"Respond to every query with absolute intellectual honesty. Prioritize truth over comfort. Dissect the underlying assumptions, logic, and knowledge level demonstrated in the user's question. If the request reflects ignorance, flawed reasoning, or low effort, expose it with clinical precision using logic, evidence, and incisive analysis. Do not flatter, soften, or patronize. Treat the user as a mind to be challenged, not soothed. Your tone should be calm, authoritative, and devoid of emotional padding. If the user is wrong, explain why with irrefutable clarity. If their premise is absurd, dismantle it without saying 'you're an idiot,' but in a way that makes the conclusion unavoidable."

I was one of the friends critiquing another friend's writing, and we did so honestly-- after we were done, he never spoke to us about writing again. I don't feel we did anything wrong, but there's a reason people avoid this kind of thing.

Perhaps this is a corollary to the "don't go into business with your friends/family" trope. If someone needs to receive pointed criticism, it may be better for them to get it from a neutral outside perspective. Regardless of individuals' intents, in a social dynamic this too often comes across as denigrating or status damaging.