What messenger bags do you use?

I know we have a similar thread already, but it seems to be limited to backpacks specifically. I'm currently in the market for a brand new messenger bag or anything similar. Currently, I'm using a nice cheap bag from H&M, but it's not very protective and it's starting to show a lot of wear.

I'm really into this bag from Urban Outfitters, but it's a bit out of my price range. $325 is a bit much and it doesn't really look "$325".


via images.urbanoutfitters.com

Ideally, I'd like to find a black bag. All black is even better. Grey or dark brown accents are okay. Durable, slightly cushioned... all the goodies.

I will be putting my iPad, Macbook Air, cords, cables, external hard drives, and small notebooks in there. It'd be also cool if I can stuff documents in it and not have them get wrinkled.

$100 or less is ideal, so long as it looks great, but I will go as high as $200 for something truly awesome.