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Book series
- There's at least one in every book.
How to Train Your Dragon
- Hiccup talking to the Green Death and coming back alive.
- Thuggory, the Meathead heir, standing up for Hiccup against Snotlout and agreeing that Stoick and the chiefs shouldn't have put the law — exile for failures of the dragon training test— above their son's lives.
- Toothless risking his life to save Hiccup from the Green Death.
How to Be a Pirate
- Toothless realizing early on that "Alvin, the Poor But Honest Farmer" is an Outcast by his scent. Shame that Hiccup doesn't believe him.
- Later, when Alvin traps Toothless in a barrel to stop him from warning Hiccup of the Outcast ambush, Toothless manages to knock the barrel down and roll it into several of the invaders, saving Hiccup's life.
- Stoick taking on several hundred Skullions to save Hiccup. And surviving.
- Hiccup announcing he is Stoick the Vast's heir, despite having not found the treasure. Unfortunately Alvin sees this as an excuse to kill Hiccup, since he has vowed to kill the heir.
How to Speak Dragonese
- Hiccup talking the Roman Consul into letting him, Fishlegs and Toothless live long enough to participate in the Gladiator arena. Counts as a Scheherezade Gambit
- Camicazi's introduction. Her first act is to cut down Fishlegs's pants and engage Hiccup in a sword fight, assuming they are Roman spies. Being a Roman captive has only made her a Badass in Distress
- Bonus points to Hiccup for holding up well against her, and then reasoning with her to stop fighting.
- Camicazi's numerous escape attempts, including Dressing as the Enemy. They would have worked if she had applied some common sense or Hiccup's input, but knocking out a Roman guard and hanging from a Gronkle's leg for several hours is pretty badass.
- The escape from Fort Sinister. Details include Hiccup "flying" over the flooded arena, releasing a bunch of hungry Sharkworms onto the spectator, and taking the Consul to task for eating dragons:"BECOME A VEGETARIAN"
- Fishlegs pushing Snotlout in the water, when Snotlout tries to claim credit for Hiccup's victory.
How to Cheat a Dragon's Curse
- Camicazi gets several. Face to face with Norbert the Nutjob, she not only engages him in battle, but also picks up a piece of food and eats it with one hand while keeping him at bay with the other.
- Also coerces Hiccup into letting her accompany him on the quest, or she'll tell on him. This Bog thinks burgling from a psychotic chief is fun.
- Spies on the Hysterics with none of them noticing, picks the locks on Hiccup's cage easily, and manages to burgle the potato without setting off the alarm. Unfortunately, the ticking thing catches her eye . . .
- Hiccup catching the huge, double-headed axe which Norbert the Nutjob uses to divine what Fate wants him to do. When Norbert objects that he cheated, Hiccup alleges that Fate must have let him cheat. This scrawny kid argues a crazy enemy to a standstill.
- Even before that, shooting Norbert in the butt to save Fishlegs from getting killed. Then pulling a Batman Gambit on sled dragon One-Eye to get rescued from a deep fall into freezing water.
- Hiccup telling his father that it's his duty as future Chief to help the dying Fishlegs, because "[he] has no one else to look after him."
- After that, he goes on the potato quest after Stoick has forbidden him from doing so.
- Claiming he is the Chosen One of the Hysteric Tribe by pulling the arrow out of the potato in and out after the potato has been thawed. As he had said before, a child could do it once the potato was no longer frozen. Norbert leaves him alone for three books after this.
- When he learns that Hiccup really has Vorpentitis and needs the potato Stoick is ready to rush out and wrest another one from the Doomfang, or from America. Old Wrinkly has to tell him otherwise, but it's the intent that matters.
- Fishlegs understanding what ill Hiccup is trying to say ("OOT ME!") and shoots him in the toe with the arrow that was in said potato. Better, the author says that "this may be the only time Fishlegs actually hit anything he was aiming at."
- Hiccup later planting the arrow so that more potatoes grow on Berk, and Vorpentitis is eradicated. The arrow also turns out to be a Lost Thing.
How to Twist a Dragon's Tale
- Humongous has plenty of Awesome Moments given he is a Hero for Hire. Some highlights:
- Constantly saving Hiccup from murder attempts Humongous has orchestrated.
- On seeing the heart's jewel, realizes that Alvin lied about Valhallarama leaving Humongous to rot in the Lava Lout mines. Then shows up to kick Alvin's butt in fencing.
