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With winter’s end in sight but spring’s balmy relief some ways off, now’s as good a time as any for experimentation. So go ahead and try that Casentino chore jacket from Drake’s, the Todd Snyder chinos cut from Japanese denim, or the latest take on the blazer-but-not-a-blazer by Private White V.C. We have full confidence that you can wear them—and the other styles listed below—with aplomb.
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Kamakura Vintage Ivy Button Down Oxford Green
Image Credit: Kamakura In 1958, Miles Davis was photographed in a minty green oxford shirt for the cover of his 1958 album Milestones. Japanese maker Kamakura has now faithfully recreated that shirt, and while wearing it won’t make you as instantly cool as the pioneering trumpeter, you’ll still look pretty good.
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Todd Snyder Japanese Relaxed Fit Indigo Selvedge Chino
Image Credit: Todd Snyder When does a jean stop being a jean and become a chino? Todd Snyder might have the answer: his latest pant has traditional chino features like on-seam side pockets and welted back pockets but is made from a 9oz indigo selvedge denim loomed in Japan.
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Connolly Loden Oversized Herringbone Coat
Image Credit: Connolly It’s easy being green—so long you’re clothed in this loden-colored herringbone coat from Connolly. Deliberately oversized for a substantial drape and finished with patch-flap pockets and a belted back, it’s equal parts dramatic and louche.
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Billy Reid Western Shirt
Image Credit: Billy Reid This natural-colored Western shirt by Billy Reid gains vintage appeal by virtue of its subtly patterned fabric, which will add interest below a leather jacket without stealing the show. Round out the look with a pair of aviators and your best-loved jeans.
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Opie Way x Raleigh Denim Shoes Black Leather
Image Credit: Raleigh Denim Workshop In a remarkable case of North Carolinian style synergy, Raleigh Denim Workshop partnered with Asheville’s Opie Way to produce an all-black high-top sneaker in vegetable tanned Horween leather. A pair of tapered jeans and a denim jacket from the former maker will serve as their natural accompaniment.
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Drake’s Orange Casentino Wool Five-Pocket Chore Jacket
Image Credit: Drake's It was only a matter of time before nubby Casentino wool and the five-pocket chore—two pillars of the Drake’s look—finally came together. And we’re glad they did, as the result is a texturally rich piece that can make you the most interestingly dressed person in the room without being dressed up.
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Farfetch BEAT Exclusive Palm Angels University Sneakers
Image Credit: Farfetch Farfetch BEAT, a recurring concept series from the e-commerce retailer, has just released its seventh installment in the form of a kicked-up take on the Palm Angels University sneaker. This iteration comes in four colorways, with brand-specific sneaker charms and an invite to the Palm Angels FW23 runway show in Paris. We hope you’re free that weekend.
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Private White V.C. The Casual Wool Blazer
Image Credit: Private White V.C. We can’t predict with 100 percent certainty what tailoring will look like in the future. But it might look a lot like Private White V.C.’s new blazer, which walks a tightrope between business casual and casual-casual by virtue of its basket-weave merino wool fabric, unstructured make and open patch pockets with a ticket slot.
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De Bonne Facture Embroidered Cotton-Corduroy Baseball Cap
Image Credit: Mr Porter De Bonne Facture cites the Alps in the 1960s as the inspiration for this cotton-corduroy baseball cap. That very specific reference point manifests as an embroidered mountain landscape accompanied by a goat, plus the words “Alpine” for good measure.
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Aspesi Vento Wool Mini Field Jacket
Image Credit: Aspesi Aspesi is constantly tweaking its signature field jacket, and this winter-appropriate version is cut from a wool-blend fabric warmed by lightweight insulation. A detachable, foldable hood is at hand should a wintry mix appear in your weather app forecast.
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Polo Ralph Lauren Water-Repellent 3-in-1 Parka
Image Credit: Ralph Lauren Just as the name implies, there are three ways to wear this water-repellent parka from Polo Ralph Lauren. The cotton-twill jacket that serves as its exterior can be worn on its own, as can the faux fur-lined ripstop liner that insulates it. And when the going gets truly rough, the two can be combined into a single piece of outerwear that warms as well as dries.
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Tom Ford Roll-Neck Wool Jumper
Image Credit: Farfetch If you want to rock a turtleneck before the season sunsets, you’ll be in good hands with this A+ model from Tom Ford. Made from a fine knit that can slide easily below a suit jacket, you can mix it into tailoring or wear it on its own over jeans and a pair of Chelsea boots.
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Officine Creative Herbie Suede Sneakers
Image Credit: LuisaViaRoma Whether this Officine Creative shoe is a loafer with a sneaker bottom or a sneaker with a loafer upper is a bit of a chicken-or-the-egg situation. In any instance, you can count on pairing it to denim and unstructured tailoring for a laidback yet put-together look.
Officine Creative Herbie Suede Sneakers -
Jack Victor Tan Barclay Lambskin Bomber Jacket
Image Credit: Jack Victor This lambskin suede bomber made in Italy for Jack Victor can perform its own disappearing act. Thanks to its ultra-lightweight make, it can be packed away into a purpose-designed cotton pouch until the next time it has to warm your shoulders.
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Frame Blocking Knit Sweater
Image Credit: Shopbop No pawns were sacrificed in the making of this chessboard-patterned heavyweight sweater from Frame. Make the most of its maximalist design by pairing to tapered black denim and a crewneck tee below.