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.
When you walk, lead with your thighs, moving your entire leg forward at once. Think about it: You're probably used to letting your feet lead, right? It takes practice, but you'll find yourself putting less pressure on the ball of your foot this way. And remember: Move your legs from the hips and keep your legs straight. Bending knees looks goofy with heels.
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:
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.
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. 
Also, if you're wondering whether this means Katie has had maxi pads in her shoes every time we've seen her at a Pump event, the answer is "most of the time." If you're a huge fan of the show, you must read my entire chat with her. I found her to be super relatable, and she shared some mean beauty DIYs (as well as answering my fangirl question about Kyle Richards' hair).
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.
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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.

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]
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: 

We’ve all been through it -those nights where our shoes go from high heels to heel no! As much as we love our stilettos, we don’t love how they leave us limping, blistered, and sore by 10pm. There’s gotta be a better way, right? Short of busting out a pair of flats midway through the night (and pretty much ruining our ensembles), here are several nifty ways to make your heels more comfortable -so you can dance the night away (or at least attempt to do so a little more comfortably).
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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.
Let’s face it—you’re getting married and you’re probably going to spend your entire wedding day (and bridal shower and bachelorette party) in high heels. It’s what we do. But unless you’re some sort of stiletto-wearing superhero or have splurged on the world’s most comfortable Jimmy Choos (and, even still, we’re skeptical), wearing high heels for any event is a total chore. But wearing those wedding heels doesn’t have to be SO bad. Here are a few hacks that will ease your pain…

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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