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It depends on quite how you want to use them?
Calibre does not recognize specific devices - merely device types. It dynamically recognizes a device type when it is plugged into the PC/Mac. If books are not DRM protected (and thus tied to a particular device) then you can simply plug in any recognized device and send books to it. Only one device can be recognised at a time so to connect a new one you first need to eject the previous one.
The other thing that can be of interest is the "Reading List" plugin available via the plugin part of the forum. It DOES recgnize specific devices and allows you to set up lists of books for a particuar device. This makes putting specific books on a specific device much easier to manage.
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