Dear Amy: One of my friends, “Charles,” has just gotten out of a three-year relationship with his emotionally abusive partner, “Anthony.” Before I understood how abusive Anthony had been, I considered us friends, but I’m no longer comfortable associating with Charles at all. Normally in this kind of situation where someone’s primary friendship is with one person, the friendship just sort of naturally dissolves when they break up, but Anthony thinks of me as his best friend and is likely to continue, unless I say otherwise. I don’t want to recreationally hurt his feelings by telling him I’m not comfortable with him anymore (he has severe depression and given that he’s lost his relationship, losing a friendship on top of that could easily push him into a dangerous mental state), but he’s unlikely to stop thinking we’re friends unless I tell him outright. We have never talked very much, so simply not talking to him anymore would be unlikely to send the message. Letting him think that I still value our friendship, even though I now actively dislike him seems a lot like the friendship version of leading someone on, but I don’t have the first idea how to go about telling him.

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