I'm trying to think of a way to do this. I sort my songs into a variety of playlists corresponding to different 'moods' I might have as I listen to them, and some songs fit for more than one kind of mood (e.g. a jazz song might be 'stylish' and 'emotional', or something to that effect). I also give them star ratings for a general sort of opinion about them.

I want to be able to filter and sort my media library by the moods I want or don't want, as well as by star rating. Anyone have a good way to do something like this? I can't seem to use Winamp's dynamic playlists to generate lists from existing filesystem playlists (e.g. songs in a given .m3u files). Hand-tagging files with Winamp's tag editor is a royal pain. It's trouble enough just giving a star rating and sorting into playlists as is.

If there is there a way to mass tag songs within each playlist with mood words to allow me to create dynamic playlists, I'd be fine (for now). It'd be nice if I could do this via some kind of hotkey for each song, too. I'm looking to see if I can use a macro program or something to do that, though.

Thanks in advance.

P.S: Alternatively, would something like Foobar have functions like this?

Note: Italics are recent edits.