Is history taught any more? Spelling isn't.
The "Roaring 20s" were the 1920s, and since I probably need to spell it out: that is the period from 1920 through 1929. It was a decade of prosperity, but also Prohibition, and illegal bars, called "speakeasies" popped up in every major city in the US. People openly flaunted the law and partied long and loud. The stock market soared and even small, unsophisticated investors scored big. Then came the crash. First the party - then the hangover.
Women were given the vote in 1920 and celebrated by getting rid of the fashions that would be modest by Muslim standards and substituted short dresses and skirts exposing more flesh than many men ever saw outside of the marriage bed. It was a wild time hence the nickname "roaring." A standard historical reference is the book "An Era of Excess," by Andrew Sinclair (1962)
There is an idea bouncing around the astrological community that certain eras are ruled by signs. The longest periods are the so called astrological ages. Everyone has heard of "the age of Aquarius" (not the song). But those periods are over 2000 years long.
Shorter periods are ruled over by the Saturn-Jupiter conjunction that takes place roughly every 20 years. The next one is December 2020 and it is called a mutation conjunction. The conjunctions take place in the same element (with one or two aberrations when using the true conjunction as opposed to the mean conjunction, which never changes for the whole period) for some time. The cycles in each element last about 240 years. The next is air. To some the earth conjunction symbolized "structured expansion" (not my phrase) and it's easy to place the age of colonization and the industrial revolution in that context.
However the signs don't rule the 20 year period. The determination of the ruler of the conjunction chart is a complex affair that is not the sort of thing people on YA Horoscopes are interested in. Interestingly, if we cast the conjunction chart for Washington DC (May 2000), it occurs in the 9th house of religion, which has occupied much of our activities since 2001.
These things develop s-l-o-w-l-y, so don't look for a big bang next December. You won't live long enough to see it all play out. Neither will anyone else.