- Numerous occasions. Lancer's shock and grief at being betrayed, Berserker's final moments with Saber, Saber herself—there are too many to count.
"It seems I've already lost [a bit] to the bugs inside me. I guess I'm not as strong as you..."
- Lancer's betrayal deserves a special mention here. In the previous episode, he'd just proven himself to be probably the most heroic Servant thus far, willingly giving up one of his Noble Phantasms and strengthening a future opponent to stop a kaiju from killing thousands of people who will never know his name. Then in this one, he is finally continuing his most desired fight with an honourable and superiour opponent (on even ground too boot), which was his only real desire in this war. And then Kayneth activates his command spell. What follows is the tragic screaming of a knight who just wanted an honorable battle and probably the best summation of the Grail War—nothing less than hell on earth.
- Kariya Matou's farewell to Sakura after having just been infested by Zouken's insects in an effort to prevent Sakura from having to take part in the Fifth War.
Saber: "I shouldn't have become king."
- Being The Stoic, distant, cruelly practical Magus that he is, you wouldn't think Kiritsugu would be able to inspire this with one sentence. However, his realization that "Ilya weighs less than that Walther [rifle]" and his reaction to this simply convey despair and depression and hopelessness far better than anything else ever could.
- His breakdown in front of Irisviel in the second book is another one.
- The prologue itself, too. Kiritsugu saying "Then, what about her? I... am not fit to hold that child", and crying at the realization that he's going to eventually have to choose between his beloved wife and daughter, and his ideals and his dream, fearing the time that he'll have to sacrifice what he wanted to protect.
- Rider's incredibly blunt and harsh speech to Saber in Episode 11, as he systematically tries to break down her ideals, ending with calling her a little girl. Saber's shaken reaction and her flashbacks to the battlefield, where we see her broken and severely wounded, is definitely a tearjerker.
- On the same topic, Saber after Kiritsugu forces her to destroy the Grail. She returns to the hill of her scene of death, even more emotionally broken and undergoing a severe Heroic B.S.O.D. at the thought of what the rest of her men experienced. She concludes that the fall of her country was all because of her, because she was chosen as the king, and starts crying and and crying and apologizing, over and over again, after deciding that the only way she can repent is to use the grail to erase all her mistakes. All the while, Lancelot speaks of how great of a king he felt she was via an internal monologue as he dies. And the line that closes this scene is heartwrenching.
- Kayneth willingly gives up in the Holy Grail War in order to save Sola-Ui, throwing away his pride and choosing to protect the woman he loves instead. Then they both die.
- Kiritsugu having to kill his mentor and adoptive mother to prevent a zombie outbreak in his backstory.
- What makes this worse, is his reaction. All series long, you've seen this badass guy, who doesn't give a fuck because the end justifies the means. He shot his own father down as a child because he felt that he would continue research on Dead Apostles, and didn't bat an eye. He practically grew up killing people. Then as he shoots down the plane carrying said adoptive mother he completely breaks, falls to his knees, and cries his eyes out. Hearing a grown man, as badass as him, cry like a baby isn't something one can sit through very easily.
- Depending on your timezone, the episode in question aired on Mother's Day for extra despair.
- Remember Tokiomi's list that detailed everything Kiritsugu did to kill his targets? Do you remember that taking down an entire plane was on the list?
- The moments before and after the final battle between Archer and Rider, particularly:
Waver: (Tearing up, his voice breaking even with a smile) You... You are... My king, sire. I will serve you, with devotion. Do me the honor of leading me. (Sobbing) Let me dream, what you dream!
- Rider asking Waver Velvet to be his "retainer," with Waver professing his undying loyalty to Broskander.
- The tense confrontation between Waver and Archer, where Waver stands up to Archer, proclaims his duty to Iskander to live, and earns Archer's respect before being left alone to break down and mourn over his fallen friend with Manly Tears. Doubles as awesome.
- The worst part? This episode aired on the day the real Alexander The Great died.
