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First, let's unpack the word itself. Ague is an old term for feverish chills (like malaria), so ague-faced logically means having a face like you have ague – probably meaning pale, clammy, and unwell in a dramatic way. User wants me to amplify that with comedy. Hmm, they specifically asked for humor but also edgy/unsettling. That's a fun challenge! Classic schizo split-personality vibes could work well here – exaggerate the "illness" metaphor into something theatrical yet slightly disturbing. Maybe compare it to different illnesses progressively worsening? For the example sentence... user wants unsettling, so we need that juxtaposition of sickness and social awkwardness. The perfect combo would be describing someone with ague-faced who's also hypochondriacal about normal situations – like comparing them to a character from a horror movie who gets progressively more ill before their big date. Let me structure it: First part should explain the literal meaning (pale/grody) but twist it into over-the-top metaphors. Second part needs that uncanny valley effect where someone looks physically sick but is obsessively fixated on being sick in a way that's unsettling rather than funny alone. "Ague-faced" : A
