Album Covers Disappearing When Syncing

Recently I purchased a new Ipod Touch G4 & noticed something strange that hadn't occured with any of my previous Ipods (which are still in use & do not display this same issue).
Basically, I have 3-4 computers/laptops I typically use with my Ipod: when transferring music from one computer, any album covers that were synced from my laptop, etc disappear from the tracks.  When I transfer again from that laptop, the covers appear again but those that were added from the other computer, disappear.  This is quite annoying to be honest! 
I've tried looking through the settings but I can't figure out what the issue is.  My ipod isn't set up to auto sync anything so it's a little confusing.  Could it possibly be the difference of OS?  (One laptop has Vista, my computer Windows 7, etc.)
Any help would completely be appreciated!

Anybody?

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