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How to Wear Stilettos With Casual Wear

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By eHow Contributing Writer
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If you are going to wear a pair of stilettos regularly, then use a gel insert to cushion your foot, hold the shoe in place while you are walking and protect yourself from corns and callouses.
If you are going to wear a pair of stilettos regularly, then use a gel insert to cushion your foot, hold the shoe in place while you are walking and protect yourself from corns and callouses.
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Stiletto heels are one of the most glamorous types of footwear out there. Not only will you feel sexy and unstoppable when you are wearing them, but your calves and thighs will look better than they ever have and the added height will make you appear fashion-model sleek and tall. In fact, stilettos have so many advantages you are probably wondering why you should not just wear them all the time. The good news is, you very nearly can--if your feet can take it, of course. However, pairing stilettos with casual wear is a much more delicate process than simply slipping them on with clubwear. In order to avoid looking silly, you must follow some simple rules in order to make your look flirty and fun without being ridiculous.

From Quick Guide: Clothing for Women
Difficulty: Easy
Instructions

Things You'll Need:

  • Gel shoe-inserts

    How to Wear Stilettos With Casual Wear

  1. Step 1
    Pants that look well with flats often look like
     
    Pants that look well with flats often look like "clam-diggers" when you pair them with stilettos.

    Wear pants that brush the top of your foot and the bottom of your heel. Stilettos are meant to be seen and will spice up a casual jeans and T-shirt look dramatically, but they should not be the centerpiece of your ensemble. Make sure that your pants are long enough that you do not appear to be wearing clothes that do not fit when you pair them with your shoes.

  2. Step 2

    Keep skirts loose and flowing. While tight skirts and stilettos are great for a club, there is no way to make this look casual enough for an afternoon at the mall or a simple lunch with friends. Wear "floaty" floral or lacy skirts to evoke thoughts of sunny afternoon fun.

  3. Step 3
    This floral skirt is a perfect match with a pair of four-inch stiletto heels.
     
    This floral skirt is a perfect match with a pair of four-inch stiletto heels.

    Wear skirts that hit just above or just below the knee. Stilettos make your calves look fantastic, so do not cover them up when you sport high heels in a casual setting. Wearing a slightly longer skirt will prevent you from looking overdressed and draw the eye toward your toned calves and shapely ankles.

  4. Step 4
    If you are going to a go-go bar, then this look is perfect. Otherwise, save it for a really crazy night out.
     
    If you are going to a go-go bar, then this look is perfect. Otherwise, save it for a really crazy night out.

    Avoid shorts. Shorts are inherently too casual to pair with stiletto heels. At best the look will appear overdone, and at worst trampy. You can pull it off at a disco club, but it will not work for an afternoon stroll.

  5. Step 5

    Practice at home. In order to achieve this look, you must be able to walk casually in your stiletto heels. This means no teetering, wobbling or stumbling. Wear your high heels around the house while you cook dinner, do chores or walk the dog until you can more comfortably and confidently over any terrain.

Tips & Warnings
  • Examine your look in a full length mirror before heading out to make sure that you have achieved the effect you were going for. A mirror that only lets you see part of your body at a time may show you that your legs look great, but not indicate that your shoes and shorts do not go together. You need to see the entire look at once to make an informed decision.
  • Wearing stiletto heels can be very hard on your feet. If you are going to wear them regularly for long periods of time, you may wish to consult a podiatrist to learn more about exercises that you can do to keep your feet in working order after stressing the bones and muscles with high heels.
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