let's stick to their meet cute happening at the hospital then! i love that lol, it definitely would have worked because laughter is the quickest way to his heart. i think he's been back in redwood for about 3-4 years so we could say they dated around 3 years ago and maybe for eight months or so? he would have tried really hard but suffers from ptsd that only his therapist really knows about, so he would've done a lot of disappearing in the middle of the night or for a few days without telling her. he would've hated to lose her as a friend too though so if they broke up (either him doing the dumping, her or it was mutual, up to you) he def would have tried to be friends