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.
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.
"High heels may be painful for anyone; women suffering from varicose veins and underlying venous insufficiency are especially prone to discomfort," says Dr. Christopher Hollingsworth, an endovascular surgeon at NYC Surgical Associates. "Veins have a series of series of one-way valves to facilitate the return of blood towards the heart... While veins anywhere in the body can become varicose, veins in the legs are most affected due to the larger pressure from sustained standing, walking or other stress on the legs or feet."
Don't forget the heel taps on your shoes, either. "If you let those start getting to the point where they're chewed up, by the heel, or by just walking on gravel or stone, it's going to make it more likely that you're going to topple over, because if they're uneven, then you're going to be — literally — on uneven footing, so replacing those regularly, before they get bad, is important and that's going to help your shoe last longer too," Canfield McNish said.
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: 

I used this product exactly as noted on the label, for my brother's wedding and I was able to wear my 6 inch platform heels comfortably for 9 HOURS! I must note that these are shoes I have worn many times and never had a blister or anything, but I was able to wear them much longer! I also used it with 4 inch heels only previously worn once(for 3 hours and without the spray) and they were much more comfortable and able to be worn for 7+ hours.I will be purchasing another bottle! Thank you!
Looking for a new take on your basic ballet flat? These low pumps are perfect for spring and summer, thanks to their pink patent-leather upper. Plus, at a height of just 1 1/2 inches, the shoes meet our podiatrists’ standards: “Try to keep heel height three inches and below,” says Dr. Splichal. “For every inch over three, the stress to the foot and body dramatically increases.” 
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In the past, a night in heels always meant a trip to the drug store the next morning for a new pack of Band Aids for the blisters and black-and-blue marks on my knees. (Yes, I'm that 5'7" girl who has no idea how to walk in heels.) Ahead, find eight incredibly useful hacks to make high heels more comfortable and watch my aesthetic transform from high-top Michael Jordan to high-heel Carrie Bradshaw . . . because heels should be enjoyed and celebrated, not associated with dread.
Wear your heels around the house before a night out to get a feel for them. This is particularly helpful while breaking in a new pair of stilettos, as you can suss out where the shoes might rub. One way to deal with this is to put on thick socks with your shoes before a night out and blow dry the area where the shoes might rub for half a minute, which would help the shoe to expand and stretch. Another method is to fill plastic bags with water and place them in your shoes, then put them in a freeze. The ice will help stretch out the shoes, making those nasty rubbing blisters a thing of the past!
One thing to try are the over-the-counter products that market themselves for high heels. They are called metatarsal or ball of the foot pads. They are oval-shaped pads that go under the ball of the foot, usually made from a silicone gel. They combat soreness under the ball of the foot. Especially if it’s made of silicone, it will hold your foot more steady in the shoe so your feet aren’t sliding forward as much, which will protect your toes from friction and blisters.

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As Marilyn Monroe once said, “I don’t know who invented high heels, but all women owe him a lot.” We can’t help but agree. After all, heels are great at dressing up an outfit. In addition, they help elongate your legs, making it possible for everyone to feel like a supermodel for a night. The 1950s “blonde bombshell” actress is famous for her sexy style, so it’s no wonder fashionable pairs of heels were a staple in her closet. However, being a fashion icon also means that Marilyn was quite familiar with just how uncomfortable a trendy pair of heels can be. Luckily, here at FootFitter we have the fix if you’re trying to figure out how to make heels more comfortable.
Despite the fact that doctors warn of their dangers and legions of wearing sky-high heels, women still do it anyway, so it’s obvious that high heels are here to stay. The leg-lengthening, back-side lifting visual effects are hard to argue with, but the trade-off can be blisters, bunions and just plain old sore feet. So to take the edge off the pain with these 5 hacks to make heels a bit more comfortable.
So there you have it, 10 ten simple and easy to use tips for how to make wearing heels not only tolerable but hopefully a bit comfortable. Heels look great and can be a perfect addition to almost any outfit, we believe that wearing them doesn’t have to be a miserable experience. Have we missed a tip or a workaround that you swear by?  Don’t be shy — let us know in the comments!

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3. Widen the toes out with ice. When water freezes, it expands. Use this simple science lesson to stretch out your shoes. Start by filling a one-quart sized ziplock bag about halfway full of water. Then, zip up the bag and check to make sure it’s not leaking. Stick the water bag into the toe of the heel and put the entire shoe in the freezer. If you really need to stretch them out, add two or more bags into the toe box. Once frozen, the bags will expand and the shoe.
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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There’s a way to walk in flats and there’s a way to strut in heels and never should the two be confused. “Heels are not sneakers — you have to carry yourself differently,” Stempien said. “Use your core muscles and stand up straight. Pretend you’re strutting your stuff on the catwalk and use your hips and legs to propel yourself forward. It should feel more like a bounce than a normal stride. Practice it at home until you’ve got it down pat — this can be one of the easiest ways to avoid pain in heels.”
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