20 Ways to Take Your Fall Wardrobe to the Next Level

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Givenchy Check Cotton-Flannel Western Shirt

This red and navy blurred buffalo check snap button-up is just another example of why Riccardo Tisci is one of our favorite designers working in fashion today. Leave it to him to take an iconic menswear item like a western shirt silhouette, strip it of any overtly cowboy associations without sacrificing any of its inherent masculinity, and produce a sleek essential for Givenchy that would be at home in any modern man’s wardrobe.

$690, available at Mr Porter

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Thom Sweeney Herringbone Wool Suit Jacket and Trousers

If you’re going to trust anyone to provide you with a proper herringbone wool suit for fall—a sartorial staple if ever one existed—you can’t do much better than with one from the gents at Thom Sweeney. Channeling the Savile Row-style details and cut that have made London the go-to destination for smartly dressed men for decades, this notch lapel number is the ideal foundation piece for everything else in your fall wardrobe,.

Jacket, $1,395, available at Mr Porter and pants, $495, available at Mr Porter

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Saint Laurent Suede Chelsea Boots

While tan suede Chelsea boots have become practically ubiquitous in the menswear world, they haven’t lost an ounce of their inherent cool. Maybe it’s the silhouette’s association with rock gods or maybe it’s just that they look great on every guy. Whatever the reason, David Beckham and Miguel’s footwear of choice isn’t going anywhere, anytime soon—that’s why you should feel good about picking up this perfect pair from Saint Laurent.

$895, available at Mr Porter

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The Elder Statesman Rainbow Intarsia Cashmere Sweater

Greg Chait, the brilliant mastermind behind L.A.-based knitwear brand The Elder Statesman, has made creating the coolest cashmere sweaters, throws, hats, pillows, and much, much more his stock-in-trade and this water color-esque intarsia cashmere sweater doesn’t deviate from that. It’s an ultimate luxury piece that doesn’t take itself too seriously, which is an approach to menswear we can always appreciate.

$1,850, available at Mr Porter

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Oris Divers Sixty-Five Stainless Steel Watch

Based on one of Oris’s vintage models from the 1960’s, this divers watch is re-imagined for today with details like anti-reflective, scratch-resistant sapphire crystal lens and Super-LumiNova indices, all packaged in a sturdy stainless steel case and paired with a black and blue fabric strap. The result is a timepiece that’s part rugged, part sporty, and perfect for just about any place you’re headed.

$1,990, available at Mr Porter

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Coach washed leather aviator bomber

Simply put, this is the kind of leading man-level jacket that adds a whole lot more oomph to a man’s entire wardrobe. It instantly elevates wardrobe staples like crewneck tees and oxford shirts, while adding a tougher edge to any office look on your morning commute.

$1,600, coming soon to Mr Porter

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Fabric-Brand & Co Distressed Selvedge Jeans

The line between worn-in and over-distressed is a fine one, especially when it comes to denim. But for the talented people behind the scenes at Fabric-Brand, their expertise lay in knowing just when enough washing, tearing, bleaching, and whiskering is enough. That’s the reason each pair of the L.A.-based label’s jeans are mini works of art that carry around the patina (or appearance of it) of years of wear and, in our opinion, are very much worth the hefty pricetag.

$565, available at Mr Porter

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Berluti 'Jour-Off' Embossed Leather Holdall

Hectic days jetting around from the office to the gym to dinner—or to another country if your job calls for it—demands a holdall that can manage a busy man’s entire haul. Good thing Berluti’s ‘Jour-Off' duffel is up to the task. Expertly crafted from the brand’s Venezia leather, this bag has enough room for presentation decks and gym clothes or everything you need for an overnight stay somewhere. It’s a haul-all that’s as functional as it is fun to look at, which is exactly what you want when you’re spending this much on one accessory.

$3,450, available at Mr Porter

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Gucci Ace Appliquéd Snake-Trimmed Leather Sneakers

If there’s on designer who’s made us embrace the more-is-more aesthetic, it’s Gucci’s creative director Alessandro Michele. His menswear mash-ups of ‘70s-era silhouettes, Renaissance flourishes, and a menagerie of animal and plant embroideries shouldn’t work on paper, but in real life they work thrillingly well. What keeps these flower-and-snakeskin shoes from being too over the top is that they’re grounded in a classic retro silhouette that—with or without a garden’s worth of flower appliques—would be the perfect anchor any outfit.

