De Biblioteca de Mídia no Winamp é cinza (sem arquivos) , você poderia tentar (I sugiro começar com a segunda solução):
Solution 1. Remove main.idx
Most likely the main.idx database file has become corrupted. Delete it and you'll be able to re-add music folders to the Media Library.
- Via Start -> Run (XP) or Start -> Search box (Vista/7), run %appdata%\winamp\plugins\ml.
- Delete main.idx.
- Restart Winamp.
- Import music folders to library.
Solution 2. Run as administrator
- Right-click on the shortcut you use to start Winamp.
- Click Properties.
- Click Advanced....
- Check Run as administrator.