- Hiccup realizing the riddle behind the Fire Stone, and getting Toothless to toss it into the volcano. Also figuring out that Alvin was trying to kill him again and lied about Valhallarama leaving Humongous in the Lava Lout mines, after hearing how "Al the Terrific" is described.
- Surfing. Down. Boiling. Lava.
- To Hel with that. Swordfight. With. Volcano. Erupting. In. Background
- Hiccup refusing to give the Fire Stone to Alvin even under the threat of death by hook and swordpoint. Character Development, as before Hiccup was willing to bargain with Alvin for his, Toothless and Fishlegs's lives, but now he knows better.
- Figuring out in minutes how to use the heart's stone to call for help, and conscripting Toothless to deliver the stone.
A Hero's Guide to Deadly Dragons
- Hiccup and Camicazi taking on one of the most deadly swordfighters alive, despite neither of them being over twelve.
- Fishlegs knocking out said swordfighter with a heavy book on Flashburn's swordfighting.
- Hiccup's lie about the Hairy Scary Librarian stealing a Murderous Stealth Dragon to save Big-Boobied Bertha from death or slavery. Hiccup later gets Laser-Guided Karma for that, but points for being a Guile Hero.
- Though it's Harsher in Hindsight, Hiccup finding out that he had an ancestor, Hiccup II, who not only wrote books but had a secret passage named after him.
- Hiccup's notebook saving Stoick the Vast from getting killed by an arrow. This inspires Stoick to speak on behalf of opening up the library again, with success.
How to Ride a Dragon's Storm
- Old Wrinkly getting a prediction right for once and telling Hiccup to be on time according to the ticking thing. Then he starts dancing at the end before Hiccup, Fishlegs and Camicazi show up and Hiccup is declared the winner of the Swimming Competition.
- Hiccup has two good ones while a captive on Norbert's ship.
- Pulls a Scheherezade Gambit by making Norbert realize only Hiccup can use the ticking thing to navigate.
- After reaching America, Hiccup has outlived his usefulness. His response to when Norbert says this? "No, Norbert! Don't kill me because I'm a redhead!" This leads to MUTINY because half of Norbert's crew are redheads, and the other half tries to wipe them out.
- Fighting Norber and a Sea Dragon. On a sinking ship. In a storm.
- Fishlegs learning to swim just in time to save an unconscious Hiccup from drowning.
How to Break a Dragon's Heart
- Hel, in How To Break A Dragon's Heart: Swordfight. On. Flaming. Bridge. And Hiccup nearly WINS.
- Before the witch tries to kill Hiccup after he realizes she is Alvin's mother, she saves Toothless by removing all the unwanted things in his stomach, including a spoon, and a key. A witch in complete darkness operates on an unconscious dragon and sews him up.
- Also, she figures out who Hiccup is by telling him the story of Hiccup II, though he quickly figures out who she si at the same time.
- The witch is such a badass that even ALVIN is scared of her. Alvin the Treacherous is scared of his mother. Shame that she is a villain and evil.
- Camicazi is a very small eleven year old girl. But when she get's kidnapped in How to Break a Dragon's Heart, does she panic? Does she cry? Hell no. It takes six fully-grown warriors to catch her, and makes one of the most brutal warriors in the Archipelago cry. Then she holds their leader at knife point, telling him that if he doesn't do what Hiccup says she'll kill him. Damn.
- Leaves a trail of winkles for Toothless to find, leading right to her tree.
- Hiccup appearing on the Beast's back and single-handedly freeing every prisoner on the island. Though it becomes a case of Nice Job Breaking It, Hero when Furious sets the island on fire, vows to return in a year and wipe out the humans, and tosses Hiccup off his back.
- Fishlegs fighting his fear on the brink of death, so that the black nanodragons that swarm like flies to fear-ridden humans back off. Even his executioners are impressed.
- Furious surviving the events of his past, though it has left him as a Woobie, Destroyer of Worlds.
How to Steal a Dragon's Sword
- Hiccup leading all the kids in a battle against the rebelling dragons in a seemingly hopeless position on the side of a cliff. He ends up getting rid of them through a brilliant trick with grappling hooks.
- Hiccup obtaining the crown from the Wodensfang after hearing his tale.
- Hiccup winning the swordfighting competition against several older, more experienced and powerful Vikings. Including his own father.
