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I've tried that approach with several people throughout my life, and the response is "I don't care if I'm hurting your feelings." How do I respond to that?

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That's the hard part--following through with whatever consequences you set. If a boundary is a limit of what you will do or tolerate, it is established not only by our words but our actions. That might mean leaving a conversation, refusing to discuss certain topics, or something more. If someone doesn't care if they hurt us, that's fine, but we can still take steps to protect ourselves.