A History of Short Words

From the New York Times Crossword Puzzle

WOO

Thu, 11 Jan '24
Try to see?
Thu, 29 Jun '23
Sweet-talk, maybe
Sat, 29 Apr '23
Court
Thu, 6 Apr '23
Seek favor with
Wed, 11 Jan '23
Pursue romantically
Fri, 2 Sep '22
Romance
Fri, 6 May '22
Court
Sun, 23 Jan '22
Court
Mon, 11 Oct '21
Try to win over romantically
Mon, 1 Mar '21
Ply with chocolates and roses, say
Tue, 29 Dec '20
Sweet-talk and send chocolates, say