A History of Short Words

From the New York Times Crossword Puzzle

BORE

Tue, 20 Feb '24
Drill (into)
Sun, 3 Dec '23
Snooze
Tue, 4 Apr '23
Make yawn
Sun, 12 Mar '23
Tedious sort
Sat, 6 Aug '22
Drip
Sun, 27 Jun '21
Make yawn
Sat, 9 Jan '21
Put to sleep