Check out Help and its Usability by email@example.com (Anindita Basu). Here is an excerpt:
A verbose version of this wishlist was published in the Jan-Feb 2010 issue of STC India’s newsletter INDUS.
What if my Help was not at all like the Help as we usually see it?
What if every menu option had a tiny Help button with a hovertext that tells me the consequences of a click-through.