How to Style the Chelsea Boot

By: Valerie Butler

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Fall’s “it” boot and our favorite shoe this season is the Chelsea boot. This ankle high boot can be worn as both a neutral accent or as a statement piece. Its slip-on design and versatile shape make it perfect for your day to day wear and can be dressed up or down. If you are going for a cool and casual look, try pairing them with baggy jeans. Miranda Kerr keeps it edgy and effortless by pairing her boots with a strappy crop top, low rise boyfriend jeans, a simple white button down and an elegant beaded necklace.

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For a more everyday, polished style, the Chelsea boot can be paired with cropped pants and monochrome accents. And to create a sporty look, Chelsea boots should be paired with a midi or mini length skirt, as seen in this Acne ad.

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Gents, don’t worry! We didn’t leave you out. Chelsea boots are also very popular statement item for men. Originally they were worn for horse riding, but became popular in the 60s, when the Beatles took to the stage with the tailored shoes. Today the Chelsea boot is best worn with pants that skim its top or cover it. Unlike in the case for ladies, they should never be worn when you’re showing off your legs. David Beckham displays that full-length slim fit is the way to go.

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He paired his brown leather Chelsea boots with an all black ensemble for his body wear campaign with H&M. If you’re feeling bolder, consider taking inspiration from Kanye West. West frequently wears Chelsea boots and styles them with monochromatic outfits. Here he wears white distressed jeans and a white short sleeve button down.

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To see more by V. Butler, visit her blog at

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