A History of Short Words

From the New York Times Crossword Puzzle

STAIN

Wed, 2 Jul '25
Laundry problem
Sun, 29 Jun '25
Product in the paint department
Sun, 1 Sep '24
Long-lasting lip makeup
Thu, 7 Dec '23
Reputation ruiner
Sun, 9 Apr '23
Deck treatment
Sun, 26 Mar '23
Treat, as wood
Wed, 30 Nov '22
What tomato sauce may do to a shirt
Thu, 14 Jul '22
Tough spot to get out
Wed, 1 Dec '21
Leave a mark on
Fri, 14 May '21
Coffee spot?