If you wanted to introduce Edgar Allan Poe to someone for the first time...?

I would recommend the following short stories to perk the readers interest:

The Cask of Amontillado.
The Tell Tale Heart.
The Spectacles.
The Goldbug.
The Man of the Crowd.

Of course, make sure your friend reads The Raven.
 
i would recommend "The Raven" because it's one of his darkest works. the topic of death attracts me deeply.
 
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