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If you bought all the music from iTunes store, once you plug in your iPod to
computer, iTunes will ask you 'transfer purchases' or not. And then you can copy
the purchased music from your iPod to iTunes.
This way is not work for the CD ripped music and website download music. But
you can follow this step by step guide to transfer all the music from iPod to
iTunes, including the non-purchases songs. It's easy to understand and works
pretty well for my iPod. http://www.ipod-transfer-copy.com/how-to-transfer-music-from-ipod-to-computer-itunes.html
Hey! There are some other iPod Transfer tools which can transfer music between iPod and PC, iPod and iTunes freely. I am now using this Wondershare iPod Transfer which is very easy-to-use. Now I can transfer music between iPod and PC, iPod and iTunes easily. You can have a free try of it.
Hope that will be of help to you.
Why not try the Wondershare iPhone Transfer? I've try this soft and I recommend it to you cause I feel it's good perfect. With its iTunes UI, it can convert and transfer the music&videos to your iPhone&iPod easily, transfer the music&videos back to the iTunes from your iPhone&iPod perfectly.
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