This is a tricky one that I don’t think is possible using standard tags outside of perhaps a really complicated exp:query tag. The problem is due to the data you’d need being spread over several different tables and the current weblog:entries and weblog:category tags not having what we’d need to pull it off.
I’ll take a closer look at it when I get a little more time, but the most likely way this would have to be done is via a plugin of some sort. Perhaps you might want to put a request for one in the plugin area and see if anyone can help you out.