Disclaimer: Alright, you know the drill. Blah blah blah, I don't own HTTYD.

Summary: This is a collection of one shots mainly based around Hiccup and Toothless' friendship, but there will be stories based on other characters too. There's also going to be mild Hiccstrid in some chapters but nothing serious.

(A/N) I appreciate constructive criticism, but not flaming. Thank you!

(A/N) I'M NOT DEAD! I PROMISE! I admit I've been lazy with my updating, but I had no ideas for this chapter. I'm gonna change things up this chapter, but I have never done a sad story before. So, cut me some slack. Now, ladies and gents, grab some popcorn and enjoy the story.

WARNING: Character death, suicide

~❤️~

It should've been him.

Why wasn't it him? How could fate be so cruel as to rip his friend away from him?

Gone.

That's what Hiccup was and would be forever. No sarcastic remarks, no goofy smiles, no crazy inventions, no flying, and no Hiccup.

If he had only been a little bit faster, then everything would've been fine.

Toothless shuddered, he still remembered that day, and the memory would haunt him for the rest of his life.

~Flashback~

They were going to make it.

The Red Death was falling into the raging fire, ironically burning to death in its own flames.

Toothless saw the open sky right in front of them, and he was furiously pumping his wings, dodging different parts of the enormous dragon, to get him and Hiccup to safety.

Hiccup looked back to see the fire was expanding towards them, threatening to swallow them whole. He quickly looked forward. The Red Death's huge club tail was headed right towards them, but they realized that too late.

Hiccup tried to shift his pedal, but it went dead as the last remains of Toothless' tail tore away.

"No. No," Hiccup said panicked.

The huge club hit them head on, and Hiccup was detached from the harness. He fell towards the ground.

Toothless swiftly turned around and started racing towards Hiccup.

He opened his mouth to latch onto Hiccups leg. He was sure he could catch him, but his jaws snapped shut with an audible CLICK, only catching air.

The fire consumed both of them, and Toothless let out a roar of despair as they both fell to the ground.

~Flashback End~

Toothless felt the deep cracks in his heart get a bit bigger at the cruel memory. His chest felt like a gaping hole; his feelings becoming more numb by the day.

The black dragon closed his eyes in pain. He still remembered the villagers' faces as he got up from the burnt ground without Hiccup safely in his grasp, and their faces dropped to such a devastated, disappointed expression.

He should've been faster, stronger. He was a Night Fury, known for his speed and accuracy, and yet, when Hiccup really needed him, he missed.

Toothless' eyes snapped open as he came back to reality. He looked over at the lake in The Cove, and he felt his eyes well up with tears, remembering why today was important.

It was on this day, exactly one year ago, that Hiccup had died and left this world.

"Almost like an anniversary of sorts," Toothless thought, smiling a bitter, trembling smile, but it was gone as soon as it had appeared, the gummy smile reminding him of better times.

He sighed. He knew he wasn't alone in his suffering, and the village was mourning this day too.

The village was grief-stricken, and, without Hiccup, they struggled to maintain their good relationship with the other dragons without the scrawny viking leading the way. It was still an unstable, shaky balance between dragon and viking.

But even with their loss at Hiccup's death, they would never know the unbearable pain of having their other half ripped from their life. The only person who could possibly understand his pain was Hiccup's father, and he was especially torn up about it, knowing that if he had just listened to his son, then he would be alive.

The blond girl that Hiccup was crushing on was heartbroken for a few months, sure, but eventually she would get over it and reluctantly move on with her life. After all, there were many fish in the sea.

Toothless knew he couldn't do that.

Hiccup would and would forever be, his other half. They were soulmates, chosen by the gods themselves, and no one could EVER replace Hiccup. Not in this lifetime anyway. The only way Toothless could get Hiccup back was to meet him in Valhalla.

Toothless quickly shook his head to get rid of his depressing thoughts.

Suddenly, he spotted a bird flying overhead. It had been a year since the Night Fury had flown, but it seemed like such a trivial thing now that his best friend couldn't fly with him. In fact, flying would be disrespectful to Hiccup. It was something they did together.

Noticing the sun setting, Toothless got up from the grass and headed towards a ledge in the wall where he could climb back up. He needed to get out of this place filled with haunting memories.

~❤️~

Toothless arrived at a cliff overlooking the ocean, a beautiful sunset painting the sky. He saw something out of the corner of his eye, and he turned towards it. It was the wooden spike that Hiccup had stuck into the ground when they were first testing their flying positions. Toothless had needed something a place to practice, so Hiccup had tied a rope to the dragon's saddle and the spike.

The Night Fury kept looking at that little piece of wood for what felt like an eternity.

The more Toothless stared at it, the more he felt himself coming apart. Something in him snapped.

A strangled roar tore itself from Toothless' throat as he started furiously pacing. His breaths came out as fast, irregular panting, and he clawed at the ground uselessly, trying to ground himself to something, anything. He felt tears flow down his face like a never ending river, and, unexpectedly, he grew angry.

"How could you leave me like that Hiccup?! I thought we were best friends! You abandoned everyone; you abandoned your father, Astrid, the village, the dragons...me," Toothless growled out, becoming angrier, "Why couldn't have we just ran away that day, huh? Was it because of that stupid girl?! Well, guess what Hiccup? She moved on. She and the rest of that lousy village got over you, and you know what?! I DIDN'T! You left me here because, apparently, you don't care what happens to me!" Toothless finally just broke down in heart wrenching sobs, "Now, I'm all alone, just like before."

He stood there until it was completely dark outside and a numb feeling had spread throughout his entire body. He felt tired and worn out; as Toothless looked back towards the forest, he realized it didn't hold anything for him anymore.

His decision made up, he looked out over the cliff and took a deep breath. He had no more tears to cry.

Taking a step back, he ran towards the edge and jumped.

As he was falling towards the rocky shore, his last thoughts were of what should've been.

~❤️~

(A/N) Alright, I'm FINALLY done. I forced myself to update today, but the reason it took so long was because I revised a lot of things.

(A/N) Reviews would be much appreciated! Thank you!