My description probably painted this type as more assholish than I intended—it’s mostly that they’re willing, even in fairly casual conversation, to really dig into fine points, to play devil’s advocate (maybe without saying that’s what they’re doing), to pursue any little thing that they don’t immediately get or that seems contradictory.

Conversationally, they poke, they prod, they chase. I assume this is from being educated in environments where that was the norm, and my guess that this is a style that starts in certain types of prep school (and is then imparted on the less-elite folks who attend a university with that set) is really just a guess, but there sure does seem to be a lot of correlation between school prestige and that kind of affect, in my experience, whatever the cause.

As mentioned, I have similar tendencies, but the tenacity at and commitment to this way of chatting from several elite-college folks I’ve met has been a bit much even for me—with more exposure I suspect I’d come to like it, but as it is it feels like being squished on a microscope slide, though I don’t exactly think that’s their fault and I don’t think they’re trying to give offense—but I do think the fact that it can put a person a bit off balance is part of why they’ve picked it up, it seems like a habit honed in a certain kind of affably-contentious intellectual environment (again, I’m just guessing at the causes here)