I think Jacob is a good guess, especially given he asks for your blessing to pursue your ex (or maybe not ex, I guess, depending on your decisions up to that point). I never gave my blessing, because as a rule I never date a friend's ex, under any circumstances, so it wouldn't make sense to me even in a video game to give him the green light. With that said, I don't know if she still shoots him down if you go ahead and say it's okay or not, or how it plays out later. It sounds like the Gordian knot kind of plot twist one might expect from the man who gave us Acting Lessons.