iPod Forum (click on link) is a worthwhile place for both Windows, Mac & Linux users of iPod to check out. There's a forum, freeware available to help you, etc. Check it out!
ucats it sounds like you need to manually add & remove songs from your iPod.
'Manually Manage Songs & Playlists.' Did you see the
iPod Tutorial I think Lessons 4 & 6 might help you to understand how to overcome your issue.