I've always liked the story of "The Face on the Barroom Floor", as painted in 1936 in the Teller House in Central City, CO.

Featured on the Teller House chips, like this one (pic from MOGH / Chip Guide) --

The full story here:
https://en.wikipedia.org/wiki/The_Face_on_the_Barroom_Floor_(painting)

(It was even mentioned by the Three Stooges, per Wikipedia story!)