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The Loafers That Perfect the Art of Transitional Dressing

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19.08.2025

The humble loafer is the rare shoe that transcends seasons. It's one of the most underrated footwear staples, and one that is just as suitable for pretty much any time of year—it all depends on how you style the timeless shoe. Still, there's no denying that loafers are especially suitable for those tricky transitional months, when you need to bid adieu to sandals but don't want to break out the boots just yet. So as summer starts to wind down and fall beckons on the horizon, let's put the spotlight back on loafers.

While certain loafer silhouettes have risen and fallen in popularity over the years (ahem, the lug sole), the overall concept is timeless. More elegant than a sneaker yet more comfortable than a ballet flat, the loafer is dependable and classic, but not dated nor frumpy.

Along with traditional styles like drivers and penny loafers, there are also plenty of modern iterations of the shoe. Leather and suede loafers never go out of style, but fresh takes include fabric options like patent leather and dressier velvets. Below, take a look at the best loafers ahead of fall.

Leave it to Brunello Cucinelli to make the oh-so American boat shoe silhouette into a pair of loafers with decidedly Italian flair. The streamlined silhouette, soft suede and the brand's signature monili detailing on the laces adds a feminine edge to the traditionally masculine shoe, while leather lining and a lightweight rubber sole ensure comfort and a touch of practicality.

$1,190, shop now

You can’t talk about loafers without a major shoutout to Tod’s. The Gommino suede shoe is nothing short of iconic, and now comes in a plethora of different materials and colorways. But let's be real here: If you're going with Tod's, keep it classic. These driving loafers come in a camel suede for a plush texture that doesn't skimp on style.

$775, shop now

Lug sole loafers soared in popularity a few years ago, and they’re not going away anytime soon. This classic........

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