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Do I need a WinAmp skin? What happens if I try to run WinAmp without a skin?
You do not need a skin in order to run WinAmp. WinAmp works perfectly without a skin - or rather, it works perfectly with the skin which it has by default when you install it. The default skin is reasonably clear and obvious.
However, skin files tend to be small and installing skins is a very simple operation, so you may wish to try a few as an experiment.