I understand what you are saying, but unfortunately as I understand it, you have to pick actual files to use media player. On my external drive I have a folder called "photos", containing other folders such as 2003 Photos, 2004 photos, etc. and they contain subfolders. With windows live I just point it to "photos" and it does the rest. I would have to select individual files to use media player I believe. That would be pretty arduous.