Use a shoe stretching machine.[10] If trying to break in your high heel shoes doesn’t seem to be working. Or if you simply don’t have the time try various DIY methods, stop by a shoe repair shop for a quick fix. Shoe repair shops have machines specifically built to stretch your shoes. The machine applies the same techniques as common home remedies –pressure and heat –to stretch your shoe quickly.


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.
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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.
Put your foldable flats back in your bag: A night in heels shouldn’t mean you have to hobble home. Before going out, tape your third and fourth toes together using nude or clear medical tape (the flexible kind). This helps take pressure off the ball of the foot. (A bit of biology for those who are interested: There’s a nerve right between these two toes, and the tape minimizes any strain.)

Whether her explanation is 100 percent scientifically sound is, in this case, slightly irrelevant. By my fourth day of wearing five-inch ankle boots without any pain, I was sold. Personally, I prefer using Band-Aids, bandages, or soft tape, since the thought of securing my two toes together with anything stickier gives me goosebumps and the fear of damaging my feet even further.
Safety Warning — Each application lasts up to 2 hours. Can safely reapply up to 4 times daily. — Use only as directedFor external use onlyIf condition worsens, or if symptoms persist for more than 7 days or clear up and occur again with a few days -discontinue use of this product and consult a physicianPregnancy - Breast feeding warning:If pregnant or breastfeeding ask a physician before use.To not use with other topical productDo not use with heating devicesDo not use on open wounds, damaged or irritated skin
Moleskin Madness: Before a big event or the first time your wearing those adorable new heels, pick up a pack of moleskin from the drug store and either line the straps and back of your shoe with the padding or put it right on your feet. Sadly, we can pretty much tell immediately after sliding the shoes on where they're going to rub us the wrong way. Before said blisters develop, put some moleskin on those areas to prevent painful and bloody bruises while you're out.
I often find myself in the self-inflicted dilemma of, do I wear the comfortable shoes, or do I wear the cute shoes? I have many footwear options that are cute and comfortable, but unfortunately, sometimes you have to choose between those traits, until now. And New Year's Eve is right around the corner, talk about perfect timing. Read on to find out how to make your heels comfortable enough to dance the night away, and still manage to walk home in them.
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.
You can use heat to soften the material of your new shoes. Using a blow dryer, blast your shoes with air (make sure to move the blow dryer around to evenly distribute the air and avoid melting the material). Once the material is warmed up and more pliable, gently twist and bend the shoes in the center to break them in. Don't go overboard and bend them so far that they don't return to their natural shape, or so hard that they break.

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.
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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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