Itunes will not shuffle songs

I can't shuffle songs in a playlist anymore. I used to be able to do it, then one day it just stopped. I clicked the icon, went to "control-shuffle songs", held down the alt button and clicked the icon, and even hit F5 as stated in the trouble shooting guide. Still no shuffle. Any suggestions? This isn't an idpo issue, its an itunes issue.
5th gen Windows XP

Thank you for posting this problem and solution. I had the same problem and couldn't find much help elsewhere. I tried your solutions and would offer a slight change that made it worked for me.
I completed steps 1 through 6. Then iTunes tried to sync with my ipod shuffle. It wasn't communicating with the ipod so the software was frozen for several minutes. I switched to Device Manager window to "Scan for hardware changes" and the iPod showed up under Storage volumes, but with a yellow circle with an exclamation mark in it. Clicking on the device properties showed that it was not working properly. After iTunes finally gave up trying to synce and reported the "Required disk cannot be found" message I returned to Device Manager and uninstalled the device (ipod). Then I followed the directions in step 7. to "Scan for hardware changes". Windows automatically installed the hardware, but then wanted me to reboot. The first time I pressed "Yes". That was the wrong choice. The second time I pressed "No". Then I followed step 8. and returned to iTunes and the ipod was working again. I deselected "disk use", switched to the content tab and clicked on Autofill and it worked.
Thanks again for your solution.

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