Microsoft thinking my class notes are music is marbles

I realize that I bitch about computer quirks here quite a bit, but some of these things are just so stupid. How on Earth does Windows decide what columns to use in its file window things? It certainly isn't based on the file types contained therein. Below is one of my law school class folders containing Word docs and pdfs, which in Windows World are music files:

I wonder if clicked the "Play All" button it would read them to me? If I had a Mac it would. If I had a Mac I wouldn't even have to take notes. They've got apps for that now.