How do I permanently delete files  from Nano?

I manually deleted songs and videos from my Nano because I didn't want them anymore. I even deleted those same files from iTunes when my Nano wasn't connected. But now, whenever I sync my Nano with iTunes, those files end up right back on my iPod. How can I stop those deleted files from being put back into my iPod?
Message was edited by: RoxiArkie

I deleted from the playlist
If you delete them from a playlist it only deletes then from that specific playlist.
Note that Library -> Music is not a playlist. It is the library.
To remove items from iTunes, delete them from the library or *Shift Delete* from a playlist to remove it from that playlist and the library.
It will then also ask to delete from the hard drive (which is not the library), if it is in the iTunes media folder shown in iTunes prefs -> Advanced.

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