Hiccup x Pirate!Reader General Relationship HCs!!!
A/N: Sorry for being off-the-grid for so long guys. This past month has been pretty hard for me and I just needed a mental health break. But I'm back and better than ever. Hope you guys enjoy this!!
In all your years of sailing, there had only ever been one thing that could steal your eyes from the sea, even for just a few moments. That, of course, was the kind, gentle, unreasonably handsome face of your lover: Hiccup Horrendous Haddock the Third (despite his unusual name). To you, it never mattered how high the tides were, nor how much the wind howled and roared. When he was near, you felt grounded. Sure of yourself, in a way. Like he was the calm at the end of an awful storm.
Early On In The Relationship:
You had met him when you were both still teenagers, around a month or two after he met Toothless. At that age, you were already an amateur âpirateâ, if one could even call it that. No, not really. You werenât a pirate per se, but something else entirely. You werenât in it for the pillaging and murdering, you were there for the sense of pure adventure. An opportunity to sail across the world with your own crew and cross paths that no man dared dream of.
 The need to actually fund this way of life? It also led to you dabbling in the trades, along with your crewmates.Â
You traded strange knicknacks for bits of gold to pay for food other than stale bread and salty fish, and in turn, got to know a lot about the local cultures of places that youâd visited.Their collective hopes, dreams, and fears.Â
One such place was Berk, a small isolated island in the middle of nowhere. It was there that you first saw him. A boy about your ageâa scrawny little thing with bright eyes and arms that were the hardly width of toothpicks. In a place with people who had fists that could break rocks, he was certainly a strange sight. And, who knows? Maybe thatâs what drew you to him in the first place.
Or, maybe it was the fact that he was clearly drawn to you from the get go. And how could he not be? He had always been a bitâŠdifferent from his peers. All heâd ever wanted was to go somewhere where he fit in. Someplace differentâ perhaps a distant land that prioritized brains over brawn. And, here you were. A girl who was, in his eyes, an elite, globetrotting adventurer. More interestingly, though, you were âdifferentâ. Not in a bad way or anythingâyou just represented the best side of what âdifferentâ could actually be. Adventurous. Cunning. Absolutely drop-dead gorgeous.
He related to you, albeit saw you as much, much cooler.Â
In a sense, you couldâve been his ticket out of Berk. A way to a new life, where he could happily bury his nose in a book or craft metal tools without the horrific stench of toxic masculinity that seemed to have coated the island from rock bottom to the very peak.
Before he could do that, however, he needed to talk to you. Which was easier said than done, to be fair.
And, there it was. That classic Hiccup nervousness when talking to a girl he was interested in. It had happened with Astrid, and one girl before her. He felt stuffy. Sweaty. Embarrassed. His hands started dripping with sweat like he was in a desert, and he swore he could feel his throat close up. He was terrified.
Still, he somehow managed to steady himself and walk over to you, one foot in front of the other. You were talking to someoneâ showing her a necklace made from common rope and⊠genuine dragon teeth?
Your customer found it a bit unsettling, and opted to buy something from another trader whoâd managed to pass off common ink as âink wrestled from the colossal squid of the Northern Watersâ, despite the fact heâd likely never been further North than Berk.
This further intrigued Hiccup, whoâd decided to use the necklace as an excuse to talk to you.
âThis is really pretty. How much is it worth?â heâd asked, then mentally facepalmed. Really? That was his question? First impressions were absolutely everything, and he was making an unremarkable one at best.
âAround thirty Gold pieces,â you lied with an entirely straight face. It was a joke you liked to play with prospective customers. State an outlandish price, and then watch as their eyes widened in pure horror. It never got old.
Hiccup, however, just smiled and started opening up his pouch, blissfully unaware of the fact he was essentially getting robbed in broad daylight.
You stared at him. Blinked. Kept staring, waiting for him to realize his mistake. He kept counting. You felt terrible unintentionally scamming him like this.
âWait, youâ you donât need to pay that much!â You quickly said, waving your hands. âItâs not actually thirty Gold pieces, I just say that to customers to scare them.â
Hiccup in turn stopped counting and just stared back at you like a sheep who just saw a Deadly Nadder. Funnily enough, he wanted to act like one in that moment, too. To run away and hide for at LEAST 5 hours.Â
âOh,â he said. âRight. Haha. Of course.â
You bit your lip to keep from laughing. But you werenât laughing at him, per seâjust the overall absurdity of the situation at hand.
