Please see my post #32. I have been all through the 'preference' options. I am computer literate (I used to build PC's). It doesn't work for me. Sorry.
As for why I want to play music on my car's CD player, I don't care to drive around wearing headphones. Also, my wife wants to hear the music when she's along. I understand that there may be a unit that can plug an IPod into a car's unit (or so I seem to recall hearing) but I have no intention of throwing any additional cash at something I've already come to consider a bad purchase. Sorry!
I use a 'cassette adapter' that came with a CD player to play my iPod through my truck's stereo system. I have an older 10 gig iPod--still haven't filled it. Along with music I can play foreign language lessons, books on disk, etc. Very handy for me. Sorry it hasn't worked out for you.