Throughout most of his evil deed against Fortunado, Montresor does not demonstrate any sense of guilt or regret. In fact, he seems to be rather enjoying himself and his diabolical plan. He teases Fortunado along, goading him and very cleverly manipulating the man to go further and further into the catacombs. At one point, when Fortunado is screaming and struggling with the chains, Montresor states,
"The noise lasted for several minutes, during which, that I might hearken to it with the more satisfaction, I ceased my labours and sat down upon the bones."
So not only is he enjoying the screaming, but he sits down to relish it even more.
There is one point however, that Montresor shows a bit of hesitancy. Guilt? Not sure, but hesitancy for certain. Fortunado picks up the pace of his screaming, and Montresor writes,
"For a brief moment I hesitated, I trembled. Unsheathing my rapier, I began to grope with it about the recess"
So, he is a bit worried and startled; he sticks his sword in to try to determine if Fortunado is still standing, or get a sense for what is going on. He hesitates in his plan. However, his hesitation lasted for merely "an instant" before he resumed his work with great satisfaction.
The best indication of guilt is at the end. Fortunado has stopped making noises, and is silent. Montresor writes, "My heart grew sick". The thought of Fortunado dying in there, for a moment, makes him sick. However, he blames it on "the dampness of the catacombs" and hurries away. So, his sick heart does make him feel bad probably, but in denial, he blames it on something else and rushed away. The fact that he is confessing his story at a later date might also indicate that he has felt guilty for it, because he is unburdening himself of the tale.
I hope those thoughts help; good luck!
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