#rycup

[howtowhumpyourhiccup]

Httyd Smut Week 2025 Day 3

Temptation

Summary: Set in a Modern AU. Trapped with him in the car as he has to drive him to his date, Ryker fantasizes about his brother's husband, Hiccup.

Warnings: Implied Sexual Content, Implied Abuse

Rating: Mature

Dead Dove: No

Words: 1 768

Prompt: Temptation

Fandom: How to Train Your Dragon

Characters: Ryker, Hiccup

Whumpee: Hiccup

Whumper: Ryker, Viggo

Pairing: Rycup, Vigcup

Author’s Notes: Ah, look at that. Surprise, surprise, more Rycup.

Enjoy!

[howtodrawyourdragon]

Fluffcember in July 2025 Day 3

Warmth Given Freely

Summary: Set after RttE. Ryker wears a face and Hiccup knows what that means.

Warnings: /

Rating: General

Words: 751

Prompt: Warm Hugs

Fandom: How to Train Your Dragon

Characters: Hiccup, Ryker

Pairing: Rycup

Author’s Notes: Ryker having his emotional hurt cured by Hiccup sometimes lives rent-free in my head.

Enjoy!

-XOXOX-

Hiccup does not get the sense that Ryker enjoyed a lot of affection growing up. From the few stories he has shared about his father, he wasn’t much of a loving man. Already a Dragon Hunter before his youngest son decided to turn it into a business empire, the most important thing to him when it came to his children is that they were tough. Tough enough for a dragon to maul without shedding a tear about it.

It was a messed up way to raise any child, not even on Berk at the height of the dragon raids were their children treated as such. And with their only other family member, their grandfather, showing clear favoritism towards Viggo, Ryker couldn't expect much coming from that way either. Certainly not once it became clear that not even the right of the firstborn mattered when it came to the miracle child that was Ryker's younger brother.

His mother was the source of warmth in his life and she passed away in childbirth early in his life, the son she died giving birth to now also dead. Any signs of affection then came from Viggo and only when there was a hidden motive behind it.

It wasn't long after saving his life after the Shellfire- finding him floating near death on some driftwood after the battle- that this became so crystal clear to Hiccup.

Ryker had injuries that needed to be treated and every attempt to treat it was met with hostility. He didn't need help, he could take care of his own wounds. Every friendly word or question of how he was doing was met with hurtful remarks. Why would Hiccup need to know anything about him if not to somehow use something against him?

As far as Ryker was concerned, the Dragon Rider was just like his younger brother. Always the smartest guy in the room no matter where, always favored by those around him. That insultingly naive look to him just made it worse, because it almost made all of his efforts shown towards Ryker seem genuine rather than manipulative. And if there was one thing Ryker knew for certain is that no one born that smart is born with a heart as well.

Until Hiccup wore him down and Ryker had no other choice but to admit that maybe not all of the young man's actions and words were manipulative. Once he made that realization, he was pretty much lost.

A year ago, back when they still lived on the Edge, Ryker would look at Hiccup with suspicion whenever he was in the same room as him. Now he can hug him and it won't get to him as much as it used to.

He was in the middle of sharpening his blade in the forge when Hiccup came over and took advantage of his lowered stature as Ryker sat on a stool. Berk begrudgingly took the former Hunter in, mostly because most people here didn't even know Viggo had an older brother, but Hiccup doesn't let anyone stop him from putting his hands on his shoulders from behind and letting them glide down his chest until his arms could wrap around him. Hiccup's chin settling on Ryker's right shoulder, bend over.

His armor is off, leaving just two layers of tunics. Ryker himself is only wearing a tunic on his upper body.

"You're wearing that face again," Hiccup tells him, lips close to his ear. Ryker still doesn't know what kind of face he means, but apparently, he catches it every time.

"What face?" The older man asks quietly. Hiccup's arms feel weighty around him, their presence don't go unnoticed.

"Like, you needed a hug."

The whetstone and sword still in hand, Ryker hadn't even noticed he stopped sharpening a while ago.

Ryker scoffs at the notion, not quite that prepared yet to give into his emotions, but Hiccup tightens his grip around him. He gives a kiss on his jawline, but otherwise lets the hug do the talking.

The former Hunter does grow quiet and simply soaks up Hiccup warmth, he gives it so freely.

They've already slept together more times than Berk and Hiccup's friends would probably appreciate, Ryker needed to show his appreciation somehow, after all.

Suddenly, he understands Dagur and Viggo just a little bit more.

Releasing the whetstone on his lap, Ryker grasps Hiccup's arms where they cross in front of his chest and squeezes them to show that he appreciates his presence.

[howtowhumpyourhiccup]

Price - Chapter 41

Worthless

Summary: Set during RttE, based on the episode "Gold Rush." The entire point was for Hiccup to get Berk's Gold back. Well, he's far from his goal now.

