting pressure on the ball of your foot—and more pressure equals more pain and chance of injury. I'll wear a little higher heel, but then I'll look for ones with a little platform in the toe-box to make the angle less steep. Styles with a T-strap or Mary Janes have the extra benefit of holding your foot in place. 
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.
Confused How to Wear High Heels Without Pain? Wearing high heels is the trend today, but still, lots of girls complain about it because of the pain they have to bear after wearing it. Once the pain is started, we become really uncomfortable and we remove sandals just to walk comfortably but again that makes us feel awkward. So, what are the alternatives for this situation? Today, I am here to guide you about the Top ways through which you can get an idea of How to Wear High Heels Without Pain.
It’s the age old question every woman: How to wear high heels without pain.. Many of us (guilty, here) have throughout the years adopted a “grin and bear it” attitude, choosing our love for stylish shoes over our desire to be comfortable. It’s a trait we aren’t necessarily proud of, and one that regularly has the men in our lives raising their eyebrows in disbelief.

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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.
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.
Keep silica gel packets in your shoes when they’re not being worn.[3] Have you noticed after purchasing a pair of new shoes those little white packets containing tiny clear balls inside your shoe box? Those packets contain silica gel which absorb moisture and keep your shoes from shrinking. Hold on to those packets instead of throwing them away and stick them in your shoes when you’re not wearing them. You can ask a shoe store associate for extras, if necessary.
Keep silica gel packets in your shoes when they’re not being worn.[3] Have you noticed after purchasing a pair of new shoes those little white packets containing tiny clear balls inside your shoe box? Those packets contain silica gel which absorb moisture and keep your shoes from shrinking. Hold on to those packets instead of throwing them away and stick them in your shoes when you’re not wearing them. You can ask a shoe store associate for extras, if necessary.

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.
You should always choose heels with thicker souls because that will ensure that you have enough ground to land your feet on. The ground will give you ample space to your feet and you will feel comfortable walking in them. Your legs can be hurt by thin soles because they put more pressure on your feet and dirt and other external agents can get into the legs and make your feet dirty and cracked.
As a New Yorker, I walk a lot. To get to and from the subway, I walk about two miles daily, if Google Maps is to be believed. Before I even got to work on Monday, the familiar pain in the balls of my feet was there. By the end of Tuesday, both feet were sore from wearing heels two days in a row. By lunch on Wednesday, I had slipped back into flats, plummeting three inches back to earth.
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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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