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Maybe it's time to start storing your music files more suitably?
eg. X:\Path\To\Music\Artist\Album\*.mp3
Then you could just have one folder.jpg or cover.jpg file in each individual album folder, and all proper covers will be displayed.
Note that if %album%.jpg (ie. the cover file has the exact same name as the album title) exists in the containing folder, then the correct covers will also be shown.
So, even if all your music is one folder, then the only problem you'll ever come across is the one outlined by jph6t above, where only albums with the exact same title will share the same cover (eg. Greatest Hits).
At a guess, you've got 3 folders, each with a Samantha Fox, Dio and The Allman Brothers Band folder.jpg or cover.jpg file in.
Rename those files to %album%.jpf instead.
Problem solved.
Currently, the only way to get Winamp to download art is to right-click the cover icon and select 'Get Album Art', but you can only do it for one album at a time, not en-masse.
Winamp will save the art as %album%.jpg in the same folder as the album.
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