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Not How It Should Have Been by mrbuisiness
Fandoms: How to Train Your Dragon (Animated Movies), DreamWorks Dragons (Cartoon)
28 Oct 2025
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Hallowtober - Day 27: Skeleton
With winter coming soon, the dragon raids have been getting worse. Sometimes, people get hurt. Even those who aren't warriors on the field of battle.
Hiccup is one of those casualties. Stoick doesn't know if his son is going to make it. One piece of him, at least.
Series
- Part 27 of Hallowtober - 2025
- Language:
- English
- Words:
- 1,311
- Chapters:
- 1/1
- Kudos:
- 2
- Hits:
- 12
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All That Matters by Emachinescat
Fandoms: How to Train Your Dragon (Animated Movies), DreamWorks Dragons (Cartoon)
28 Oct 2025
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Summary
Hiccup goes missing on his morning flight, and the ransom note Stoick finds in Toothless's saddle bag, written in Hiccup's own hand, reveals that he has been taken by a man who makes even Alvin the Treacherous look like a Valkyrie. The price for Hiccup's life is steep, but Stoick will pay any cost to get his son back from the monster who has stolen him.
Originally part of the story "Hiccup Horrendous Haddock III" but now its own fic. Tumblr Request Prompt: Ransom
Series
- Part 1 of Hiccup Horrendous Haddock the Hurt
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Messengers of the Gods: Riders of Berk by CourtesyTrefflin, RivanaRita, TiranaSorki
Fandoms: How to Train Your Dragon (Animated Movies), DreamWorks Dragons (Cartoon)
27 Oct 2025
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Hannibal, Judith, and Colette are trying to settle into life on Berk… along with the dragons. Unfortunately, not everyone is excited about accepting dragons.
Series
- Part 2 of Messengers of the Gods
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Eine neue Welt by ninjago_prinzlloyd
Fandoms: LEGO Ninjago (Cartoon 2011-2022), The LEGO Ninjago Movie (2017), Miraculous Ladybug, DreamWorks Dragons (Cartoon), How to Train Your Dragon (Animated Movies), Superman - All Media Types, Star Wars - All Media Types, Stargate SG-1
27 Oct 2025
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Der Alltag hinter den sicheren Mauern wird zur Last, bis Lloyd seinen Vater überredet, ihn zur Vereidigung eines neuen Vertreters mitzunehmen – ein erster Schritt zurück ins Leben nach den dramatischen Ereignissen mit Chen. Doch die Zeremonie nimmt eine unerwartete Wendung, und bald darauf beginnt sich Lloyds Realität zu verschieben.
Seltsame Ereignisse in seinem Gemach führen dazu, dass er durch Raum und Zeit gerissen wird. Jede Welt ist fremd, anders, faszinierend – und doch scheinen sie alle mit ihm verbunden zu sein.
(Weitere Tags und Fandoms für Crossover werden im Laufe hinzugefügt)
Series
- Part 3 of Der Prinz von Ninjago
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Hiccup Alone by Emachinescat
Fandoms: How to Train Your Dragon (Animated Movies), DreamWorks Dragons (Cartoon)
27 Oct 2025
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Summary
The Zippleback Experience Tag: All Hiccup wants is to be alone. Every nerve is on fire, every sound is too loud, every sensation against his skin is unbearable. He's had days of being stalked by a crazy Zippleback. He just needs time where no one speaks to him, touches him, even breathes near him. Unfortunately, his kidnappers don't seem to have gotten the memo.
Written for AILESS Whumptober Day 27: Sensory Overload
Series
- Part 27 of AILESS Whumptober 2025
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Level 0 by J_Michael_Fox
Fandoms: How to Train Your Dragon (Animated Movies), DreamWorks Dragons (Cartoon)
27 Oct 2025
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Summary
In the city of Berk, your worth is measured in power. Society is ruled by ruthless Guilds, and your future is determined on your twentieth birthday when your anima—a spirit animal that grants extraordinary abilities—finally manifests.
For Hiccup Haddock, son of the formidable Apex Guild Leader, that day was a public humiliation. Branded a Level 0 for his laughably weak manifestation, he's relegated to a menial job and the bottom rung of the social ladder, a disappointment to everyone, especially himself.
For Astrid Hofferson, the opposite is true. A rising star with a powerful anima and the most sought-after prospect in years. And for reasons that defy all logic, she seems utterly, intensely fascinated with Hiccup.
