Stoick couldn't sleep, Gobber had told him to wait until morning to sound the alarm. All of the ships were in the docks so he had to be on the island. It was still the middle of the night but there was no way that he could sleep. He found himself wandering, he had no destination in mind. Eventually, he reached the fighting arena it took him a minute to notice something was off, it was to quiet normally even at night you could hear the dragons. Their snores could often be heard throughout the village. There was no snoring, no noise to indicate that they were still in the ring. Slowly he made his way down the ramp and into the ring and to his utter surprise all the gates were wide open and dragons were gone. He ran to a gate assuming that another dragon came in and aided in the escape, though reare it had happened before. Once he took a closer look he discovered that there was nothing to indicate that another dragon had damaged anything. This was the result of a human, but who could have done this. No matter what he said about the dragons there was no way that he would believe that Hiccup could behind it. Why would someone put the whole village at risk for those terrors? Stoick knew that it probably should have made him mad right now anger just couldn't overpower the lose that he felt from his only son the only living remaining piece of Valka he had left.

He continued his walk eventually it lead him into the forest. He didn't know what he was walking into. Eventually, he stumbled upon a crash site. That wasn't the craziest thing at the bottom of the hill where you could tell the dragon because what else would make that kind of a mark, there was a cut bola, one from berks armory. Nothing was really adding up, how did something like this happen and no one discovered it (Stoick really isn't thinking or he could have connected the dots). Soon though he had to turn back, the sun was peeking over the horizon and he needed to send out a proper search party for his boy.

He knew that word had spread when he entered the village. People continued to give him sad glances as he made his way to the forge in the center of town.

"Gobber, please call an emergency meeting we need to find Hiccup." Stoick was at a lost how could he lose both the things that meant the most to him. Without another word he was heading to the Great Hall.

Everything crepted by from the initial news being told to confirm the rumors to the weeks of searching, which yielded no new information it was like he just dropped off the edge of the world. Eventually, the parties would stop leaving after all with no new development they knew that they would have to move on as a tribe, many feared that their leader would never be the same again.

Slowly everyone returned to normal life, no one really forgot though Hiccup was always in the back of their minds how could a talented young man just disappear.

From the second Hiccup flew off that island he felt free, no longer expected to act a certain way or be a viking. Everything was smooth sailing for the first week. Then things took an unexpected turn on one of the night flights to gather some dinner, Toothless was pulled into a hunting party that Hiccup could only assume was headed for the elusive nest.

He had never seen anything that big, the dragon was almost as big as the mountain it occupied. He really didn't have time to think about that though because he was being chased by it. Hiccup knew that only one of them was going to make it out alive, and by Thor he was going to try his hardest to make sure that it was himself and Toothless.

They were going to do it the plan may have been spur of the moment but right now it was the only thing that they had. They had to blast the mouth, leading to and explosion which would kill the beast from the inside out.

They had hit it and the plan was going as planned except for the fact that Toothless' tail caught fire. They were falling at an alarming rate. Hiccup was too worried about the fin that he didn't see the tail but he did feel the impact as he was thrown from the saddle then everything went black.

Toothless POV

Everything happened so fast Hiccup was knocked from the saddle than he was flying to reach him, what happened next was still foggy in his semi conscious state but he know that he had saved his buddy but at what cost he didn't know.

There was something wrong and he knew that it was bad in his rescue he grab Hiccup's leg tearing the flesh from the bone with his teeth. Hiccup needed human help now. Toothless eminently got to work he knew that if helick the wound it would at least slow the blood flow. Eventually, he gathered the dragons that they released for the ring on Berk. The Nadder would carry his fragile human being the only one except for toothless that was gentle enough for his taste other than himself. While the Nightmare would carry him.

In what felt like forever but really was only about a day and a half or so later they reached an island. It was covered in razorwhip dragons, as well as flying people. They were people so they must be able to help he knew after all Hiccup needed human help and right now the were his only choice.

