Without even looking to confirm, I am guessing that this picture was taken in Henderson, Kentucky. I will check before my final post, but I will not change what I have typed.
What a great picture. This could have been taken in my hometown, Momence, Illinois.
The water tower, electrical lines and railroad tracks were all familiar sights from my childhood days.
Always the little houses that were built next to the tracks, but Momence was lacking something that Henderson had - Bert Willingham sitting next to the tracks.
He certainly looks dressed in his Sunday best. Is he waiting for your mom to go to church? Did they just get home from church and he is resting before going into the house? Was it hot out, and it was cooler outside than inside? Or . . . was there a little spat between your mom and dad and he went outside to cool off?
Whatever it was, this is a great picture. Love the way his hat is tilted, his legs are crossed, and his has that relaxed air about him.
Thanks so much for sharing your dad with us.