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.
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:
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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.
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.
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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