Songs don't show up in Shuffle Mode

Hi! When I select 'Shuffle Songs' from the main menu not all of the songs show up. For instance, I have 540 songs and the top says 530 when playing.
If I manually go to Music->Songs and just pick a song all of them are there.
I have tried resetting the iPod and also reconnecting to iTunes and ejecting from it.
Can someone help me?
  Windows XP  

I figured it out. It was part of what the person above suggested. I did unselect the Skip with Shuffling option, but it didn't stay unselected once disconnected from iTunes. What I had to do was unselect the songs, then play them through iTunes to make the deselection stick.
Thanks to all that replied.

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