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The
Driving
Shoe

When it comes to gentlemanly off-duty footwear, there are few options that can top a driving moccasin. Simple slip-ons with an understated style, they're crafted from soft suede, with a flexible rubber sole  to give drivers a better feel for the pedals. If you've got the scratch, you could spring for a luxe Italian-made pair, but you don't have to own an Aston Martin to pull off driving moccasins. Since you only wear them a few months out of the year, you may want to save your money. These styles here have all the colors and style you're looking for and the craftsmanship is impressive, considering the price. Put that extra cash towards your dream car.

Driving shoes by 1901, $90 and Transcript, $80