Please make sure the moment is fictional and is neither an event that occurred in real life nor something gameplay-related. We have a perfectly good Scrappy Mechanic page for the latter.
No ALLCAPS, no bold, and no italics unless it's the title of a work. We are not yelling the DMoSs out loud.
Some New Guy: The "reveal" of Dhaos' true intentions in Tales of Phantasia. Not only does it come completely out of nowhere, but the game seems to expect us to believe that it completely justified him launching a genocidal war against mankind. Protip: No, it doesn't. It actually makes Dhaos less sympathetic, since it makes it appear that Dhaos brought his end on himself by never bothering to explain his actions when he had multiple chances to. The Tales series has many sympathetic villains, but Dhaos does not deserve to be one of them. Wanting to help your own world is no justification for wanting to cause the destruction of another.
Sahgo: Tales of the Abyss, I love you, but I'll never forgive how Anise's betrayal subplot was handled. Let's count the ways; 1) It all begins when Anise was being a spy for Mohs for the sake of her parents. A little retarded (since she should know that the party is more than strong enough to take matters into their own hands), but understandable, since she's just a kid, and a desperate one at that. But it all goes to hell when she's asked to bring Ion to Mohs. She knew that he would get rid of him as soon as he read the Score, and she supposedly freakin' loves him! And yet she carries him to his death. 2) After the party kills Mohs for that, they feel sorry for him. Namdai, you're trying to make us feel sorry for Mohs, that's easier said than done (actually, scratch that; it's not even easy said). 3) After the whole thing, Anise gets no comeuppance whatsoever, particularly egregious since Luke got a much harsher treatment after committing a much more justifiable mistake. And 4) When Anise meets Arietta (another who cared deeply for Ion), she doesn't even bother to tell her of his death, and just kills her. There are no words.
Charleston Man: Unlike Sahgo, I can never love this game, and Arietta's death is the reason why. This would have been the prime moment for Anise to redeem herself. Arietta wants a duel to the death, but Anise could have come clean about everything, she could have told Arietta the truth about Ion and how the supposed love triangle between him and the two girls never really existed. If Arietta attempted suicide like people kept saying she would if she knew the truth, she could either die from it (better her blood be on her own hands than the heroes') or Anise could stop her. It could have been terrific. But no, Anise just fights the duel and kills Arietta, only expressing remorse for about a minute before forgetting about it entirely. Arietta, a sad and misled 16-year old girl, dies a horribly sad death crying out for Ion, and both players and party are supposed to just brush that off even though it could have easily been avoided? No, sorry. Not happening. To me, this was Anise and the game itself crossing the Moral Event Horizon. Fighting and death may be a part of the game, but when it's treated as a superior way to settle things as opposed to talking things out (or hugging them out in Arietta's case, as she needs it) is when it just becomes disgusting and an unpleasant gaming experience.
Phi Sat: Half the series not getting released anywhere but in Japan, and the terrible lack of effort put into Tales Of Destiny's localization. North America could have been treated to something fantastic, but instead they half-assed it and it took another decade for the series to catch on. We also didn't get Tales of Destiny 2 because of it.
alienatedchaos: By the time the party reached the Main Arc's final dungeon in Talesof Graces, I had become disturbed by how little anyone called out the genocide Lambda committed against the Fodrans. The experimentation he suffered was torturous, sure, but there is no universe in which one person's suffering, however grave, justifies the murder of a planet's worth of people.