Windblown -
Ironically, to look naturally windblown, you need product. Use a (texturizing) on damp hair, followed by a low-hold, matte paste . You do not want the hair to be stiff; you want it to be "brushable." The goal is memory—the hair should remember to fall in that direction, but move freely when touched.
It solves the "sunk cost" feeling of roguelites perfectly. Windblown