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It's officially time to start transitioning your wardrobe from summer to fall. And if there's one staple your closet needs, it's the versatile ankle boot. Perfect to wear with dresses, skirts, and jeans, and featuring details from stiletto heels to Western embellishments, booties are the ultimate footwear MVP. Get inspired by some of this season's hottest ways to wear ankle boots.
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Cowboy, Baby
Getty Images
Get a head start on fall's Western trend by styling a pair of cowboy ankle boots with a long-sleeved dress.
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The Trouser Tuck
Tyler Joe
For a chic way to show off your footwear, tuck a pair of trousers into the tops of your boots.
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White Contrast
Tyler Joe
Contrast a colorful print dress with a pair of stark-white booties for an unexpected pop.
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Sleek and Sexy
Getty Images
Style a pair of stiletto ankle boots with blue jeans and a blouse for a look that can go from day to night à la Kendall Jenner.
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Touch of Snake
Tyler Joe
Top off a menswear blazer and boyfriend jeans with textured ankle boots that add dimension. This season, we're feeling snakeskin for a break from our go-to black boots.
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Pair Them with a Slip Skirt
Tyler Joe
Take your favorite slip skirt from summer to fall by styling it with a pair of sleek, pointed-toe booties.
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In the Nude
Splash News
While we love classic black or white ankle boots, a light nude color makes for a chic, unexpected alternative that will go with virtually everything in your closet.
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Make It Shine
Patent ankle boots pair perfectly with denim—whether you want to wear them with a midi skirt or pair of jeans.
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Midi Dressing
Tyler Joe
Ankle boots and midi-length hemlines make for the ideal transitional outfit combo. When the temperatures drop, top your look off with a trench.
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Schoolgirl Days
Tyler Joe
Transition your miniskirt to fall by wearing it with a pair of textured tights and boots.
Jaclyn Palermo is a Fashion Editor with the Hearst Fashion Group, specializing in accessories. Standing under 5 feet, she’s never afraid to make a big fashion statement, preferably at an art opening, and is always on the hunt for the perfect vintage home find in Brooklyn. Follow her on Instagram@j_palermo.