Hiccup had been friends with Jack a year longer than he had Toothless. Pretty much everyone on Berk could see the winter sprite, and he had been accepted into the group. The twins loved pulling pranks with him, Astrid loved making fun of Snotlout with him, Fishlegs loved studying him (Jack being a magical being and all), Snotlout loved competing to see who was faster (Jack always winning), and Hiccup.... Well, Jack was Hiccup's best friend. Other than Toothless, anyway. They told each other everything.But things change when they have to go on a mission to help a friend. And allies of Berk. Meanwhile Merida and Rapunzel are having their own adventure on the mainland, meeting a strange woman who tells them to find two boys to help them on their mission. She says that they have the same goal, but the two have trouble believing her. That is, until one day a few weeks later, when the boys she mentioned find them, giving them dire news. Can they meet their goals before time runs out? Or will their foes win. (Contains Boy x Boy. Don't like, don't read.)