Rook, is he an earnest man, who wants to do well as a teacher, but is in over his head after switching his job becase of a midlife crisis? Or is he just a creep to begin with?
Arianna, a poor misguided, but hopelessly romantic girl who honestly doesn't see how her behavior can be seen as a Fille Fatale? Or is she a Fille Fatale and is fully aware of it?
Kendall, an awesome person who doesn't let herself get trolled, only to troll people back? Or obnoxious, because of those exact reasons?
Nolan. Is he a put-upon boyfriend, dealing with his recently-discovered bisexuality? Or honestly a friendless douchebag, who is using Akira as means of having a friend by his side?
Taylor. Manipulative bitch who cares about no-one's feelings but her own and feels no remorse for her actions? Or a simple, misunderstood teen who honestly doesn't understand how hurtful her actions are or why she's losing her friends?
Captain Obvious Reveal: In-Universe, Akira coming out is treated like this. Everyone knew it for years and figured he knew himself already. The fact that he didn't know is treated as the real surprise.
It's plausible enough that John only has one class of eight students considering it is a ridiculously expensive private school. But where are the other teachers? John never interacts with them and the kids never talk about their other classes, or for that matter to or about other students. Frankly, it is extremely unsettling.
In regards to the monitoring of the students' AmieConnect posts, why does the school tell Rook to be discreet, if the entire studentbody knows this is going on and they obviously don't care?
The fact that the Shinigami will have the same last name as your character from Digital: A Love Story. If you played the second,... well first, and then play this it can scare the crap out of you as a character has the same name as you or your pen name.
Squick: If you decide to have a romantic relationship at the start... it can be very squicky especially since the first CG is of the two of them making-out in the rain. The most you're gonna see is tits though.
Values Dissonance: In-Universe, Rook's reaction to the revelation that the students and their parents know that the school is monitoring the students' social network AmieConnect and they don't seem to care. Emphasized more, when Rook talks about 'invading privacy' and similar... and his students have no idea what the word 'privacy' even means anymore.
WTH, Costuming Department?: Akira dons a neon-green, longsleeved shirt underneath his schooluniform one. And a neon-pink t-shirt at other times. Seriously, Akira. What?