Fall ain’t shit without a pair of crepe soles, and these are just weird enough to get you compliments from your hippie friends and your hypebeast friends. —Liza Corsillo
Clarks Wallabees in grape purple
Buy Now$260
Clarks
Jeans that look old, but have a perfectly 2017 silhouette: slightly baggy and cropped at the ankle. —Sam Schube
John Elliott “The Kane” jeans
Buy Now$398
John Elliott
The stylish love child of your A1 flight jacket and your coziest shirt jacket in fall’s coolest fabric, corduroy. —Liza Corsillo
Our Legacy ‘Drip’ shirt in lemongrass cord
Buy Now$382
Garmentory
The obsession with enamel pins has come and gone but, as far as I’m concerned, a peace-sign button on a denim jacket will always be cool. —Megan Gustashaw
Pintrill “Flower Power” pin
Buy Now$12
Pintrill
When you need a bag that can carry your laptop to class and handle a day-long hike, consider this roomy AF option. —Matt Sebra
Patagonia “Arbor” backpack
Buy Now$99
Nordstrom
Which of these pairs is for walking, and which is for relaxing? You’ll have to find out for yourself. (They both look comfy.) —Sam Schube
Beams Plus “Walking and Relaxing” socks
Buy Now$35
End
What’s better than a pair of black loafers this fall? A pair in midnight navy that turn your go-to blue suit into a sleek monochromatic fit. —Matt Sebra
Tommy Hilfiger loafers
Buy Now$180
Spring
Prada’s shetland sweater is somewhere between stuffy college professor and Milanese minimalist and that’s the kind of happy medium we like when it comes to fall sweaters. —Matt Sebra
Prada shetland wool sweater
Buy Now$550
Farfetch
Striped turtlenecks are everywhere right now. This one is more like a T-shirt than a sweater, which makes it much easier to pull off. —Megan Gustashaw
Noah striped turtleneck
Buy Now$148
Noah
Now this is an overcoat. —Matt Sebra
Todd Snyder double-breasted officer’s coat
Buy Now$898
Todd Snyder
Everything you love about a denim jacket + everything you love about the functionality of a chore jacket (i.e. lots of pockets) = this handsome piece of outerwear. —Matt Sebra
Apolis denim chore jacket
Buy Now$228
Apolis
Bright striping on the sleeves and Teflon patches on the arms gives this performance ski sweater street-style appeal too. —Megan Gustashaw
Aztech Mountain “Matterhorn” crew sweater
Buy Now$495
Aztech Mountain
If you want to be well-dressed this fall, you need a pair of corduroy pants. And if you want to dress like the in-the-know fashion types, you want a pair of slouchy cropped pants. And if you want both, you want these cords from the Brit brand’s excellent new “Nothing Really Happens” collection. —Matt Sebra
AllSaints “Templin” corduroy pants
Buy Now$230
AllSaints
Don’t call it a comeback, but we’re seeing a lot of v-necks out there this season. This one from Belgian designer Dries Van Noten does a good job of resetting the preppy standard via a deeper V, an oversized fit, and a subtle pattern. —Jake Woolf
Dries Van Noten v-neck sweater
Buy Now$905
Mr Porter
Wear this on a date. At best, you look like a sensitive and thoughtful guy with good taste in hoodies, and zero hangups about your masculinity. At worst, it’ll start a conversation. —Sam Schube
Simon Miller raw-edge hoodie
Buy Now$255
Farfetch
Your favorite khakis get the padded knees and reinforced crotch you never knew they needed. —Sam Schube
Rag & Bone chinos
Buy Now$295
Barneys
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