If you're sporty, then you should technically be the saddle shoe's number-one fan.
Why, might you ask? Bet you didn't know that saddles are the grandfather of all athletic shoes. They originated in the early 1900s as a more-supportive option for tennis and squash players. Basically, we owe the conception of "walking on pillows" to these fancy, two-toned oxfords. Not to mention, it's rare to find anything that stays fashionable for more than a century.
We've rounded up some updated takes on the classic saddle shoe. We don't recommend playing squash or tennis in them, but we do suggest dropping your new historical knowledge on anyone who throws a compliment your way.
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BDG Saddle Flatform-Sneaker, $24.99, available at Urban Outfitters.
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Robert Clergerie Roelf, $728, available at The Corner.