âItâs justâIâm not really in the dragon tooth market too much, yâknow?â he continued, leaning against a tall crate and trying desperately to come off as nonchalant.
You giggled at his demeanour. His antics. Him. You caught a strange feeling in your chestâone you hadnât felt for someone in quite some time. It was nice.Â
âYouâre weird,â you replied, smiling.Â
Somehow, he knew you were being genuine.
âYeah, Iâve been told that a lot,â he replied sheepishly.
And just like that, heâd broken the ice.Â
âMost people wouldnât be willing to fork over so much just for a necklace they have no real way of verifying the validity of. Are you, like, the prince of this place or something?â You asked.
âNot really. Son of the chief, though.âÂ
You blinked. Looked him up and down. Blinked again. Youâd seen Stoic the Vast when youâd first arrived on the Island. Heâd welcomed you, in what you assumed was his own chiefly way. And by that, you meant that heâd had his mean search your vessel from the top down, all with a seemingly disapproving scowl on his face. He was,without any shadow of a doubt, the most imposing man youâd ever seen.Â
And this boy looked like a light breeze would blow him away and heâd fly off, never to be seen again. Now, it was your turn to be confused.
âYouâre kidding?â you asked in disbelief.
âUnfortunately not,â he admitted, chuckling lightly. âBelieve me, I ask the Gods myself each morning.â
You laughed. A genuine one, at that. He just seemed so down-to-Earth, a feature that was particularly refreshing in your line of work, where people lied like it was second nature to them. But he wasnât pretending to be more than what he was. If anything, it seemed like he didnât want to be noticed.
Upon hearing your laugh, poor Hiccupâs heart stopped for a second. He wanted to know you. To let you know him. It was then that he realised he forgot to properly introduce himself. If there was ever a time heâd wished for a different name, it was most certainly then.Â
âMy nameâs Hiccup, by the way,â he said, extending his hand.
âHiccup,â you repeated, taking his hand. âI like it. Rolls off the tongue.â
He held onto your hand for just a second too long. Someone who found his name cool? You really were from a distant land.Â
âIâm (Name),â you said, giving him a mock bow. He smiled at you.
âSo, whatâs a chiefâs son doing at a trading post instead of⊠I donât know, preparing to inherit the island?â You asked, trying to make small talk.
âRight now? Just browsing. And maybe getting a cool necklace out of it?â
âWell,â you began, giving him the necklace. âYouâll probably like this one. Pretty. It looks important, but dosenât really have that much value.â
He raised an eyebrow a bit sheepishly. You stood back. Did he think you were making fun of him? âYou talk a big game for someone who sells teeth for a living. Where did you even get these teeth, anyway?â
âOh, I just pulled them out of a dead gronckle a ways back.â
âDo you run into dragons a lot?â
âSometimes. Iâve been sailing since I was eleven. Theyâre pretty nasty if you are, but otherwise theyâre like any other animal.â
âThatâs it? You think dragons are just animals?âÂ
âYeah. I know that it may not be a popular opinion with you Vikings, but I do. Arenât they?â
Little did you know, he shared this opinion, courtesy of his dragon friend. His heart skipped at this revelation, but he had to maintain secrecy somehow.
âI meanâkind of? Theyâre⊠complicated. Some of them are dangerous, but others are maybe less dangerous?â
You squinted at him like heâd grown a second head. âSomeone really likes dragons, huh?â
âI donât,â he said, almost too quickly. Then, he calmed himself down. âI just think that we can also study them.â
You crossed your arms, now intrigued. âAnd tame them? Put collars around their necks and make them do tricks?â
âNo! I just donât think that all of them are monsters. Thatâs all.â
This puzzled you even more. Berk had a very specific rule surrounding dragons: kill on sight. A Viking expressing sypathy for them was unheard of. The Chief's son? Even more so.
He looked at you. âYeah, your opinion is pretty uncommon around here,â he said, eyes darting. Left. Right. Left. âBut between you and me, itâs not exactly⊠wrong.â
âWell, if you ever find out how to tame one, let me know. Iâd give you three of these necklaces just for a ride.â
His eyes widened. Oh, the irony. âWait. Really?â he asked.
