QUOTE(EarlPhotography @ June 6 2008, 02:10 PM)

Ask them what they are into (hobbies), how they would describe their personalities, etc. and that might give you some insight into how to shoot them so that their photos are unique to each of them.
+1 If they like their ipod have them using it or if they play soccer or run or softball. They dont have to be in their outfits or anythings, just an picture of them holding it or something.
http://www.fredegan.com/blog/portraits/ is really good at those kind of pictures finding out who they are and what they like and taking pictures of that.
Sorry about all the links.