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1. Ah, ok. If naive doesn’t have a negative connotation, I understand. In that case it sounds like for him, teasing is fun, so it’s probably really hard for him to understand how it can be hurtful to you. That’s probably the talk you need to have. Try to find some time in his past where he was bullied, laughed at or made fun of. Tell him that’s how teasing feels to you because it’s never felt safe to you. That whenever anyone “joked around” it was always to hurt you, or done with no thought to your feelings. So if he wants you to be into it, you need him to be patience and only do very light teasing that he warns you about in advance and makes it very obvious he’s teasing and he gives you complete control to end it if you feel uncomfortable. Also to get into teasing, it helps to first practice being silly together. Use weird voices, make strange sounds, act like little kids, and try to make each other laugh by acting odd or unusual. If you can trust each other enough to act silly and laugh with each other (not at each other) it can help build enough trust to start teasing each other more and laugh with each other that way too. And keep in mind it’s playful teasing when both people are laughing. Anyone that teases and laughs when you’re not laughing, that’s being insensitive if not a bully. Only bully’s keep teasing when the other person isn’t enjoying it.

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2. Yes that sounds final and like yall have had a lot of issues over the years. And probably do need to do some self work to get yourself into a healthy place

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