Ipod downloading problems

I am having major problems with downloading songs on to my Ipod Clasic. My Ipod is a 30gb ipod with video. Ever since I've got this Ipod it will not download. Usually I buy all the songs I want and then when the computer says all the songs are downloaded, I look at my Ipod and none of the songs are on my Ipod. So usually I go back in and check purchases and it still does not do anything at all. I finally got sick of doing it so I stopped for about 3 months. Now I'm back on after it still doesn't work. Please help.
P.S. Also it will not reconize my Ipod in iTunes.

Nope. I don't even see a "authorize computer" from the store menu. When I click on a song to play it takes me to the "album" page with the songs listed and when I click on the song again, it still won't let me play it. It keeps going to the album page. And, it won't ask me to log-in with my user name. It goes right to the I-tunes and my IPod shows on the left side, and my songs are listed. I also received my VISA bill confirmation on e-mail saying I bought my songs. I'm so frustrated with this I'm about ready to return it and go back to the dark ages!! LOL

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