Baylor Hotner, star of the Dusk films, is a parody of Taylor Lautner, star of the Twilight movies. The real Lautner voiced guest characters in A Terrifying Round with a Menacing Metallic Clown (2005) and Camp Comeoniwannascareya (2005).
During the town meeting Crybaby Clown drags his nails across the chalkboard and gives a short speech. This is a reference to the movie, Jaws.
Matt Lanter, voice of Baylor Hotner, played Edward Sullen in Vampires Suck (2010), another Twilight Saga parody.
The title of this episode is clearly a reference to Jerry Lewis's controversial 1971 film "The Day the Clown Cried." The movie was so controversial it was shelved and to this day has never been seen by the public.