Long a product of the highest craftsmanship and design — from wizened men in Turkey to cobblers in Western New York — shoes are your connection to the ground and a sign that you care about the small details (or you don’t). If you invest in a quality pair and take good care of them — by cleaning, polishing and storing them on a cedar tree — they’ll last for years, with the occasional repair. From oxfords to monk straps, these are the dress shoes that every man should own.

Oxfords


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The oxford is characterized by lace eyelets that are attached below the vamp, as opposed to open flaps as with the derby. This leads to a closed seam above the tongue, and a sharp, neat look.

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Park Avenue Cap Toe Oxford by Allen Edmonds $395

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Connaught by Crockett & Jones $635

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Dubai Polished-Leather Oxford Shoes by Church’s $650

Derbies


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Unlike the oxford, the derby has an open-lace construction. The eyelets are sewn on top of the vamp for a slightly bulkier, looser look.

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Cadet Derby by Common Projects $435

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Boyd Polished-Leather Derby Shoes by Paul Smith $595

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Derby Shoe Tan Horsehide by Viberg $710

Driving Shoes


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Also known as a moccasin, the driving shoe is the modern version of traditional Native American footwear. It often features rubber tabs on the sole for a touch of elegance, formality and versatility without any sacrifice to comfort.

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Gommino Suede Driving Shoes by Tom’s $425

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Horsebit Grained-Leather Driving Shoes by Gucci $495

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Roadster Walk Leather Driving Shoes by Loro Piana $915

Brogues


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Decorative and elaborate meets sturdy and traditional with the brogue. It’s primarily characterized by its low heel and multi-piece construction, which gives it a layered and detailed look. The perforations may not work to drain water on a stomp across the marsh as they were originally intended, but they will certainly catch the eye.

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Ludlow Semi-Brogue Oxfords by J. Crew $298

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Archie Triple Welt by Grenson $585

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Adam Scotch-Grain Leather Oxford Brogues by George Cleverly $700

Loafers


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Characterized by its simple laceless design, the loafer comes in many styles, from the slitted penny to the tasseled tongued slipper.

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Marcos Loafers by Want Les Essentials $495

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Leather Penny Loafers by Yuketen $520

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Shell Cordovan Pinch Penny Loafer by Rancourt & Co. $650

Bluchers


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Named after a late-18th-century Prussian field marshal general who commissioned the first boot of this style for his troops, the blucher is fit for war. Or, more appropriately, a business-casual event. Don’t confuse it with the more formal oxford, which has a closed connection between the vamp and laces.

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Plain-Toe Blucher by Jack Erwin $195

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Mulberry Plain Toe Blucher by Alden $550

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Classic Blucher by Thom Browne $1,129

Monk Strap


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Fear not the broken lace. The distinctive strap replaces the laces on these newly back-in-style shoes. Like the buttons on the suit jacket you’ll wear with them, the monk shoe comes in one- and two-buckle styles.

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Diplomat Double Monk Strap Shoe by Crosby Square $395

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Bristol Suede Monk-Strap Shoes by O’Keefe $595

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Wiiliam Leather Monk-Strap Shoes by John Lobb $1,300