Fortunato is 'the fool,' but Montresor is the true jester. He plays with Fortunato's pride and credulity. When he tells him about the Amontillado, he repeats he has doubts about its authenticity but says he will seek Luchesi's advice instead. He hints that things are not always what they seem to be and suggests that Fortunato's discernment may not be as keen as Luchesi's. This only kindles Fortunato's desire to show off his own expertise. So he follows Montresor, who dons his own mask and disguise. Another sign of dissimulation and ruse, but Fortunato stumbles blindly on.
Montresor then mentions Fortunato's cough and the ill effects of the cold and damp: "You are a man to be missed. For me it is no matter." Doesn't he mean here that he is indifferent to Fortunato's imminent fate? When he replies that a mere cold will not kill him, Montresor mutters, "True - true," but Fortunato is interested, rather, in drinking off a bottle of Medoc and ironically makes a toast to the dead in the crypt.
Fortunato's conscience should be pricked when Montresor explains his family's coat of arms, but he is too tipsy to make the connection. Nor does he wonder why he should be carrying a trowel under his cloak which he pro-offers as a "sign" of the masons. "You jest," he utters as he steps back, but insists on going on.
The lines of nitre spreading along the vaults Montresor refers to suggest a spiderweb, and Fortunato, of course, is the prey.
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