Help! My iPod nano refuses to play songs, won't show album pictures, etc.

I'm not sure what I did or how I did it, as I just got my iPod nano for Christmas and am fairly new to this new technology bit, but whenever I go from Music, to Songs, or try to play a particular song in general, it won't, it just goes on and on and won't stop or play any song, except for the two I just recently updated, and it won't display the album pictures, or only will sometimes, of this one band. I'm sorry if that sounded confusing - it's the only way I know how to explain it: I press play, and it just goes on it own free will through the songs like it's shuffling, will only show little white boxes where the album pictures should be, and when it reaches the last song just goes back to the menu area. All of this disincludes the two songs I updated after I discovered this problem, thinking maybe somehow that would work - they play fine.
It's very frustrating, because I have no clue what's going on or what to do about it. I went through the entire troubleshooting page, and nothing seems to describe my unusual problem. I tried resetting it, by 'toggling' the hold button, then holding the menu and select button until the apple logo appears on the screen. Please, please, help me.

Hi,
Welcome to Apple Discussions
Ok, if resetting it hasn't worked you could try a restore:
Restoring iPod to factory settings
I see you're on Windows 98 - according to the Tech Spec that is not supported:
Windows system requirements
* PC with USB port or card (USB 2.0 recommended)
* Windows 2000 with Service Pack 4 or later, or Windows XP Home or Professional with Service Pack 2 or later
http://www.apple.com/ipodnano/specs.html
As you're new to this technology then the iPod 101 might be helpful:
http://www.apple.com/support/ipod101/
Regards
Colin R.

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