If you wanna get down with the ugly sneaker trend but don’t want to go too hard too soon, these Filling Pieces kicks are a nice transition. — Jake Woolf
Filling Pieces “Denver Tracking” nubuck sneakers
Buy Now$260
Mr Porter
The only thing cooler than a fresh pair of corduroys is a fresh white pair of corduroys to make it feel like summer all year round. —Liza Corsillo
Saturdays NYC Corduroy Field Pants
Buy Now$175
Saturdays NYC
Extremely high price tag aside, these bonded cotton and leather dopp kits are more stylish and durable than any other on the market. Maybe ask Santa? —Megan Gustashaw
Burberry tartan cotton pouch
Buy Now$695
Burberry
Fall has taken some time to arrive this year, but when it does, a tobacco-colored suede trucker jacket is one of those things that makes it worth the wait. —Max Berlinger
Our Legacy suede “Mono” jacket
Buy Now$1,225
Luisaviaroma
This scarf has the same amount of throwback logo-heavy vibes that a certain of-the-moment designer (rhymes with Nosha Mubchinski) has made cool again, just a little more wallet-friendly —Matt Sebra
Fila logo scarf
Buy Now$40
ASOS
Too warm for a jacket but too cold for just a shirt? A quilted vest is the perfect in-betweener. —Max Berlinger
Goodfellow & Co. quilted vest
Buy Now$25
Target
It’s never too early for a new wallet and this one in forest green leather will make you feel richer than you are. —Liza Corsillo
Il Bussetto Bi-Fold Card Case
Buy Now$78
Stag Provisions
Beachy, surfy vibes — but for fall. —Max Berlinger
Original Penguin Brushed Flannel Shirt
Buy Now$89
Original Penguin
Beanie season is nigh. Be prepared with this waffle knit beanie from Belgian brand Howlin’. —Liza Corsillo
Howlin’ Majestic Hat
Buy Now$49
End Clothing
The subtle way to wear one of the season’s hottest logos. —Max Berlinger
Champion small script applique t-shirt
Buy Now$25
PacSun
Patchwork chinos are the coolest kind of chinos right now and these are just off-kilter enough (the long, oddly placed panels look anything but DIY) to stand out from the rest. —Matt Sebra
Closed patchwork chinos
Buy Now$285
Farfetch
This mashup between a heritage-driven Portland brand and a utilitarian-inspired NYC brand is good for all wrists. —Megan Gustashaw
Leonard & Church x Wood & Faulk “Morrison” leather watch
Buy Now$195
Leonard & Church
It's part track jacket, part cozy sweatshirt, and 100% Raf (just at a nice un-Raf price). —Matt Sebra
Raf Simons X Fred Perry zip sweatshirt
Buy Now$275
Farfetch
Kanye West’s oversized denim jacket is the perfect mix between chore coat and trucker jacket. — Jake Woolf
Yeezy Season 5 denim jacket
Buy Now$490
Yeezy Supply
Consider this a friendly reminder that there's still some—but not much—killer GQ x Gap Coolest Designers on the Planet goods still up for grabs, like United Arrows's clever twist on a classic plaid button-up. —Matt Sebra
GQ x Gap United Arrows plaid shirt
Buy Now$70
Gap
A piece of Demna-designed Balenciaga that any guy can actually pull off. This manageable, carry-to-work-able version of that tote bag is the perfect size for hauling around your daily necessities.
Balenciaga "Arena" leather shopper tote
Buy Now$1,595
Barneys
The polo shirts you wore as a kid are still cool. Keep your hair just as messy as you used to (or buzz it all off) and you’re really nailing the look. —Megan Gustashaw
Lands’ End supima polo shirt
Buy Now$55
Lands' End
Midnight blue velvet pants are not for everyone but they doesn’t mean they aren’t dead cool. Wear them with equally slick Beatle boots or just your oldest pair of Vans. —Megan Gustashaw
Paige “Lennox” velvet pants
Buy Now$209
Paige
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