I'm not thoroughly familiar with calibre yet myself, but in answer to your question, I don't think so.
You could use some kind of file listing software for Linux/Mac/Windows (which ever OS you're using). But that will only tell you what is available on your computer, not on your reader hardware. Transferring all of the files into calibre will let you get around this last problem.
I'm not aware of the Sony Pocket so cannot answer whether some option, or other piece of software, would be of direct help on it.
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