$695, available at Mr Porter

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Raf Simons Jacquard-Knit Wool Sweater

One of Raf Simons’ great talents is his ability to take garments that we have some nostalgic attachment to (in this case, throwback ski sweaters), and channel that into entirely new and fresh menswear. This graphic print sweater is a standout on it’s own, but would look just as good underneath your toothiest tweed suit this fall.

$1,045, available at Mr Porter

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The Elder Statesman Bunny Echo Ribbed Cashmere Beanie

We could tell you about how we love the height of the crown on this beanie, or how the rib width is just right, or that the cashmere is ultra soft without feeling like it’s going to fall apart after one snowstorm. We could tell you all that and more, but we’ll keep it short and just say that if you’re going to invest in a new, better beanie this season, it should be this one and none other.

$290, available at Mr Porter

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Sandro Shearling Jacket

A good shearling jacket is—and should be—an investment. Because when you’re spending close to two grand on a single piece of outerwear, you want to make sure it’s going to hold up next year—and about 20 years after that. Sandro’s modern take on the rugged piece will do just that. Armed with an up-to-date (read: slim) fit that will pair up perfectly with your go-to jeans or streamlined trousers, and in a rich chestnut hue that will compliment every other color in your closet, this zip jacket is worth every penny.

$1,995 available at Mr Porter

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Peyote Bird Pilar Lovato Multi-Stone and Sterling Silver Bracelet

You have a watch. You have a leather wrap bracelet. You might have a sterling silver cuff, but the one wrist accessory we’re pretty certain you don’t own yet is a handcrafted double strand bracelet of jet, sponge coral and melon shell beads by Native American artist Pilar Lovato. It’s the kind of subtle “wow” piece that commands attention, but thanks to its slim profile, won’t unnecessarily call attention to itself.

$545, available at Mr Porter

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Gucci Tech-Jersey Zip-Up Sweatshirt

There are many things to love about what Alessandro Michele has done with the house of Gucci in such a short time, but one of our favorites is the way in which he’s able to toy with the brand’s DNA. This jacket, for instance, turns the label’s iconic red and blue web stripe into a rip collar, cuffs, and hem, while the bottle green color—as endemic to Gucci as a double “G” logo—becomes the foundation for one surefire Michele touch: an embroidered butterfly.

$1,340, coming soon to Mr Porter

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Burberry Lug-Sole Derby Shoes

We love a lug-sole dress shoe this time of year because it’s the perfect marriage of function and fashion. Burberry’s high polished take on the shoe comes in a handsome chestnut color that elevates any basic suit. And not only do they look great at the bottom of a great outfit, but in inclement weather they’ll make sure you get from point A to B without a lot of trouble.

750, available at Mr Porter

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Etro Blue Slim-Fit Checked Wool Suit

Kean Etro has this uncanny ability to put colors and patterns together in the most refreshing ways. It’s the reason why, when we’re looking for a tailoring that’s anything-but basic, there’s a good chance we’re reaching for a piece from Etro. This tonal blue checked plaid suit perfectly illustrates why: the heightened blue ground color, the modern spin on a classic menswear pattern, and an out-of-this world off-the-rack fit.

$1,930, available at Mr Porter

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Prada Houndstooth Wool and Silk-Blend Tie

Anything with a Prada label attached to it is bound to be unlike anything else out there and this tie from the Italian brand proves that to be very true. It’s the coolest combination of texture, pattern, and color but still suitable to wear in any office. Consider this our new fall power neckwear.

$250, available at Mr Porter

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Coach Rocket Ship Crew Neck Sweater

Forgive the pun, but if you want to take your fall wardrobe to new heights, we’d suggest picking up this spirited sweater from Coach. If you already have an arsenal of navy crewnecks, the next piece of knitwear you should pick up shouldn’t be basic—it should be unmistakable.

$695, available at Mr Porter

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Gucci Cropped Stretch-Denim Jeans

Sometimes, it’s the smallest details that make the biggest impact. For instance, take these jeans from the hottest label in fashion right now, Gucci. Designer Alessandro Michele cleverly swaps in the house’s iconic web stripe for a standard selvedge edge for a finishing touch that’s subtle but oh so important.

$620, available at Mr Porter

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Common Projects Court Leather Sneakers

We’ll never get tired of Common Projects’ ability to churn out clean-lined sneakers that elevate any outfit they’re featured in. For fall, the brand’s newest no-frills must-have is a navy leather edition of their ‘Court’ silhouette. We suggest wearing the pair with your new beat-up jeans and that herringbone suit we were just telling you about too.

$410, available at Mr Porter

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