- In Dragon Soul, after learning that Hiccup is going to live longer than anyone on Berk, Valka asks Cloudjumper to look after Hiccup and Toothless for her. After Cloud-Jumper said he will, Toothless says he doesn't need a babysitter.
“He says ’yes, of course’” Hiccup translated. Valka smiled and pet Cloud-Jumper in gratitude. Seemingly out of nowhere, Hiccup looked at Toothless and said “I’m not telling her that.”
“Is something wrong?” asked Valka.
“No, no… Toothless told me to tell you that he doesn’t need a babysitter, he can take care of himself and me just — wait a minute. Are you saying I need a babysitter?” he demanded indignantly of his dragon, who bluntly replied, *Pretty much*, and nodded so Astrid and Valka would get the joke too.
- When Hiccup ask's Astrid's parents for permission to marry Astrid, Astrid's father starts to give a "If You Ever Do Anything to Hurt Her..." speech but Hiccup interrupts him mid-sentence:
“Mr Hofferson, if I did ever hurt Astrid so much that I couldn't earn her forgiveness, you'd have to enact your revenge on whatever was left after she was finished with me”