I'll admit it: I was jealous of alll those Winamp users who included their playlists on their weblogs. Sure I could have downloaded Winamp and done the same myself, but I don't like Winamp enough to download it and I certainly don't like it enough to actually use it.
Finally, there is an alternative I can live with. The new Windows Media Player 9 supports the SongWriter plugin. With Windows Media 9 and SongWriter, I can upload "Now Playing" list to my weblog. SongWriter offers an ASP output or a text output that can be automatically uploaded your playlist to your webserver via FTP. You can configure the output to include album art (in two sizes!), artist, album, song, writer, year, etc, etc, etc. The next version will offer a XML export, so that should give us even more flexibility. Visit the SongWriter website for more info and screenshots.
To see my implementation of this gem, check the "NOW PLAYING" section of the link bar over there.