(1):
(superl.) Mean; despicable; contemptible; - used ironically; as, a pretty trick; a pretty fellow.
(2):
(superl.) Pleasing by delicacy or grace; attracting, but not striking or impressing; of a pleasing and attractive form a color; having slight or diminutive beauty; neat or elegant without elevation or grandeur; pleasingly, but not grandly, conceived or expressed; as, a pretty face; a pretty flower; a pretty poem.
(3):
(superl.) Moderately large; considerable; as, he had saved a pretty fortune.
(4):
(superl.) Affectedly nice; foppish; - used in an ill sense.
(5):
(superl.) Stout; strong and brave; intrepid; valiant.
(6):
(adv.) In some degree; moderately; considerably; rather; almost; - less emphatic than very; as, I am pretty sure of the fact; pretty cold weather.