10 Ways to Wear Shorts

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How To Put Together a Dressy Shorts Outfit

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Shorts are an essential warm weather staple, but they're not always the easiest to style. These tips offer incredibly easy and super stylish ways to rock shorts all summer long. 

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Jean Shorts

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Want to invest in a pair of shorts that will never go out of style? Try a pair of jean shorts.

You can also cut off your own jeans to make a pair of cutoffs.

A moderately short short -- like Carrie Underwood is wearing -- with or without a cuff is a classic that works with everything from tees to silk shirts and heels.

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Trouser Shorts

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This menswear-inspired look pairs nicely with heels or pointed-toe flats and a pretty blouse for a strong androgynous vibe. You can work a pair of trouser shorts as part of a shorts suit or wear them on their own.

For a modern, streetwear-inspired look, try wearing your trouser shorts with a bodysuit, a cardigan, and sneakers.

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Monochromatic

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We're not the first (and we won't be the last!) to tell you that a monochromatic look is a guaranteed way to look more sleek and sophisticated—even in shorts! (Check out our post on Timeless Style for more on that.) 

Wearing the same color shorts and top is not only slenderizing, it is also very chic, especially when you choose neutrals like black, navy, or white. However, we give bonus style points for those who color outside the box like Chiara Ferragni in mustard suede and Elena Perminova in blush pink, above.

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Printed Shorts

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It may not be the first thing you think of, but printed shorts are a fun addition to your warm weather wardrobe. You can easily pair them with your favorite plain t-shirt or tank, an oxford shirt or even a sweater for a breezy look. You can dress them up for a date with pretty flats or sandals, or dress them down for errands and a lunch date with white sneakers and a sweatshirt.

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Shorts With Boots

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Be warned: wearing shorts with boots is no easy task, and doesn't always work. We like the combination above because the white blouse and tan suede boots create a dressed-up bohemian vibe. We recommend pairing high-waisted shorts with boots that have a chunky heel to flatter your figure.

If you're feeling extra daring, try pairing over-the-knee boots with shorts and a sweater in the fall.

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Mixed Prints

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Mixing prints can sometimes be tricky. Just remember that the prints should never be too similar. For example, a big print should pair with a small print, a subtle print with one that is ​bolder. Stripes and plaid could be overwhelming, but with a pinstriped and a plaid that incorporates a similar color—the look is coordinated and fun.

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Shorts Suit

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Are shorts appropriate for work? It depends on the office and the dress code, but for many women, a longer short (a few inches above the knee) worn with a jacket or dressy blouse can go to work.

Shorts suits can either be monochromatic—with a matching jacket and short—or mixed up with contrasting colors or a solid and a print. Either way, keep the look polished with heels or sophisticated ballet flats and a simple high-neck blouse.

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Dressy Shorts

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Can shorts go to parties? They can, especially when they are black satin or decked out with beading or embellishments. Just be sure that if you're going to wear them to a dressy party, your top looks the part as well—go with silk or cashmere.

Satin, metallic gold and even black leather shorts are all dressier fabrications of shorts that can double as cocktail attire (especially on younger women.) Mix in a really dressy top, heels and after-five accessories to take the look to its formal best.

Want more creative party attire ideas? Try pajama dressing!

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Bermuda Shorts

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If you want a little more coverage—whether for practical reasons or those of style—Bermuda shorts (also called walking shorts) are your go-to style. You may have to try a few styles to find a fit and a length that works for you. Take a tip from J. Crew and pair soft chambray Bermuda shorts with a matching chambray shirt and espadrilles for a perfectly preppy summer look.

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Slouchy Shorts

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Not all shorts need to be short and fitted—fashion girls know how to make a pair of slouchy, longer shorts look fresh and cool. Try pairing them with an oversized sweater, a clutch and heels for a clever juxtaposition, or tuck in a silk tank top for a comfortable date night look.