You really only need one pair of boots, so long as they’re waterproof and hand made in a tiny town in Italy. —Liza Corsillo
Pretziada lace up boots
Buy Now$495
Mohawk General Store
Raf Simons has made some of the most memorable graphic-printed pieces in menswear history, from the New Order fishtail parkas he dropped in 2003 to the collegiate-inspired “Virginia Creeper” sweatshirts released in 2002. He may have just created a new classic with these “Thank You” hoodies. — Jake Woolf
Raf Simons “Thank You” hoodie
Buy Now$435
End Clothing
A coworker called these “literal clown pants,” but as I’ve always said: one man’s clown pants are another man’s grail. — Cam Wolf
Noah patchwork corduroy pants
Buy Now$398
Noah
At first this looks like your average puffer jacket. But thanks to some creative construction, it’s designed to sit back on your shoulders, creating for a modern oversized look. Plus it’s got a visible Balenciaga logo if anyone gives you shit. — Jake Woolf
Balenciaga quilted puffer jacket
Buy Now$1,995
Mr Porter
Everlane is officially in the denim business and as you might expect from the basics-done-right brand, these slim-fit raw jeans (with just a hint of stretch) are an ideal choice for any guy looking for wallet-friendly jeans—or just good jeans period. —Matt Sebra
Everlane slim fit jeans
Buy Now$68
Everlane
Because Fall 2017's best overcoats are loud, bold, and go with nothing (which means they go with everything) and this is one of the best out there right now. —Matt Sebra
AMI checked belted coat
Buy Now$1,235
Farfetch
What are September, October, and some days in early November but excuses to buy “transitional pieces,” like this pricey but stylish windbreaker? —Cam Wolf
Wood Wood Holborn jacket
Buy Now$340
Need Supply
Truly, we live in the golden age of pants. Embrace your inner laptop ninja with these, from former Supreme designer—and current tech-fabric wizard—Luke Meier. —Sam Schube
OAMC buckle cropped trousers
Buy Now$365
FarFetch
This off-white fleece will get disgusting after half a dozen wears. But good golly, those six fall days will be perfect. —Sam Schube
Albam zip fleece jacket
Buy Now$185
End
Vans and Timberlands had a baby, and that baby skateboards and listens to Desus and Mero. —Sam Schube
Vans UA Old Skool
Buy Now$65
Need Supply
I’ve been hunting for an affordable pair of striped trousers for the better part of the last six months and these are a close enough approximation of what I was envisioning. (Topman has another multi-stripe option I’m considering, too.) — Cam Wolf
Topman navy twill cropped trouser
Buy Now$70
Topman
Fall ain’t sh*t without a crew neck sweatshirt. And this one lets you rep your crew, the “garçons” of Comme des Garçons, or in my case the thing I’ve been busy thinking about since middle school. —Liza Corsillo
Comme des Garçons Boys sweatshirt
Buy Now$235
End Clothing
Yes, these are cowboy boots (or like cowboy boots), but cowboy boots (or like cowboy boots) are having a moment right now. Modern twists to the western style staple have shown up on the runway at Calvin Klein and are being offered by high-end brands like Maison Margiela and Haider Ackermann this fall. These give the same look, for just a whole lot less. —Matt Sebra
Helmut Lang is back—sort of. While the brand cycles through a rotating cast of guest designers, the label is also rereleasing some of their greatest hits—starting with this space-age jacket. —Sam Schube
Helmut Lang Re-Edition coated moto jacket
Buy Now$895
Barneys
Almost $800 is a lot for a single pair of pants. But when that pair is cut from top-notch wool, is tailored to perfection, can be worn with anything from sweaters to hoodies and even a blazer, and comes from a brand that's committed to making sustainable clothes, justifying heating up that credit card doesn't seem so bad. —Matt Sebra
Stella McCartney military trousers
Buy Now$755
Farfetch
Someone in the GQ office much more stylish than myself was wearing a vibrantly colored trucker jacket the other day. Now I’m angling to get something similarly bold without Single White Femaling him; this “grape” jean jacket will do just the trick. —Cam Wolf
Très Bien jean jacket grape royal
Buy Now$245
Très Bien
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