121 - 140 of 6,422 Bookmarked Items in Toothless (How to Train Your Dragon)
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Something In You Knows It (There's Nothing to It) by Squeeb100
Fandoms: How to Train Your Dragon (Movies)
22 Aug 2023
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To prepare for the worst-case scenario, Hiccup teaches Astrid to fly Toothless. It goes better than expected.
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The sweetest thing ever
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Ransom the Beast by evilwriter37
Fandoms: How to Train Your Dragon (Animated Movies), DreamWorks Dragons (Cartoon)
19 Oct 2025
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The excitement from the bounty put on Hiccup by Viggo has died down, and Hiccup thinks it's safe to travel alone again. He's dead wrong. He's captured by a man wanting to ransom him to Berk, unaware that Berk has no gold.
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Have you lost your name by Anonymous
Fandoms: How to Train Your Dragon (Animated Movies)
08 Nov 2025
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Summary
The Gods unsatisfied with how things ended for Toothless and Hiccup decide to send them back with all of their memories. Hiccup who'd become jaded from the loss of his best friend, doesn't know what to make of being returned to the past. He does know that he won't make the same mistakes from before. Can someone get through to the jaded Hiccup as he hides on an island far from other humans? Hiccup and Toothless wake up the day after he cut Toothless free of the bola that injured Toothless's tail.
They runaway from Berk and set up Dragon's Edge as a Dragon Sanctuary. With his memories of the past he is able to better prepare for the fight against the Red Death and rescue dragons. Little does he know that he's drawn the attention of someone from his past earlier.
Series
- Part 4 of Runaway
- Language:
- English
- Words:
- 6,132
- Chapters:
- 5/?
- Collections:
- 1
- Comments:
- 73
- Kudos:
- 302
- Bookmarks:
- 51
- Hits:
- 3,334
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They runaway from Berk and set up Dragon's Edge as a Dragon Sanctuary. With his memories of the past he is able to better prepare for the fight against the Red Death and rescue dragons. Little does he know that he's drawn the attention of someone from his past earlier. By Anonymous
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Origins of Jokul Frosti by Midoristeashop
Fandoms: How to Train Your Dragon (Animated Movies), Rise of the Guardians (2012)
07 Nov 2025
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Summary
Fishlegs, uncomfortably close to the Blacksmith and holding his juice close, stared with worried eyes. “Who… who do you mean, Gobber?”
The blacksmith turned his head to meet his gaze.
“The Frost Giant of the North…”
Toothless perked his head up.
“The icy imp of the isles…”
His ears strained and reached past the walls, past the white abyss, past the howling winds and dancing forests. If he closed his eyes and waited, he could have sworn he heard it again. The wail.“The original Snow Wraith…”
The wind picked up, causing a surprised yelp from Fishlegs, the Twins scrambling for their respective dragon heads, and the children around the Nightfury to huddle closer. Toothless offered a wing, like a shield.
“Jokul Frosti.”
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Mesmerized by the warrior who holds him up and looks at him like he's the center of her universe, Hiccup leans forward to capture her lips. Astrid returns the kiss, nibbling on his bottom lip and making him groan into her mouth. Without missing a beat, she walks forward until his back hits the wall. Her hold on his legs never falters, still kissing him.
Thor Almighty, he can't believe he's marrying this woman in a couple of months. He's going to be her husband. She's going to be his wife.
Her lips move to his cheek and then his jaw. He jolts when he feels her teeth scrape his skin slightly. "Milady, you're killing me. I think I see the gates of Valhalla," he blubbers.
(or, the five times Astrid carries/picks up Hiccup. And he likes it, a lot)
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This is wonderful!!!!
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Hiccup grapples with self doubt and the pressure of responsibility when he leads a mission that goes horribly wrong. Luckily, Stoick is there to help his son through it.
Or:
Hiccup learns what it's like to be a chief.
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Empirical by GalaxyThreads
Fandoms: How to Train Your Dragon (Movies), race to the edge - Fandom
09 Aug 2022
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Five times the riders realized they didn't know Hiccup as well as they thought, and the one time they knew him better than the rest of Berk. (Riders!Fam)(Gen, no smut) Whump! (One-shot)
- Language:
- English
- Words:
- 12,256
- Chapters:
- 1/1
- Collections:
- 4
- Comments:
- 138
- Kudos:
- 9,128
- Bookmarks:
- 2,071
- Hits:
- 65,527
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Things take a different turn in the training arena and Stoick is left to lie in the bed he's made.
It's easier said then done though, when the dead are reluctant to rest.
Series
- Part 1 of The Ghost Story Compendium
- Language:
- English
- Words:
- 2,576
- Chapters:
- 1/1
- Collections:
- 3
- Comments:
- 57
- Kudos:
- 1,373
- Bookmarks:
- 246
- Hits:
- 13,724
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What if things went differently when Toothless came to save Hiccup during his final exam. What if Hiccup ran away with Toothless that day. Hiccup Horrendous Haddock the third was a runt for the inhabitants of Berk, but now he is free. And now he will become what he is destined to become.
