Tried to use the description box but quickly realized it's only for the title attribute when one rolls over the link.
He's a better idea of what I would like to do. Lets say I had a category named "Friends". Then I would put all of my friends names as subcategories like so:
What I would like to do is have a picture of each friend to the left of their name. Then when you clicked on the parent category of "Friends" you would be see a list of all my friends with their pic next to their name. When you click on the pic or their name you would be taken to all the posts about them.
I know how to do everything except get the image in there.
I know the above example is super corny. It's not actually what I'm doing but it works well for the description. The site will be a database of artists.