ituneswin: Does iTunes support non iPod devices?
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Can I use iTunes and the music store with a device other than an iPod?
Under Windows, the only portable device that is supported by iTunes is the iPod. Currently, no other device will synch with iTunes or is capable of playing the protected AAC files that the iTunes Music Store utilizes.
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If your player is flash based, and shows up in Explorer then you can use drag-and-drop directly from any window in iTunes, but only mp3 files will work.