HE’S A BONA FIDE ADULT AT 40—AND HE DESERVE’S A STYLISH WARDROBE THAT SAYS SO.
L.L. Bean
While you may instantly recognize L.L. Bean for their iconic boots (which tend to sell out every year by early winter, so move fast), know that the company has much, much more to offer. This handsome canvas briefcase, for example, effortlessly combines form and function with a padded laptop sleeve and easy-access outside pockets—and plenty of style, to boot. $149 AT L.L. BEAN
Brooks Brothers
They’ve dressed presidents. They’ve dressed movie stars. They’ve also dressed his colleagues on every rung of the career ladder. In short, if he’s not wearing Brooks Brothers dress shirts by now, he’s not doing it right. Pro tip: keep an eye out for holiday weekend sales, where you can generally pick up standard-issue button-downs for half off. $92 AT BROOKS BROTHERS BUY NOW
Rains
There comes a point in every man’s life when he realizes that rainy days don’t have to mean donning a waterproof coat that tanks an entire look. Fortunately, Rains has developed a line of sleek, minimalistic rain jackets whose cuts and colors can complement practically any man’s style, won’t make him feel overheated, and—shocker—actually keep’s him dry! $125 AT RAINS BUY NOW
Filson
Whether he’s hiking up a mountain or just walking across the street in winter, it’s important to have high-performance outdoor apparel in his wardrobe that actually looks great. That’s where Filson comes in: From flannels to footwear, their frontier-meets-Fifth-Avenue look is only made better by the fact that their gear is as functional and durable as advertised. If he need’s an easy place to start, grab one of their solid beanies before dipping into their wide range of gear, which includes everything from basic t-shirts and pants to fishing vests. And if his cold weather gear could use a refresh, check out The 20 Best Winter Coats for Men. $45AT FILSON BUY NOW
Scotch & Soda
While getting older does involve some closet culling, hitting your 40s doesn’t mean you should pare down to just solid color tees and dad jeans. Scotch & Soda offers the kind of cuts and patterns that maintain a youthfully stylish look while injecting a composed maturity. This striped shirt is just one example of their versatile options that will keep him out of the demure clothing doldrums. $98AT SCOTCH & SODA BUY NOW
Seiko
We get it: kickstarting a timepiece collection, especially if you’re buying online, is a daunting proposition. A few poor choices and you’re thousands of dollars in the hole. That’s where Seiko can save the day: Of all the many watch brands on the planet, none can match their sheer range and approachably priced options. So, if he want’s to test-drive a timepiece that’s a little bit edgier than your usual style—like, say, a chronograph with funky rose-gold hands, a topographical face, and oversized numerals—he can do so at a relatively low-risk cost. When he’s ready to upgrade to a Rolex-grade version, he can check out the company’s Grand Seiko look book, where you’ll find top-notch watches (and four- or five-figure price tags to match).$395 $130 AT JOMASHOP BUY NOW
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