IPod not Updating Properly

when i upload a cd onto itunes and it goes into my library, i plug into my ipod and let it connect and hit upload ipod and it acts like it's uploading but when it finishes, i go to my ipod and see if the cd uploaded onto the ipod and it hasnt.
  Windows XP   Video iPod

well I did those steps without it plugged in the first time and nothing happened at all and then I did them the second time with the ipod connected to the computer and it worked. What should I have checked on my preferences for my Ipod then? Currently, "enable disk use" isn't checked.
And something odd just happened when I got out of the preferences window. A box which hasn't popped up before just now came up saying about another library. A couple weeks ago, my friend took my Ipod and hooked it up to her computer to see if she could get her songs from her library onto my Ipod but when a box came up saying something about deleting the curreny songs from my ipod, she cancelled the entire thing. Could that have anything to do with why my ipod wont update now?
Currently in my disk management I see:
just my C drive and that's it

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