Error in copying from computer to ipod "not authorized"

I get an error now when copying purchased music to computer to ipod. The error says "you are not authorized to play on this computer" I have latest downloads on both itunes and ipod. I am not sure which ipod this is (it is my son's) It is about 3.5" by 1.5" with rounded sides and a flat top and bottom, unlike any photos i am finding on the apple website).
Thanks for the help. j

See: About Authorization and Deauthorization.

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