Check out Bagaboo and Chrome, they started out as messenger bags that were designed to be sturdy enough to hold up to that kind of abuse. They don't seem to have many of the outside pockets as you might like, but they usually are equipped with good insides. I've had my chrome messenger bag for, I don't know, probably 15 years and it's still good (with medium use, I'm not a messenger). The bagaboo I got more recently, so I've only had it a couple years, but it seems to be built even stronger. I believe they are all waterproof, but I haven't read every single bag's specs. It started with a messenger in Budapest personally making them from his experience on the streets, I'd assume they have grown now and he isn't the only person making them. You can add the basic model or scroll down and click on extras to customize colors, add random enhancements, embroider logos, etc. Also lifetime guarantee on some parts (I didn't read it). The matching laptop sleeve I got is also built like a truck.