Daffy4u,
If you can find someone to help you through the port-fowarding issues, I think it would really be worth it. Calibre on the Kindle simply rocks! I think this is something that really sets the Kindle (with a browser) apart from the nook or Sony (can shop wirelessly, but not visit other sites.) IMO, browsing on the Kindle is not for playing WoW, but for downloading from sites like your personal Calibre library, or mobileread, or manybooks, or feedbooks (did I miss any?)
I maintain my library using my laptop. The library is synced (using Dropbox) to my iMac, which is always on and, therefore, much more useful as a Calibre server than the laptop.
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