As Hiccup tries to navigate his new life as a pariah, fending off pity and ridicule while dealing with Astrid's confusing and overwhelming attention, he begins to uncover anomalies in the Guilds' operations. Secrets that the most powerful people on Berk would do anything to keep buried. In a world that sees him as useless, can Hiccup unravel a dangerous conspiracy and figure out Astrid's true intentions before he's crushed by the system he was born to lead?
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A Little Hiccup by P_Artsypants
Fandoms: How to Train Your Dragon (Animated Movies), DreamWorks Dragons (Cartoon)
27 Oct 2025
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Viggo had connections to all sorts of strange and mysterious resources. When he needs to get Hiccup out of the way without killing him, he enlists the help of a spellcaster.
And that’s how Hiccup finds himself trapped as a toddler.
Astrid Hofferson Maternal Instincts: Activated! -
Hiccup Horrendous Haddock the Hurt by Emachinescat
Fandoms: How to Train Your Dragon (Animated Movies), DreamWorks Dragons (Cartoon)
27 Oct 2025
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Summary
A collection of my Hiccup-whump request fics from Tumblr. I will tag as I go.
New: wrists + chains
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Race to the Edge – Secret of the Eye by OptimaPrime
Fandoms: DreamWorks Dragons (Cartoon), How to Train Your Dragon (Animated Movies)
27 Oct 2025
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Summary
A new battle has begun for Hiccup and the Dragon Riders with Viggo Grimborn resurfacing to join with Krogan and the Dragon Flyers. As both sides race to find the Dragon Eye lenses first, the Dragon Riders face their darkest hour as their enemy pushes them to the brink. Relationships will be tested, and Hiccup faces her greatest test as future Chief as they work to discover the truth of the Dragon Eye and the King of Dragons.
Series
- Part 6 of Dragons: Race to Edge
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Training the trainer by Xerothenium
Fandoms: How to Train Your Dragon (Animated Movies), DreamWorks Dragons (Cartoon)
27 Oct 2025
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Summary
While looking for a new solution on how to foil the dragon rider's plans in the dragon eye, Viggo comes across a remedy that is said to turn humans into dragons. And Viggo is eager to test it out on his biggest rival when the opportunity comes around.
But Viggo soon realises that he could do more than just sell the human-turned-dragon. What if he was instead to train his newly acquired pet and turn him against what used to be his fellow dragon riders.
Or
Viggo turns Hiccup into a night fury and tries to train him.
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Maelstrom | Hiccup Haddock by knight_hiccup
Fandoms: How to Train Your Dragon (Animated Movies), HTTYD, race to the edge - Fandom, Defenders of Berk - Fandom, Riders of berk - Fandom, RTTE - Fandom, Dob - Fandom, Rob - Fandom
26 Oct 2025
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After a deadly tempest rage against Berk, a maelstrom in the sea claims your parents—Where you were then eventually passed into the gruff, tender care of Gobber as his adopted niece. Help raising you beneath the clang of his forge alongside his own godson, Hiccup, a boy destined to defy the world. Hiccup and you stand through many hardships as childhood friends, and awkward occasions as two misfits against the world—a fierce baker of breads and a dreamer craving Viking glory.
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Fickle Thing by mrbuisiness
Fandoms: How to Train Your Dragon (Animated Movies), DreamWorks Dragons (Cartoon)
27 Oct 2025
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Summary
Hallowtober - Day 26: Witchcraft
Viggo has the riders at his mercy, his plan coming together perfectly.
Now though, it's time for the really fun part to begin.
Hiccup will thank him for this, one day.
Series
- Part 26 of Hallowtober - 2025
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The Journal of Astrid Hofferson by LilyCat03
Fandoms: How to Train Your Dragon (Animated Movies), DreamWorks Dragons (Cartoon)
26 Oct 2025
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Summary
Astrid Hofferson's Mom gave her a journal telling her that her teenage and young adult years would be some of the most impactful of her life and she might want to write about it. Little does Astrid's Mom know just how right she is. This is Astrid's journal showing what she was thinking and feeling during the HTTYD movies, cartoon shorts, RoB, DoB, and RTTE.
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Years of change by I_just_want_to_be_left_alone_98760
Fandoms: How to Train Your Dragon (Animated Movies), DreamWorks Dragons (Cartoon)
26 Oct 2025
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Summary
Five years have passed since the Siege of Berk. Five long years since the hunters won, since Fishlegs and Hiccup perished at their hands. Or that is what everyone thinks.