First uploaded:- 6th June, 2021
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Toothless learns to trust in his boy after a scary encounter with a crazy Viking.
Set during the first movie, sometime after the first test flight and before the killing arena.
- Language:
- English
- Words:
- 1,658
- Chapters:
- 1/1
- Collections:
- 1
- Comments:
- 13
- Kudos:
- 1,452
- Bookmarks:
- 185
- Hits:
- 8,399
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Most of the islands inside the archipelago suffered from consistent dragon raids. Berk was no exception. The more the dragons came, the more determined they were to fight just as hard and protect their own.
And then came the curse. New baby Berkians were born to the violent life with the raging raids, but these ones had one difference—they had marks on their skin, like tattoos of dragons.
Before they could so much as lay a hand on either of the babies, lightning struck the earth. Two figures appeared out of thin air, standing between them and the condemned babies. One of the figures was a tall young man with unruly auburn hair. The other was a black-as-night dragon that was curled around the man’s legs, sharp teeth bared as it snarled, glaring at the Berkians like it wanted to blast them to bits.
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Then, Hiccup had no mark on his skin connecting him to a dragon.
Now, Astrid is looking for two people - one who'd help her save Berk and another who'd help her save herself.
- Language:
- English
- Words:
- 60,475
- Chapters:
- 29/29
- Collections:
- 1
- Comments:
- 371
- Kudos:
- 284
- Bookmarks:
- 71
- Hits:
- 8,299
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It’s a month after the fight with the Green Death. Hiccup leaves Toothless behind while he hikes back to their cove and collects some items he left behind. On the way back he gets stranded without Toothless and without his leg and has to figure out how to get home.
Or:
Hiccup learns to bring a spare leg
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Two Strings by evilwriter37
Fandoms: How to Train Your Dragon (Movies), DreamWorks Dragons (Cartoon)
21 Aug 2021
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Summary
“The gods must hate me,” Hiccup had said long ago. Now, he thinks it might be true. Why else would the gods give him two soulmates that he’s at war with?
Series
- Part 11 of AU_gust 2021
- Language:
- English
- Words:
- 12,920
- Chapters:
- 1/1
- Collections:
- 1
- Comments:
- 15
- Kudos:
- 830
- Bookmarks:
- 128
- Hits:
- 12,968
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A Chief Protects His Own by Emachinescat
Fandoms: How to Train Your Dragon (Animated Movies)
15 Oct 2025
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Summary
Post-THW AU (the dragons never left). Six armed Vikings burst into the Haddock home with a bone to pick with Hiccup, who will do anything to protect his pregnant wife and two-year-old daughter.
Written for AILESS Whumptober Day 15: "Get yourself out of here! I'll be fine!"
Series
- Part 15 of AILESS Whumptober 2025
- Language:
- English
- Words:
- 2,619
- Chapters:
- 1/1
- Collections:
- 1
- Comments:
- 26
- Kudos:
- 77
- Bookmarks:
- 7
- Hits:
- 742
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What if Hiccup becomes the queen of dragon?
Where the writer likes Hiccup being the queen of dragon
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- Words:
- 3,640
- Works:
- 2
- Bookmarks:
- 4
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Watchtower of Horrors and related one-shots by wipodu
Fandom: How to Train Your Dragon (Movies)
02 Jul 2021
- Words:
- 21,980
- Works:
- 6
- Bookmarks:
- 60
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Part 6
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First meeting by BooksAndDragons
Fandoms: How to Train Your Dragon (Movies), DreamWorks Dragons (Cartoon)
11 Feb 2018
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Summary
In a world where the first words your soulmate says to you are embedded on your wrist, Hiccup Haddock has cursed the generic 'Welcome Hiccup' since he knew what the mark meant.
Viggo Grimborn had spent his entire life wondering how in the name of Nifelheim he could be mistaken for a woman- 'Heather'.As it happens, a fated crossing between the leader of the Dragon Riders and the leader of the Dragon Hunters may give them the answer they had both waited their whole lives to hear.
Their wrists burning.
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Kayden's Whumptober 2025 by seafullofstars
Fandom: Countdown (US TV 2025), Doctor Who, Good Omens (TV), How to Train Your Dragon (Animated Movies), Marvel Cinematic Universe, Supernatural (TV 2005)
30 Oct 2025
Summary
Whumptober 2025 following the prompts as posted on Tumblr
- Words:
- 31,863
- Works:
- 31
- Bookmarks:
- 1
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Summary
Hiccup's got a lot on his mind.
Series
- Part 48 of Dragon Drabbles Berk