7 All-Occasion Shoes You Can Wear with Anything

Wouldn't it be nice if you could whittle down your shoe rack to a single pair? Something you can wear to drinks, dinner, dancing, and a big meeting?? Newsflash, gents: It's not possible but effortless. Just throw on any of these pairs and go.

Liverpool Chelsea Dress Boot by Allen Edmonds

Light brown slip-on dress boot. photo

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If some lab scientists got together and created The Perfect Shoe, it would be the Liverpool Chelsea. The leather is wondrously supple, yes—but not so pristine that you'd be scared to wear 'em outside. The pointed silhouette combined with a soft rounded toe is a balancing act between too dandy and too casual. These work with everything, from a t-shirt to a tux. Get them in black, get them in walnut, or treat yourself—get both! ($445; allenedmonds.com)

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Achilles Leather Sneakers by Common Projects

Navy blue sneaker with black laces and white sole. photo

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For a pair of sneakers you can wear anywhere—except perhaps the NYSE trading floor—look no further than Common Projects' respectable Achilles. The cool and classy navy leather makes for a shoe that can weave between boardroom and boardwalk with aplomb, while the sumptuous tan insole and gold lettering add a hidden panache that you can be proud of. ($495; barneys.com)

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Noah Oxford by Jack Erwin

Pair of black oxford shoes. photo

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If you want to talk "literally never going out of style," look no further than a traditional cap-toe oxford. To add a little flair, spring for a pair with subtle broguing around the laces and toe, like Jack Erwin's Noah Oxford. It'll set you apart from the standard oxfords in the room without being as flashy as a pair of wingtips. ($195; jackerwin.com)

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Domenica Wingtip Balmorals by Salvatore Ferragamo

Shiny black wingtip balmoral shoes. photo

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Everyone knows a classic, solid pair of wingtips goes with literally anything. (Yes, even denim. Don't listen to style fogies on that one.) If you're going to wear wingtips, however, go big, like with something along the lines of Salvatore Ferragamo's handcrafted Domenica balmorals. Made from the highest-quality leather, these shoes are so plush and flexible you'll get a one-way ticket for skipping the uncomfortable breaking-in period. ($975; barneys.com)

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Miylan Leather Brogue Lace-Up Boots by Ted Baker

Brown high-top dress boots. photo

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Wingtip boots are the sleeper agent in your shoe closet that go with just about anything. For our money? Spring for a tan version, like Ted Baker's Miylan lace-ups; they'll match with your gray and khaki slacks just as well as they will with your navy and denim. Plus, you get a signature fun-and-flirty Ted Baker design: In this case, it's a trippy diamond-pattern sole. ($290; bloomgingdales.com)

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Norwalk Leather Chukkas by To Boot NYC

Black leather chukkas. photo

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You think chukkas and one fabric comes to mind—and it's not leather. (Hint: It's suede.) Buck anticipation and throw on a pair of leather chukka boots, like this sumptuous, luxe pair from To Boot New York. With a properly-cut suit pant or well-fitted pair of jeans, at first glance, it'll look like you're wearing a regular old pair of Oxfords. But upon further inspection, anyone who's looking will see how ahead-of-the-curve you truly are. And that's always welcome. ($398; bloomingdales.com)

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Jordaan Leather Loafers by Gucci

Navy leather loafers. photo

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You could pick up a run-of-the-mill black pair of loafers, like your father and his father (and his father) wore. Or you could spring for something like Gucci's Jordaan leather loafers, in all their navy-tinted glory. Wear these versatile shoes on the green. Wear them on a boating trip. Wear them to a meeting or at a dinner. Wear them wherever you want. ($730; barneys.com

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