Phone to Mac is a free to use application with an option to buy, that lets users transfer iPhone, iPod Touch and iPod songs, playlists, videos, tv shows and much more to a Mac and into iTunes. Phone to Mac can rip music from all iPods and iPhones works with or without jail-breaking. If you do not make the $24.95 purchase price you will begin to be limited by only being able to pull off a few tracks at a time and having to sit thorough a 1-minute “You must wait because you are cheap” message every once in awhile, but that’s not a bad trade for something you may only use once in a while.
For you PC users, there is a version for you too (Phone to PC). It’s worth checking out!