He'd made a mistake. A calculated mistake but a mistake nonetheless. Viggo knew that now as he sat back in his magnificent throne and observed Hiccup Haddock asleep on the mound of furs the served as the boy's bed. He had considered allowing the boy to sleep on hiss bed but he didn't want to confuse the young Hooligan heir of just what his place was in this little game they were playing. Viggo was the dominate and Hiccup the submissive. But by doing so he had made one crucial mistake. He had allowed his libido and desire to cloud his judgement, to let him get carried away and grow angry when the youth didn't give himself fully to him. Something a simple as a kiss should not have been an issue. He had known from the beginning Hiccup had a girlfriend, or was in the process of cementing a relationship and would not easily give into him. Dagur had made such a comment in passing, although the Berserker probably had no clue what Viggo intended for his little adversary at the time.

Now Viggo sat back in his throne, casually sipping at his wine, the same brand as what he had pumped into Hiccup's stomach and reconsidered his methods. He had gone too fast, pushed too much and rather than break Hiccup had broken his promise and actually hurt the boy, if only a little. Fear and another harmful factor that he had failed to take into account and hurt his cause. He should have continued on the path he first set and gone slow, mixing pleasure with pain rather than sorting to punishment when the boy tried to reject his advances. It would have made the game transition more smoothly.

There was a sliver lining to the forced enema. Hiccup had become so drunk that he had lost consciousness near the end and would likely not remember much of what had happened. His body would still tingle and be tender but those were favorable results, things Viggo could work with. Also he had to do was make Hiccup want to come back for more. No, need to. Hiccup needed to come back or fear losing his mind, but how? How to turn this willful, hot headed young man into a needy little sex toy? Plenty of thoughts of the many nasty, delicious things he could do to that lovely freckled body passed through Viggo's twisted mind but the one he settled on was the image of Hiccup kneeling between his legs, defeated, bond in tight restricting leather casually sacking his master off after losing a game of Maces and Talons, while they discussed strategy. It was a silly thought of course but one that stirred the man's arousal and his cocktail twitched with desire. Hiccup's clever little tongue running along the fat vein on the underside of his cock, licking at sweat and lapping at pearly white beads of precum. It was such a lovely image. The boy's head bobbing up and down as Viggo ran his fingers through aburn locks, undoing the braids some silly girl had put there to gain his favor.

Such a exotic image made the man incredibly hard. His stiff cocktail pushed against the fabric of robe and poked through the opening to demand attention. Viggo absently rand his finger up and down the length as he regarded Hiccup lovely backside. It was a little bruised, to be expected after such a long night of hosting two full size cock, and his hole was swollen and red. It was healing nicely though. The milk mixture had done wonders to clean and ease Hiccup's inners. He wouldn't be able to handle a full blown fuck but maybe something a little gentler?

As a lad, Viggo had been jealous of Ryker for many things. Ryker was tall and muscular and could fight just about anyone and win while Viggo was sliver, and no so intimation looking. And Ryker had been gifted with a cock that seemed impossibly large while Viggo's was more average. For a while Viggo even hated his brother for the unfair physic but the gadsden had a funny way a making things equal. Ryker had the muscles but Viggo had the brains. While Ryker would happily just grab the boy, kicking and screaming, tie him up and pound into him until either he broke and died, Viggo was far more creative.

Standing from his throne, his cock gutting out to lead the way, he crossed over to the furs and the sleeping youth. He had an idea but it meant starting from square one but this time doing it on his own. He was thankful Ryker was busy drinking with the men and celebrating his little victory over the Haddock boy. Along the way he took a few needed objects from the chest of toys. As he told his brother, it was time Hiccup learned what they were meant for. One in particular would help guarantee Hiccup returned to them, this time without such a long wait.

Kneeling on the furs next to the youth's head, he bent in such a way that his length brushed against Hiccup's face and over his parted lips. He closed his eyes and hummed appreciatively as the warm wet breath brushed the tip. Ah, this boy was going to be such a delight once he was completely trained. He'll learn to suckle cock even in his sleep, like babe to a mother's tit. But there was time for that later, now was the time to ensure his prize. Moving from next to Hiccup's head he carefully straddled the youth's rear, allowing his length to rest against the small of his back and he bent down to brush his lips over he boy's head.

"Hiccup," he drawled softly as he shifted down to kiss the back of the young man's head. He moved to the boy'sleft ear. "Wake up my lovely."

Hiccup murmured in his sleep and tried pushing the weight off his back.

Viggo chuckled and moved his kisses to Hiccup's freckled shoulders. "Time to show your appreciation," he told the youth, his lips moving further down the body. His length was aching now. He needed to wrap it in the hot silky heat of the boy's core. He knew it was bad form to fuck a person in their sleep but truth be told he had already screwed the boy while he was passed out on the table hours early he just preferred a participating partner, even if by force. But the body wants what it wants. The good thing about an unconscious partner was the fact that their body was often relaxed and all Viggo had to do was squirter a little lubricant over the entrance and his length before slowly pushing in.

