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Making the Most of Classic Loafers

Every which way to wear them this fall.

Style Equations
Making the Most of Classic Loafers
Getty Images

By this point, loafers have taken up residence in almost every wardrobe. As is the case with any utilitarian staple, they easily cycle into a stale sequence of monotonous ensembles. The same sweaters with the same pair of jeans—you get the picture. So allow us to refresh your loafer-centric fall outfit rotation. We’ve scoured the internet to find three ensembles that hopefully shake up your approach to the timeless style of footwear. Whether that’s a pair of sheer knee-high socks, a rugby-stripe shirt dress, or gold brocade trousers, we’ve recreated three outfits to refresh your fall take on loafers.

Rugby Dress + Overshirt + Trouser Socks

Photo: Getty Images

As stylist Gabriella Karefa-Johnson proves, it’s fun to lean into the youthful side of loafers’ preppier roots. Try that in the form of a rugby-stripe shirt dress and striped overshirt. She then embraced a more feminine version of heeled loafers with a classic black trouser sock.

Argyle Sweater + Khaki Shorts + Knee-high Socks

Photo: Getty Images

At its essence, this ensemble is made of classics: an argyle sweater, khakis, and socks, but its execution is way more fun. With a cropped sweater, slashed hemline, and sheer knee-highs, it takes the stuffiness out of a "prep school" ensemble and takes on a more exciting energy.

Black Small Ruched Tote

Proenza Schouler
$825

Printed Pants + Black jacket + Bare Ankles

Photo: Getty Images

This ensemble is the perfect way to dip your toe into holiday style. The black velvet jacket and gold brocade trousers offer a sumptuous mix, while the more masculine brown leather loafers add the perfect contrast.

Velvet Blazer

Yali Milano
$962

5930 Glasses

See Eyewear
$339

Le Sac Bag

Bembien
$220
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