[[caption-width-right:350:A Viking and dragon, natural born enemies, attempting to bond with one another...HilarityEnsues.]]


[[folder: Book series]]

!!How to Train Your Dragon
* The actual "How to Train Your Dragon" book. And all the adult Vikings apparently never having realized just how short it is.

!!How to Be A Pirate
* Vikings cannot resist SchmuckBait like opening a coffin or treasure chest that says [[DontTouchItYouIdiot "DO NOT OPEN"]].
* The Strangulator is as [[StupidEvil stupid]] as it is [[MeaningfulName deadly]].

!!How to Speak Dragonese
* Alvin is ''terrible'' at speaking Dragonese. That is all.

!!How to Cheat A Dragon's Curse

!!How to Twist A Dragon's Tale

!!A Hero's Guide to Deadly Dragons

!!How to Ride A Dragon's Storm
* Toothless and Stormfly getting snockered on dragon-nip. Toothless claims he was in Rome, or in the chimney with his friend the senator.

!!How to Break a Dragon's Heart
* Ug the Uglithug and the unnamed Berserker chief tell BlatantLies about Camicazi.

!!How to Steal A Dragon's Sword

!!How to Seize A Dragon's Jewel
* In ''How to Seize a Dragon's Jewel'', Alvin the Treacherous catches Hiccup and orders a huge group of slaves to bring him forward ... So Hiccup essentially crowd-surfs them towards his doom, all the while having a sweet conversation with Stoick and completely ignoring Alvin's mother screeching at them to shut up.
* Toothless' new obsession with being polite.

!!How to Betray A Dragon's Hero
* A captive Toothless starts singing the Viking equivalent of "one hundred bottles of beer on the wall".

!!How to Fight A Dragon's Fury
* Unintentional on the author's part; in the previous book epilogue Hiccup asserts that his TraumaCongaLine in Dragon's Hero made him ready to face the Guardians of Tomorrow because MiseryBuildsCharacter. Come the start of Dragon's Fury, we soon learn that said trauma, which involved going into [[spoiler: the Wind of Woden, sinking with a ship and losing his cousin Snotlout]], has left Hiccup with EasyAmnesia.

