Viggo had been watching the Dragon Riders circle around the base for quite some time and he was confused as to why they haven't tried to attack it yet. He was a smart boy and Viggo figured out why he was staring at the map on the wall for so long. This attack wasn't a surprise so he knew how to defend the base.

He knew that Hiccup had been working on this plan for weeks so why haven't they tried to attack yet. In order to get his hands on that rider, he was going to move that Night Fury out of the way. He has caused enough trouble already.

He was done trying to push down these emotions. Endless nights thinking about the rider has made him have questions about him. No one just befriends a dragon and how did he lose his leg? He's only a young adult after all. He heard little stories from Dagur that the Chief from Outcast Island called him 'The Dragon Conquer' for a while when he was a young teenager. He wanted to learn why the boy had such a powerful title.

His thoughts were interrupted when he felt a presence standing next to him.

"Viggo, the riders have been up there for a while. Are we going to shoot them down?" Ryker asked.

Viggo didn't turn to look at his brother to acknowledge him and kept watching the Dragon Riders fly around with zero formation. Ryker didn't leave but Viggo knew he wouldn't ask anything else until Viggo gave an order.

"Tell the hunters to be ready for when they attack. I want the riders and the dragons in separate areas when captured. But bring Hiccup to me. I need to have a serious talk with that boy," Viggo said with a low growl of frustration.

Hiccup has always been a pain in the neck since he and the other riders started interrupting his business but is now beginning to hit his last nerve. He heard Ryker leave without a word and waited for his Dragon Rider.

With the way they were flying and little communication happening, Hiccup had messed up somewhere and Viggo couldn't wait to ask. The boy always knew how to make a good plan so today of all days for it to fail made him feel a bit smug about his chances of seeing him again.

He watched as two of the Dragon Riders got shot out of the sky; it looked like Ingerman and Jorgenson. The twin riders went next leaving the Nadder and the Night Fury. He could see them conversing and Hiccup didn't look very calm. He was going to slip up and then he'll be his for the night especially after the trouble they had caused him.

The Hofferson girl suddenly took a nosedive towards her trapped friends but got caught in an apparent blind rage and Hiccup went after her, getting himself captured as well. It was all going according to plan. Viggo loved how easy it was. Now all he had to do was wait for the riders to get separated from their dragons then Hiccup was all his. He went back into his tent to wait.

-

Viggo heard the flap of his tent open and heard a soft grunt of someone being pushed in. He did a quick glance over his shoulder at the young rider currently standing in front of Ryker with his hands tied. He thought about leaving them tied up but he knew Hiccup wasn't going to go anywhere.

"Untie his hands and leave us." Viggo commanded, keeping his attention on the far wall. He didn't want to give Hiccup too much attention yet. Let him wait.

"But Viggo what if..." Ryker questioned but was cut off.

"Untie his hands," Viggo said more sternly, "and leave us." Viggo waited for the flap of his tent to open and close again. They stood there in silence for a few moments. Hiccup hadn't tried to make a move to escape.

"You're normally very good at planning these things Hiccup." Viggo said "So why did you fail today?" Viggo turned around facing Hiccup.

Hiccup was still standing by the tent opening with a blank look on his face. He didn't look surprised that Viggo captured them all or that he was dragged here alone. Viggo knows his adversary very well. He knows that Hiccup would have had a better plan than this. It was too easy to shoot down the riders and separate them so he had to wonder, what went wrong?

"Nothing..." Hiccup said quietly, keeping his gaze away from Viggo's face.

Viggo walked over to Hiccup and he froze for a second. Hiccup tried to make a run for it to avoid Viggo's grasp but he grabbed him by the arm and pulled him further into the tent where it was harder for him to escape. Hiccup continued to struggle against the Dragon Hunter already knowing he wasn't going to get very far.

"Okay! Fine!" Hiccup gave up struggling and allowed himself to be pulled to the nearest surface. Viggo grabbed a chair from the table and brought it over to Hiccup, shoving him into it. Hiccup's scowl could melt ice but Viggo liked it. Viggo liked seeing Hiccup mad. Seeing his temper flare was a rare thing and being able to witness it felt like a privilege. It was how they got into this in the first place.

"What failed?" Viggo asked, leaning forward, bracing a hand on the back of the chair. He wanted to know what was going on in that head of his. He clearly wasn't himself and for Hiccup that's not normal for him.

"I didn't do it on purpose. The base was more protected than I first thought. I just got... impatient." Hiccup turned his head away, making it obvious that he was trying to get away from Viggo's close contact.

"Impatient? You're never impatient." Hiccup scoffed and rolled his eyes at the hunter.

