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I use itunes only out of necessity since I use two ipods (an old beater that stays in the car, and the new one). Winamp is great because there are thousands of community made skins you can use to customize the UI to make it less wtf. Try looking through some of those and see if you find something that makes it more usable for you. That really is the biggest strength of Winamp. WMP is actually pretty alright for music, but the library sometimes gives me headaches trying to add new music files.
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Kiss my white Irish ass.
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