On a daily basis, I'm pretty rough on my bags, so I'll buy a workhorse bag once or twice a year. Not expensive, so I can toss it here and there and not worry about it. Also, I really like reaching for things (keys, cell, etc.) without thinking about it, because I know by heart where the appropriate pockets are. I can throw a sandwich or extra hard drive in it and it holds up just fine. My daily routine is just work (it sits in my desk all day), with a stop at the supermarket, or gas station. Weekends or nites out, I will choose an appropriate bag, for the outfit and use. Out to dinner, something like my HH Lorca in a wild color I can't use everyday; and there's always the crossbody hands-free flea market bag, and the lawn concert top-zip god-knows-what-will-get-on-it shoulder bag.