Nano is skipping downloaded songs

I have been downloading songs from iTunes regularly with no problem playing them either on my computer or my nano until my last download earlier this month. My computer still plays all the songs but when I updated my ipod it started just cycling through all the downloaded songs without stopping to play any of them. I tried the 5 R's recommended on this site several times but the songs still just cycle through. They are all listed on my nano but won't play. I thought it was the hardware so my local Apple store exchanged it for me, but the same thing is happening on the new one as well. What am I doing wrong?
HP Pavilion 475c   Windows XP   Running Norton Internet Security software

If it's purchased music, try the following...
Have you played the songs in iTunes for a few seconds? This will authorize them. Now sync your iPod. Do they play?
If not, make sure everything is up to date on your computer and iPod..
iTunes
iPod Updater
Updating iPod's Software
If that doesn't work, in iTunes, go to advanced-->deauthorize computer. Now play the songs in iTunes. It will ask for your account information (from the iTunes Music Store). Enter that. Now play a few purchased songs for a few seconds. Sync your iPod. Do the songs work now?
If they don't, try this "test"...
Deauthorize the computer. (Go to advanced-->deauthorize computer in iTunes)
Create a new user in the system. (Start-->control panel-->user accounts-->create a new account)
Download the free song of the week in the new user account. (First, log out of the current user and log in to the new user account. Then open iTunes and download the free song)
Play the song in that username to authorize it.
Restore the iPod in the New User account, sync just the Free song of the Week and see if it plays on the iPod.
If it plays fine on the iPod when syncing with this user name (after you followed the above instructions), it would indicate a bad iTunes Library File. Post back for instructions on how to fix that.
Now, if it still won't work (you followed the above instructions with the new user account) and the iPod still won't play the songs, then post back.
btabz

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