I think you've hit the issue right on the head here. Certain words (I think "pretentious" is one of them - probably "hipocritical", "emo", "elitist" and "pseudo-intellectual" also belong on the list) are almost always used in a negative "I'm not really thinking I'm just hating on this" sort of context.
I wouldn't say that there is anything wrong with the word pretentiouus - but I almost always see it used in the sort of "not examining something with a clear mind" context you describe.
Ooh - we should add "you're a Nazi" to that list, too. Really almost anything that invokes Godwin's Law.







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