This game is the best. I just got finished with Diego's route, and now I don't want to play anymore of it because I truly don't want to upset him.
Even if he doesn't get upset, I still don't want to.
I have the same struggle as you. Whenever a old friend of mc or something like that appears in vns, i just can't make up my mind to not choose him/her. like diego / mikko from dawn chorus / shoichi from tennis ace. Especially when i play other characters' route , making some progress, then the "old friend" character find out and say "it's okay, even though i know you and secretly like you for so long, it's up to you to decide who you really like" . and i just die from guilt