Later, summer. Fall is back, baby. And that means stepping back into your tried-and-true booties. There are about a million new takes on this shoe hitting stores this season; here are the best (and, because we love you, the best ways to style each).

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Extend the Life of Sundresses

Your favorite little summer dress becomes fall-appropriate when worn with bold booties. Autumnal suedes add warmth to lightweight florals. And to keep your arms covered, slip on a trusty leather jacket.

Get the look: Iconery nameplate necklace ($435), Barletta maxi dress ($350), J. Crew leather jacket ($550), Furla bag ($348), Stuart Weitzman The Grandiose Bootie ($525)  

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Give Block Heels Center Stage

Later in the fall, when breezy silhouettes just won’t cut it, the best way to show off a gorgeously weighted heel is with a pair of flared cropped denim. A raw hem adds a welcome dose of texture, while a plain white button-down keeps the focus on an unexpected accessory, like neckties.

Get the look: Foley + Corinna bag ($263), Stella McCartney jeans ($395), Equipment shirt ($214), Chan Luu scarf ($35), Stuart Weitzman The Bacari Bootie ($525)

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Meet Your Culottes in the Middle

Just like sundresses, your culottes can be worn well into fall—and even into winter—with theright boots. Make sure your pants and footwear meet in the middle with stacked-heel booties thathit several inches above the ankle, or right where the hem of your culottes hang. Keep it all decidedly chic and monochromatic with a cozy sweater in a similar shade.

Get the look: Marni earrings ($500), Theory culottes ($495), Genuine People turtleneck sweater ($75), COS stacked ring ($22), Stuart Weitzman The Clinger Bootie ($745)

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Punctuate Tights and Midi Skirts

The winning cold-weather look this fall is a full midi skirt in a metallic fabric—the 2016 neutral.Create a slim line with sexy stacked-heel booties in stretched leather that hit a bit above the ankle.

Get the look: Patrizia Pepe sweater ($129), Topshop skirt ($130), Madewell tights ($20), Stuart Weitzman The Mitten Bootie ($745), Oscar de la Renta earrings ($430)

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Round Out Straight-Leg Trousers

If you haven’t caught on, cropped is the fashion buzzword you need to know right now. Straight-leg denim that hits just above the ankle is a flattering casual fit that goes perfectly with sophisticated Chelsea boots and a cozy tan knit (fall is all about the rustic shades). And on extra-nippy days, pale metallic socks are the best way to stay warm and stylish (since your bright white socks are a no-go, remember?). 

Get the look:  A.P.C. sweater ($310), Keji jeans ($250), COS socks ($4), Stuart Weitzman Basilico Boot ($525), Cuyana hat ($95)

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