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Toothless and (D/N) fly across the ocean, leading the entirety of Berk, some larger dragons carrying boats of supplies and food.

The ocean seemed to go on forever, the air thick with humidity but the breeze balancing
it out.

A sheep wearing a dragon disguise happily bleats as he peeks over the edge, his tongue hanging out. He pauses, his eyes wide when he notices a dragon lowly hissing at him.

He quickly ducks back down, nervously peeking over at the dragon.

"Excuse me! Coming through!" Fishlegs whimpers, people swerving to avoid him as he attempts to steady Fishmeat.

"Fishmeat! Look! Eat your rocks, eat your rocks!"

Fishmeat pauses ontop of his head, eagerly biting at the rock offered as Fishlegs lowers him back in his pack.

"Gods! People who fly with babies are the worst," Snotlout growls in annoyance, rolling his eyes.

Fishmeat belches, a fireball shooting from his mouth striking Snotlout's shield behind him as he ducks with an annoyed groan.

"I feel like I'm always asking you two this question, but..." Gobber screams as Grump falls asleep mid-air. "Wake up, Grump! Wake up!"

He pops back up behind Hiccup and (Y/N),
Hiccup looking over the horizon with a scope.

"Is there an actual plan, or..?"

"Just keep flying until we reach the end of the world," Hiccup replies, a grin on his face.
"Ah. Seems sensible," Gobber sarcastically responds, "(Y/N)? And you?"

She hums in thought, looking to Hiccup with a raised brow. "How about we stop for the night when we come across a big enough island?"

Gobber nods, flying lower as Grump once again falls asleep.

"That's a better plan!!"

...

Berk was empty, clouds in the sky as the village laid empty.

"Where are they?" Chaghatai Khan demands, walking up the steps to Grimmel. "Gone, obviously." Grimmel responds, biting into an apple.

"The Night Fury and Woolly Howl escaped you? Again?"

Grimmel snickers, shrugging. "I encouraged it. They've abandoned their only defensible position."

...

"Running scared with what little they can carry."

Snotlout groans, joining (Y/N)'s side for a moment as Hiccup glances up from his spyglass at him.

"It just keeps going!"

"That's 'cause the world is actually round!"
Tuffnut replies, lounging on Belch. Hiccup rolls his eyes with a grin, looking through the spyglass as Y/N raises a brow at the twins.

"The sun's round. The moon's round. Stars are round," Tuffnut continues. "Even though they're small and stupid."

Toothless perks up with wide eyes, a small rumble escaping him as he looks around.

Ruffnut cackles, Tuffnut snickering. "Right? Stars."

...

"Don't fret," Grimmel continues, rising. "They won't get far. The Night Fury and Wooly Howl are distracted."

He stabs the apple on the tusk of a Deathgripper, making him struggle to eat it.
"I introduced them to your females."

"Night Furies mate for life, you see. Same goes for the Howl, although the female might need a bit more convincing if she were to be swooned."

...

A light roar catches both (D/N) and (Y/N)'s attention. The look up, both gasping as the Woolly Howl comes into view, her white fur helping her blend in with the clouds.

The Howl looks to (Y/N) happily, leaning forward, she paws at the girls hair playfully, causing her to laugh gently.

She reaches up, patting the Howl's paw gently and watching as she leans down towards (D/N), eyeing him before snorting in greeting.

(D/N)'s eyes widen as he watches her, snorting back before roaring happily. The Howl looks down at him with a raised brow, almost nervous to get closer to him.

(Y/N) watches them with a small smile, reaching her head down, she pecks (D/N)'s forehead gently before looking to the Woolly Howl, watching the dragons eyes widen before softening.

The group all watch with wide eyes at the exchange, Hiccup smiling lovingly as (Y/N) nods along with the Woolly Howl's chirping and roaring.

Toothless watches in excitement, glancing around, he tries looking for the Light Fury.

He spots her in the distance, roaring and gaining everyone's attention. Valka and (M/N) breath out in awe, watching as the Woolly Howl flies close to her friend.

"They're following us!"

"'Yes!" Hiccup cheers, laughing happily at the two dragons.

The Woolly Howl looks over, chittering at the Light Fury. She snorts, shaking her head before squawking and vanishing in a blast she fired.

The Howl sighs, shaking her head and flying after her.

"Would ya look at that?!" Gobber breathes out.

"Where'd she go? Is she made of sky?" Tuffnut questions.

Toothless swiftly flies after the Howl, (D/N) on his tail and barking at him.

"Whoa! Hold up, Toothless!"

"Where'd they go?" (Y/N) questions, setting her hand on (D/N)'s head.

He looks around for a moment, flying in a circle before groaning in confusion, shaking his head with a disappointed sigh.

