Thank you for the update Trevor.
In that case, you will simply need to import the music from your computer into the actual iTunes application.
You can import the music by clicking, in the top menubar of iTunes, File > Import Folder
(or Import File), choosing the folder with all of the music, and click Import.
Once you do that, all of that music, will be in your iTunes window as well.
If you still cannot get it going, may I please, start a remote screen sharing session with you so that I can better help you resolve this problem? No extra charge.
I look forward to your next message or your rating below.
To rate me, you can click one of the faces below and click Submit/Ok or click the Accept button.
If you ever wish to work with me in the future, you can ask your new questions and have them sent to me directly at the following page: http://www.justanswer.com/computer/expert-computertechmaster/
Thank you again,