Why are flappers so sad? You know the look: Those old Hollywood dames posing with upturned faces and big, watery eyes. Given the amount of boozing, partying, and scandal-making that went down in the roaring twenties, they had plenty to worry about — some more than others. As The Great Gatsby prepares for its final international debuts, the Cut inspects the sad-eyed portraits and hard-knock lives of iconic Hollywood flappers. Some had nothing to be sad about! Others suffered from sex scandals, drug abuse, and the unique misfortune of having a lisp in the age of “talkies.” Check out their Daisy Buchanan sorrow and rags-to-riches lives in the attached slideshow.