"You're telling me." Viggo needed answers to why Hiccup pretty much fucked up this whole thing. He hoped he wasn't running out of ideas to defeat him otherwise their game would be over. Hiccup was the most challenging opponent he had ever faced and he was having fun. Finding ways to do his business and now to even get under Hiccup's skin was entertaining.

"None of your attitude right now. What happened?" Viggo tried again.

"You," Hiccup said, turning his face to Viggo's again, "You won't stop invading my mind. I'm thinking about you constantly and it's driving me insane." Hiccup pushed Viggo out of the way and got off the chair to begin pacing the room. "Everytime I close my eyes, your face is there, your voice is in my ears and your hands are on me. And I like it. More than I should." Hiccup stopped pacing and sat back in the chair. He put his head in his hands and breathed slowly.

Viggo was completely shocked. This boy in front of him was feeling the same way as he was. Driven mad by their time together. Losing sleep, unable to plan important things. Be a leader. He was also having trouble thinking straight. It was so obvious. He couldn't believe he didn't pick it up earlier.

"You won't believe me but you've been driving me crazy too." Hiccup's head whipped up so fast Viggo thought he might break his neck. The pure shock on the boy's face was a good indication that he wasn't expecting that.

"You what?" Hiccup barely got the words out.

"I don't think I need to repeat myself my dear" Hiccup's eyes were wide, staring at the hunter in a new way.

"So you have me. What now?" Hiccup asked quietly. He was fidgeting with his fingers. Hiccup clearly didn't plan this so Viggo figured that they'd have some fun.

"Well you did say you like my hands on you," A mischievous smirk appeared on his face and Hiccup had a nervous look.

Viggo walked over and captured Hiccup's lips into a slow kiss, putting as much emotion into it as he could. He pulled Hiccup onto his feet and wrapped his arms around his waist bringing his body against his. He was so small against his wider frame but he liked it since he fit nicely. Hiccup hands immediately went for Viggo's neck, tugging at the small hairs at the nape of his neck.

Viggo let out a soft moan against Hiccup's lips, liking the way he was pulling his hair. Viggo normally didn't like hands wandering on him, it was different when Hiccup did it. He let his hands travel down to Hiccup's thighs, lifting his legs to wrap around his waist. Viggo could feel Hiccup growing hard at their close proximity, moving his hip closer. Viggo removed his lips and ran soft kisses down Hiccup's neck, making the rider tilt his head to the side, allowing Viggo more room. He kissed his way up, attaching his lips to Hiccup's earlobe and grazed his teeth over the soft flesh.

"Ahh," Hiccup gasped, gripping Viggo's head trying to bring him closer.

Viggo kissed Hiccup for a few more moments before detaching his lips and putting him back down to ground then turned him to face the table. He grabbed Hiccup's hands and placed them flat on the table.

"Don't move your hands" Viggo whispered in Hiccup's ear causing him to shiver. He loved that he had this effect on Hiccup.

Viggo walked over to his desk drawer to pull the oil out. He placed it by Hiccup's left hand and moved behind him again. Viggo trailed kisses along Hiccup's neck, feeling the rider relax under him. He ran his hands over the drawstring of Hiccup's pants before loosening it and pulling them down.

Viggo kissed Hiccup's ass and legs as he went down to remove the pants completely. He stood back up and grabbed the oil, dipping his fingers in before rubbing it along the rim of Hiccup's hole.

Hiccup let out a gasp when Viggo's first finger penetrated him. A soft whine was Hiccup's only reaction as Viggo began moving the finger in and out. He felt so good that Viggo had no words to describe it. He added his second digit not long after which got a much louder noise from Hiccup. Viggo moved his fingers slowly before curving slightly hitting the lovely bundle of nerves that make men wither.

"Oh fuuuck! Yes" Hiccup moaned loudly. Viggo smirked to himself and did it a few more times watching the boy cock become more erect. The sight was definitely something to remember. Viggo brought his other hand around and began stroking Hiccup's cock in a slow, torturous motion, feeling it get harder.

"You like that my dear?" Viggo whispered against Hiccup's ear. Hiccup nodded vigorously, clearly unable to form words. Viggo stopped moving his fingers so Hiccup was able to answer his next question,

"You want to try something new?" Hiccup turned his head to look at Viggo. The look of curiosity made Viggo's pants tighten around his hard erection.

"New how?" Viggo only smirked and walked over to the chair Hiccup had been sitting on. He sat down but not before bringing his pants down enough that his cock could spring free from his clothing. Viggo watched Hiccup eye him fully then beckoned him over. Hiccup walked slowly over to stand in front of Viggo.

"Kneel down." Viggo said, making it an order. He saw the realisation click in Hiccup's mind

"I'm not going to do that! I've never..." Hiccup cut himself off clearly self conscious. "I've never done something like that before" He finally got out, blushing furiously.

