The Men’s Shoe Guide: Rocking Fall’s Coolest Kicks From Work to Weekend

The key to kicking your guy’s wardrobe up a notch this season lies in his shoe game, and thanks to polished wingtips, versatile boots, and fresh sneakers, our latest styles will see to it that he hits any and every scene with his best foot forward. Read on for a few handy tips to help your fella take Fall’s coolest trends from that early morning meeting all the way to date night.


The Dress Shoe
Ever heard that old saying about dressing for the job you want, not the job you have? Well, a sleek pair of jet-black dress shoes will make sure your man steps into the office with top-dog style. A few snazzy perforations and fashion-forward monk straps will complement that clean-cut suit perfectly. And FYI, he doesn’t have to be in work mode to throw on a dressier silhouette. Brown lace-up oxfords look great with a shawl-collar cardigan, a flannel button-down and cuffed denim.

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For work: Mezlan monk strap wingtips.
For weekend: Stacy Adams Garrick wingtip oxford.

The Boot
Chukka boots are a must-have for his 9-to-5 wardrobe. Not only do they offer the same professional appearance as more traditional dress shoes, but they also work great with countless looks, be it his favorite three-piece suit, a sweater and chinos combo, or his laidback casual Friday threads. Fast forward to the weekend, when the options get higher and the details get more relaxed. One of our fave accents of the moment is buckle action, as seen above. Paired with a cool moto jacket, these tough boots will give him a look loaded with awesome biker edge.

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For work: Calvin Klein Ballard chukka boots.
For weekend: Calvin Klein Jeans Everest double-buckle boots.


The Sneaker
Wearing sneakers to the office will add some major cool points to his corporate uniform, but he shouldn’t keep it too laidback. Leave the high-tops at home and stick with classic styles, like the casual trainer, paired with a dapper slim-fit suit. As for outside of the boardroom, it’s all about showing off his personal style. A bomber and tee or a fly tracksuit gets an upgrade with a hot pair of kicks, especially when he goes for remixed designs like these double monk strap slip-on sneakers.

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For work: Tommy Hilfiger Marcus2 casual sneakers.
For weekend: Calvin Klein Jeans Cabot double monk strap suede sneakers.

Check out more of Fall’s coolest kicks now in our Men’s Shoe Boutique

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