Hope this will help a little, found my old shawl image tutorial from my hd, still today I use it as basic tutorial. ;) What comes to the draping, you can allways go back to frame 15 and rotate you figure and then rerun the simulation. I do all changes on frame 15. If the clothing dont stay on the figure when you have set the collisions, you maybe need to edit the constrained group.

"I like my species the way it is."