Best Toothcup Hurt/Comfort Fanfics

by sarahenany

Astrid finds out who put scars on Hiccup. Because I couldn't let HTTYD1 slide.

by DragonRose35

One should /never/ try to take what belonged to a /Night Fury/.Dagur would soon learn that lesson the hard way...

by selim_nagisokrov

Hiccup ended up in the dragon cages two weeks after their first coupling. It was there that Toothless found himself taking a nibble on a compliant shoulder and promising (in his own tongue) to protect his little mate and any children that would survive the ordeal.

by AvatarMN

Intimate developments in the relationship between Hiccup and Toothless sweep the boy along into a world of discovery, kink, obsession, and more pleasure than he'd ever imagined.

by selim_nagisokrov

Hiccup didn't know it, but he's been chosen as a Dragon Mate. The world as he knows it changes, leaving him to decide – does he stay with humans or move on with dragons?

by AvatarMN

Just what it says on the tin. A taboo sex comedy from a dank corner of my brain, but it's still a better love story than Twilight!

by orphan_account

Hiccup finds friendship and acceptance with Toothless, but what he didn't expect was love.

by apfelgranate

Dragons can't use words to speak, but that doesn't mean they don't talk. Toothless thought he had been telling Hiccup I love you loud and clear for ages, but humans have to make everything so much more complicated.

by AvatarMN

Watched over by Toothless, Hiccup is gangbanged by a dozen Terrible Terrors. Enough said. What more could you possibly want?

by selim_nagisokrov

If distracted, Hiccup can't do their yearly saddle adjustments. Toothless is just the dragon for the job.

by DysFox

No matter how often the two of them had done this, Toothless always found it oh-so-perfect. And yet, he’d never tied himself to his mate, never fully claimed him as his own. He’d certainly tried, both for his own sake and in response to pleas from Hiccup, but his body just wouldn’t cooperate. Toothl

by reginleifvalkyrie

Toothless is in love with Hiccup and the other dragons try to help.

by DracoWillHearAboutThis

Toothless is sick and tired of being unable to properly communicate with his favourite person. So when an almighty dragon offers him three wishes, he has the perfect plan to set things right. (Or so he thinks.) (Hookfang KNEW this was a bad idea, but nobody ever listens to him.)

by Slate_Dragon

Toothless decides it's high time he took a mate. How hard could it be?

by Bhaals_Favorite_Son

After Stoick has passed, Toothless has become alpha, and Hiccup has become chief. All the dragons mysteriously leave the island. All except Toothless, who can't fly on his own. Hiccup feels for his dragon and takes him out. Hiccup gets the surprise of his life when he learns Toothless has gone into

by CoilingThoughts

Hiccup and Toothless go searching for a solution to the end of the Night Furies, and find one in the brew of a mysterious sorcerer - though not quite as they expected to.

by Engage

Hiccup was no stranger when it came to sleeping with Toothless. But when Hiccup wakes up while Toothless is having a very pleasant dream, everything changes.

by Brb-Rope (BrbRope)

Well. That just figured.Her first time getting to see her husband-to-be naked, and there's a dragon attached to his cock. (Pre-HTTYD 2, Spoiler Free)

by orphan_account

Truth be told, he'd rather his parents find him dead than like this, gasping on the ground; getting fucked into the mud by his pet dragon.

by Kindred

Toothless is a Dragon Lord and is enthralled by the chef's son.