Bittersweet Ending: Lots of people die and nobody gets the Grail, like in canon. But Shinji finally seems to have finally found some happiness, Waver begins to lead a Team Dai-Gurren at the Clock Tower, Kiritsugu stills gets to save Shirou, Zouken gets killed, and Maiya gets to live.
Thanks to Zouken getting killed, Sakura's lived a happier life and thinks that Kariya killed Zouken from beyond the grave, when it was Deadpool that killed Zouken, and then left again.
Beam-O-War: Saber's Excalibur vs Vash's Angel Arm at the docks.
Casanova Wannabe: Archer has the habit to hit on every adult female character he meets, including Maiya, Irisviel, and even Saber (though it required him to be drunk for the latter). He usually gets rejected (though Iri did blush).
Cerebus Syndrome: The fic takes a very dark turn with the death of Caster at the hands of Berserker in chapter eleven. Not that Caster and Uryuudidn't deserve it, but their deaths do begin the darkening of the plot.
Even Evil Has Standards: Caster/Sasuke is utterly disgusted by his master, and complains in his mind about needing to protect and even help him to get more energy instead of killing him just then and there.
Berserker/ Grimmjow, an Ax-Crazy murderer, is quite disturbed by what Zouken is doing to Sakura...
Deadpool himself, comments on how cold it was for Kirei to kill Irisviel like he did, which may be the reason that he became The Starscream as listed below.
Nah, his betrayal was done because the author ordered it as a part of a Batman Gambit.
Face Death with Dignity: All Servants that passed on save for Saber really. Berserker in particular, despite losing epically to Rider, was at least content he went down fighting instead of being backstabbed.
Soon after that Rider himself gets killed. His final words to Waver parallel his final speech to Simon, including, "Later, buddy."
Fanservice: at one point, Maiya attempt to ambush Archer, only to fail to even get his attention, since he is only concerned with the fact she wrecked his doughnut. Eventually, while leaving, he mentions he could have groped her at least five times during the whole conversation. Then immediatly proceed to do so by opening her shirt without her even noticing, then squeezing her breast exactly five times.
Hilarity Ensues: Much of the first half of the story is simply comedy from the Servants interacting with their Masters.
I Let You Win/I Die Free: Vash has defeated Saber, but because Kotomine tries to force him to betray his code he asks her to kill him before he does so and resists having two command seals on this order. After she deals the final blow, Vash dies with peace of mind.
It's All My Fault: Lancer, both in his backstory and when Kayneth dies. Ironically, it isn't true for the latter; Sola-Ui killed Kayneth when he could have been saved.
The Juggernaut: Berserker, full stop, to the point were he's considered an in-universe Game Breaker. Archer and Saber can't hurt him. He shrugs off Caster's Amaterasu like it's nothing and punches through his Susano'o like it's made of cardboard. The only thing stopping him from slaughtering everyone but Rider is because Kariya is his Master. Even then it took all of Team Dai-Gurren and a Giga Drill Breaker to take him down.
Knight of Cerebus: In the first half of the story, Caster and Uryuu were the main source of drama and nothing about their actions were Played for Laughs; all of their murders were played dead straight and whenever they showed up, the laughs stopped. Ironically, their deaths is what started the fic's Cerebus Syndrome.
Loophole Abuse: Kirei, unable to handle Deadpool's mouth, uses a Command Seal to make him never open his mouth again. Deadpool gets around this by ripping off his mouth and growing a new one.
Pet the Dog: Berserker's entire relationship with Kariya is one gigantic Pet the Dog. Berserker begins to actually care for him and goes out of his way to help him. In the end he uses Kariya and Sakura to motivate himself during his final battle with Rider.
Kirei and Wade killing Zouken and saving Sakura could also count. Although the author might have ordered them to do it.
Rage Against the Author: Kotomine once he realizes he's a fictional character doomed to a life of misery because he's the villain.
"The Reason You Suck" Speech: Kamina gives one to Saber, stating that by not making her followers understand her dreams and ambitions so that they could continue without her, he does not consider her a leader or a hero.
Sanity Slippage: Kotomine. Though to be fair, having Deadpool as a Servant and exposing him to the Fourth Wall can do that to a guy.
Shout-Out: Tons and tons from Assassin and eventually Kotomine.
Spared by the Adaptation: Sola-Ui lives as well as her servant Lancer. Sakura is spared from having the destroyed Grail embedded in her. Maiya lives to help Kiritsugu raise Shirou. And Aoi never becomes a vegetable.
Villainous Breakdown: Kirei has one when, during his duel with Kiritsugu, things start going out of control for him and he starts to realize the Author had Out-Gambitted him. It's at this point that he stops acting confident and humoristic, and outright try to kill Kiritsugu with an insane look on his face.
