Harry Bensley and his Unfulfilled Walk Around the World

This first image is somewhat well-known. At least, it often pops up in my searches. But what's the story behind it?



The whole story is here at his Wikipedia page. In short:

He had to walk around the world to fulfill a bet that he lost. It required him to wear an iron mask (a helmet from a suit of armor) to conceal his identity, and he also had to push a perambulator (baby carriage) throughout his travels. He called himself "The Man with the Iron Mask" (inspired by the seventeenth-century Man in the Iron Mask), and the only way he could support himself during his journey was by selling postcards and pamphlets