What should I do/say to get this guy to respect others’ boundaries?

Anonymous

I have a friend named Craig who is obsessed with single people & tries to get them hooked up or married. He has aggravated me to the point where I’ve slowly distanced myself from him. He used to call/text me every day to ask for updates or any hits on dating apps, send me unsolicited articles/advice about dating, & always blamed me if things didn’t workout with someone. I had several conversations with him face-to-face, via phone call, & text saying that I will approach him when I’m ready to talk about dating & not vice versa. He kept violating my boundaries. It took me blocking him on social media for him to get the message.

We even have a mutual friend, Rachel, that he tried to set me up with. It never worked out. Rachel moved out of state a few months ago. Craig told me it was my fault she left & I should’ve done more to keep her here & make her feel at home here. I felt bad about this for a while.

Yesterday, I decided to reach out to Rachel & ask her how her move went. The conversation was going good until she asked me if I still hung out with Craig & his wife. I told her no, mainly because of his pushiness with dating.

Then she opened up about how it was always awkward for her whenever I was around. I asked her if I did anything wrong & if my actions contributed to her leaving, she said no. When Craig & his wife approached her about me, she said she told them that she was depressed. She wanted to move back home to be with her family. She was not in a good mental state to date anyone. Instead of respecting her wishes, Craig continued to set her up with different guys for the remainder of her time here, even with a guy he said he would never set her up with. He also made up a fib that she said that she wished I wouldn’t have given up so easily on her & moved on. He wanted to know what our text/phone conversations are like & blamed me for not chasing her more.

I feel like I need to confront him, but I don’t not how to do it in a way he’ll understand & respect.

What should I do/say to get this guy to respect others’ boundaries?
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