It’s the age old question every woman: How to wear high heels without pain.. Many of us (guilty, here) have throughout the years adopted a “grin and bear it” attitude, choosing our love for stylish shoes over our desire to be comfortable. It’s a trait we aren’t necessarily proud of, and one that regularly has the men in our lives raising their eyebrows in disbelief.
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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.
If you're pounding the pavement and walking a lot in your high heels, try wearing an insert. Dr. Scholl's is well known for their shoe comfort accessories. This brand has a vast array of inserts and pads that you can purchase at almost any drug store, including some for the sole of the shoe, cushion for the ball, and even a barrier between the back of the shoe and your heel. Try the Stylish Step High Heel Relief Insoles in your favorite pair of heels for a dose of comfort.
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.
As someone who stands at a very short five feet tall, I love wearing high heels. It’s not because I hate being short – I actually like it. It’s because I love the extra boost high heels give me. Wearing a cute heel makes me feel more confident, in charge, and mature. Whether it’s a stiletto, a chunky heel, a small heel, or a wedge, I wear some sort of high heel style every day. I love it, but I’ll be the first person to tell you that, damn, high heels can be uncomfortable.
Iggy Azalea walked a mile in her Louboutins, but can you imagine what walking even a couple blocks in these would feel like afterward? It's amazing that we willingly wear shoes that sometimes hurt so much, it takes an hour-long ice bath just to recover. And yet, it's hard to ditch high heels completely: They elongate your legs, they make your calves look amazing, and there's something empowering about the sound of your own feet clacking against a hard surface.
Stilettos are cute but they are not suitable for every woman. Wearing them may make you wobble around especially if you are not used to walking in them. If you cannot do without heels, try to choose thicker and chunkier heels as they offer more support and are more comfortable. However, this does not disqualify you from rocking your beloved stilettos. Do it once in a while and learn how to walk in them appropriately.  
Know your foot type. In my opinion, a podiatrist would be the best way to know your foot type and what’s going on. If you can’t run out to the podiatrist, there’s a couple of neat ways to see if you have a flat foot or a high-arch foot. Wet your foot and step onto a piece of construction paper. When you make an impression, it will show you how much your foot is flattening or how high of an arch you have. You can look at a person’s foot type and see why they are having pain.
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