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12 of the Best and Boldest Square Toes to Shop

It’s been a rough decade for the much-maligned square toe shoe.

But lately, the sore-spot style is shedding it’s frumpy rat race connotations at the hands of fashion’s key outliers.


Gucci Horsebit-detailed suede sandals, $850; net-a-porter.com

For spring ’17, a number of designers experimented with extremely square shapes that pushed the boundaries of what many consider to be good taste. But the style is gaining traction for those who actually revel in its challenging, uncommon coolness.

At Balenciaga, designer Demna Gvaslia made a point of showing both platform and sloping-heel square toe boots. The former, an update, quickly caught on with the street style set. For the designer’s Vetements label, he’s also shown square toe western boots.

sergio rossi

Sergio Rossi sr1 flat, $795; sergiorossi.com

Milanese accessory brand Sergio Rossi recently underwent a rebrand that centered upon a new squared-off shape. The concept, dubbed SR1, aimed reestablish classic house codes of the brand’s ’90s heyday. It featured the Sabot open-toe mule, sandal (recently worn by Mandy Moore) and flat slipper loafer.

Those weary of the shape are best advised to first try the open-toe versions, such as those by Gucci and Saint Laurent, which are not quite as overtly angular or difficult to pull off.

Click through to see 12 of the best and boldest square toes to shop now.

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