The 30 Best Loafers to Wear With Everything, All the Time

Not toot our own horn or anything, but when it comes to loafers, Esquire has a pretty decent reputation. The modern iteration that we know and love (not to be confused with the moccasin, which Native Americans originated) was first popularized by our editors back in the ’30s. So when it comes to the best loafers, rest assured that we know what we’re talking about.

The most important thing to consider is the variety. The ubiquitous loafer takes on many forms and names: penny, dinner slipper, driver, and Venetian are just a few. What ties them all together is that they are slip-on, no-fuss shoes intended for easy living and, well, loafing around in style. Cocktail party on the horizon? The classic Gucci horse-bit is right up your alley. Looking to cruise down Big Sur or the Amalfi Coast? The dependable Tod’s Gommino is best for that. Want to channel the vibe of a ’30s Esquire editor? The OG loafer, the G.H. Bass Weejun, is what you need.

Now that we are all able to venture outdoors and do fancy things, the tried-and-true loafer is more than ready to take the place of the house slippers that we all wore to exhaustion. More than a few Esquire editors have been rocking loafers all summer. If you want to do the same, take a gander at the selection below. Buy two, three—hell, get one for every day of the week. The loafer has been riding strong for nearly a century and will never go out style. And we here at Esquire called it from the very beginning.

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Best Overall Loafers

Logan Flat Strap Weejuns

Best Horse-Bit Loafers

Jordaan Leather Loafer

Best Penny Loafers

Berle Leather Penny Loafers

To Boot New York

Most Comfortable Penny Loafers

Gold Cup Cabo Plushwave Penny Loafer

Best Affordable Loafers

Leather Lugged Loafer

Urban Outfitters

Best Affordable Tassel Loafers

Pinch Tassel Loafer

Best Affordable Horse-Bit Loafers

Florsheim Talladega Bit Loafer

Best Colorblocked Loafers

Camden Loafers

Best White Loafers

Devyn Suede Penny Loafer

Banana Republic

Best Western-Inspired Loafers

The Monterrey Loafer

Best Affordable Venetian Loafers

Ronan Loafer

Moral Code

Best Travel Loafers

Patnoflex Travel Loafer

Best Kiltie Loafers

Adrian Tassel Loafer

Dr. Martens

Best Futuristic Loafers

Geometric Model 3 Loafers


Most Badass Loafers

Paneled Buffed Leather Loafers

Toga Virilis

Best Brocade Loafers

Russell Loafer

Most Vibrant Loafers

Harold Suede Tassel Driver

Ralph Lauren

Best Animal-Print Loafers

The Ellis Penny Loafer

Blackstock & Weber

Best Square-Toe Loafers

Talara Loafer

Best Woven Loafers

Herman Woven Leather Penny Loafers

Best Driving Loafers

City Gommino Driving Shoes

Best Everyday Loafers

Epsom Leather Penny Loafers

Best Padded Loafers

Padded Leather Loafers

Dries Van Noten

Best Suede Loafers

Plymouth Collapsible-Heel Suede and Leather Penny Loafers

Manolo Blahnik

Best Tuxedo Loafers

Isomer Patent Slip-On

Most Glamorous Loafers

Moccasin with Gancini Ornament

Salvatore Ferragamo

Best Luxury Penny Loafers

180 Penny Loafer

J.M. Weston

Most Supple Loafers

Suede Loafers

Best High-Fashion Loafers

Monolith Lug Sole Loafer

Best Luxury Tassel Loafers

Edmond Suede Tasselled Loafers

Barry Samaha is the style commerce editor at Esquire, where he covers all things fashion and grooming.

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Source : Esquire