Chumpy Boots is a nice way of calling someone a chump without doing it. It usually gets a "wha-a-a?" response. People (chumps) who are called "Chumpy Boots" tend to immediately call everyone in their vicinity the name, because they don't know what it is. Hence, the "chumpiness" of the word. A true "chumpy boots" is going to call someone else the name ESPECIALLY if they have no idea what it means.