If that is what you mean, you have to use iTunes to add any mp3.files onto your iPod. You cannot use Windows Media Player. I'm a Mac user, but most (not all) of the PC users that I know will designate iTunes as their primary media player if they own an iPod. You can choose to open a CD with iTunes in the Windows operating system, then simply import the tracks onto your hard drive through the iTunes application. The tracks will not be labled there will be no "album art" that will appear, you will have to manually add both. I recommend going into iTunes preferences and setting "mp3" as the default file type, iTunes does not play ".wma" files (Windows Media File).

Now on to the DVD, neither Windows Media Player or iTunes will rip DVD's. It merely plays them if you have designated your computer to do so. The easiest program that I have found for ripping DVD's is a program called "Handbrake" which is free. Type "Handbrake" in your browser's search engine and it will usually be the first hit.

Success with Handbrake will depend on a number of things, if your computer is newer, then you should have no problem. I have a strict policy of backing up only what I have paid for and not sharing files with people. But I have all my media on my 160G iPod, it makes carrying guitar education so much easier.