Hmm... I currently have songs from two different iTunes store accounts. I manage this from my iTunes library, not from the iTunes store...
I find a song from one of the accounts, and click on it to play. It asks for the username and password. I input the correct ones for the songs associated account. I repeat with other songs in the account if needed.
It shouldn't matter as long as you have authorized the computer to play the accounts...
Perhaps explain in slightly more detail how you are attempting to authorize the computer? You can have songs from up to five different iTunes store accounts on a single iPod.
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