[[folder:First Film]]
* Toothless's celebration right after the Test Flight scene where he and Hiccup learn to fly together. Toothless blows out a fireball for himself to fly through, then sails towards it with this expression of pure, sublime bliss - and drags Hiccup along for the ride.
-->'''Hiccup:''' "Oh, come ''on''".
* Toothless's expression after Hiccup puts the fin on his tail for the first time. "Duuuuuude."
** Not to mention his face when he first realizes something is going on back there. The range of expressions he goes through is priceless to watch.
*** Plus while the camera is focused on Hiccup putting the fin on, you can see in the background Toothless starting to spread his wings so you just ''know'' what's going to happen.
* Hiccup using his intimate knowledge of dragons to seemingly "subdue" them while not actually hurting them.
* Toothless depositing a half-eaten fish on Hiccup's lap - and the look on Toothless' face, as if to say, "Go ahead, eat it!". Hiccup's trying it, and forcing himself ''not'' to vomit. Then Toothless gestured for him to swallow it, to which Hiccup does the silent version of "you're serious?". And after Hiccup swallows it, Toothless licks his lips as if to ask, "Did you like it?"
** Prior to that, when Toothless discovers the knife Hiccup has with him, Hiccup drops it and Toothless gestures to the lake with his head as if to say, "Get rid of it." Once Hiccup does so, Toothless immediately goes into cute mode.
* The "Thank you for nothing, you useless reptile." line, delivered totally [[DeadpanSnarker deadpan]] while Toothless is going through his most extreme aerobatics to try and terrify Astrid into saying sorry.
** Really, the entirety of that flight. Hiccup is trying so hard to convince Astrid that Toothless is harmless, while Toothless just does the exact opposite.
-->'''Hiccup:''' "And now the spinning".
* Hiccup's (well justified) fainting dead away after Toothless counts coup [[MightyRoar with a thunderous roar]] in his face, then tries to flies away. Hiccup stays awake just long enough to see Toothless go down, turns around, then drops like a stone. The whimper he makes as he goes down makes it even funnier.
* Toothless vs the Terrible Terror. [[PokeThePoodle Toothless wins.]] Cutest territorial match ever.
** For the curious, the Terror [[spoiler:puffs up, preparing to breathe fire... and Toothless beats him to the punch by blowing a little bit into his mouth.]] And thus we have [[{{Foreshadowing}} "Not so fireproof on the inside, are you, little guy?"]]
* The look on Toothless' face as he and Hiccup prepare to take back Astrid to the ground. If he were human, he'd bust out a PsychoticSmirk.
-->[[TemptingFate "See? Nothing to be afraid of."]]
* Hiccup showing Toothless the saddle for the first time and having to chase him around to get it on.
** It's even funnier if you slow down the video a little, you can easily see Toothless does a play bow and is smiling with his pupils wide. He isn't running around because he particularly objects to the saddle, he just thinks it'd be fun to make Hiccup chase him around some.
* Astrid's introduction. It's practically going "LOVE INTEREST HERE" with SloMo flames and Hiccup's goo-goo eyes. Just look at it [[https://vignette.wikia.nocookie.net/howtotrainyourdragon/images/7/7d/Vlcsnap-2016-11-23-13h20m39s233.png/revision/latest/top-crop/width/195/height/195?cb=20161123211748 here]]. That is the face of a boy in love.
* When Gobber is telling the recruits about how his leg and arm got eaten by dragons we get this gem from Snotlout
-->'''Snotlout:''' I swear I'm so ''angry'' right now! I'll avenge your ''beautiful'' hand, and your ''beautiful'' foot! I'll chop off the legs of every dragon I fight. With my '''FACE!'''
* The bit when Toothless is trying to ignore Hiccup just after the fish eating scene. He notices Hiccup sitting near him and, clearly exasperated, shuffles his tail round to hide his face. Then, as Hiccup reaches out to touch, peeks from under the tail, leaving Hiccup to stroll away nonchalantly.
* "You're right, you're right. You're right! I'm through with the lies. I've been making...''outfits''."
** A few seconds later, as Astrid is trying to see what's making the noise she keeps hearing, Hiccup tries to stop her by surrendering himself. Astrid responds by taking his hand off her shoulder ''and snapping it''. Hiccup's indignant response caps it off:
-->'''Hiccup:''': Oww! Why would you ''do'' that?
* Ruffnut and Tuffnut fighting over a shield.
-->'''Tuffnut:''' Get your hands off my shield!
-->'''Ruffnut:''' There's like a million shields!
-->'''Tuffnut:''' Take that one, it has a flower on it! Girls like flowers!
-->'''Ruffnut:''' *whacks Tuffnut in the face with the shield* Oops! Now this one has blood on it!
