Named for and set to the tune of the popular song, "Did You Ever See a Dream Walking?"
The 1930s saw skyscrapers being built on a large scale in the U.S., which is alluded to in this short.
The Hays Production Code was just going into effect in 1934, so Olive's peek-a-boo silhouette, lighted by the full moon, made it past the censors. (Though it's doubtful the Hays Commission would have given much thought to a "stick-figured" cartoon character).
Wimpy, while grilling a hamburger, casually asks a falling Bluto if he has any mustard. Decades later, the famous "Pardon, have you any Grey Poupon" tagline used a similar premise in its adverts.
The details drawn of the city apartment buildings are carefully rendered, down to the rooftop water tanks.