When my 3rd roll-aboard broke, I started looking for a bag with a little more style than a generic black cordura rollerboard. I found the Monocle Porter overnight bag in someone’s flickr stream. Porter bags are known for being sturdy, and this version, made exclusively for Monocle, is really good looking.

This bag feels like it will last 20 years and get better looking as it ages - the aesthetic is both simple and sophisticated. Monocle claims the bag was designed to fit underseat in an A320. I’ve never had any trouble carrying it on or fitting in a weeks worth of jeans, hoodies and t-shirts.