- One of the last scenes in the fourth novel, Kiritsugu having his methods in saving people deconstructed by Angra Mainyu, which not only reveals how exactly the Grail is planning to grant his wish; it forces Kiritsugu to experience (and in some cases, re-experience) killing everyone he ever loved and cared about. The kicker, though, is when the Grail reveals what Kiritsugu's true, hidden desire is- to live a happy life with Irisviel and Ilya, a wish that he sacrificed to save the world... and then Kiritsugu proceeds to reject the Grail, which involves shooting the hallucination of Ilya in the head and strangling what's more or less an Avenger-possessed Irisviel, and "she" "dies" cursing him. His last words to her before she dies? "I will save the world". His last words to Ilya? "Daddy loves Ilya too... I swear, no matter what happens, that's true..."
- Just look at his face as he strangles Irisviel. He begins shedding Manly Tears as he declares that he "will save the world", which suggests that he probably doesn't even believe in what he's saying anymore.
- And the episode which adapted that scene aired on Father's Day. Another Irony!
- When Kiritsugu shoots the hallucination of Illya between the eyes and she falls over "dead," the Avenger-possessed Irisviel lets out a gut-wrenching, heart-breaking shriek of abject horror and sadness that just tears at you when you hear it. Illusion or not, the screams of a mother who has just watched her child die are nothing if not soul-crushing. Bridget Hoffman's delivery of the scene is incredibly powerful, and leaves you feeling just... Just awful.
- Kiritsugu ordering Saber to destroy the Grail. Saber's scream is just heart-wrenching.
- The 2nd OP song "to the beginning", by Kalafina. To those whose Japanese is not fluent, just read the translated lyrics & you'll know it makes DAMN well sure to remind you that the story will not end well, as much as we want it to...
- In the penultimate episode of the anime, Kariya's death. His body finally gives out from the strain of the worms and he just sort of... falls over. Alone in a dark basement, and no one really cares. The fact that he appears to be smiling makes it even worse.
- The fact that Sakura - the person he fought so hard to save - called him a fool for all that he did makes it worse yet.
- Kiritsugu going through the wreckage of the city desperately trying to find someone - anyone! - that's alive. When Kotomine sees him, he has a broken expression on his face.
- Kotomine Kirei begging Kiritsugu to let Angra Mainyu be born. It comes off as Kotomine's last attempt to reconcile the path he's tried to follow with his own nature, before he embraces it wholeheartedly.
- Not quite a Tearjerker, but Kirei's brief-but-unmistakable reaction when Kiritsugu looks right through him. For someone who rarely responds to anything besides physical pain and schadenfreude, it's telling that he doesn't derive any joy from seeing Emiya Kiritsugu broken.
- Aoi during the epilogue, believing that Tokiomi's still alive and Sakura's still a part of the family.
- Tokiomi, after a heartfelt farewell in which he entrusted Kirei with, essentially, the Tohsaka's future, is murdered by Kirei, who's conspiring with Gilgamesh, and results in his wife suffering brain-damage. The anime precedes it with a Pet the Dog moment with Aoi and Rin, while the light novel has Tokiomi say:
Tokiomi: "To me, you are the best reward, Kotomine Kirei. With this, I can set forth for the final battle with no regrets."The Azoth dagger, which had been a proof of love and trust, slipped between two ribs to pierce Tokiomi’s heart.
- The final conversations in the series, between Emiya Kiritsugu and Emiya Shirou, and the full conversation between Shirley and Kiritsugu from Kerry's childhood.
I want to be a hero.
- Believe it or not, the end of the Einzbern Consultation Room. It had been just Tiger Dojo-like sketches, with Irisviel as the instructor and an amnesiac Taiga as Student Number 0... And then it's revealed they're in the Grail, Taiga is dead, Irisviel was actually corrupted by the Grail all along and is lamenting Kiritsugu having betrayed her by rejecting the Grail's solution, the whole goal of the thing was to get the dead Servants to be consumed, in Lancer and Berserker's death after driving them back to hopelessness, and when Taiga brings back Irisviel's true personality and hope and finds a way to return to life... Iri lets her go with the sign of the "Einzbern Dojo" as a gift, as only Taiga could actually return to life.
Tear Jerker / Fate/Zero
Fate/Zero. As the prequel to Fate/stay night we automatically know that this series would not end well. Here are some of the occasions where this plays out during and after the war.