Ipod keeps asking me to restore over and over after updating ITunes

I opened ITunes to add some new songs, and it told me to update the latest version of ITunes, which I did, and then it told me my IPod was corrupted, and I should restore it, which I did, and now I am in that loop where it keeps telling me to restore the software. I cannot get the songs back onto my IPod. I even tried the part of changing the drive letter, and that still didn't solve my problem.
After the restore, the IPod looks okay, but whenever I plug it in to upload the songs, I get that restore error again. I see this problem over and over again, so it appears as though others are having the same problem. Can anybody help?

Can't help remembering those infamous Apple commercials where the PC guy is ridiculed. Anyway, I'll give the same model 5G/30GB one more chance. The one I got was white; maybe the blacks are better.
The fact is, these devices are indeed jammed with sensitive technology. An actual spinning hard disk that doesn't do well under vibrations or shocks, and the extra battery juice it needs are not to be ignored. I never understood why anybody would want to watch moving images on a 2-in screen to begin with. I tried to no avail to convince my son to go for iPod Nano thinking it'd be more stable with its flash memory technology (I assume that's what Nanos have). The price difference didn't make sense, and I gave in. But now, I sort of think maybe it does. Anybody with experience to put in a good word for Nano as opposed to 5G Video?

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    Troubleshoot your USB connection. If the issue persists, out-of-date or incorrectly configured third-party security software may be causing this issue. Please follow Troubleshooting security software issues. .
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