ITunes - purchases cannot transfer to iPod because computer is not authoriz

Question

iTunes says my purchases cannot transfer to my iPod because my computer is not authorized to play them.
Yet, after putting my password in to "authorize" the computer the purchases play just fine. Still, they cannot be transfered.
I took screenshots to email them to support, but as always they didn't know how to help me. I wish I could show them here, here is the description at least.
Itunes1. Here you can see that my iTunes is up to
date, the songs have been purchased, and they are
playing, thus showing that the computer IS activated.
Itunes2. Here you can see that my iPod software is up
to date.
Itunes3. Here you can see the error message that I've
been getting, that my computer IS NOT authorized. But
from jpg 1, you can see that it obviously IS
authorized. Now can you see my frustration? Can someone
PLEASE help me fix this problem?
Ryan

Answer 1

additional info:  I looked into similar complaints.  1 suggested that something is wrong with the files.  Delete them off of computer and divice (but they are not on my divice anymore) and then download them again from iTunes purchase history.  Went in to check iTunes purchases to make sure the songs would be there if I did follow these steps.  Well, NONE of them are in my purchase history.....probably the real problem here.  I had an original iPod Nano and then upgraded to my current iTouch.....same computer for both.  Could there have been a problem at the point of switching over to the iTouch?  That doesn't make sence to me because it is through iTunes and it was the same account for both.  I thought I'd be smart and put all the songs in a playlist and burn to a CD and them load them back in that way.....but I was not authorized to burn to a CD....go figure.  Any idease would be great!!