still in the rookie phase here, but I think you have to set up dynamic hair...when you move the figure, the hair has to be recalculated. And probably some wind blowing in the direction would help steer it the correct way.

Humankind has not woven the web of life. We are but one thread within it.
Whatever we do to the web, we do to ourselves. All things are bound together.
All things connect......Chief Seattle, 1854