I get the message to authorize my computer, but it already is ....

I got a game from itunes today, but when i tried to but it in to my iphone I got the message that this computer is not authorized, but it is! And when I play the music from itunestore I got to log in to authorize the computer, but when I do I get the message that the computer is authorized, but i still cant play the music. I have the itunes 8.0

I'm having the same problem on my new iMac.  First it tells me it's not authorized to play the songs, then when I enter my password, it tells me it's already authorized, but still won't play them.  I tried deleting a song and going to the store to redownload it and got charged for it!  I've got hundreds of songs, so that's not going to be an option.
In addition, I have quite a few songs from a very old Apple ID, one I forgot I even had, I have no idea what the password was and no way to have the system send me a new password because I no longer have access to that email account.
The Mac I just "retired" could play all the songs in my catalog just fine.  This new one won't play the majority of them.
Help!

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