Cassie Sandsmark & Hiccup
It was a relief that she knew it wouldn't be the best idea to have so many dragons in Madison Valley. Even having just Stormfly and Toothless were a bit dangerous as far as he was concerned. So far, they were behaving well, but Hiccup attributed that to the fact that Star was so good with them. Everyone seemed to be enjoying them as well, and the dragons certainly enjoyed having more people to play with.
"Five years," he answered easily. "We weren't very friendly at first, but Toothless and I learned how to trust one another. Astrid followed me and discovered Toothless." Hiccup smiled faintly at the memory. "It took her a while to warm up to him, but Toothless can be relentless. She met Stormfly and it went from there. We've all been through a lot."
He looked over at where Cassie's dog was playing with Barko and the other creatures. "Toothless and Stormfly aren't pets, though. They are dangerous animals and they'll react accordingly if they feel threatened. It's much different for them than it is for Champ."