It's like Peter can't focus on any of the good in his life and just pays attention to the dead people around him.
Maybe they're turning Spider-Man into Batman (including the dickishness to his teammates). Spider-Man wishing Gwen had never met him is like Batman telling Superman "You can't be with Lois for her own good."
Eventually, Peter Parker will turn into the guy who only makes jokes because if he didn't, he'd never stop crying.