The Americana-inspired jean jacket is simply one of those classic staples that will always hold timeless appeal. Just like a khaki trench or a pair of penny loafers, it’s an essential style item that seems to find a secure spot in our wardrobes year after year (even if it spends a little time in-between hanging in the back of your closet).
Despite the many tempting versions and inventive iterations of reworked denim pieces, like cinched jackets, full skirts, and even shoes, we can’t forget the power of the jean jacket in its most original form. There’s something to be said for the iconic button front with two front chest pockets and cuffs, and its wonderfully worn-in feel. For those who may keep their blue jean babies tucked away, whether you’re unsure how to wear one or stumped on figuring out what to wear with it, thanks to five street style aficionados, here are a handful of no-fail, classic, denim jacket outfits to inspire and get you started.