Mariasmon has the answer I was looking for. Prudery, who finished third in the 1921 Kentucky Derby, was the last filly to win, place or show in the race until Genuine Risk took the roses in 1980. Madelyn is right, though---Nellie Flag was the last filly to get a piece of the Derby purse until Genuine Risk. Well done, both of you!
I'm Avalyn Hunter, an author, pedigree researcher and longtime racing fan with a particular interest in Thoroughbred mares and their contributions to the history of the breed.