I’m an engineer, and I’m good with systems, but I’m naive when it comes to people

I wonder if LW is on the autistic spectrum, possibly undiagnosed.

It sounds like this man knows her well and he is being clear about his wants, but she doesn't listen.

Except LW says he’s occasionally brought up the prospect of us having a baby together. I’ve been very clear: the answer is no. He's not taking that no for an answer.