I don't see the point of walking a mile in someone's shoes. You just have to walk a mile back and get your own shoes. So now you've walked two miles, you're back in the very same place, and your feet hurt.
And suppose while you're walking a mile in their shoes, they are walking a mile in yours. Now you're both tired with painful feet and nobody's shoes fit anymore.
To me this is not likely to increase world understanding, despite the potential proliferation of comfort gel inserts.