Fics like Runaway Tamer

Hiccup didn't stay when he realized he would be forced go kill a dragon. Instead he runs away with Toothless to find a place to call home. They make their way to an island without any people on it but still close to the shipping lanes. There he and Toothless learn to survive on their own. Over the next three years, he becomes a rumor to the traders who pass by his island. If he needs something he'll put up a flag and leave a note for a trade. A few come if they're in need of healing as well. Its a peaceful existence until Viggo hears rumor of a ghost or man depending on the story who can talk to dragons. Viggo is intrigued and sets out to find the truth in the rumors.

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