Interesting to watch the opening scenes of "W.O.O", the story originally was set at about the turn of the century, contemporary with the time it was written. Gulch's bicycle could be almost any vintage from the late 1890's forward
...BUT, in the opening scenes, there is clearly a tire swing hanging in the yard outside the house.
And not a skinny, white rubber tire from one of the handful of cars on the road at the turn of the century, but a black balloon tire of the type which had only become popular since the mid 1920's onward.
So, I'm thinking that the MOVIE is set at roughly the time it was filmed, 1939.