Quotes / So Unfunny, It's Funny

Dimitri: Hahahaha! Oh my. I'm sorry, Alois!
Alois: Wait, you mean, you actually found it funny?
Dimitri: Oh goodness, not at all.
Alois: I see...
Dimitri: But when a joke is unfunny to a certain degree, it somehow comes full circle into hilarity.

— Fire Emblem: Three Houses, Dimitri and Alois' C Support, in reference to a joke Alois told Dimitri

Raymond: It's supposed to be ironic, I think. Like it's so unfunny that it goes full circle and becomes... funny again?
East: Seems inefficient.

— Red vs. Blue: Family Shatters, "Night of the Living Dad"

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