Villainous Friendship: Kirei and Deadpool are a clear-cut Type I. After Kirei breaks the Fourth Wall and he and Deadpool form a Big Bad Duumvirate, they become very good friends. They get along very well and act rather normal when not being evil or following the author's orders. They're practically BFF's. They watch Golden Girls together, fanboy Bea Arthur, make tons of Shout Outs, mourn Heath Ledger's death, are also fans of Batman, practice their Evil Laughs together, and make fun of the author's rather flimsy excuses to hide the existence of magecraft.
What The Hell, Saber?: Kamina, Vash, and even Shinji think that what Saber wants is stupid, because what they want wouldn't cause a massive time paradox and at the same time make their Masters' wishes meaningless.
The Worf Effect: Saber constantly gets this treatment. Though it's justified, considering her competition and her lack of versatility compared to the other Servants, it's still rather egregious. She only killed Archerbecause he threw the fight.
Worf Had The Flu: The only reason why Lancer/ Shinji was able to kill Rider/Kamina was because he was heavily wounded after fighting Berserker. Even then, Rider managed to destroy Unit-01 before he died.
Archer vs Saber as well. Archer had won the fight. But then let Saber kill himbecause of his code and because he didn't want to be controlled by Kirei.
Bash Brothers: Shinji and Rei have very similar abilities as Servants, but Shinji has better stats and Personal Skills while Rei has better Noble Phantasms, mainly, she has three extra lives and the ability to summon Zeruel. Even more so when Rei is from the Rebuild of Evangelion continuity and Shinji is from the original series.
Curb-Stomp Battle: Assassin's battle against Saber and Shinji was basically a dragged-out execution with Assassin as the executioner. Berserker dished out one to all Servants except Rider.
Deconstruction: The prequel and this story can be considered a deconstruction of fictional characters being introduced into the Nasuverse and breaking the Fourth Wall. Kirei goes insane with the information he is not real, many people still die despite heroic character being around, and while some things have improved horrible events still occur. Not to mention even the Servants suffer throughout the course of the stories, Shinji being a prime example because despite living a happier life he's still riddled with guilt towards causing Third Impact Angra Mainyu constantly reminding him through Nightmare Fuel level dreams do not help his sanity.
The Dreaded: Lancer has recently become this to everyone but Rider. While she herself is actually a rather sub-par Servant, her ability to transform into Zeruel will cause both Berserker and Avenger to retreat without question.
"I-Is there a level any of you will not sink to? Kidnapping, hidden agendas, back-stabbing... DO ANY OF YOU HAVE ANY SHAME!? I won't… I won't forgive any of you for this! All of you are selfish monsters, fighting for your own reasons and not for others! You only reach for the Grail for your own selfish desires, hoping to achieve something to bring peace towards yourself and not for others! You denied me from protecting my Guild… my family…! I-I hope that the Grail is cursed! That your wish will ruin you! YOU WILL REMEMBER FAIRY TAIL WHEN YOUR LIVES FALL TO RUIN!"
Dynamic Entry: Waver and Rider make their entrance into the War by crushing Berserker with a giant drill.
Fallen Hero: Avenger, a.k.a. EMIYA, even more than his canon counterpart. While EMIYA was very twisted, he could still be called a hero, albeit a Tragic Hero. This version is perfectly willing to kill Illya his counterpart's Morality Pet. Justified reaction because this EMIYA's Morality Pet is not Illya, but Sakura.
False Reassurance/Exact Words: Kirei, in his natural element. He tells Caster/Erza that someone made a replica of one of her swords, used it to kill Shinji Matou, making Shirou and Sakura come after her, that the culprit did so to finally have an excuse to take out a Servant, and that the culprit was none other than Assassin himself. She assumes he was talking about Sakura's Assassin. He's really talking about Deadpool.
Genre Blind: Caster can't seem to figure out that the Nasuverse doesn't follow shonen rules and that the good guys can actually lose here.
Genre Savvy: Avenger. He watched nearly all the Anime the other Servants come from. He's even able to distinguish between alternate versions of a single character. Then again, he's Counter Guardian EMIYA. What did you expect?
Idiot Hero: Deconstructed with Caster/Erza. Because she comes from such an idealistic setting, she easily falls for Kirei's rather flimsy con, thinking everything will magically turn out okay like it does in her home universe.
Irony: The Servant that Berserker somewhat killed not too long ago, Lancer, is the servant Illya is afraid of the most.
The Fourth War's Caster was a horrible hypocritical monster but died realizing how much of a monster he had become and gained a degree of atonement as he Faced Death With Dignity. The Fifth War's Caster was a noble, upstanding knight and died hating and cursing the world, blaming people for things they didn't do like the Fourth War's Caster used to do.