A letter from Dagur forces the rest of the riders to confront what exactly happened on Wingmaiden Island, even if they like it or not.
Series
- Part 2 of Change Series
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Storm of Misery by Emachinescat
Fandoms: How to Train Your Dragon (Animated Movies), DreamWorks Dragons (Cartoon)
26 Oct 2025
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Summary
As a mighty storm rages around his ship, Viggo has Hiccup punished for his attempted escape. Now, back shredded, hopelessness and fear and shame roiling inside of him, Hiccup has one last chance to plan and orchestrate another escape. Failure will mean a life of slavery, indignity, and torture for both him and an innocent gryphon. Success might kill them anyway - but Hiccup would rather die chasing freedom than endure the hell that Viggo has planned for him. Continuation of Day 25.
Written for AILESS Whumptober Day 26: "This should teach you to behave next time."
Series
- Part 4 of The Long Game
- Part 26 of AILESS Whumptober 2025
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Dragons and Discoveries (A RTTE Fic) by KraftyKhajiit
Fandoms: How to Train Your Dragon (Animated Movies), DreamWorks Dragons (Cartoon)
26 Oct 2025
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Summary
*Previously posted on Quotev, I've decided to give this story a facelift. Editing and reworking the previous chapters I've already written, I plan to make this story better than it was.*
We all know the stories, about how Hiccup and the dragon riders flew beyond the archipelago in search of dragons and adventure. But what if there was an additional rider?
Meet Arianna. Younger sister of Fishlegs by one year, she’s joined the gang on their journey into the great beyond. She’s been there since the beginning, by Hiccup’s side as he found Toothless, finding her own dragon, Stargaze, in the process. Has time and age caused Ari’s feelings about her best friend to change? Or will the trials beyond the archipelago be too much for the dragon riders to handle?
This story will follow along the events of Dragons: Race to the Edge, with slight changes, but mostly following the series.
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Fire & Blood by cosmicstxrdust
Fandoms: race to the edge - Fandom, How to Train Your Dragon (Movies)
26 Oct 2025
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Summary
she'd set fire to the world
around her but never let
a flame touch himIn which Daenerys Targaryen's travelling feet have taken her far from the Island of Berk these past three years in order to fulfill her goal of setting free all dragons held in unjust captivity. She's pulled away from the Academy and the other riders, preferring to make a name all her own:Breaker of Chains. But, when the chief's son— her best friend— asks her to stay home a few days longer than she planned, she had no idea that, in doing so, she would be putting her mission on hold for a discovery that changes. . . everything.
Series
- Part 3 of Mother of Dragons
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Bad habits remain... by Pykture204
Fandoms: How to Train Your Dragon (Animated Movies), DreamWorks Dragons (Cartoon)
26 Oct 2025
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Summary
Although it has been 3 years, as much as Hiccup thinks he forgets it, the memories from before the Red Death continue to haunt him. The insults, the self-deprecating thoughts, and most of all the depression stay with him forever, resurfacing occasionally. As Hiccup enters another turbulent period during the war with the Dragon Hunters, the thoughts haunt him and soon enough, he turns back to his bad habit of cutting.
Can Astrid and Toothless help Hiccup save himself?
Timeline: RTTE between S2 and S3
TW: Self-harm
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Kiss The Sky by Eat_Your_Milk
Fandoms: How to Train Your Dragon (Movies), race to the edge - Fandom, DreamWorks Dragons (Cartoon)
26 Oct 2025
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Summary
Viggo Grimborn was a broken man. His entire life, he was taught that dragons were something to be hunted, creatures to be culled. He was taught to never trust anyone, everyone lies. He was taught to never get attached, that love was weakness. He was ok with being the villain. His grandfather taught him well.
He lived by these rules for so long, that when a hero came and wrecked every single one of them, what could he do but fall?
The least he could do is die protecting the one he loved. He was destined to have a tragic end.
And yet, Hiccup saw fit to break that rule too.
(Viggo survives the events of Triple Cross. This changes everything.)
Series
- Part 1 of Touch The Sky
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Dragon Born by GalaxeaFables
Fandoms: DreamWorks Dragons (Cartoon), How to Train Your Dragon (Movies)
26 Oct 2025
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Summary
The dragon roared out into the night. A roar full of frustration, fear, and sadness for what was about to come.
BEING REWRITTEN!!