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Kobo Touch uses epub format and Kindle Touch uses mobi format. Have you converted the books using calibre to mobi format already? Yes, using a computer you can sideload (drag and drop) the ebooks into the documents folder on the Kindle Touch.
There is a calibre portable program, you could put that and the calibre library both on a thumb drive and use that for managing the books without him having to download the calibre program.
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