I assume
@Mike Serpa meant which offense was the worst to you personally and most warranted expulsion from West Point.
I think it comes down to which type of behavior someone finds most objectionable in a soldier. I chose Edgar Allen Poe as neglecting your duties shows a disregard for the importance of being a cadet and a future soldier. Though a close second was James Whistler for discipline issues since military life is all about discipline and if you can't master it being a soldier is not for you.