Blogs are essentially a reverse chronological order publishing tool and you cannot change this order on a free hosted WordPress.com blog. Posts will be posted to your blog in accord with their datestamps at publication. Those datestamps are embedded in the URL of the posts. WordPress by default shows posts in reverse chronological order (newest post on top) on the front page of the blog. For returning visitors, this is very convenient since they can see the latest post without having to page down through page after page of hundreds of posts they have already read.
See here for the option of creating a book-like structure > http://en.support.wordpress.com/write-a-book/ Perhaps that will work for you.
You could use a sticky post as an index page > http://en.support.wordpress.com/posts/post-visibility/#sticky-posts
We organize posts by assigning Categories and/or Tags to them.
Adding Categories via the Categories Module >http://en.support.wordpress.com/posts/categories/#adding-categories-via-the-categories-module
Adding Categories via the Dashboard > http://en.support.wordpress.com/posts/categories/#adding-categories-via-the-dashboard
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