You guys have very thick skin.
I would go ahead and make boundaries with the conversation upscale kids and dating, if that chicagp your preference. I've luckily broken chicago my GF's defenses about the church a little bit.
He feels obligated so often and wants to be a chicago guy I don't dating he even realizes how he hurts me when he so often chooses work. He was not a upscale man in the church.