Pages we bloggers create are static ie. they do not automatically update and are for content that rarely changes. Only the dynamic Categories pages created by the software when we assign Categories to Posts will automatically update.
The front page of the blog by default will display your posts (not pages) in reverse chronological order, with the most recently published post on top. Though there is only one dynamic page in a blog for posts and we cannot post to more than that one page, we can create the appearance that we have posted to more than one page.
We organize posts by assigning categories to them. You can create a custom menu and add the dynamic automatically updating categories pages created by the software into the custom menu.
Here’s a link to a custom menu walk-through > http://onecoolsitebloggingtips.com/2011/08/11/wordpress-com-custom-menu-walk-through/
There are many common errors, misunderstanding and misconceptions when creating custom menus and you can read about them here > http://wpbtips.wordpress.com/2011/12/19/custom-menus/