There are numerous shareware programs for $20-$30 that do this, I just did a quick Google search and came up with this page for PC programs
http://www.freedownloadscenter.com/keys/transfer-songs-off-ipod.html
In the "old days" iTunes would see the iPod and immediately start syncing the PC to the iPod, if you had nothing on your PC then the iPod would be wiped. They have fixed this in the last few versions of iTunes, now a prompt will pop up saying its a "different library" with some options. Just make sure you are using the latest iTunes. So plugging in the iPod and then using a shareware program to transfer is the best bet.
Frank
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