Wait, okay, so that's what I thought originally, maybe I'm just confused about the story?
If you do "Hang up", you go to the scene with your therapist, but if you do "Pay", you go to the scene at the baseball field with the character's girlfriend.
Is this girlfriend a different person? Did paying for the dinner and leaving somehow make the relationship work while hanging up and continuing the date didn't? Am I just being a total dingus and missing something obvious?
Sorry for the billion questions >_<