Ernest Alexander Irving Satchel
Best for: Guys who don’t want to look like a Suit-with-a-capital-S but don’t want to look like a schlub, either.
Details: Drop it, throw it, scuff it — the Irving’s waxed canvas and steak-thick bridle leather are begging for scars. It’s deliberately pared down: A laptop sleeve takes up half the interior space, and you’ll find only five other pockets (of indiscriminate purpose). A nice touch: the hefty clip that can lock down the flap and keep prying fingers off your MacBook Pro. [$465; ernestalexander.com]