Many of us love stilettos the way we love German chocolate cake. We know we can only handle a nibble or two, but goodness, how we want to gobble the whole thing up at once. Instead of wearing thin heels at all times, consider incorporating a funky wide heel into your wardrobe, as a chunkier heel will allow for your weight to be more evenly distributed, creating less pressure on the front of your foot, Vie Carpenter said.
One hack that might help with walking in stiletto heels is using heel caps. These, usually used to help with walking on grass & cobblestones in heels also work for making walking easier. Because they not only protect your heel points, but also add more surface area to your heels, hence, making your stiletto, much less..well…stiletto-ey! And easier to walk in.
If you're willing to sacrifice a little height for the ability to walk through a room with ease, consider shaving down the heel. For around $15, a shoe repair shop like Steve Express Shoe Repair in New York City can simply cut off a portion of the spike. According to Steve, the owner, the maximum that's usually removed is "around an inch." Any more and you would feel the difference in the shoe's arched construction.
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: 
There are many different types of aids to help make a shoe more comfortable even after "breaking them in," and can be purchased at shoe stores, large retailers, and some drugstores. These include special small gel pads for the balls of the feet, heel inserts to help minimize chafing at the back of the shoe and rough patches to glue onto the bottom of a slick sole, affording you better traction.
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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