Classic wrap? Yes I was thinking of this only today. I'll need to do a new one because I think as it now stands it partly intersects the figure. Which leads to your next point. Its my understanding that no part of the cloth should touch the figure at the zero pose or else you will get errors. Double sided mesh is also not supported. You are correct that you can make adjustments to the sensitivity to collisions but I feel that its essential that the dress not be colliding initially.