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There is no problem with the Calibre database and books being on a removable drive if calibre is already installed on both machines. Simply use the option in Calibre to change the location of the library/metadata files to the portable drive after starting up Calibre.
As to the question as to whether it is possible to avoid installing calibre on machines and running purely from the remvable drive I have no idea - hopefully Kovid or someone else will have a view on this when they come online. Intriguing idea though.
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