Low Maintenance

Tia Kitten Heel Boot

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An urban standard, the bootie has dug its heels in as a four-season shoe choice to complete any effortlessly cool look. Wear it in warm weather with floral dresses or denim shorts and a linen blazer. And when the temps drop, booties are the perfect match to skinny jeans or cords.

To buy: Asos, $58

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Nine West Austin Pumps

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Boldly colored snake print—real or faux—has been all the rage on the runways, and for good reason. These brightly hued pumps are perfect for summer nights with white jeans and a colorful tank top or tee. But these serpentine splendors will also add a shot of chic to your favorite fall ensembles.

To buy: Nine West, $89

Jadore Studded Heels

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Traditional gets a twist with this totally modern take on the classic spectator pump. The snake print leather and silver studs add a tough luxe feel to this ladylike style, making them the ultimate uptown shoe for the downtown set. The combination of unique styling and a low heel height means you’ll reach for these black and white beauties time and time again.

To buy: Topshop, $140

'Orly' Slingback Pump

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Twinkle toes takes on a whole new meaning with these gorgeous gunmetal slingbacks from Sam Edelman. Whether you’re dropping the kids off at school or out for a night on the town, these dazzlers will give you a feeling of height without the inches. Up the ante of a casual party look of jeans and a dressy top, or pair them with a flapper-inspired cocktail frock.

To buy: Nordstrom, $120

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Joan & David Gila Heel

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Feeling blue? You’re just a step away from being pink with Joan & David’s glossy kitten heels. The dainty bow is the perfect finishing touch to these girlie, pink patent pointy toe pumps. Pair them with one of the season’s ubiquitous floral print jeans, or let them pop off a short and sassy black skirt and a tank top.

To buy: Zappos, $175

Calvin Klein Nicki Heels

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Take a walk on the wild side with a leopard kitten heel. Animal prints are always in fashion, and when it comes to adding a dash of daring to your outfit, these shoes are spot-on. Wear with white skinny jeans rolled up and a bright—think orange, red or yellow—button-up blouse or T-shirt for an effortlessly cool look that will work even beyond Labor Day.

To buy: Zappos, $109

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Reiss Kitten Heel Court

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A black pump is a fashion classic, and no closet is complete without at least one. This chic and shiny patent pair with a leg-lengthening pointy toe from Reiss, can single handedly, er, footedly, take on the task of your go-to high heel. Wear these with everything from work-ready suits to a floral day dress, to rolled-up jeans with a T-shirt and tweed jacket.

To buy: Asos, $159

Casadei Patent Pump

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It’s no secret that this season is all about neon, and these electric green patent pumps are just what you need to get in step with this hot trend. Let them add a high voltage vibe to summer’s surest bets such as tribal print dresses and colored denim. Come fall, these megawatt shoes will recharge old favorites like blue and black skinny jeans worn with blazers and cashmere sweaters.

To buy: Casadei Patent Pump, $284

Elie Tahari 'Celia' Sandal

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There’s nothing quite as sexy as a metallic strappy sandal and while one that boasts a sky-high heel is the ultimate in seduction, a pair that’s on the DL is totally groundbreaking. Not an ounce of allure is sacrificed with this luxe, low-heeled version featuring a glamorous gold embossed leather.

To buy: Nordstrom, $298

Elizabeth & James Clark

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A sumptuous suede pointy-toe pump is the height of luxury, and when it sits on a 2-and-a-half inch heel, it’s even more wearable. Elizabeth and James have created such a shoe with the covet-worthy Clark pump. Slip into this chic heel whenever you want to look pulled together and polished, be it for work or an evening out.

To buy: Piperlime, $295