I have medium, large and XL Timbuk2 bags (they were super cheap on Chainlove a few years ago. Here are some photos of the only time I've had to carry enough stuff to use the XL. Check out the banana, the magazine, and the CD on the counter to give you an idea of the scale. I think there were 8 or 9 Priority Mail boxes in that bag. The XL can be overkill.