Ipod won't update, says my computer isn't authorized to play my itunes song

I just purchased an album and several individual songs thru itunes. But, when I connected my iPod, it said "updating" then it said something like "unable to update some songs like (song name) because you are not authorized to play them on your computer." I purchased the songs thru iTunes using the same computer, so the message doesn't make any sense. It will update songs I downloaded from a CD, but will not update the songs I just spent $20 purchasing. By the way, this happens for both my shuffle and my nano. I've purchased and update music in the past without problems. This problem just started happening a few weeks ago. I've spent hours and hours running the updater software, etc, but to no avail.
Help!! Has anyone out there experienced this same problem?

Play the songs in iTunes, then update the iPod.

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