A History of Short Words

From the New York Times Crossword Puzzle

CHOO

Fri, 2 Aug '24
Half of a train?
Wed, 30 Aug '23
When repeated, a toy train
Sat, 11 Feb '23
"Ah" follower
Fri, 5 Nov '21
Jimmy of high-end footwear
Sun, 4 Apr '21
Jimmy ___ (luxury shoe brand)