J. Crew Montague Leather Satchel
Unless your grandfather had a great sense of style AND managed to carry around an old leather satchel with him, the J. Crew Montague Leather Satchel ($298; Buy Here) is the closest thing you’re going to get to a broken-in leather bag. Styling their version of the satchel on military gear, the satchel is perfect for your laptop, or the manifesto you have been writing in the French Alps.