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Although this is the part of the story that the bards tend to focus on as the bit where Hiccup was particularly Heroic, I do not agree. It is a lot easier to be brave when you know you have no alternative. Hiccup knew in his heart of hearts that the Monster intended to kill them all anyway. So he didn’t have a lot to lose.
How To Train Your Dragon (Book 1) by Cressida Cowell