* CrazyIsCool: Gabriel Gale helps the police solve crimes committed by madmen due to being just crazy enough to understand the madmen and just sane enough to convey his understanding to the police.
* CreatorWorship: There are Catholic readers of Chesterton, like the Society of Gilbert Keith Chesterton for example, that hold Chesterton in so high a regard that they are attempting to launch a Cause for his canonization.
* HilariousInHindsight: In ''The Everlasting Man'', Chesterton describes Thor of Myth/NorseMythology as more a superhero than a real god, decades before Creator/StanLee and Creator/JackKirby would turn [[ComicBook/TheMightyThor Thor]] into an actual comic-book superhero.
* ValuesDissonance: Chesterton's attitudes on race, gender and nationalities were actually moderate for the early twentieth century, but some (particularly in regards to the Jews) will often strike a sour note for modern readers in the midst of his most enjoyable works. His religious views will strike the reader as either refreshingly forthright or offensively aggressive. His opposition to progressivism, including essentially reactionary approaches to socialist welfare programs (such as government-mandated health insurance), science, and women's suffrage may irritate modern progressives, while his radical disdain for individualism, ''[[http://en.wikipedia.org/wiki/Realpolitik Realpolitik]]'', nationalist expansionism, and capitalism may provoke modern conservatives (except the aforementioned Society of Gilbert Keith Chesterton).
* OneTruePairing: Chesterton once wrote an essay regarding a hypothetical marriage between Don Juan of Austria (no relation to the famous lover of the same name) and Mary Queen of Scots. His focus was not particularly on the "bohemian" details of their romance but on the fittingness of such a pairing and the historical-political implications across time.