They made quite the entrance though everyone landing in the middle of the village. Toothless was going crazy trying to pull every person he could get close to towards his Hiccup.

"What is going on here." a women who looked to be the leader of the tribe appeared from in the crowd. Then she caught sight of the pale boy unconscious on the ground bloody and bruised.

"I need a medic now!" she was shocked by the sudden appearance of the young boy with the torn leg at first she wasn't sure that he was even alive. It wasn't until she heard a pained moan that she knew that he was still alive.

They did everything they could but in the end the lower third below his knee needed to be removed. Now that was done all they could do now was wait and see if this stranger would wake. They had some questions about where this boy came from.

Never once did Toothless leave Hiccup's side not even to eat he would lay around the bed and one time he even attempted to get on the bed to make sure that his friend knew that he was there for him and would wait as long as he need to, to see him open his eyes again. Eventually, the women that appeared to be the leader, started bring a basket of fish when she would come to check on their mystery guest.

After three months of waiting Hiccup woke up. Toothless lost his mind he was so happy that ran around the room accidentally knocking thing over.

"Hey, bud glad to see you too." Toothless came bounding over and lick his face.

"Eww… wait bud where are we?" He was in a round room. It was nothing like he was used to. He moved his legs to swing them over the bed, but he froze something just didn't feel right, he lifted his covers and there it was a prosthetic, a simple wood peg attached to what remained of his leg. Everything came flooding back in that moment the fight and then the impact and then black. He had lost part of his leg in the fight against that monster.

"Nice to see that you are finally awake, it was touch and go there for a little while none of us were sure that you were that you were going to pull through, you probably wouldn't be here if it weren't for that dragon. My name is Atali leader of the Wing maidens." The sudden new presence made Hiccup jump a little.

"He's amazing that's for sure. I'm Hiccup."

"I must ask where do you come from Hiccup."

"Nowhere really I'm a runaway. It really a long story I would rather not get into."

"I see. Sorry, but I must ask what would make you run away from you home."

Hiccup hesitated to answer but eventually decided that it would be best to tell her, judging by the silver wings coming out from behind her.

"I was chosen to kill a dragon, I would never think of harming a dragon after i learned the truth about them. You see my old village they believe that dragons are mindless killing machines that have to be stopped and through meeting Toothless I learned that dragon are kind creatures that had feelings and thoughts."

"So you are friendly to dragons. I would assume considering the protective instinct shown by your Night Fury. We are glad to hear that. We will allow you to stay on our island until you are well enough to travel, then i must ask you to leave."

"Thank you, by any chance do you have a forge I could borrow. Toothless here need a new tail fin to fly and his got damaged in battle."

"Battle?"

"A giant dragon controlling a nest full of dragons and forcing them to raid villages to feed it."

"That would be how this happened?" she gestured to his stump. He nodded glancing down at it.

"To answer your earlier question yes we do have a smithing forge that we could give you access to if you know how to use it."

"I would hope so, been working in one since I was five."

"How old are you now?"

"Fifteen"

"Older than we first thought."

"Yeah I'm on the smaller side" he said this flatly

As soon as he was cleared by the healer he started his work in their forge working night and day. Until he finished the replacement tail, made with bright red leather. As well as a peg leg for himself a spring loaded one which allowed a more natural movement. He also made a new pedal allowing him to click his new leg in to control Toothless' tail fin. Once he was done he said his thank you's as well as goodbyes and headed into the great beyond.

Authors note: I decided on the wing maidens because of their proximity to Dragon island as well as the idea that he would have to leave as soon as he was able, to start him on his great adventure. This also allowed Hiccup to gain an ally that was dragon friendly. I decided that I wanted to get the leg story done. These two chapters have been my introduction and the next chapter will be a jump into older Hiccups world as a traveler and supporter of dragons.

I want to thank everyone that has favorited this story, I really appreciate the support.