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The World’s Best Shoppers Share the the Coolest Pieces to Buy This Fall

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Welcome to our World’s Best Shoppers series, a monthly feature in which we tap into the shopping leaders of the fashion world—the best fashion directors, buyers, and stylists—for sartorial insight on what to buy each season.

Fashion’s most exciting season is finally here friends, and if you’re looking for a little guidance and inspiration on the pieces you should be investing in this fall, you’ve come to the right place! Today, our sartorially savvy fashion experts are sharing the of-the-moment pieces you’ll want to wear, cherish, and Instagram this autumn. From lug-sole boots to chain-link necklaces, scroll below as they share their must-have picks for the season ahead.

“Fall weather is upon us and I am obsessing over easy pull-on boots with chunky platform soles for the season. I love the ease of lace-less slug boots—they’re a timeless style and the pull-on design makes them both versatile and chic.”
“This season is all about head-to-toe knitwear, as it is both practical and comfortable. Lately, I am especially loving novelty when it comes to knits, which make for the perfect video-conference outfit.”
“Invest in a rich color palette for fall. Think paprika, copper, cocoa, burnt oranges, and chocolate brown. These hues are ideal for timeless, wearable staples. I love to pair these tones with a shot of bright color—fuchsia, mint, lemon yellow—for an unexpected, updated take on my look.”
“This Bottega Veneta style was my favorite boots last year. I have two pairs and I have worn them to death, so this is the perfect update. The color is so chic. I am all about cream and whites this winter.”
“A puffer is everyone’s best friend during the cold months. This one by Prada is a super-luxe and elevated version of a cool but very sophisticated puffer jacket that also works as a blazer.”
“I struggled with finding a clutch that isn’t cheesy, but the Whirl style leather clutch is the best example for an evening clutch that is not about glitz and glam. It is minimal in shape but still gives that wow factor you want and need when attending an event or very classy dinner.”
“Within our new virtual world, we are all very focused on curating the top-half of our wardrobes. The color blocking and volume sleeves of this Kenzo sweater have just the right touch of interest for virtual meetings, while the texture and neutral hues make it cozy for the crisp weather. Win-win!”
“I have these Dr. Marten boots in white (also available in black) and absolutely live in them. There isn’t an outfit they don’t work with. They’re perfect for toughing up long romantic dresses or for pairing with well-loved denim, and the platform adds a fun ’90s touch.”
“The must-have jewelry item this season is the chain-link necklace. We love this version because it can be worn in multiple ways—layered with chunkier styles for a tougher look, or minimally and on its own for a splash of bold gold.”
“I am a hoop girl. A simple shape is my everyday go-to. I’m excited to wear silver mixed in with my gold jewelry. It’s small and has a beautiful design that gives it just the right amount of personality.”
“This piece is stunning and the dyeing process is traditional to Lagos. Knowing that female artisans are working on each one of these pieces makes it that much more special. I would pair this jacket back to high-waisted printed leggings or with medium wash denim.”
“Some days, when it’s very cold, one might be okay with looking and feeling like the Michelin Man in a big, bulky coat. For all the rest, enter this Balenciaga coat. It’s so flattering on the figure with the cinched waist and sculpted hips—the antithesis of the puffer jacket.”
“I’m personally not much of a handbag gal, so utility is very important to me when it comes to my wardrobe, especially in the fall when we’re very busy with the fashion week circuit. Form truly meets function in this Prada skirt, made in the brand’s signature nylon. I’ll carry my AirPods in the belt pouch.”
“Peter Do is one of the coolest young designers at the moment. He’s really nailed the novelty knit with this two-piece style. It’s perfect for this transitional time of the year.”
“This Adam Lippes black neoprene dress is the perfect base for fall dressing. It’s effortless but still high fashion and a great foundation for layers—button-down shirts, jackets, coats—it works with everything. Neoprene is one of my favorite transitional fabrics, as it’s not too hot.”
“Fall is the perfect time to update classic pieces in our closets. Having reliable black pants that fit, don’t lose their shape, and are comfortable is a no-brainer, and this pant does it all.”
“This bomber by Zero Maria Cornejo is a fall essential in my book. Bombers work with anything—denim, leather pants/skirts, over dresses. Plus, this deep brown gives autumnal vibes but doesn’t read as heavy.”
“Fall means it’s time to treat yourself to a new handbag. I love this mini bucket from Loeuvre because it’s a classic piece that also incorporates some of this season’s trends: texture and chain detail.”
“As more of us are spending time at home, it’s clear house dresses are here to stay. I love the subtle print and ruffle details of this Free People dress. As the weather cools down, you’ll find me throwing on a chunky cardigan over this dress while listening to Folklore.”
“Bright boots were all over the runway this season, and it’s a great way to easily add color to your fall outfits. This Matisse boot is the perfect red and I love the comfortable block heel and stretchy side paneling.”

Up next, five fall trends you can wear instead of jeans.

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