Ipod won't sync anymore.

I recently was at a friends house, and he had some music on his computer that I wanted on my iPod. I told him I didn't think it was possible to get music onto my iPod without my iTunes, but he proved me wrong and used another mp3 player (not itunes) to put some music onto my iPod using that program.
Anyway, I recently downloaded more music and put it on my iTunes. When I went to sync it to my iPod...iTunes still says "iPod Update is Complete", but the new music will not transfer to my iPod anymore. The only thing that changes is that my playlists get duplicated each time I try to sync.
What's going on? Was it because of what my friend did? How do I fix this?

Try restoring your iPod. Restoring will erase the iPod's hard drive, reload the software and put it back to default settings. Once the restore is complete follow the on screen instructions and it should connect to iTunes and give you a prompt to automatically update your library onto the fresh installation. If you want to update manually or using selected playlists choose no and it will default to manual mode and you can choose whatever setting you like: Restoring iPod to factory settings with iTunes 7

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