"Well then, it'll be a fun little experiment," Viggo smiled up at Hiccup trying to be encouraging. Hiccup took a deep breath then knelt onto the floor. Viggo ran a soothing hand through Hiccup's hair, trailing it down to his chin so he'd look up at him.

"Start off slow. I'll direct you the whole time," Hiccup nodded and looked down at Viggo's cock again.

Viggo was about to start telling him what to do but Hiccup went for it and ran his tongue up the shaft of his length. Viggo let out a low growl, watching Hiccup lick him up and down, seeing if he'll figure it out on his own.

Soon enough, the rider's lips wrapped around the tip of Viggo's cock and gradually made his way down. Hiccup stopped about halfway before pulling himself up again. Viggo moved his hand into Hiccup's hair, guiding his head up and down a bit faster, trying not to push him too far.

"For the first time ever sucking cock, you do it well," Hiccup hummed, sending light vibrations up Viggo's body. His release was approaching so he pulled Hiccup off him and the sight before him was something. Drool and precum running his chin, sweat glistening his skin and his cock as hard as a rock.

"Remove the rest of your clothes," Hiccup didn't waste any time removing his clothing then Viggo patted his legs. Hiccup swung his legs over Viggo's thighs, and the hunter put his hands on Hiccup's ass, lifting him slightly onto his cock.

Viggo penetrated Hiccup's stretch hole as he lowered him down ever so slowly so he'd get used to the sensation. Once he was fully sheathed, Hiccup rested his head on Viggo's shoulder trying to get control of his breathing. He ran soft circles on Hiccup's back allowing to continue to relax around him. Viggo jerked his hips slightly, building some friction that made Hiccup gasp lightly.

"When you're ready, use those Dragon Rider hips and fuck yourself." Hiccup pulled back and rested his hands on Viggo's shoulders and lifted himself off slightly then lowered himself down again.

"Oh gods," Hiccup had barely moved and he was moaning already. He lifted himself up and down a few more times then began picking up speed. Rocking and rotating his hips to get different positions. Viggo held Hiccup's hips still then speared his cock up into Hiccup making him arch his back and moaning so loud that Viggo wouldn't be surprised if the riders heard him from across the base.

"Oh fuck Viggo!" Viggo gripped on Hiccup's hips tighter so he could make Hiccup pound himself on his cock. Hiccup fucked himself faster, moans and unintelligentable words leaving his lips

Viggo kissed Hiccup's chest, swirling his tongue over his nipples, biting and sucking his chest to leave deep purple marks. He wrapped his hand around Hiccup's cock and began pumping at the speed of every thrust. Viggo could feel that Hiccup was about to orgasm by the way his muscles were tightening around him. He gave a few more fast thrusts and Hiccup went over the edge, tightening his muscles around Viggo making him not last much longer either. Viggo came into Hiccup's ass, both riding out their orgasms.

Viggo had been waiting to get his cock into Hiccup again and now that it has happened, he knew he still wanted more. He picked the rider up, laying him on the table. He finally had Hiccup again and he was going to do whatever he wanted for as long as he wanted even if it was all night.

-

The Dragons Riders had been sitting in a cell for hours and Hiccup hadn't appeared to save them. The others were slightly panicking about what bad things Viggo could be doing to Hiccup while Astrid sat trying to not think about what Viggo and Hiccup were doing. She was glad to know that he wasn't hurting their leader but the alternative wasn't something she wanted in her mind.

Astrid has had feelings for Hiccup Haddock for some time now but she never told him. She knew that Hiccup had a crush on her when they were younger. She can't say if the feelings were still there now but hers were definitely still present.

The plan to save the trapped dragons went off the rails when they first spotted the base. There was a lot more security around the base than they thought so the chances of their plan working was even lower. Hiccup could've told them to leave and done more planning but he clearly just wanted to get this mission done quickly so he didn't have to face whatever feelings he was having.

They had argued about what to do after Fishlegs, Snotlout and the twins got captured but he wouldn't listen. So now they were in a cell while Hiccup got taken to Viggo. Astrid couldn't help but laugh to herself. Looks like Hiccup was going to face his feelings for the hunter quicker than he hoped. She wished he didn't have to.

"Astrid, why aren't you panicking right now?" Fishlegs asked, cutting through everyone's silent alarm.

"Because no matter what happens, he'll get out of it. Hiccup will be fine." Astrid put her head up against the wall of the cell and closed her eyes.

"Do you know something we don't?" Snotlout asked, sounding very suspicious. Astrid wasn't going to tell them a thing but it didn't stop the smile from forming on her face.

"Maybe. But it's not something I can share. Don't worry about it. Hiccup will be here soon to get us." The others looked like they didn't believe her but she didn't try to calm them down again. She hoped Hiccup would be here soon or she'll be yelling at him loudly for letting them roast in this cell for hours.