you're welcome!  personally,  i haven't mastered the wind force, so i don't know how to actually make something blow in the wind.  in terms of trains trailing behind, it really matters where you start.  for instance, if you want something to trail behind someone, what you want is to start with the item above the floor (obvious, but bear with me) and then allow enough draping frames  for it to reach the floor before it starts  the simulation.  and in terms of the motion of the figure, you want her to move forward so that she can leave the train behind on the floor.  at least, that's what i've found works.