Here is a link to the games walkthrough. You should get most of the achievements using this guide. For the guide use the red colored story.
For the other achievements use the green colored story. At the only point where you have to make a choice save before choosing and run through each story. At the end just reload from the save point and do it for all 5 stories. Pretty easy 1000. Don't have to think or even play...hint(rubber band the R trigger).