Warnings: Pregnancy, verbal and public humiliation, implied/referenced slavery, implied/referenced sexual slavery, character death

Rating: Explicit

Dead Dove: Yes

Words: 2 530

Fandom: How to Train Your Dragon

Characters: Hiccup, Toothless, Astrid, Heather, Snotlout, Hookfang, Ruffnut, Tuffnut, Viggo, Ryker

Whumpee: Hiccup

Whumper: Viggo, Astrid

Pairing: Vigcup, Rycup, Hiccstrid

Author’s Notes: Viggo failing his "please shut the fuck up challenge" the chapter.

Also two more chapters remaining!

Enjoy!

[howtowhumpyourhiccup]

Price - Chapter 36

Brothers

Summary: Set during RttE, based on the episode "Gold Rush." The entire point was for Hiccup to get Berk's Gold back. Well, he's far from his goal now.

Warnings: Pregnancy, Unhealthy relationships

Rating: Explicit

Dead Dove: Yes

Words: 1 013

Fandom: How to Train Your Dragon

Characters: Hiccup, Astrid, Snotlout, Fishlegs, Stoick, Viggo, Ryker

Whumpee: Hiccup

Whumper: Viggo, Ryker

Pairing: Vigcup, Rycup

Author’s Notes: Chapter 36! We're nearing the end and the sequel still isn't finished!

Enjoy!

[howtowhumpyourhiccup]

Cost — Chapter 16

Nefarious Plans

Summary: Sequel to Price.

Set during RttE. The things Viggo did to Hiccup have a cost and now Hiccup isn't sure how he can rebuild his life or if he even can.

Warnings: Pregnancy, references to servitude and slavery

Rating: Explicit

Genre: Whump

Dead Dove: Yes

Words: 1 432

Fandom: How to Train Your Dragon

Characters: Hiccup, Toothless, Astrid, Fishlegs, Snotlout, Johann, Krogan

Whumpee: Hiccup

Whumper: Viggo, Ryker, Johann, Krogan

Caretaker: Astrid

Pairing: Vigcup, Rycup, Hiccstrid

Author’s Notes: Ah yes, Krogan! Because Hiccup hasn't suffered enough yet in my opinion!

Enjoy!

[howtowhumpyourhiccup]

Cost - Chapter 13

What Friends Are For

Summary: Sequel to Price.

Set during RttE. The things Viggo did to Hiccup have a cost and now Hiccup isn't sure how he can rebuild his life or if he even can.

Warnings: Pregnancy

Rating: Explicit

Dead Dove: Yes

Words: 1 013

Fandom: How to Train Your Dragon

Characters: Hiccup, Toothless, Fishlegs

Whumpee: Hiccup

Whumper: Viggo, Ryker

Pairing: Vigcup, Rycup

Author’s Notes: Eyyyy, I did not forget to update today!

Fun fact: I've been getting some work done again on the third part of this story. It's currently at 12 chapters!

Enjoy!

[howtowhumpyourhiccup]

Price - Chapter 37

The Ties That Bind

Summary: Set during RttE, based on the episode "Gold Rush." The entire point was for Hiccup to get Berk's Gold back. Well, he's far from his goal now.

Warnings: Pregnancy, Mentions of Pet whump

Rating: Explicit

Dead Dove: Yes

Words: 1 585

Fandom: How to Train Your Dragon

Characters: Hiccup, Toothless, Viggo, Astrid

Whumpee: Hiccup

Whumper: Viggo, Ryker

Pairing: Vigcup, Rycup, Hiccstrid

Author’s Notes: Enjoy!

[howtodrawyourdragon]

Kinkuary 2025 Day 25

First Taste

Summary: Set during RttE. Ryker decided to repay Hiccup for saving his life.

Warnings: Sexual content

Rating: Explicit

Words: 1 232

Prompt: Virginity

Fandom: How to Train Your Dragon

Characters: Hiccup, Ryker

Pairing: Rycup

Author’s Notes: I just really enjoy writing Rycup. I should really write that Rycup/Vigcup multichapter.

Enjoy!

-XOXOX-

Hiccup has never been touched by anyone before and that couldn’t be more obvious to Ryker. He has him cornered in the forge early in the morning and there aren’t many places to hide. Any of the Riders could come out of their huts to start their day. Didn’t stop the eldest Grimborn from pinning him against the edge of the nearest table and pushing a hand down into the younger man’s leathers.

“Wha- what’re you doing?” Hiccup asks breathily, flustered as he looks down at himself. He can’t see Ryker’s hand, stuffed down into his pants, but he can feel his middle finger between his legs and rubbing something very sensitive down there.

What is he rubbing that makes him feel so good? He’s not even inside his actual pussy yet.

“Isn’t it obvious?” Ryker asks with a smirk. “I’m repaying you.”

Hiccup saved his life, after all. When Ryker washed ashore after miraculously surviving the fight between the Shell Fire and the Submaripper, he could’ve killed him, but he hadn’t. Instead, Hiccup showed his good heart once again and nursed the man back to health. It only makes sense to give him a little taste of pleasure in return. His eyes have been begging him to enough.

And that he gets to have what Viggo never will is certainly a bonus.