In canon, Sakura summoned a good version of Medusa whose life had been ruined by circumstances outside of her control. In this story, Sakura summons a Heroic Spirit whose life was ruined by a witch named Medusa.
In the Fourth War, the Assassin was Saber's Arch-Enemy and she hated him, but has come to respect the Fifth War's Assassin and forms a powerful Action Duo with him.
Assassin personally believes that any Heroic Spirit who participates in the Holy Grail War has been reduced to this. Himself included.
The Juggernaut: Following in Grimmjow's footsteps, Casshern has proved himself to be pretty much invincible, taking on Saber, Lancer, Archer, Caster, Assassin, and Avenger at the same time and WINNING! He even killed Rei, sort of. It took Rider to stop him. That's right, Casshern was able to defeat SIX Servants. All. By. Himself.
Kick the Son of a Bitch: How Wade survived without the Orphan Farm. He stored up prana by killing a bunch of two-bit tyrants, warlords, murderers, etc. Basically he fed off of the scum of humanity.
Knight of Cerebus: Overlaps with Cerebus Syndrome for Kirei and Wade. Their humorous natures just seem to enhance how something is incredibly 'wrong with them as their atrocities pile up.
Let's Get Dangerous: Assassin and Archer spend the majority of their time being jokes and embarrassing their Masters for differing reasons. But then they fight each other, they stopped being funny, and it was glorious.
Omniscient Morality License: While Kirei is most definitely NOT a hero, no one will ever suspects him of being evil until the time is right. No matter how weird and blatantly evil he acts or how many times he breaks the Fourth Wall in front of people. But this is justified because he works for the author who uses his powers to protect him.
Physical God: Rider/Simon the Digger. How powerful is he? Avenger realizes that he could win the war by himself with ease. Having an Anti-Universe Noble Phantasm tends to even any odds.
Punch Clock Villain: Kirei and Wade manage to be this andCard-Carrying Villains at the same time. While they are both unrepentantly evil, they also work for the author and follow his orders and when not being evil or breaking the Fourth Wall, they live rather normal lives.
"The Reason You Suck" Speech: Maiya delivers one to Kotomine. Kirei, who up until this point has been completely calm and in control, goes ballistic.
"Hmph." Maiya muttered, grinning slightly as she looked at the man in front of her. "You are pathetic, Kotomine Kirei." Kirei's eyes widened in shock while Maiya continued. "You are not following a 'script'. You're just taking the easy way out of the problem you are in. I don't care if there is a God, or simply just a man on a computer. I came here to face you because I chose to do so. Protecting Shirou and fulfilling my order to Kiritsugu were my decisions, and even if what you said is true, I would never regret a single moment I lived my life. However you, Kotomine Kirei, are nothing more than a man scared of taking control of your life. You are a pathetic, empty, shell of a man."
Sore Loser: The Sequel's Caster dies cursing everyone fighting in the war, and levels many accusations at the party; including that they're all so obsessed with having their wishes granted that they'd resort to unfair methods. Then she curses them for not letting her have HER wish granted. All in all, she does not face her deathwith dignity like the others did...
Squishy Wizard: Averted with Caster/ Erza. More than one character pondered she might have been better as Saber.
Avenger also reassures himself that Waver couldn't possibly provide enough prana for Rider to summon Tengen Toppa Gurren Lagann. He's forgetting that Team Dai-Gurren's motto is to go beyond the impossible and kick reason to the curb.
Unstoppable Rage: Shinji loses it when he sees Zeruel and immediately summons Unit-01 and almost beats it to death in rage and revenge for what it did to him and his friends in his homeworld, only stopping when he learns that it is really Rei transformed into Zeruel, leading to a My God, What Have I Done? moment.
Weak, but Skilled: Archer, he may not have the utterly broken Noble Phantasms his opposition has, but he's probably as skilled as the canon fake Assassin. Best shown when he matched Rider blow for blow.
Why Did It Have To Be That Weirdo?: Assassin is terrified by Excalibur, as in his series Excalibur is even more egotistical than him and has a short temper. He also declares Saber a hero because she can deal with him.
Everyone is worfed by Berserker. I repeat: every Servant got worfed. At the same time. Except Rider.
Then Berserker got BRUTALLY worfed by Avenger in Chapter 12. How is that possible? Four words: Nine Lives Blade Works.
Taken to heartbreaking levels when Wade and Avenger are able to defeat Berserker, by launching a surprise attack and having him focus all his efforts on protecting Illya rather than fight them.
World's Strongest Man: Rider is by far the strongest Servant in the War, and maybe the strongest person currently in the Nasuverse. He could easily win the Holy Grail War in a day if he felt motivated.