1 - 20 of 72 Works in Hurt Toothless (How to Train Your Dragon)
Navigation
Listing Works
-
A Night Fury's Mate by uncensoredreverie
Fandoms: How to Train Your Dragon (Animated Movies), How to Train Your Dragon (2025)
06 Dec 2025
Tags
Summary
Hiccup was born to lead the Isle of Berk, but it's mostly filled with Alphas and Betas. He felt out of place and lonely; he was often bullied and seen as a nuisance on the island. Trying to prove himself... this choice changed his life forever.
The next day, he went to find the Dragon only to see that he was hurt and couldn't leave... or at least that's how it looked to him. He had never met a Dragon before, but this one was hostile at times, yet didn’t have any plans to hurt him... in fact, after a while, he became obsessed with him.
Though... Toothless isn't really a dragon; he just doesn't trust humans. He was a hybrid of a human and a dragon, a mythic shapeshifter with a dark backstory that is represented in a tattoo that Hiccup thinks is a tribe symbol.
Hiccup thought he had time to bond with Toothless and train the other dragons, but when he found out his father was negotiating with the chief of the Berserker tribe to marry Dagur, he knew he had to leave. He believed he could get on Toothless and fly away... but he hadn't realized how close he was to the others. So much so that they come with him; they can start their own tribe... or will Dagur and Stoic let Hiccup leave that easily?
-
Have you lost your name by Anonymous
Fandoms: How to Train Your Dragon (Animated Movies)
05 Dec 2025
Tags
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
-
Tags
Summary
Growing up in Berk wasn’t always the easiest for little Hiccup, not when his father was busy with his Chiefly duties and his mom was taken by dragons when he was just a baby. But that was okay, because he knew he could always count on his cousins, just as they could always count on him.
As the years pass, they face more and more challenges, but through it all, they manage to stick together, providing each other with the support they so desperately need.
Series
- Part 1 of Somebody to You
-
The Night Rider by pomegranate_freak
Fandoms: How to Train Your Dragon (Animated Movies)
28 Nov 2025
Tags
Summary
After the fall of the Red Death, the world believed Hiccup and Toothless died in the fire.
They were wrong.
Scarred, broken, and abandoned, Hiccup survives—but not as the boy Berk remembers. As the Night Rider, he wages war on dragon hunters, a shadow in the sky who saves dragons with blood and fire. Toothless, half-blind and brutal, is his weapon and his only companion. Together, they are legend. Together, they are feared.
But when a storm rips open the sky, another Hiccup falls into this world. Softer, younger, still believing in hope and peace. His Toothless is whole, his heart unscarred. And in the ashes of battle, two versions of the same boy must face what they could have been—what they’ve lost—and what they might still find in each other.
Dragons are chained. Hunters rise. An enemy unlike any other looms. Between blood and fire, love and grief, the two Hiccups and their Toothlesses must choose: fight for survival, or fight for each other.
A slow-burn, multi-chapter AU exploring love, grief, and the cost of survival. Featuring scarred!Toothless, darker!Hiccup, canon Hiccup, and the collision of two worlds.
-
A Downed Dragon by Emachinescat for Rachelteazer
Fandoms: How to Train Your Dragon (Animated Movies), DreamWorks Dragons (Cartoon)
20 Nov 2025
Tags
Summary
"You know," Ryker said, "there's a little saying I've always enjoyed." He bared his teeth in a violent grin. "A downed dragon," he murmured, wrenching Hiccup's face forward painfully, his breath tickling Hiccup's ear, "is a dead dragon."
Hiccup fights when Ryker tries to take his prosthetic - so Ryker, knowing it will hurt Hiccup far more to see his dragon grounded, takes Toothless's instead.
