1. Really squishy - I don't know if you bring bananas with you, but when I was bungeeing my bag to a rack, my bananas came out with bungee-shaped squish marks. Of course, there's always the banana guard, but instead of shocking my coworkers, I switched to...
2. A Timbuk2 messenger bag, which doesn't slip around at all because it has a cross-strap that holds it in place. My bananas still get squished sometimes, but not always as badly. I think they should make commuter bags with padded banana-shaped pockets. Bananas aside, here's how the Timbuk2 bag works: click this link. I like the waterproofness of it and that I can fit an enormous amount of stuff in the medium-sized bag, but that it feels pretty comfy with just a little stuff, too. It has a bunch of smaller pockets all through the inside. And of course you can custom-build your own with the fabric colors you want, which is pretty hard to beat.
PS - Props on the commuting! Watch out though; it's a seriously addictive activity.




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