It’s not often that men’s footwear manages to strike just the right balance between “Hey, let’s hang out” and “Hey, take me seriously.” So when we got a load of the new Vivobarefoot Drake, with its moccasin-esque styling, black-suede sophistication, and easy-to-wear barefoot-trainer comfort, we were, to put it mildly, pleased.

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Not all that surprised, though: For the past decade, Vivobarefoot has crafted superflexible, minimalist shoes with no-puncture soles, zero drop (read: no heel elevation), and anatomically correct widths that most guys can wear most anywhere.

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The Drake works particularly well with both dressed-up and dressed-down jeans or chinos and won’t feel out of place whether you’re traipsing through the woods on a fall weekend or finishing off a jeans-blazer look the day you ask the boss for a raise.

$150, vivobarefoot.com