Grab a bag and go! Don't sacrifice comfort for style with the updated and versatile courier bag.

Worn on its own or layered, there's nothing basic about this fashion mainstay. After a start as a workwear staple, it quickly catapulted to Marlon Brando-coolness and recently turned up in a Goop-approved collaboration, proving that this staple is here to stay.

What it is: Double-breasted canvas coat, $45, Old Navy How to wear it: With sweet patch pockets, a wide collar and cute...