Your Mama Dresses You Funny!
I really don't have a problem with the hats themselves, it's just that they should have been knitted several sizes larger. That would mean less excess meat escaping around the sides.
It's quite possible certain tribes in the 1940's practiced the shaping of young childrens' soft skulls into more pleasing shapes, creating masses of adults with perfectly round, abnormally tiny heads. These adults then became corpororate yes-men, or ad execs who write radio jingles. Maybe even insurance salesmen. Brrrrr!
I've decided that the next photo in this sequence has these little guys 30 years later in grubby clown suits posing for mugshots, with a news reporter's voiceover: "They pretty much kept to themselves."
Read into that what you will.
The Complete Book of Knitting (c)1947