trouble importing a cd from iTunes to iPod

I've loaded two cd's into my iTunes as I normally do. When I tried to drag to the iPod, the playlist and songs were all listed, however, none of the songs would play. I deleted from iPod and reimported, now only a couple songs will play (via the iPod), although all songs are still listed.

I've tried this on my desktop and my laptop with the same 2 CD's and the same thing happens? Is this an update issue? I recently updated both iTunes and the iPod.
Help!
Thanks,
Shawn Degenhart