"Cant see them love!" (Y/N) calls over to
Hiccup.

He looks back, gasping as (Y/N) was suddenly pushed off her saddle, she gasps and looks up, smiling as the Woolly Howl looks up at her with a toothy grin.

She laughs, reaching up and carefully placing herself on the dragons back, (D/N) roaring after them and following.

The Howl purrs, glancing up at the girl and rolling over, cashing (Y/N) to fall.

She lets out another yell, gasping and grunting when she lands on something.

She breathes out in relief before pausing, noticing (D/N) a few feet away watching with wide eyes.

She slowly looks down, noticing the white fur of the Woolly Howl. (Y/N) laughs lightly, petting the dragon and running her fingers through its fur.

Hiccup laughs, Toothless rumbling as he flies over to the Howl. She chitters, looking up and cooing softly as she slowly flies around.

(D/N) flies at her side, watching (Y/N) carefully with furrowed brows.

From above, the Light Fury watches with narrowed eyes, glaring at Hiccup on the back of Toothless.

Hiccup looks around, noticing her with a soft gasp, he smiles, his hands on his head as she barrels towards him.

"Well, look who it is!"

The Light Fury swoops down with a shriek, making the Howl quickly look over with wide eyes.

(Y/N) watches slacked jawed as he was grabbed by the Light Fury, him screaming as she flies a few feet in the air.

He struggles to hold on to her paws holding him, "Oh, hey! It's really nice to finally-"

She tosses him, making him scream once more as he starts falling towards the ocean. The Light Fury purrs, looking back at the others.

(D/N) looks down at Hiccup with wide eyes, (Y/N) staring at his falling form with a heavy sigh.

The Light Fury notices the girl, hissing and yowling. (Y/N) quickly scoots to the side of the Howl, pushing herself off and landing on (D/N) with a grunt as she pulls herself onto him.

Toothless looks down at Hiccup, nervously looking up at the Light Fury with a small gummy smile and flat ears.

He dives after Hiccup, making the Light Fury tilt her head in confusion.

(D/N) swiftly follows, the Woolly Howl calling after him before sadly rumbling, glaring up at the Light Fury with a scolding head shake.

Hiccup screams as he falls past the crowd, laughter ringing out as Toothless dives past them, (D/N) halting in front of the herd.

"That was perfect. So great!" Snotlout wheezes, Toothless flying back up at (D/N)'s side.

"Not a word," Hiccup growls back, his expression neutral.

"You alright stick?" (Y/N) softly questions, making him sigh and look to her with a small smile.

"I'm alright."

Toothless peers back up at the sky with a low purr, his expression falling when he sees the Light Fury was gone.

(D/N) does the same, spotting the Woolly Howl as she peeks over some clouds. She chitters softly, her ears drooping as she turns and flies after her friend, (D/N) frowning.

...

"Yes, yes! But where did they go?" Ragnar demands, Grimmel sighing in annoyance as he looks over the map in front of him.

"I have to explain this." He mumbles in disbelief, setting himself down on a low seat.

"Night Furies can't survive in the cold, so they haven't gone North," he crosses out that area.

"The Wooly Howl can't survive in to warm weathers because of their fur, so their haven't gone east.."

He scratches out both directions on the map, looking up with a raised brow.

...

"Land!!" (Y/N) calls with a grin, the rest of the group sighing in relief as they quickly make way for the island.

"And both species cannot fly long distances without rest."

Hiccup looks up, gasping at the sight of the large island, big enough for their entire village.

...

Grimmel points to the small islands on the map, "Their flight path must include stops."
He says as he taps along the islands.

...

"Potty break!" Fishlegs yells up at the two,
Fishmeat cooing. The dragons seperate as they fly above the island, waterfalls falling down the side and greenery everywhere.

"Therefore, they've gone.."

They continue flying to the center of the island, awing and gasping at the beauty of it.

...

"They can only have gone...does anyone want to take a guess?"

Grimmel looks between them with a look of annoyance, "..anyone??" He stutters mockingly, waving his pencil for someone to speak.

Ragnar gasps, his face lighting up as he sets a small ship down, "East!!" He calls, the others looking to him in annoyance.

"West!" Grimmel snaps back, forcing a smile as he raises his brows, "Simple, you see?" He laughs, "Oh, isn't this fun? Yes?" His face falls in mock sadness, "No?"

The woman groans in irritation, shoving past her comrades.

"Yes! Yes!" Grimmel emphasises as they follow after her. "Where is your love of the hunt?" He questions as he rises. "I thought you were conquerors. You'll have your prizes in time."

Grimmel smirks, walking a few steps and standing by Stoick's statue. "Just allow me a few more days to enjoy this.."

He looks around, his fists clenched and his grin wide.

"I have dearly missed this!"

——