Hiccup and Jack met when they were seven years old, after a heartbreaking incident that caused Hiccup to move to Burgess, Pennsylvania. They kept their friendship a secret from Jack's friends, but now they are teenagers, their lives filled with death-facing accidents, awkward nights alone, and their mom yelling at them for not taking out the trash, causing the dog to eat it.

Jack thinks Hiccup is entirely too innocent, a thought he shares with Astrid. Rated M for chapters 3, 5, 6, and 8.