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Slip On One of This Season’s 8 Most Stylish Pairs of Loafers

Nothing says effortlessly cool and casual like a classic pair of loafers.

Widely popular among Ivy Leagues in the 50s, loafers have continued to be a go-to style beyond the diploma.

A staple in a present day man’s wardrobe, loafers are a gent’s best friend for a number of reasons. Whether you prefer pennys or tassels or even a trendy velvet pair, they can be worn in between seasons or dressed up or down to adapt to any occasion.

Loafers offer a great deal of versatility to your look as well. You can wear them with jeans and a basic tee, shorts and a preppy polo, or dress slacks and a crisp button up shirt for a clean cut look at the office.

Bottom line is they’re easy to wear, and they’re perfect for any leisurely activities during the warmer spring and summer months. It’s a classic and timeless style that adds sophisticated comfort and simplicity to your look that rarely looks out of place.

Check out our 8 picks for this season’s most stylish pairs of loafers.

G.H. Bass Larson Weejuns II in Red $110


The Larson Weejuns II is a true classic just like its name in this vibrant red color that makes us think of spring and summer. These are hand-sewn in genuine leather with classic moc stitching and beefroll styling, and they’re built to last. These would look great with a pair of lightly faded, tailored jeans and a bright white linen shirt.

Inkerman Osborne Camel Suede $150

Inkerman NYC Osborne in Camel Suede

The Osborne from Inkerman is one of their best sellers for good reason. This Camel Suede pair features the comfort of a sneaker with the styling of a traditional loafer that looks great both dressed up and down. They’re made with full grain, Grade A leather sourced directly from here in the United States, so you know these loafers are a steal at the affordable price of $150.

J. Shoes Ravenwood in Peacoat $189

J. Shoes Ravenwood in Peacoat

The Ravenwood from J. Shoes is their modern take on a classic penny loafer. The overall appearance of these is what sets them apart from the competition. The soft, navy suede and burnishing on the toes give this pair a subtle vintage quality that’s really in this season.

Jay Butler Millbank Bit Loafer in Navy Suede $195

Jay Butler Millbank Bit Loafer Navy Suede

The immediate feature that is so attractive about The Millbank is the gold horse bit across the top of each pair. That matched with the navy suede upper adds a touch of sophistication and style to any casual or dressed up look.

Tricker’s Churchill Lion Velvet Slipper in Black $199

Trickers Lion Velvet Slipper

If you’re in the market for a classic pair of smoking slippers, well then the Churchill Velvet Slipper from Tricker’s is exactly what you need. Complete with velvet uppers, leather linings, and a lion embroidery, these loafers have country club cool written all over them.

Peter Millar Bit Croc Loafer in Brown $225

Peter Millar Bit Croc Loafer

Who doesn’t love crocodile print on a loafer? These Bit Croc Loafers from Peter Millar have a lot of style, but since they’re a flex between a traditional loafer and driver, they also have the comfort and wearability everyone wants in a loafer. They’re made in Brazil with 100% leather, a rubber sole, and a brushed pewter-toned metal bit detail for a nice added touch.

To Boot New York Harper Driver in Cognac $295

To Boot New York Cognac Leather Driver

Perfect for relaxing days, To Boot’s Harper in Cognac is a driver style that’s easy to wear and comfortable enough for any occasion. It’s made with the finest calf leather and features hand stitching and a rubber driver sole for added traction.

Cole Haan Pinch America Loafer in Pecan $325

Cole Haan Pinch America Loafer in Pecan

No loafer roundup can be complete with a pair of Cole Haan’s. This pair just happens to be made in America by artisans from the great state of Maine. The Pinch America Loafer is part of a limited-edition collection born from the factories that define American shoe making in Maine.

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