- Despite being outed with the Slavemark, seeing his tribe turn his back on him and his father sold into slavery, Hiccup vows to beat Alvin for the kingship. Toothless and Windwalker remain loyal to him despite the Red Rage.
- Only most of his tribe abandon him. Fishlegs, the cowardly, useless runt, stands by his best friend.
How to Seize a Dragon's Jewel
- Hiccup's mother. PERIOD.
- Though it's supposed to be a case of cruel irony and Oh, Crap! for Hiccup, the fact that she ambushes Hiccup at the beginning of the book and nearly kills him shows how badass she is.
- Just as Hiccup has found the jewel, Fishlegs, and Camicazi, Valhallarama shows up since her dragon is the only one that can track a deadly shadow, and kidnaps Hiccup to return him to the prison. She then talks back to the witch, rallies the slaves to riot against their tyrant king, and turns the Slavemark into a Dragonmark.
- "You were not my first love, Stoick , but you will be my last." Aww.
- Excellinor mentions Valhallarama's failed courtship with Humongous without mentioning that Excellinor's son Alvin was responsible, and Valhallarama shows no reaction but Tranquil Fury. She then tosses Alvin's poisoned arrow at him, claiming it's because he used the arrow to shoot her dragon White Shadow, but it may have also been payback for lying about Humongous's death to her.
- Camicazi breaking people out of the Slaveland Prison, and then refusing to leave Hiccup when he stays to find Fishlegs.
- Baggybum and Gobber calling out Snotlout for not treating them with respect and forgetting the loyalty to his tribe. Inverted case of Calling the Old Man Out
How to Betray a Dragon's Hero
- The Wodensfang plays Devil's Advocate to Hiccup when he debates about saving Snotlout from wolf-like dragons, reminding him that doing such a thing will endanger him and his friends. And the Wodensfang is right.
- Despite agreeing with Fishlegs that Snotlout deserves to rot, Camicazi goes along with Hiccup's order to save Snotlout. And gets captured for her effort. She refuses to betray Hiccup also when the witch tempts her.
- Fishlegs punching out Snotlout for acting like an Ungrateful Bastard and getting Camicazi captured.
- The only one that eclipses that is the captured Dragonmarkers turning their backs on Snotlout when he betrays Hiccup, and the witch giving Snotlout a "The Reason You Suck" Speech. This helps Snotlout with a Heel Realization, which leads him to free the Dragonmarkers.
- Plan B. While chained up and dropped into the freezing ocean with piranha-like dragons, for minutes at a time, Windwalker breathes air into Hiccup's lungs and scares away the carnivores, allowing Hiccup to withstand the torture and not reveal the Dragonmarkers location and to trick the witch into lowering Camicazi into the water.
- Snotlout's Impersonation Gambit and Heroic Sacrifice, where he dresses up in Hiccup's clothes to draw the fire from the witch's dragons and arrows. It leads to EVERYONE thinking Hiccup is dead. Including his parents.
- Before doing so, he asks Hiccup to tell everyone that he was a hero, and Hiccup thinks of his cousin with forgiveness.
- Hiccup still has Snotlout's medal as an old man.
- Camicazi and Fishlegs going to find Hiccup, despite the witch's declaration that he is dead, with his armor as proof.
How to Fight a Dragon's Fury
- Amnesiac Hiccup not suffering Amnesiac Dissonance and getting past ALL the obstacles to the Island of Tomorrow, as well as correctly identifying several dragons from a far distance, including obscure species that he had never seen in person like the Woden's Nightmare. He even attacks Camicazi at one point due to the Wodensfang's poorly worded instructions.
- Camicazi's plan to keep Hiccup alive to get to Tomorrow by pretending to be the Guardians.
- Toothless managing to single-handedly cure Hiccup of his amnesia simply by reminding Hiccup of who he was.Toothless: What do you mean, you don't know who I am? I'm T-t-toothless.Narrator: As soon as Toothless said the words, Hiccup remembered.
- The Awesome Moment of Crowning the entire series has been leading to, as numerous pieces of evidence plus Hiccup's various good deeds across the whole series present enough proof that he is the rightful king.
- After spending his whole life searching for his father, Fishlegs discovers that it's Alvin the Treacherous, and promptly reams him out, declaring that he's starting his own tribe where literally everyone is welcome except Alvin.
- Hiccup putting an end to the Dragon War with just a few words about how pointless the whole thing is, with a handy assist from Toothless to remind Furious of just how deep his bond with Hiccup the Second was.
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