âYeah,â you replied. âAnything beats sailing in stormy weather. Itâd make my job a lot easier.â
He grinnedâ relieved, surprised, and maybe, just maybe a little smitten. He wanted to tell you about Toothless. Really, he did. But you were still a stranger. A stranger who knew who his father was.Â
And that was enough to keep his mouth shut
After that trip to Berk, youâd felt strangely compelled to stick around that side of the archipelago. Anytime your shipâs captain was taking input from crewmembers about where next to stop on your voyage, youâd always suggest that area.
And him? He certainly had no complaints. It was unfortunate, really. The only time you could ever send letters was when you were at a port that actually delivered mail all the way to Berk, and your ship (like most trading vessels) was notoriously hard to track down. So, communication between the two of you was scarce when you werenât on Berk for a time.
That time ended after he told you about Toothless.
Your Dragons and Their Interactions
To absolutely nobodyâs surprise, youâd also ended up with a dragon. A beautiful Scauldron named Riptide. Your meeting with her hadnât been nearly as dramatic as Hiccup and Toothlessâ, but you loved her all the same.Â
Youâd met her in perhaps the most boring way possible, actually. It happened during one of those weeks where youâd been assigned to fish-cleaning dutyâugh. That weekâs haul was particularly terrible, seeing as all the fish had theirâŠdeformities. Whether it was the putrid stench of ammonia or horrible black spots you couldnât scrub out, you sadly had to make the decision to throw them back into the sea
Unbeknownst to you, this ended up making you a friend.Â
At first, you just noticed a strange pattern: all of your abandoned fish were vanishing minutes after youâd thrown them overboard. Then, the floorboards of your ship would creak ever-so-slightly and groan.
It wasnât until you were on the deck with your most recent load of spoiled fish that you saw her.Â
She poked her head out of the water to look at you. What particularly struck you, though, was her eyes. They werenât threatening or scary, but intelligent and gentle.Â
âHi, there,â you said cautiously, tossing some rotten cod into the water.
She emerged slightlyâjust enough to lift her head out of the water, ate the fish, and disappeared.
Over time, she let you move closer to her. Kept following your ship. It led to her letting you pet her head, and even sit on the back of her neck, at times. Youâd perch there, tracing spirals like some sea serpent Goddess.
 She only officially met Hiccup and Toothless once Berk officially started making saddles for dragon riders.
That day was⊠interesting, to say the least.
Toothless froze the second he saw her massive head just ahead of the horizon. She was humongous, with her powerful jaw that could crush boulders and a snort that sent sea spray flying out like mist
Hiccup, for his part, stared up in awe, jaw on the floor.
âYouâyou tamed a scauldron? A wild scauldron?â
You just nodded him and grinned. âYeah. Pretty cool, huh?â
Toothless huffed, out of nervousness or jealousy, you couldnât tell.
Riptide blinked once before letting out a warm puff of mist right in his face.
He sneezed, mucus shooting out of his nose.
You swore you saw her smirk.
After that day, you felt those two getting closer.
Sometimes, youâd see hiccup on toothlessâ back in the sky, while you were lounging on Riptideâs neck.
One day, when you and Hiccup were watching from a cliffsideâlegs swinging over the edge, a shared piece of jerky between youâRiptide shot a plume of water straight at Toothless. You gasped. Hiccup tensed.
But Toothless just squeaked and retaliated with a playful tail swipe across the waterâs surface, soaking her in return.
The two of you exchanged a look.
âWell,â Hiccup said, grinning. âI think thatâs either mutual affection or the start of a turf war.â
You smiled. âEither way, itâs a step up from the growling.â
You and Hiccup initially chalked it up to a proximity thing. Since they were around their riders (who they trusted and loved deeply), it meant that they had to be nice to one another. Sort of like a dragon bro-code thing.
And you would have been right in this assumption, if not for one specific instance.
It happened when you and your crew needed to leave Berk and head to some other islands, far beyond the reaches of the archipelago. It was a perfect day for travellingâ the sun was shining, terrible terrors were playing, and the sea was set for adventure. By that point, you had accounted for all of your crew members, and Hiccup had triple-checked that you had enough food for your journey. The only real problem that you had was finding your scauldron.Â
She ended up being on the other side of the island, showing off her spraying abilities to Toothless once more. He seemed amused. And for the first time, You and Hiccup felt like proud parents.
