3 Fail-Safe Fall Outfits to Wear Everywhere This Autumn
These 16 go-to items will carry you through the season in style.
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Whoo, boy. They ain't ready. I've been in the studio cheffing for weeks on end in anticipation of this very moment. It's all about putting in the time, man. Much like any other famously rigorous discipline, the delicate art of throwing tremendous fits calls for hours of practice coupled with a steadfast dedication to honing your craft.
But if you're feeling a bit starved for inspiration right now, well, that's what we're here for. No shame in admitting it. These are confusing times! Unprecedented, you might even say. Between current WFH orders and the fact that, no matter how you slice it, this fall will almost certainly look dramatically different than any other before it, the season's prevailing trend report is proving to be nothing but a big old question mark. So, if you're at a loss as to what you should be wearing this autumn, please allow your close personal friends here at Esquire to take the wheel. We'll have you dressing with the ease of a natural-born talent in no time at all.
These outfits shouldn't be treated as fall-weather canon. Some of what's included here might not be for you, and that's totally cool. I get it. What they are, however, is a nudge in the right direction, a sampler plate stuffed with some of the tastiest vibes we're digging this season and the freshest ways to pull them all together. So go on. Try a few for yourself. They don't bite. Because fall is indeed time to—all together now!—really start dressin'.
Here's where to start.
It's officially beanie season. (And don't just take my word for it: allow the inimitable JT to show you how it's done.)
Inis Meáin Mélange Cashmere-Blend Rollneck Sweater
Terry cloth no longer doing it for you? Upgrade your sweater game, STAT.
The sweatpants the entire damn internet swears by are as versatile as ever.
L.L. Bean's camp socks are thick but breathable—throwing 'em on is a surefire way to keep your body temperature in some state of stasis when you can't figure out if you're too damn hot or too damn cold.
Just about the best WFH shoe money can buy, courtesy of the British wunderkind Jonathan Anderson.
Feel the fleece.
Pop Trading Company Mesh-Panelled Shell Belt Bag
Pop Trading Company Mesh-Panelled Shell Belt Bag
Might as well carry a crossbody with that mask, bro.
As much as your curmudgeonly older relative likes to pretend otherwise, the hoodie is definitely here to stay. Everlane's is so crispy even mean Uncle Mort would have to concede its—yes—elegance.
You might've heard that the cargo short is back, and in a big way. Well, that's doubly true for its longer counterpart, especially when it comes courtesy of a band like STORY mfg.
*Starts humming Blue Oyster Cult under his breath* Come on baby, don't fear the sneaker!
The streamlined baseball cap: still the easiest way to add some much-needed je ne sais quoi to just about any outfit, regardless of the season. (Okay, you got me—I've been binge watching Emily in Paris. I hate myself, too.)
Aaah, the classic sweater vs. jacket conundrum. Which is it? Like I've said before: who cares?! Just buy the damn thing.
Todd Snyder + Champion Heavyweight Turtleneck Sweatshirt
Yes, you should absolutely add a turtleneck to your layering repertoire this season. Todd Snyder makes his with Champion using the brand's signature, super-soft fleece.
Ultra-durable work pants rendered in a soft eight-wale (count 'em!) corduroy and cut to forgive even the most guilt-inducing late night trips to the fridge.
NORDSTROM MEN'S SHOP Solid Butter Socks
As delightfully fuzzy as any of your favorite fleeces. (As cozy, too).
Loafers. For loafin'.
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