I think it's referencing the fact that Connor goes out of his way to get Norris and Myriam together. I mean, I ran 300+m, climbed a cliff and got attacked by wolves just to pick flowers for that guy in a Homestead mission. Which means Connor literally risked his life just to help Norris win his girl. That makes 'agreeing that your best friend's uncle is the Pope' seem trivial in comparison.
Re: Perfect Wingman Connor