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I Hear Him Scream » by Rift-Raft
Hiccup is the first Viking to shoot down a Night Fury. Unfortunately, his incredible accomplishment has terrible consequences: becoming the beast itself. Surviving as a Viking is hard enough...is it even possible as a creature hated and feared by humans and dragons alike? Dragon!Hiccup. THERE IS NOW A SEQUEL: Echoed Songs!How to Train Your Dragon, T, English, Adventure & Drama, chapters: 17, words: 321k+, favs: 2k+, follows: 1k+, updated: 6/25/2021 published: 10/29/2010, Astrid, Hiccup, Stoick, Toothless
820Modern Myth » by Sinattea
Nothing is at it once was, and as more people partake in Toothless and Hiccup's secret, the challenge of surviving high school while keeping a dragon safe grows dangerous. - - -Bet y'all thought I was dead when 2020 didn't bring this back. My love for HtTyD as a franchise may have faded but my love for this pairing and this fic (and all they represent to me) will NEVER!How to Train Your Dragon, T, English, Romance & Fantasy, chapters: 37, words: 174k+, favs: 425, follows: 469, updated: 4/1/2021 published: 7/5/2013, [Hiccup, Toothless]
400 Changing Allegiance » by Endevorer
The world is mad. Men can be cursed to become dragons and dragons can dawn the shapes of men. Hiccup did not want to be a Night Fury, but that problem seems to run in the family. Toothless found himself a new life as a mostly ordinary human boy, yet he can't completely leave behind his old one. Both must tread careful though, because betrayal lurks nearby.How to Train Your Dragon, T, English, Adventure & Friendship, chapters: 73, words: 453k+, favs: 223, follows: 207, updated: 10/1/2016 published: 5/28/2014, Hiccup, Toothless
291 Becoming the Enemy » by Endevorer
Hiccup has received a strange book full of knowledge about dragons. Finding a potion that grants strength and the designs for a special arrow, he sets out to slay the Night Fury. Except now he finds himself slowly losing his humanity bit by bit... while simultianously changing the Night Fury into just an ordinary boy. And then things got even stranger.How to Train Your Dragon, T, English, Friendship & Adventure, chapters: 25, words: 284k+, favs: 356, follows: 269, updated: 11/10/2014 published: 9/17/2013, Hiccup, Toothless