I used Winamp for years, until I gave Windows Media Player (8 if I remember well) a good try because I enjoyed the media library capacities which Winamp didn't have at the moment..
I had to switch back to Winamp due to problems with my former computer, the latest version was not so bad, but I had an "empty feeling" using it.. when I upgraded my computer I got back to Windows Media Player 9, not perfect, but does the job.
However, I just switched to Windows Media Player 10, I must say I'm really happy they FINALLY added 2 features I wanted for YEARS in a media player (Winamp had one, I guess you could find a plugin for the other one)... cross-fading and volume "normalizing"...
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A Microsoft product everybody can love at last! This one is trully well done, a much better interface than previous versions. Now all I need to do is to find a way to backup the damned media library for the next time I reinstall Windows 