Fortunato said something to Montresor that greatly offended him to the point where Montresor now wants to kill him. This story is told by Montresor 50 years after the fact, so it is likely that he is exaggerrating the extent of Fortunato’s transgressions to make his response to them more understandable.

“Fortunato” ironically translates to “the lucky one” in Latin, but his fate ends up being far from lucky.

This is also a play on the idiom “to add insult to injury.”

Note the syntax here too: It’s “as I best could,” but the more common way of putting this is “as best I could.” By altering the syntax, Poe (or Montresor) perhaps expresses Montresor’s need for self-justification and sense of superiority to Fortunato. He believes he has suffered these injuries better than anyone else could have.

Fortunato has a strong affinity for wine, a trait Montresor intends to use against him in order to get revenge.

“Fortunato” is Italian for “fortunate” or “lucky,” ironic given this character’s fate in the story.

It was customary for the defendant to propose a punishment for himself in Ancient times. Prytaneum was a building in Ancient Greece in which the sacred fire was housed.

Athletes who performed well in the Ancient Olympics or prominent citizens would be invited to eat in the building and tend to the fire. Plato is saying that since he has done more for the city than anyone else he is entitled to the same reward. This defiant counter proposal from Plato would eventually lead to his death.

Kendrick may be referring to Outkast’s Hey Ya,

Now I want to see y'all on your baddest behavior;
Lend me some sugar, I am your neighbor!