Series
- Part 9 of Hiccup Horrendous Haddock the Hurt
-
How To Train Your Dragon (When You Also Have To Go To School) by CourtesyTrefflin, TiranaSorki
Fandoms: How to Train Your Dragon (Animated Movies), How to Train Your Dragon (2025)
18 Nov 2025
Tags
Summary
Even in the modern world, Berk and the entire planet still fights dragons. When Hiccup still shoots down and befriends Toothless, he tries to keep him hidden in the woods as long as he can, between school and school projects with his future friends. But he can’t hide Toothless forever and it won’t be just the beliefs of Berk he’s challenging, but those of the entire planet. (Modern AU)
Series
-
Through the Storm by itsmepaper
Fandoms: How to Train Your Dragon (Animated Movies), DreamWorks Dragons (Cartoon)
11 Nov 2025
Tags
Summary
A calm morning flight turns into disaster. Hiccup and Toothless crash into the forest, battered and bruised, relying on each other to survive the storm.
ONE SHOT!
-
Messengers of the Gods: Riders of Berk by CourtesyTrefflin, RivanaRita, TiranaSorki
Fandoms: How to Train Your Dragon (Animated Movies), DreamWorks Dragons (Cartoon)
30 Oct 2025
Tags
Summary
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
-
What If I Forget Your Face? by LizardWithInternet27
Fandoms: How to Train Your Dragon (Animated Movies)
30 Oct 2025
Tags
Summary
Centuries after the dragons left for the hidden world, Toothless finds himself in mourning. He never took the lightfury as his mate (canon divergence; she never existed). He left because every dragon was in danger, and this would be better for them. He left because Hiccup told him it was time.
But now, he finds himself unable to remember.
-
Tags
Summary
When Astrid discovers Toothless in the cove, things get out of hand too quickly for Hiccup to control
-
Tangled with you (unfortunately) by Anonymous
Fandoms: How to Train Your Dragon (Animated Movies), How to Train Your Dragon (2025)
21 Oct 2025
Tags
Summary
The riders are away mapping islands, however the dragons don't know this so they're still waiting for their food when most of them leave besides Toothless and Hookfang, chaos ensues
-
True Faith by Chanceyy for DragonTraining101
Fandoms: How to Train Your Dragon (Animated Movies)
13 Oct 2025
Tags
Summary
Separated from his friends in a storm, Hiccup and Toothless crash-land on a strange, unknown island. The people there are even stranger, with rituals that make even the Meatheads seem normal in comparison. And their...eccentric leader smiles like he knows how the story ends before it even starts.
Alone, injured, and stripped of everything that made him a dragon rider, Hiccup is forced into a twisted role he doesn’t understand. But the island is watching, and it has already decided what he is.
Faith, they say, is a shield. But what use is a shield when everyone believes you’re the enemy?
(Previously titled The Shepherd's Flock)
-
If You Don’t Hate Me, I Can’t Hate Myself by GTheWriter1224
Fandoms: How to Train Your Dragon (Animated Movies)
13 Oct 2025
Tags
Summary
If even your best friend sees you as a monster, why bother trying to be anything else?
(OR: The author rewatched HTTYD 2 and realized that the time between Hiccup yelling at Toothless for killing Stoick and Toothless getting brainwashed by the Alpha a second time could not have been that long. That made her really sad, so she wrote a fic about it)
(Written for Whumptober 2025: Day 13 - Never Enough)
Series
- Part 13 of G's Whumptober 2025
-
Unknown Object by mrbuisiness
Fandoms: How to Train Your Dragon (Animated Movies), DreamWorks Dragons (Cartoon)
12 Oct 2025
Tags
Summary
Hallowtober - Day 12: Foreign
Stranded and close to death, Hiccup and Toothless stumble across something strange.
Or rather, it comes to them.
Series
- Part 12 of Hallowtober - 2025
-
How to Wish a Dragon Back to Life by Voidofthevoidmv
Fandoms: How to Train Your Dragon (Animated Movies), How to Train Your Dragon (2025), How to Train Your Dragon (2025) RPF
02 Oct 2025
Tags
Summary
He did it.
