|a chattering or flighty, light-headed person.|
|an arrangement of five objects, as trees, in a square or rectangle, one at each corner and one in the middle.|
Toward an advantageous position, as in We were hoping to get to windward of the situation. This expression transfers the nautical meaning of the phrase, "move in the direction from which the wind blows," to other kinds of undertaking. Its figurative use dates from the late 1700s.