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I have the small messenger and I use it a lot when I am traveling. It holds my wallet and other normal purse stuff (palm, cell phone etc) plus a magazine or two for the plane. If that helps you size it.
I like the one with the DZ colors but it is true that going with a plain nylon one will look less dated in a year or two.
Also, for anyone with a nylon Kate I take mine to the dry cleaners all the time and it comes back looking brand new!
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