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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.»

The New Pool Shoe


Swims has come a long way since their days as galosh-makers. These colorful boat shoes are from their ’12, on display at the Compass Show. The uppers are mesh and the rest is all rubber, so there’s nothing here that won’t survive a dunk or two. If you’re planning an afternoon by the pool, they’re one of the more playful options out there, but you’ll have to wait until February to get your hands on them. In the meantime, here’s a less colorful alternative to tide you over.



As we enter the rainy season, it’s worth considering the options for a well-shod gentleman on a rainy day.

Galoshes, naturally, are out of the question. While it can be quirky and striking on a young enough woman, the solid rubber boot has always been overkill. The naked shoe, on the other hand, is just asking for it.

That’s why we’re glad we ran across Swims, a lightweight slip-on that will cover those crucial bottom three inches of shoe most vulnerable to soaking. Slip a few into the bottom of your briefcase and you may be able to make it through the season with your shoes fully intact.

Swims [via Uncrate]