After that, they seemed to be able to sniff each other out, regardless of how far apart they were.Â
In fact, you had once left a necklace of yours back on Berk, and didnât realize until you were standing on your shipâs deck. You heard Hiccupâs voice from a distance and thought that it was either a siren trying to seduce you, or your lonely brain imagining your boyfriend.
As luck would have it, it was neither. You looked up to see Hiccupâactually Hiccup, holding onto your necklace like some kind of lovesick delivery boy
âI believe this is yours,â He said, in that familiar cadence that you never grew tired of. Toothless glided down, and landed on Deck with a thud that you were sure couldâve been heard in the lower quarters.
You blinked. Smiled. Blinked again. âDidâdid you follow the scent of my jewelry across the sea?â
He scratched the back of his neck and smiled back âNo, not really. But Toothless did.â
Behind him, Riptide breached the surface, clicking and cooing with excitement. Sheâd clearly caught wind of her favorite flying friend and dragged you both into another unplanned reunion.
But now, itâd been five years since you met him. Five years of bi-monthly meetings and letters exchanged during any significant point in either of your lives. Five years of being in love, and being loved.
You couldnât be happier. Well, youâd definitely like to see him more often, but you both had your respective duties.
Even still, that didnât stop you from having a âHiccup drawerâ in your quarters. You kept things from him there. His weird inventions. Things that smelled like the forge. Notes he wrote in a hurry with soot-stained hands. Riptide once chewed on one of them. He forgave her immediately. You didnât.
Youâd become captain of that ship. Riptide essentially became your second in command, and oh, how you still loved sailing around that specific archipelago when you had time. And Hiccup? He was still head of that dragon training academy youâd been offered admission to (and rejected). He also said that his father sometimes alluded to him becoming chief of Berk, but that was far off, at best. Hell, you always thought that Astrid would make a better chief than him.
Dates with him also tended to be more of an all-day affair, rather than just a meetup for a few hours. And honestly, nobody could really blame you. Only being able to see someone for a few days at a time presented a bit of a challenge, but it just meant that you both had to make every second count.
LOTS OF RIDING EACHOTHERSâ DRAGONS!!! A staple pastime, this type of date allowed you to experience riding a different type of dragon entirely. Nightfuries werenât built for swimming, and scauldrons certainly werenât built to fly. But the four of you made it work.
Okay, the first few times were disasters for both of you. As it turned out, flying and swimming were two entirely different beasts. Neither of you had any idea how to control the otherâs dragon.
Hiccup had made a prosthetic tail fin that allowed Toothless to fly on his own, and you were pretty sure that Riptide had a calm enough temperament to be mounted by another rider. Both you and him thought he had it under control
You thought wrong. His first attempt at riding her was hysterical. To you, at least. To him, it was mortifying.
It started off well. She was swimming slowly, gracefully gliding around like some kind of aquatic dancer. Then, he tried giving her a command and she dove in, clearly not used to the idea that a new rider meant that she had to start off slow
Hiccup was thrown into the water, but got back on her after mumbling something about âstupid tidal class dragons.â
Even though you tended to keep to your own dragons after that point, you adored the otherâs. Hiccup absolutely loved Riptide and the quiet cooing sound sheâd make upon eating her favourite fish, and youâd make it a point to absolutely spoil Toothless whenever the opportunity presented itself.
Another staple type of date consisted of just lounging around his house, doing whatever tickled your fancy. Wanted to invite over all his friends and sing sea shanties? He had that covered. Wanted to take long walks along the island? Yes, Maâam.Â
Speaking of his house, Stoick had always adored you. You, and all of the insane stories that you tell about your travels. Heâd never considered himself to be a travellerâ after all, what more could he need than Berk? Regardless, he had a soft spot for your tales, especially if they were over a nice bowl of mutton stew after a long day.
Lots and lots of pirate/peg leg jokes. Sometimes, youâd make jokes about him being a âfine additionâ to your crew, and that he just needed an annoying parrot and a hook for a hand. Of course, heâd always respond with something akin to âaye, matie Iâm ready if you are.â
GENERAL AFFECTION LMAOOOO i love
Heâd always been one for leaning in first for a kiss. Neither of you ever figured out why it was always himâbut it was probably just him wanting to be the more ambitious one in the relationship. Even after all the years youâd spent togetherâit still always felt like he was testing the waters whenever he hesitated before kissing you. It was almost as if he never quite believed that he actually had you.Â
One thing he had NEVER hesitated about was you playing with his hair.
