USA, 1893—the part of a town or city in which prostitution and other commercial sexual activities are concentrated—originally used of Louisville, Kentucky—from the use of a red light as a sign outside a brothel
the 16th of June 1904; also the 16th of June of any year, on which celebrations take place, especially in Ireland, to mark the anniversary of the events in Ulysses (1922), by the Irish author James Joyce—Leopold Bloom is one of the central characters in Ulysses, in which all the action takes place on one day, the 16th of June 1904
‘impressionist’ (1875) from French ‘impressionniste’ (1874)—a painter who was an exponent of ‘impressionism’ (1877), a movement in painting developed in France in the last third of the 19th century—French ‘impressionnisme’ may have been coined in 1858
Australia, 1909—(horseracing) a bet is sure to pay off; (in extended use) something is a very strong probability—from the notion that the punter is so confident of winning the bet that he is prepared to put the whole city of London on a horse to win a brick, i.e., a ten-pound note
USA, 1923—in motorsports: to win a race—refers to ‘checkered flag’, denoting a flag with a black-and-white checkered pattern, displayed to drivers at the end of a race
UK, 1808—to make one’s beliefs or intentions plain—from the former practice of nailing an ensign to the mast of a ship, after damage during battle resulted in the ship’s colours no longer being clearly displayed, which otherwise might have been interpreted as a signal of surrender
a representation of the letter A in scarlet cloth which Hester Prynne is condemned to wear in The Scarlet Letter (1850), by Nathaniel Hawthorne—soon came to be used figuratively in the sense of a stigma, a mark of infamy