Wilbur has been getting in troubles a lot recently and his mother promised terrible punishment if it happened again. Desperate times call for desperate measures.

Hiccup is a photographer struggling to make ends meet until he can earn a reputation. He runs into Jack, a homeless teenager freezing in a park, and everything changes for both of them.

Doing groceries with Jack was not a easy thing. (modern AU)

It wasn't easy to love someone who was all the way across the ocean, but each little moment they shared made it all worth it. (hijack modern AU)

(hijack modern AU) Hiccup didn't know how he felt about teaching his best friend and secret crush how to kiss. Especially if it was so he could go kiss someone else.

Growing up in Berk, Hiccup may or may not be falling for one of the older boys, Jack. Jack, for his part, still saw him as a child. But what was the hurry? They had a lifetime ahead of them.

In the fading light of a dying day, two boys share a moment away from anyone's eyes (colonial time Jack/Hiccup)