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20 Sharp Gifts for the Most Stylish Guy You Know

From can’t-miss accessories to handy clothing-care tools and luxurious staples, these gifts show you’re as invested in his style as he is.


Holiday gift-giving is challenging enough — but buying a gift for a guy who cares about his personal style can be an uphill battle. But we’re here to lend a hand. From can’t-miss accessories to handy clothing-care tools and luxurious staples, there’s something in every category that’s sure to impress. Below, find 20 of our favorites that’ll show you’re as invested in his style as he is.

Weiss 38mm Special Issue Field Watch

Every man needs a field watch in their arsenal. The Weiss 38mm Special Issue Field Watch presents a refined style for an elevated interpretation of the field watch and utilizes a mechanical movement. Its Horween leather strap is individually handcrafted in the US, meaning no two straps are exactly alike. Which is certainly something the stylish man in your life will appreciate.

BUY NOW: $1,250

Hook & Albert, Camel Leather Garment Weekender Bag

Every man should own a garment bag, and Hook & Albert’s take on a luggage staple combines the utility of a garment bag with design of a weekender, providing a truly elegant and stylish solution..

Buy Now: $595

The Laundress Wool and Cashmere Care Set

If you’re shopping someone who has a luxe sweater collection that Brunello Cucinelli would envy, take care of them on your own with this wash set that will help to extended the life of your knitwear. Buy it for him now and he’ll thank you later.

Buy Now: $47

Brunello Cucinell Wool-and-Cashmere Blend Sweater

Of course, if he doesn’t have a great knitwear collection going already, your best bet might be to get him a sweater that will feel and look timeless as the Italian craftsmanship that went into its construction.

Buy Now: $725

Drake’s Brushed Merino Wool Hat

A winter staple that will keep any guy warm in the face of all kinds of cold weather, in a color that’s anything but boring.

Buy Now: $75

Joy Magnano My Little Steamer Deluxe

A hand steamer makes touching up those random wrinkles so easy, the stylish guy on your list will question why he doesn’t already own one.

Buy Now: $30

Hamilton Made-to-Measure Shirts

Half of what separates a good outfit from a bad outfit is the fit, so a custom dress shirt ensures a perfectly individualized garment that always makes for a great gift.

Learn More: Here

Outerknown S.E.A. Drifter Tapered Jeans

A pair of jeans with a perfect fit that just happens to boast a rich, earthy colorway that’ll go with every outfit he can imagine this fall, winter and spring. Plus, their sustainble makeup and lifetime guarantee will separate them from every other pair he’s ever put on.

Buy Now: $148

Postalco Geology Goatskin Coin Wallet

Even stylish guys can commit the sin of carrying around overstuffed wallets. Put your best-dressed friend’s billfold on a diet with this slimmed-down offering that only has room for the essentials.

Buy Now: $152

Mr P. Jacques Suede Derby Shoes

This classic derby shoe is heightened (literally and figuratively) with a tough military-inspired sole, which means it’ll be able to handle anything and everything you throw at it.

Buy Now: $485

Polo Ralph Lauren Quilted Suede Vest

This layering essential, in one of the season’s hottest colors, ups the ante on the tradional quilted vest with suede. It looks great but will feel even better to wear — and what else would you expect from Ralph Lauren?

Buy Now: $898

J.Crew Solid Cashmere Scarf

If he lives in a climate that experiences a true winter, he’s going to need a decent scarf. This one is insanely soft, reliably warm and long enough to layer around your face and neck for when the weather throws its worst at you -— in a color that’s sure to go well with everything.

Buy Now: $98

Michael Kors Henry Bonded Tote

This sturdy, stylish bag has enough room for everything you need to carry between home, office and the bar.

Buy Now: $448

Anonymous Ism Go Hemp Crew Sock

Socks made from hemp are like your stockbroker uncle deciding to quit his job and follow Phish around for a summer: It’s an unconventional choice that works far better than you could have imagined. The hemp construction gives you the warmth of wool, but doesn’t sacrifice the comfort you get from a normal sock.

Buy Now: $35

Rubinacci Knitted Silk Tie

A truly rakish gent could get way with wearing nothing but knit ties. They’re a stylish innovation on a classic that automatically separates you from the rest of the pack when you wear it.

Buy Now: $110

Taylor Stitch Weatherproof Trench Boot

A classic-looking dress boot, this pair is infused with waterproofing material that won’t ruin the look and feel of the suede.

Buy Now: $348

L.L. Bean Chamois Cloth Pajamas

Help him graduate to a more mature sleepwear option with this set of undeniably soft and incomparably warm pajamas.

Buy Now: $70

Suitsupply Knot Cufflinks

A metal alternative to the standard cloth knot cufflinks that have been popular over the last few years, this option from SuitSupply offer a heightened sense of refinement.

Buy Now: $99

Todd Snyder x New Era Wool Baseball Cap

Help him rep the Yankees — or whatever his favorite baseball team might be — in a wool hat that’s not only seasonally appropriate, but a stylish upgrade from a standard ball cap.

Buy Now: $78

Common Projects Original Achilles Leather Sneakers

Common Projects leather sneakers remain the high-end sneaker to own, making a pair the perfect gift for any stylish guy — even the ones who already have more shoes than they could wear in a year.

Buy Now: $410

Holiday Gift Guide 2018

Don’t know what to get the people on your list? We’ve got you covered with our holiday gift guide.

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