Okay, well, maybe a little.Â
He never thought heâd actually like the feeling of someone touching his hair. It just seemedâŠoverwhelming. The invasive feeling of fingers scratching and touching his scalp seemed like it would be more of a punishment than a pleasure.
But when you offered, he was inexplicably compelled to say âyesâ. It was strange to him, too.
And, Gods, did it feel phenomenal. Like the touch of an angel who smelled like sea salt. He realised exactly how much heâd been missing out on this, and quickly developed a habit of asking you to do if he was ever stressed at all while you were both together.
Another thing he absolutely LOVED was late-night cuddles. He didnât care where, it could have been on your ship or at his place. He certainly wasnât in the least bit pickyâhe just lived to cuddle. Arm slung around your waist, nose buried in your neck. It was the only time he got truly clingy â whispering half-awake complaints about how cold your hands were or how Riptide nearly drowned him again.
You, in turn, loved to rest your head on his shoulder while he was working. It didnât matter if he was tinkering with something or writing about some new dragonâ he could always count on you being right there next to him, with your head on his shoulder as you lightly dozed off. It was an introduction of uneven weight, but he never told you to stop
You also loved the rough-ish element of your relationship. You were no strangers to lightly shoving and/or shaking the other one whenever you could. Those were pretty commonplace. Also common was flicking foreheads and ears. No matter how rough you got with him, though, youâd always been sure to cup his face gently in your hands afterwards, gazing longingly into his eyes.
You also have a tendency to try and patch up the otherâs wounds, to the best of your ability. One of the problems with consistently flying around all day for Hiccup was skin irritation. Sometimes, his prosthetic leg ended up rubbing the stump raw. You never flinched. Never said anything, just rubbed whatever ointment you could find. He did the same whenever he saw you, patching up tiny wounds with soothing yet stern words to back it up
Finally, you both had this little ritual for whenever you had to leave Berk, or he had to leave your ship.
It was a cute little gestureâone in which youâd squeeze his hand thrice in succession. The first time said I love you, and the second one was always I promise Iâll be back. The third one was Wait for me, please. You knew he always would, but it was just a way to cope with having to not see him again for Gods-knows-how-long
He worried about you. A LOT. And though it did annoy you to some extent, you were also relieved that he cared.
He didnât worry because he doubted your skills or abilitiesâit wasnât that at all. But heâd been around the block a few times. Faced men and women whoâd harm others without a second thought. He was justâŠscared. He never wanted to see your ship being used as a burial site.
Which is just one of the reasons that his tension eased whenever he remembered the fact that you had a scauldron on your side.
Of course, you tended to worry about him, too. Sure, he had experience in and around the archipelago engulfing Berk, but little beyond that area. Most people weren't as tolerant of dragons as those Vikings had become.Â
You always offered your ship as a sort of âsafe havenâ to him and the other riders. If anyone was ever injured, or if they simply needed a break from all the constant action and chaos, your doors were always open. (Not just because it was an excuse to see him moreâno wayđ.)
Neither of you really planned on settling down with the other anytime soon. You had a ship to run. A crew to lead. Things to trade and people to meet. And although a tiny, horribly irresponsible voice in the back of Hiccupâs mind told him to give up everything and live out the rest of his days at sea with you, he knew that was nothing more than a childish fantasy. (And one he allowed himself to engage in more than heâd care to admit.)
Embarrassingly enough, you also liked to let yourself dream. About growing old with him. About one day being able to sit on a porch in front of the village with him at your side, equally old and wrinkly, as you both complain about the local youths. As you often joked, âItâd be nice to never worry about getting stabbed again.â
But you both loved what you did. And you respected that about the other. And you werenât going to sacrifice that for a life so different from what you had. But it wasnât too much of a concern. After all, you were both young. You had time, and the energy to keep coming back to each other, over and over and over again.
So, you made a pact of sorts. It went something like this:
Letâs keep choosing eachother, every time we meet. Until itâs time to stop meeting and start staying.