If Hiccup could look any flustered as their eyes meet, he would. Leaning backwards with his palms on the table behind him, he’s breathing hard and fighting not to moan. His Riders still aren’t all that happy with Ryker’s presence and perhaps his obvious interest in Hiccup also has something to do with that. So the last thing he wants is to wake any of them up.

Ryker can feel his fingers go from damp to wet. When he pushes his middle finger to push into his opening, he has Hiccup yelping in fright. He wasn’t expecting that and it has the older man chuckling lewdly.

“Never been touched before, ey?” He asks, grabbing Hiccup’s chin with his free hand to urge him to look up at him. All that innocence in those greens of his, he wants to snuff it all out. He wants Hiccup to see him and for his eyes to go down to his cock in hunger every single time.

He pushes his finger into him again and he has Hiccup whimpering at the intrusion. His legs spread wider.

“I bet you touched yourself plenty, probably when you thought of getting my brother’s cock in you. It’s different when it’s someone else’s fingers in you, isn’t it?” Ryker makes assumptions and asks questions. Usually so talkative, Hiccup doesn’t dare answer any of them.

He pulls his finger out before pushing it back in again. He has every intention on getting knuckle deep, on fitting at least three fingers inside, on making Hiccup forget he was ever a virgin to begin with, but it will be a slow process. His walls squeeze so tight around his finger, he’s far from relaxed. So Ryker comes up with a plan. He closes what little distance there is between them and Hiccup’s lips part in anticipation.

“Just relax, Pet,” he tells him before kissing his cheek, Hiccup turns his head as he was expecting to be kissed somewhere else. Ryker has his lips travel downwards, his finger pumping in and out of him. He kisses his jawline, just below it, his neck, and then pulls on the collar of his tunic and undershirt to expose his shoulder. It’s a good thing Hiccup isn’t wearing his armor yet.

Hiccup cocks his head to the side, exposing more of himself and not thinking of the reality that his friends will be able to see red marks there later.

When he doesn’t relax enough to his liking, Ryker kisses him and a highpitched moan leaves the younger man. They tongue and he’s found it. He can feel Hiccup relax around him.

He gets his middle finger up to the third joint inside and Hiccup moans as he can feel the other’s knuckles pushing into him.

“You like that? I bet you do,” Ryker taunts him within brief pauses. His finger pumps in and out, getting him to relax more and more until he can finally fit that second finger inside. It, too, goes inside up to the third knuckle and there’s a stretch that Hiccup certainly doesn’t hate. He breaks away for a dramatic breath.

“Oh Gods!” Hiccup doesn’t dare make too much noise, but that still couldn’t be surpressed. Encouraged by this, Ryker slides his fingers in and out of him quickly, trying to draw louder sounds out of him, trying to make him betray himself. And as Hiccup’s pussy relaxes around his fingers and he grows wetter and wetter, Ryker gets him to moan again.

He removes his fingers, allowing Hiccup to breathe for a very short moment, his pussy trying to squeeze around nothing. Then those fingers quickly rub his clit and Hiccup can’t suppress another noise, his hips bucking into the other man’s hand.

“Fuck, you’re loving this,” Ryker breathes, his own pants feeling tighter and tighter as Hiccup coming undone to his fingers is just about one of the hottest things he’s ever seen.

He rubs him feverishly and Hiccup throws his head back, mouth agape and trying desperately to keep any and all sounds to himself. Toothless was already not happy when he saw the maybe former Hunter make advances towards his Rider.

Ryker pushes his two fingers back inside and there’s another moan that Hiccup just can’t keep to himself. And gods, what he won’t do to him once they’re done here.

“I’m cumming. I- I think I’m cumming,” Hiccup breathes, rolling his head forwards again to look back down at the hand inside his leathers.

“Good, fucking cum,” Ryker orders with a smirk before pushing his tongue back into his mouth. Hiccup releases a surprise moan. Those fingers go back to rubbing that sensitive nub that Hiccup doesn’t quite understand but Ryker will teach him all about after this. He’ll be teaching him a lot of things for the foreseeable future.

He rubs and rubs until Hiccup has no other choice but to cum on his fingers and Ryker can tell when Hiccup can just barely keep from crying out, trying to keep his voice down while the sounds are already escaping from his throat. Neither Ryker’s tongue nor his fingers let up until he has him bucking into him.

When they break apart for air, Ryker is very satisfied with himself. Hiccup has come undone, a dreamy look in his eyes. He still doesn’t stop, but his affections grow a lot softer. It is at a much slower pace that he strokes his clit before going back inside and finally pushing that third finger in.

“Yes,” Hiccup moans lazily, happy to feel the stretch. Ryker is very happy to see such positive results.

“Go inside and get naked, I’m going to fuck your brains out on your desk,” The older man growls and Hiccup doesn’t argue, going as soon as the man removes his fingers from him.

He watches him go, watches as Hiccup is already pulling on his tunic as he makes his way back. Before chasing after him, he stuffs his fingers into his mouth for a brief taste and smirks.