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Ipod sync to WMP or Real player

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Does anyone know how I can sync my Ipod to WMP 11 beta or to my Real Player? I have thousands of tracks ripped from loaned cd's and bought from stores other then ITunes.I can't afford to pay for all these tracks,(many for a 2nd time).Otherwise it will mean returning my Ipod nano unused. :angry5:.This is the first ipod I've ever owned ,so I'm a real newbie with this technology.Thanks in advance to anyone who tries to help :D

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