Pulling off his boots to slip on his own “soft shoes,” Halahan sets off to do a little second-story work, not realizing the trouble he’s in for.

Our tester wore 10 different styles over the course of a few weeks to determine the most comfortable dress shoes for men.

After doing some research, I found that occupational therapists, physical therapists, and the American Academy of Pediatrics recommend shoes with soft soles that mimic bare feet for babies who are ...