Interesting idea! There is no indication of what "My Documents" contains. What do I put in there? What is a "document" anyway? I'm frequently annoyed by files being saved somewhere I don't remember, or into huge folder hierarchies where I troublesomely navigate into. This is just simply stuff a user shouldn't need to think about. Couple your suggestions with a proper realtime search engine like we have with http://www.voidtools.com/ and this could be good.
My Documents is the worst possible solution to "I can't find my files."
First of all, they designate only one part of the visible filesystem as "safe", when it should be the opposite. Everything that's obviously accessible should be safe, and system-critical stuff should require going elsewhere.
Secondly, there is nothing personal about "My Documents". Every program routinely dumps files there that you can't do anything with directly. Game saves are the worst offenders here. They're cryptically named and you can't double click them like every other file.
And then people complain that normal users don't understand files.
