Here's how news editors (now they're called "page designers") used to crop feature pictures down to a one-column mug.
The original portrait. Here's hoping the poor AP photographer never saw how it got butchered.
First, rotate the picture so the person's head is "straight."
Now cut it down to one column and paint out the background.
Voila! A Nancy Valentine mug shot. Newspaper design as it was practiced in 1950. (And no, The Times doesn't do this anymore. Thank heavens).