So what to do when the man in your life decides to make a mid career change from attorney to high school history teacher? My reaction (of course) was to start researching the perfect bag for the new career, since the leather Kenneth Cole bag (similar) I got him for his old career seemed a little too formal and heavy. I was on the hunt for something more casual. A durable light weight canvas messenger bag, preferably with a hunting/preppy twist.

My favorite was the LL Bean Sea-Washed Canvas Messenger Bag in olive. I liked the idea of “sea-washed” right off the bat, even though honestly I have no idea what that means. The zippered pocket on the front would be perfect for a subway pass, a side pocket for phone, and and organized interior for notebooks and school supplies.

His favorite (and the one we will be ordering) is the JCrew Abingdon Laptop Bag in slate grey. Size is good and handles at the top so it can be carried both ways. I like the black leather contrasted with the grey waxed canvas. The canvas makes this bag casual, but the briefcase-like shape keeps it crisp and structured.

Here are some other ideas I can up with on Pinterest when brainstorming bags for men. What are your favorite men’s bags? Any other brands I should be checking out?