Street Style: What to Wear With a Denim Skirt

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How Street Style Stars are Wearing Denim Skirts Now

How to wear a jean skirt in every season
Learn how to style a jean skirt for every season. Kirstin Sinclair/Getty Images

Denim skirts are wardrobe essentials — but not everyone knows how to style them to look trendy now. When I'm looking for fashion inspiration and ideas for how to style closet basics, I love to browse current street style photos of how real women are wearing the trendy denim pieces each season. That's why I've put together this street style photo gallery of some of the most stylish ways that real women are wearing jean skirts now, to get you excited about how you can style this denim basic to create different outfits.

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Upgrade a Denim Maxi Skirt With a Jacket

Long jean skirt outfit
A denim maxi skirt looks chic with a tweed jacket. Kirstin Sinclair/Getty Images

You may think of the denim maxi skirt as a casual, bohemian item. As pictured here, though, it can be easily styled to look chic for city wear, when you layer on a Chanel-inspired tweed jacket, black accessories and delicate jewelry.

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City Chic Denim Skirt Outfit

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City chic denim skirt outfit. Kirstin Sinclair

Here's a stylish denim skirt outfit you could wear to work — and out for drinks afterward. Look how chic this button-front denim skirt from the Alexa Chung for AG Jeans collection is, when paired with a bow blouse. I'm inspired by the addition of high-quality, colorful leather accessories, which brighten the entire outfit and make it look pulled-together. This is a great example of a transitional outfit you can adapt to wear across the seasons, too. For cooler months, wear sheer tights — a trend re-ignited in modern times by everyone's favorite fashionable royal, Kate Middleton — and a long overcoat, as pictured here.

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Denim That Flatters a Curvy Shape

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Denim That Flatters a Curvy Shape. Kirstin Sinclair

Most curvy women know that wearing lighter colors on top, and darker ones on the bottom, can help minimize a bigger bottom half. If you're an hourglass shape with an ample chest and hips, it's also essential to define your waistline, which highlights your body's slenderest area. Here's a great example of this in action, in this outfit of a light-wash chambray shirt by Topshop, paired with a darker colored A-line skirt by the brand. The high waist on this skirt also gives the illusion of an even tinier waistline. I also love the fun that's added to this outfit through the choice of a bag and shoes in unexpected hues.

See more stylish ways to wear a denim shirt now.

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The Midi-Length Denim Skirt

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The Midi-Length Denim Skirt. Kirstin Sinclair

The midi-length denim skirt is very stylish right now. You can see how this new length instantly adds fashion to a simple denim skirt outfit with a cable-knit sweater and ankle boots. A primary colored purse is fun for weekends but you could switch it for a serious, black leather tote and look ready for casual days at work in these pieces.

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Try a Skirt Instead of Jeans

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Try a Skirt Instead of Jeans. Vanni Bassetti

Sometimes, style is just about doing something slightly unexpected. Here's how to tweak your usual casual-day outfit of jeans and a sweatshirt, to make it look a bit more pulled together. An easy jean skirtin a just-past-the-knee length is surprisingly right with a dark sweatshirt and boyfriend jacket, with a high-quality envelope tote adding fashion. Loafers, sneakers or ankle boots give this look a boyish vibe that suits this day-off ensemble.

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Warm Up a Denim Mini Skirt With Faux Fur

Denim mini skirt outfit
Add a furry vest and tights to a jean mini skirt for winter. Pablo Cuadra/Getty Images

If you don't want to put away your denim mini-skirt for fall and winter, here's how to style it for the cooler months, with tights and faux fur. 

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Denim Mini and White Cotton Shirt

Jean skirt outfit with white shirt
Casual chic in a white top and denim skirt. Marilyn Smith/Getty Images

Nothing says effortless style like a denim cut-off mini-skirt. For a breezy outfit you can wear shopping, sight-seeing and out to lunch, pair a short jean skirt with a light-weight cotton or linen button-up tunic. Wear the top untucked for a cool, long-over-short look and personalize the outfit with your favorite accessories.

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Wear Denim With Army Green

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Wear Denim With Army Green. Meldoie Jeng

Sharply cut, dark wash denim has become the fabric of choice for designers wanting to make a new style statement. Here, a Michael Kors denim outfit is personalized with a trendy army-green spring coat and socks under sandals. Swap the shoes for a pair of black high heel pumps and you could easily wear this outfit almost anywhere except (for most of us) work.