The Only Boot You Need For Fall — & 3 Ways To Wear 'Em

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My shoe collection is surprisingly lacking the perfect Chelsea boot. This emptiness was made even more apparent to me when I saw reincarnations of said boot in the collections of all my favorite designers: Alexander Wang, Saint Laurent, Phillip Lim, Prada, Alexander McQueen. The designs ranged from an edgy cutout heel, to a classic simple design, all the way to a stunning ombré effect in brushed suede. I was quickly convinced I needed a pair and set out on a frantic search for the perfect bootie.

My requirements: a softly pointed toe (super chic and modern), a flat square heel (to get the most mileage out of them), a short shaft (flattering for my short legs), and a matte leather finish (most versatile) — all for under $200 (courtesy of my college loans). While I searched for the perfectly chic boot, I daydreamed about all the outfits I could be pairing with them — too many to list, but I will share with you my three favorites. They include the best fitting, waxed skinnies I’ve ever found, a sweet floral dress, and culottes — the hottest trend from spring '14 runways in my humble opinion. Click through to discover my Chelsea boot finds plus three awesome outfits that you can style with them.
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I used to think that I could never pull off culotte shorts, but after seeing them on the runways I decided to finally give them a try — and I love them! For the styling I keep things chic and simple so my newly found Chelsea boots pair perfectly with the shorts. All you need to add is a chunky sweater to finish the look.

Joie Chelsea boot, $295, available at Shopbop; rag & bone Dakar Leather Culotte Shorts; Whistles Eden Textured Boxy Knit, $195, available at Whistles.


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I love mixing pretty pastels with edgier pieces. Pair a powder blue silk blouse and coveted blush pink coat with my favorite waxed skinny jeans — they fit like a glove and impart just the right amount of edge to any outfit. The Chelsea boots are a chic finishing touch.

Belle by Sigerson Morrison Cambell Short Bootie, $295, available at Shopbop; True Religion Halle Super Skinny Vixen Jean, $198, available at True Religion; 3.1 Phillip Lim Overlap Seam Tee, $325, available at OTTE; Zara Masculine Studio Overcoat, $299, available at Zara.
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Can’t get enough of the grunge trend but still want to look polished? Pair a flared floral dress with a tailored biker jacket and a sleek boot.

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ANTHOM Pointed Chelsea boot, $165, available at ANTHOM; ANTHOM Contrast Floral Dress, $65, available at ANTHOM, Topshop Quilt Panel Fur Collar Biker, $116, available at Topshop.