Since there are about forty years between the Twenties and the Sixties, we might have been roaring again in 2000. It’s not hard to guess what went wrong.
History and eras do tend to repeat ever XXX years.
Re fashion...in the early '60s "sack dresses" a la the "flapper" style came in and Rudy Genrich had a LOT of that loose style in the mid '60s with a higher hem, just as the '20s dresses, as the time went on, had higher and higher hems; though NOT as high as movie recreations, of later times, would have you believe.
Men also dressed more flamboyantly and I'm NOT talking about hippie clothes.
And the '20s were a similar recreation of the late 1880s-early 1890s. Which were a newer version of clothes from the late 1830s! It used to be an every 40 or so year cycle.