Age-old problem of music not playing..

Ok, so I did the factory restore, but something is weird with my authorization. some music that i recently purchased gets skipped over on my ipod but plays just fine in itunes, and some music that i imported from my dad's library used to work just fine on my ipod, but all of a sudden its skipping too, and i dont get that message thingy when i click to play each song about authorizing it. whats wrong??

Have you seen this?
iPod doesn't play purchased content from the iTunes Store
-Kylene

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