Transferring Music from iPod to iTunes?

"If you put your iPod into Disk Mode, you can drag all the files to your music folder on your computer, and then let iTunes sort it out. Just make sure you check ""Keep iTunes music folder organized.""

I hope this helps."

"On Windows, you can use iDump to extract songs from the iPod then throw them into iTunes.

This program will allow you transfer your songs from your iPod to a PC, iDump does come wrapped in installer but you can simply drop the .exe in the root directory on your iPod and run it from there.

On OS X there is expod:

expod is a small utility for getting songs off your iPod. iTunes does a fantastic job of copying music onto an iPod, but lacks the ability to go the other way. With expod you can copy any or all of your songs (or videos) off your iPod, using whatever file naming convention you like.

… and podUp, both free as well:

podUp is an application which copies all your music files from your iPod to a folder of your choosing, without having anything to do with iTunes."