Waxwear Computer Bag
His laptop is sleek; his dumpy old nylon computer bag, less so. Upgrade that man-satchel with a chic computer file case from ever-trendy menswear brand Jack Spade. Durable waxwear gets better with age and lends his look a rustic edge, making it less stuffy — and more practical — than the average computer bag. $395 at Jack Spade.