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The only messenger bags I ever see around these parts (a college town) are Timbuk2 bags; unless you special-order from Timbuk2 (which puts the price tag way over $100) you won't get a vintage/distressed look. The REI outlet often has them discounted, but because it's an outlet, they're often in strange color combinations. Right now they do have a black Original Commute messenger bag for $69.95 on the website. I've also seen them more heavily discounted on steepandcheap.com.
For the record, I own a Timbuk2 backpack and a purse, and I love both--so much so that my SO is looking at getting a messenger bag from them.
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If I am not better, at least I am different. --Jean-Jacques Rousseau
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