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Jan 6, 2015 8:41 AM in response to Ann6479by jason269,Hello, Ann6479.
Thank you for visiting Apple Support Communities.
I understand that you have songs that require repeated authorization to play. The most common cause for this issue would be media present in your library that is purchased with another Apple ID. The article below will walk you through the process of verifying if that is the case or correcting the issue if not.
iTunes repeatedly prompts to authorize computer to play iTunes Store purchases
http://support.apple.com/en-us/HT203160
Cheers,
Jason H.
