Please help my iPod get new music

I can't Sync any new songs to my iPod even though it has 2 gigs of free memory. There's only 391 songs on it, a few pics, and 2 apps so i know it can't be full. help.

Have you synced to this computer before?
Do you have the appropriate boxes checked to sync?
Is the music format compatible with the iPod?
Any error messages?

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