"Taking breaks at regular intervals is mandatory" Once, years ago, I attended a movie premier gala for the second "Sex in the City." Of course, high heels were required attire, and mine were very high! There were very few places to sit at the gala, and I must have stood in those heels for over two hours straight before going into the theater. The first order of business was to remove my shoes after finding my seat, and I spent the whole movie stretching my feet, as it says to do above. When the movie ended, I gathered my shoes from under my seat, feeling revived enough to make the two-block walk back to the car. But, hard as I tried, I could only get one of the shoes to go onto my swollen foot. Walking with one leg 5" longer than the other was not an option, so I made the trek barefooted. It was raining when I left the theater, and although I first met it with an "Oh, Sh*t," I quickly found that the puddles were welcomed finds along the way, as the cold water felt so good to my feet. ;-)
Many of us love stilettos the way we love German chocolate cake. We know we can only handle a nibble or two, but goodness, how we want to gobble the whole thing up at once. Instead of wearing thin heels at all times, consider incorporating a funky wide heel into your wardrobe, as a chunkier heel will allow for your weight to be more evenly distributed, creating less pressure on the front of your foot, Vie Carpenter said.

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]
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.
Ice Ice Baby: The key to stretching your heels to be slightly more comfortable is sitting right in your kitchen! By filling plastic bags with water, putting the bags inside your shoes, and placing the shoes in the freezer, the water will expand as it freezes and stretch out your heels. Just make sure there is no air left in the bags before you seal them tight. Seventeen suggests keeping the shoes in the freezer for 4 to 8 hours, and then "let them sit at room temperature until the ice thaws to a point where you can slip the bags out of your shoes."

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.
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:

Iggy Azalea walked a mile in her Louboutins, but can you imagine what walking even a couple blocks in these would feel like afterward? It's amazing that we willingly wear shoes that sometimes hurt so much, it takes an hour-long ice bath just to recover. And yet, it's hard to ditch high heels completely: They elongate your legs, they make your calves look amazing, and there's something empowering about the sound of your own feet clacking against a hard surface.
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.
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.  
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.
This is the most important rule: Don’t buy wedding shoes unless they fit you perfectly. Just don’t! If your shoes are already too snug, you’re only asking for pain after an hour or two — or maybe less. And then you’re not only going to ache, chances are you’ll end up with a painful blister and will then fantasize about crawling around for the rest of the day — because even changing into flats is painful when you have a gnarly blister.
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.
The more coverage you have on the top of your foot, the better. Sometimes high-heeled boots are actually something you can wear all day and they don’t bother your feet as much. In the summer, you can try something with an ankle strap or a big wide strap across the top. If you’re prone to blisters and friction, you might want to try that style, something that covers more of the top of your foot.
Wet the insides of your high heel shoes to stretch them.[6] Water can speed up the breaking in process by helping to mold the inside material of your shoes to your feet. Take a damp cloth and rub the insides of your high heels. Put them on while they’re still moist and wear them for an hour or more. You can also dampen a pair of socks and wear them with your high heels for the same amount of time.
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