History Anime / FateStayNightHeavensFeel

** Illya is implied to feel this [[spoiler:after learning the truth that Kiritsugu has always loved her and never wanted to abandon her, causing her to feel guilt that she ended up hating her father for nothing and tried to take out her anger on his son, Shirou.]]
** Shirou [[spoiler:feels this HARD after realizing that he was about to stab and kill Sakura in her sleep, in a desperate attempt to put an end to her involuntary rampages as the Shadow. This causes him to cry and reaffirm his conviction to abandon his ideals and become a hero solely for Sakura.]]
* NearVillainVictory: This is clearer in the novels, but [[spoiler:Kotomine has the upper hand in his final fight against a tired Shirou, whose body is now skewered with swords except for his head, but his heart's desctruction 24 hours back stopped him before he can land a deadly hit on Shirou's head.]]

* NightmareSequence: When Shirou eventually realizes the risks Sakura poses [[spoiler:as her role as the Shadow is revealed, he begins dreaming on how [[KillTheOnesYouLove he will have to be the one to kill her]]. This is further compounded by his dream voice mocking him for hesitating, with even [[TheLostLenore Kiritsugu]] and [[OtherMeAnnoysMe Archer]] [[DisappointedInYou dismissively walking past him]]. Finally, he sees [[FutureMeScaresMe a future version of himself]] [[OffWithHisHead executing Sakura]]. Noticeably, [[WhiteHairBlackHeart his hair color is white]] (much like Archer), but his [[SupernaturalGoldEyes gold-tinted eyes]] have remained, in darker hue[[note]][[MythologyGag The only other version of Shirou]] to look like this, [[CallForward unsettlingly enough]], is the [[EvilMeScaresMe darkened EMIYA Alter]] of ''VideoGame/FateGrandOrder''[[/note]].]]

** The Shadow and its "fights" with other Servants. Lancer and Caster learn the hard way that magic is essentially useless against it. Caster charges up a [[spoiler:''miniature sun'' that threatens power outage in the city. It gives Archer and even the magic resistant Saber pause. She fires it at the Shadow... which proceeds to more or less eat the attack using its PowerOfTheVoid.]]

** Saber Alter shows more of the remains of the original Saber's feelings, such as a degree of remaining attachment to Shirou and some genuine empathy towards Dark Sakura that she struggles with, giving a genuine advice to Shirou about the kind of situation Sakura is in, being sensitive towards Rider's comments of Shirou liking her more, and even showing hints of a DeathSeeker by smiling melancholically when Shirou threatens to kill her if he gets in the way.

** Dark Sakura is noticeably more sympathetic than in the visual novel here, compared to the PsychopathicManchild she was in the VN. She's more of a true TragicVillain, displaying much more inner conflict with her actions. She hesitates briefly before attempting to kill Rin, appears somewhat ashamed by Shirou's arrival, and seems genuinely anguished about the suffering she'll have to put him through before trying to consume him. Upon meeting Kirei, Dark Sakura snaps much more quickly when Kirei provokes her and doesn't even compose herself, remaining clearly enraged and emotionally torn, her smile as she crushes Kirei's heart being more of a hollow smile rather than a sadistic one. She also noticeably shows more remorse about killing Zouken and the fact she'll have to kill Rin and actually appears agonized when Saber Alter asks her about Shirou, whereas she explicitly was stated to have asked Saber Alter to kill and bring Shirou to her, indicating here she didn't actually ask much less wish to have Saber Alter kill Shirou.

* BigBad: Zouken Matou upstages Kirei Kotomine and Gilgamesh as the main villain of this route. [[spoiler:He himself is upstaged by Sakura once she succumbs to Aŋra Mainiiu's corruption.]]

* DoesThisRemindYouOfAnything: In her dream about a fairy tale castle, Sakura is surrounded by four pink stuffed animals with rather malicious grins, she then causes them to explode into candy. [[spoiler:We cut back to reality to see that this was taking place in a dark alley and Sakura is in a nightgown]]. This is actually a [[BleachedUnderpants creatively censored]] adaptation of a scene from the original PC version of ''VisualNovel/FateStayNight'' where [[spoiler:four guys mistook her for an intoxicated girl walking alone at night and tried to gang rape her and the Shadow ''[[BloodyHorror messily]]'' killed them when they surrounded her.]]

** Berserker [[spoiler:gets one of his arms slashed off when Shirou maules him with a copy of his own sword.]]