Error mesage when trying to load songs onto ipod, computer is authorized

my husband and I have 2 different user IDs on vista and when I tried to load some songs from our public itunes directory onto his ipod, an error pops up saying this computer is not authorized to play these songs. When I try to authorize the computer in the itunes store it says, computer already authorized but I continue to get the error. I logged out of my account and back in but it still isn't working. Now when I tried to sync my iphone under my user id on the laptop I'm getting the error message that the computer is not authorized so it can't sync my iphone apps. It worked fine a week ago, this is not a new computer.

I have the exact same problem, meaning I have to reinstall a game I bought in iTtunes Store every time I plug in my iPod.
I just tried the signing out, restart, signing in proces, but it didn't work for me.. any other suggestions how to solve this?
I've been experiencing this problem ever since I updated itunes to 8.1, and even now after updated to 8.2 it's still the same..

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