After picking up some burgers and biking home with them for some reason my Timbuk2 bag became comfortable. I think it had something to with the food acting like a hot pad for my back... Then the shake in the bottle holder (bad idea, I know -.-) had a crack and spilt everywhere.
I ended up standing on the side of the path looking like a total freak just standing there drinking a shake while my bike lay against a bush.