** And then she hands back the shield and when the gronkle blasted them they are still fighting over the shield that she just proved she could take from him with little effort. You know then that they just fight 'cuz it's fun.
* "Your butts are getting bigger, we thought you were a dragon!" "NOT that there's anything wrong with a dragon-esque fig--" *punch*
* Tuffnut being a wuss with his injuries.
-->'''Tuffnut:''' [[MinorInjuryOverreaction Oh, I am hurt! I am very much hurt!]]
** Not all that Tuff is he.
* "I believe in learning on the job!"
-->'''Fishlegs:''' "I am seriously beginning to question your teaching methods!"
* Fishlegs is the Viking equivalent of a ''TabletopGame/DungeonsAndDragons'' nerd.
* Gobber's tankard hand.
* "That was made from half your mother's [[GagBoobs breastplate]]."
** "And, uh...thanks for the the um...'breast-hat.'"
** Particularly funny, because Hiccup is stroking the helmet...and then jerks his hand away immediately after being told it was part of his mother's breastplate.
** HilariousInHindsight: [[spoiler:How did ''Valka'' fill that breastplate out?!]]
* When Hiccup [[spoiler:is found out by Astrid]] the deadpan tone Hiccup uses when he says "Duht-duh-duh, we're dead.". Gets even funnier when you realize that [[spoiler:Toothless is doing a picture-perfect copy of Hiccup's eyeroll, then stomps off on his hindlegs, apparently figuring to solve the problem himself.]]
* Hiccup imitating his father's Scottish accent.
--> "Excuse me, barmaid, I'm afraid you brought me the wrong offspring! I ordered an extra large boy with beefy arms, extra guts and glory on the side! This here, this is a talking fishbone!"
** And then Gobber chimes in with this little gem:
---> '''Gobber:''' It's not so much what you look like, it's what's ''inside'' that he can't stand!
---> '''Hiccup:''' Thank you for summing that up.
* The following:
--> '''Gobber:''' Don't you... no, Hiccup! If you ever want to get out there to fight dragons, you need to stop all... this.
--> [gestures to all of Hiccup]
--> '''Hiccup:''' But you just pointed to all of me!
* Also:
-->'''Hiccup:''' Dad, I can't kill dragons.\\
'''Stoick:''' But you ''will'' kill dragons!\\
'''Hiccup:''' No... I'm really very extra sure that I won't.\\
'''Stoick:''' It's time, Hiccup...\\
'''Hiccup:''' Can you not hear me?\\
'''Stoick:''' This is serious, son. When you carry this axe [gives him an ax], you carry all of us with you. Which means you ''walk'' like us, you ''talk'' like us, you ''think'' like us. No more of [gestures to Hiccup] this.\\
'''Hiccup:''' [[RunningGag You just gestured]] to ''all'' of me.\\
'''Stoick:''' Deal?\\
'''Hiccup:''' [[DeadpanSnarker This conversation is feeling very one-sided]]...
* [[http://i219.photobucket.com/albums/cc257/eagleburdy/ROCKON.jpg THIS.]] Tuffnut's face. Took quite a few rewatches to spot--it's only on the screen for a split second, but hilarious.
* "Trolls exist! They steal your socks. But only the ''[[Disney/LiloAndStitch left]]'' ones. What's up with that?"
** Funny because you realized that Gobber only has one leg left. So OF COURSE his left socks go missing!
* The Teens [[spoiler: [[BigDamnHeroes Arriving on dragons]] in the final battle against the [[BigBad Red Death]]]] is both [[CrowningMomentOfAwesome awesome]] and funny. but the best part is Gobber's reaction to it.
--> '''Gobber:''' [to Stoick} Every bit the Bone-Headed, Stubborn Viking you ever were.
** And Stoick actually nods his head with an expression that says ''"well... can't argue with that."''
** When Stoick sees them arrive, you can see him mouth "What the...?"
* During the climax, Fishlegs loses control of his Gronkle and it ends up faceplanting onto the beach.
-->'''Fishlegs:''' "I'm okay!"
-->*Gronkle overtilts onto Fishlegs*
-->'''Fishlegs:''' "Less okay!"
* After the romantic flight, Astrid smacks Hiccup, then kisses him, then runs off. Now, Hiccup's dumbstruck face after the kiss is funny enough, but what sells the scene is ''Toothless's'' reaction to the whole thing. After the smack, he gives Hiccup a look that says "dude, I ''know'', totally unfair". After the kiss, he wanders up behind Hiccup: "I think she liiiikes you, bud!" To which Hiccup's response is "What're you looking at?"
* Hiccup briefly channels his fellow FluffyTamer [[Literature/HarryPotterandThePhilosophersStone Rubeus Hagrid]] when Astrid first meets Toothless:
-->'''Hiccup:''' You [human girl] scared him [dragon].
-->'''Astrid:''' ''I'' scared ''HIM?!''
-->'''Stoick:''' Winter is almost here and I have an entire village to feed!
-->'''Hiccup:''' Eh, between you and me, the village could do with a little less feeding, don't you think?

[[folder: Book Of Dragons]]
* Poor, poor [[ButtMonkey Bork the Very, Very Unfortunate]].
[[folder: Rest of the Film Franchise]]
* Funny/TheLegendOfTheBoneknapperDragon
* Funny/GiftOfTheNightFury
* Funny/DragonsRidersOfBerk
* Funny/HowToTrainYourDragon2