I love bags. I love them so much that at one point I had an entire 2nd (small) closet dedicated to them. I've been through a number of no-name brands, and before I found TB bags ended up with an obsession for Timbuk2 and Crumpler bags.
These days, my TB S19 is my EDC, and I'm hopeful that my new PU will be my new camera/day/trip shoulder bag to complement my beloved Western Flyer. When I'm not using TB bags, I stick to the following:
Crumpler Million Dollar Home Camera bags - I have a 4, 2 5s (different colors) and a 6 MDH. Most of the time these days, though, I end up putting the camera in whatever regular bag I'm carrying.
Crumpler Considerable Embarrassment laptop bag - mine is more than a few years old, and comes in a beautiful periwinkle purple with tan interior. It's large enough to hold laptop, snacks, water bottle, essentials, and maybe even my dSLR. (Much as I love my new PU, the CE is probably what I'll take on next week's work trip, with one of the below rolling bags, because the laptop will fit better.)
LL Bean Carryall Rolling Luggage - after a trip with a too-small suitcase on a too-long trip, I sprung for the full set of this from LL Bean: 4 sizes of rollers, plus shoulder bag and toiletry kit, monogrammed, in "plum" which is very close to the TB Aubergine. Thanks to shoulder issues I can't backpack through large airport terminals, so the underseat and "medium" rollers are my go-to bags for most air trips because I can strap a small laptop or shoulder bag on top and just roll my way through the terminal. For longer trips I step up to the Large for a checked bag, but then I have to be careful not to over pack.
Timbuk2 Messenger bags - on the rare occasion I carry a messenger bag (I tend not to, as it aggravates shoulder/back problems these days) I still have a custom Small Classic Messenger, and a beautiful gray waxed canvas Proof messenger (one of my favorite bags ever, but ever-so-slightly too small.)