These paper doll drawings from the Oakland Tribune were drawn for a contest the newspaper ran over the course of 2 or 3 years. The top prize was $1.00.
This first ones are Jacko and Jackoline the Jack O’Lantern Twins. They were drawn by Joseph Valente, age 9, one of the youngest winners I ran across, while searching for these paper dolls.
Oakland Tribune – Nov 3, 1929
The Harvest Girl, drawn by Georgia Thanos, age 15, has several clever vegetable outfits:
Oakland Tribune – Nov 24, 1929
Little Bear was drawn by Virginia Boehrer, age 14:
This next one is for the boys! The artist, Loren Severns, age 15, did not name his paper doll, so you can name it whatever you want.
Oakland Tribune – Oct 6, 1929