Sync between Mac and iPod includes unwanted songs

I have a second generation iPod with a MacBook Pro. I have updated all my iTunes and System software. I have OS 10.4.11. I have many songs which have the small box unchecked yet still are transferred to my iPod. How do I end up with only the songs checked being transferred?

Okay, this may be a stupid question but, on the Summary page, do you have "Sync only checked items" checked?

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