I have this bag. I agree it would be hard to fit a lunch box, depending on the shape. It doesn't handle laptop computers well either. however, it is great for notebooks, papers, newspapers, etc.If you are willing to spend that much money and have the patience to wait a few months while it is produced, speak to the Glasers. They will recommend and build a bag to suit your needs exactly. I agree with althanis. If it isn't perfect you may never use it.