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The Best Fall Shoes For Guys

Illustration for article titled The Best Fall Shoes For Guys
Photo: Jonathan Brinkhorst (Unsplash)
Style GirlfriendStyle Girlfriend is the go-to destination for guys seeking not just fashion advice, but lifestyle tips, tricks, and shortcuts - all from a friendly, female editorial team’s perspective. Each week, Team SG will round up the clothes, grooming products and more men need to live their most stylish lives.

“Shoes. We all have to wear ‘em….” is how I almost started this story, because last night Shep was in town, so a few disparate members of The Inventory squad all got together and well, margaritas were consumed.

Hangover-induced bland lede aside, I’m not wrong! Especially with fall on its way, proper footwear is generally encouraged (the better for crunching leaves satisfyingly underfoot!).

Thankfully, there’s wiggle room (ha!) when it comes to the best shoes for guys this autumn. Below, check out three categories of on-trend footwear for fall, with a few #SGapproved picks from each.


I’d be remiss not to start with the shoe that’s essentially become the defacto mascot here at Style Girlfriend. Hey, if the Flyers can have Gritty, we can have a casual boot repping our team! A perennial fall favorite, the Chelsea boot looks as good in leather as it does in suede, and in neutral colors from black to brown to tan. Wear yours with dark jeans, colored chinos, or even as a way to dress down a suit.


While Chelsea boots have a bit of a ceiling when it comes to expressing your unique sense of personal style (“Am I a light brown suede guy, or am I a dark brown suede guy?”), the season’s best sneakers offer more variety. For fall, choose from a clean white sneaker in pristine leather, a futuristic-looking spaceship of a shoe in bright neons, or even a throwback chunky style that has major dad vibes (in a good way).

You, as the saying goes, do you.


Obviously, I don’t know your life, so who’s to say what kind of office dress code you’re working with? Thankfully, the following three pairs should cover most levels of formality (or lack thereof) at work. Team SG loves a wingtip, and this season’s styles are a little chunkier, in a fun, modern way. A tasseled loafer feels similarly fresh for fall - this pair from Dr. Martens (who knew they made loafers! And tasseled at that!!) would look great with black jeans or slim-cut suit pants. And finally, a lace-up boot in cowhide leather with welt stitching will work for most “Just dress ‘appropriately’ and you’ll be fine” no-dress code offices. 


Megan Collins started Style Girlfriend to help guys look and feel their best. Today, she and her team share tips, tricks, and shortcuts to a closet that inspires confidence.

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