Currently Being ModeratedJun 30, 2012 9:13 PM (in response to johnmfromnorthbranch)
You can't do it (transfer song files from iPod to computer), using iTunes. However, there are third-party methods and utilities that allow transfer of song files from iPod to computer. If you do a search on something like "ipod transfer," you should get some links.
Once the files are on your computer, you can drag and drop the files (or the folder containing the files) onto the iTunes window, to add them to your iTunes library.