I should add that I’m very particular about my shoes, they need to be good quality with a well balanced heel. Yes, I’ve actually spent time discussing this with my trusty shoe repair guy. After many blisters and much frustration I’ve discovered a few tricks that are making a world of difference. Basically, I stopped applying the solutions to my shoes but rather I apply them straight to my feet. So how to wear high heels without pain? It isn’t very glamorous but here goes:
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]

For some the higher the heels, the better. For others, a pair of black flats is much more appealing than some stilettos. Whether you're a fan of heels or not, you might find yourself wearing them at some point, so it can't hurt to have some tips on how to make heels less painful. It's no fun to suffer for the sake of fashion, but luckily, if you like to add a little height to your outfits, there are certain ways to do so without stumbling home with bloody calluses and sore arches.
"Put maxi pads in your high heels. It holds your foot snug in the shoe, it offers a little bit more cushion, and as your feet sweat, it absorbs the moisture," she told me during a phone call last week. With my mind blown, I asked her to clarify, and it's exactly what you'd think: Insert the pad with the sticky side down, trimming if you need for size, and then get ready for a comfortable night of merriment (or standing on your feet at a work event).

(SPOT.ph) Ladies, strutting in sky-high heels and having to act like everything is all right in the world is no joke. Whether it’s for a fancy event or if you just need an instant confidence (and height) boost, a cute pair of pumps or stilettos will always do the trick—but they can really make your feet feel dead even before the night event begins! Well, we’ve compiled 10 hacks that’ll have your high-heel crusades more bearable. You’re welcome.
I’ve heard people argue that my new, near-daily ritual is ridiculous, that no shoe is worth that much pain or effort. But how different are heels from other small rituals we undertake every day, such as applying makeup? The payoff in terms of the confidence I feel when stomping down the street in a pair of killer heels is worth way more than the extra 30 seconds added to my morning routine. 
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