I'm planning a trip which I imagine I can spend 1 month on, going with one friend...

http://home.comcast.net/~bskane/tripr.jpg

thats a picture of the general route I planned out..
How long would we be able to spend in each state going site seeing? Any better ideas on where to go/better routes, I really wanted to hit Montana and Texas, and some desert roads...but besides that I'm open to other ideas.
Listed on top are the states we would hit in the order of them getting "hit" :)
Thanks