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@clefty
I'd also add a +1 for Mission, although I'm a rucksack person these days - I find it doesn't interfere with boobs and its nicer on my back, I used a chrome messenger for years and was happy with it. Bear in mind that if you get her a big bag she will fill it with crap.
The thing I also like about the mission rucksacks is that they are expandable so if you dont need to carry loads of crap they pack down small and are not heavy when empty, which I found the chrome rucksacks were.