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The Six Driving Shoes to Consider

  • Kempt Staff


It wouldn’t be Road Trip Week if we didn’t talk about the most important part of your road-worthy wardrobe: the driving shoe.

They come in many forms—some are more loafer-like, some are more moccasin-y—but they’re all united by two things: a buttery-soft leather construction and gummy rubber bottom (marked by a telltale matrix of nubs embedded in a double-thick leather sole).

They’re especially handy on a breezy weekend jaunt, because they’re handsome enough to wear to cocktail hour yet soft enough to loaf around indoors, once you’ve woken up the next morning at your destination. Meaning they’re the only pair of shoes you’ll need to pack if you’re not planning on anything too formal or a round of golf.

Naturally, we’ve rounded up your six best options on the market right now.»

Sting Like a Bee

  • Najib Benouar

We’ve already declared it boots season here on Kempt.

And here’s a late-breaking addition: these boxer boots from Tod’s capsule collection No_Code (inspired by legendary editor Jefferson Hack). They’ve taken the classic shape of boxing boots but cut them in the same buttery-soft leather their driving shoes have become famous for—resulting in the most comfortable-looking boots we’ve seen this side of a sneaker hybrid. Plus the zipper down the back means you won’t even have to spend time lacing them—or fiddling with a shoehorn.