Johnson,
PCB border, I normally (I think it must be like) use the mechanical 1. When you generate the gerbers, there is a option to put one of mechanicals layers in all gerbers files. This is used for manufacturers, to be interpreted as PCB border, where the drill machine will cut the PCB. Keep-Out layer, I put 20 mils inside the mechanical 1, so, I know that I can't put any copper near 20mils, and the drill will not cut a copper. And, yes, you must draw it manually.