Neo, thank you for your reply.
I have created a menu structure
Then went to content category manager and created category "item2" with a coupe of sub menus "Itemsub1" and "Itemsub2" and two articles "article1" and "article2"
Went back to menu manager and assigned "itemsub2" menu to "itemsub2" category hoping that it will display as
Is there anything else I need to do for this to happen automatically as opposed to having assign every article to "Itemsub2" menu?