While the first denim jacket appeared around 1905, it wasn't until 1962 when the Trucker jacket was produced by Levi's and changed men's style forever. Few pieces of a man's wardrobe are as comfortable as they are durable. Not to mention adaptable to nearly everything you pair with it. Wear this slimmed-down version of the classic instead of a blazer with your favorite oxford and textured tie. Pull it over a sweater as your lone defense against the late fall chill. Or layer it under a puffer vest or overcoat for a touch of rugged charm. It comes in a dozen fabrications—from corduroy and sherpa fleece-lined, to Cone Mills denim made in North Carolina and Filson's famed oil-finished tin cloth. But we're partial to this washed version. For a vintage lived-in feel, throw it in a hot wash cycle a few times before wearing.
From $68, at Levi's