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So if 'ragazzo' in earlier times could mean herder ('Hirt' as the text says) that would make '*reguardius' an even better etymon as I would have expectet because of 'guardare'. :) The only thing what I can not explane is that there is no 'u' in 'ragazzo'. Though '-ius' would be a strange ending. I would rather expect '-arius' for such words.
Thomas