He shot down the Night Fury, succeeding where many Vikings had failed. He finds the dragon still somehow still kicking… But with a giant tree branch sticking out of its chest- Furthermore sealing its fate. It wouldn’t be long now. Any good Viking would be ecstatic at the sight…
Not Hiccup. All he feels is dread…
!!!𝙏𝙒!!! 𝙂𝙧𝙖𝙥𝙝𝙞𝙘 𝙙𝙚𝙥𝙞𝙘𝙩𝙞𝙤𝙣𝙨 𝙤𝙛 𝙙𝙚𝙖𝙩𝙝 𝙖𝙣𝙙 𝙙𝙮𝙞𝙣𝙜!!! (𝘿𝙬, 𝙞𝙩’𝙨 𝙩𝙚𝙢𝙥𝙤𝙧𝙖𝙧𝙮- 𝙄𝙩’𝙨 𝙫𝙞𝙩𝙖𝙡 𝙛𝙤𝙧 𝙩𝙝𝙚 𝙥𝙡𝙤𝙩 𝙡𝙤𝙡)
***
What if Toothless had died when Hiccup shot him down with his bola launcher? How would Hiccup deal with the results of his supposed victory… And what steps would he be willing to take in order to undo them? You’d be surprised. Sprinkle a bit of nightmares, trauma concerning meat kabobs, a wee bit of godly intervention, and surprisingly wholesome bonding- You get whatever fanfic this is. -
Scales Of Love: Dragons: Riders of Berk by Sorcha2003
Fandoms: How to Train Your Dragon (Movies)
28 Sep 2025
Tags
Summary
Hiccup and Toothless's pups were already 1 month old, so they were still only sleeping and eating, but they brought joy to all of Berk and they had not yet shown their Viking form. Unfortunately, as 1 month had passed, soon the Viking Chiefs from all over the Archipelago would visit Berk and hear their story of peace with the dragons. And as if that were not enough, there were still many adventures ahead, after all everyone still needed to get used to the presence of dragons in Berk, in addition to having Aric and Runa discover new things all over Berk. The only thing left to know is, will Berk survive the series: Dragons: Riders of Berk?
Series
- Part 3 of How to Train Your Dragon (Toothcup)
-
A Hiccup In the Dance of the Dragons by Theonrouge
Fandoms: A Song of Ice and Fire - George R. R. Martin, How to Train Your Dragon (Animated Movies)
04 Sep 2025
Tags
Summary
Its the Dance of the Dragons, told through the perspective of Hiccup Haddock III and some other characters of the Dance.
-
Scent of a God by MrOnionFella
Fandoms: How to Train Your Dragon (Animated Movies), How to Train Your Dragon (2025)
23 Aug 2025
Tags
Summary
From the beginning, there was the legend. The story of Guedo, the first Night Fury, the Life-Giver, the one who sang our world into being and seeded our nests with his fire. He was a myth, a ghost, a forgotten hope.
And then, his scent, the impossible aroma of creation itself, came to me from the small, clumsy, human boy who had just shot me from the sky.
or, hiccup turns out to be the reincarnation of the dragons fertility god.
Series
- Part 1 of scent of a god series
-
I Never Knew Love by CourtesyTrefflin, RivanaRita for AminaGila
Fandoms: How to Train Your Dragon (Animated Movies)
31 Jul 2025
Tags
Summary
Toothless has always feared humans. What dragon wouldn’t? He’s never known love or family. How could he? And then he meets the mirror of himself.
-
Lost Moments by CourtesyTrefflin, TiranaSorki for RivanaRita
Fandoms: How to Train Your Dragon (Animated Movies)
30 Jul 2025
Tags
Summary
Hiccup being the chief means he and Toothless have way less time to spend together. Neither of them are happy about it, especially not when they’re also dealing with the aftermath of Stoick’s death.