At first all the boy did was cringe and whimper, as if trapped in a bad dream. Viggo couldn't help but grin. Oh, this boy will be dreaming and thinking about this day for a long time to come. This time Viggo was proving his dominance over his young rival in a way Hiccupwould not soon forget. He bucked his hips, aiming for the little bundles of nerves that was sure to shock the boy awake. And so it did. Hiccup let out a little cry and jersey beneath Viggo, his hips automatically pushing back before the youth had a chance to think better of it and then he was scrambling to try and break free. Viggo pinned his shoulders down with one arm the raised his hips so that he was on his knees with the other.

"Easy, Hiccup," he purred, rocking his hips slowly now. "It's time to wake up and get ready to go home." His eyes fluttered shut as the boy's tunnel tighter all around his length seeming to milk him.

"Then let me go," Hiccup tried to growl but it sounded more like a plea and a shiver of delight raced down Viggo's spine to make him harder still.

"Without a proper send off? Nonsense. I want you coming back. I enjoy our little game."

"I won't be coming back," the boy promised but Viggo expertly worked his body, the hand holding his hips sliding down across his belly to stroke at his flaccid length.

"Ah, but I think you will," Viggo taunted, slowly his thrusts so that his cock gently glided over Hiccup's prostate. "You see, you also promised me you and your friends wouldn't rescue dragons from me anyone yet you did not keep your word. Why? Because you're curious and this..." He gave hard thrust that caused Hiccup to cry out. "Needed what only I can give."

"No!" the boy tried to object, unable to control the way his length was hardening to the harsh treatment.

Viggo shook his head in amusement. "Perhaps it's the idea of being fucked by two men...Brothers, that turns you on. Ryker will have another turn with you soon enough."

Hiccup nearly panicked them, his mind reeling with the memory of being passed around and brutally fisted. "No!"

The man's thrusts slowed again and he bent over the youth to nibble at his ear as he tightly squeezed his cock. "Then what are we going to do? I can tie you up and pass you around. It's been awhile since the men had any relief."

"You're sick."

"Perhaps. Swear to me you'll return within a week's time. Or my men will take their shore leave on your little island with your little friends as their entertainment."

Hiccup was a trembling mess but he actually did take a moment to consider Viggo's words, even with a cock stuck far up his ass and a hand practically crushing his manhood. "Alright...alright. I'll come back, just leave them and our dragons alone."

"Excellent!" Viggo said merrily and released his hold on the youth's genitals. He gave one last thrust before pulling out, still painfully hard and dripping precum all over Hiccup's backside. He grasped the boy's arm and pulled him to his feet as he stood. "Now to assure you keep your word and cement our agreement." Removing the belt for his robe he bond Hiccup's wrists together then strung them above his head as he had done the first time he introduced the boy to sex. He debating for a moment before deciding to gag and blindfold him as he did before. For this next part he had to ensure Hiccup's focus was on one thing and one thing only. "We have a few hours left before you need to fly off so let's take our time and enjoy it," he purred, although in all honesty he wasn't sure if he would wait that long. His cock ached tremendously. Walking around the youth he wondered at his next step. Fuck ing the boy would be so easy, so would forcing his length down his throat. No, this was an exercise in patience for the both of them. So he took a small leather belt from the chest and strapped it around the base of his manhood. The rewards of waiting will make it all the worth while.

"Now my dear Hiccup, as your father ever spanked you for being such a bad little rider?" he asked casually as he finger a flat paddle. He grinned, knowing the boy couldn't answer yet had his full hearing. He swung and the paddle made contact with sweaty flesh with a loud thwack. The boy gave a cry that was muffled by the ball gag. Viggo did it again. Five times in all but only to sensitized and plump that lovely ass. "When I was naughty my father often spanked my brother and I. It was only later in life I realized what a turn it can be. We're going to play a little game today. If you win you'll take home a nice this gift. If I win...well you'll still go home with something special. Agreed?" Of course the boy couldn't answer but it didn't matter. By the time he was done Hiccup would be walking a very fine line between sanity and slave to his basic urges.

He swatted Hiccup's rear again before gently rubbing it. "Now let's see. What toys did my loving brother bring for us to play with? No, too big. I'll save that for next time...and I assure you, Hiccup, there will be a next time and you'll be rising this big fella for my entertainment." It's was kind of a sick toy when one thought of it but Ryker had specially created it after first encountering the riders in a bid to break one he had become sort of fond of...or at least had some interesting and nasty plans for if he ever managed to get her alone. What better for a dragon rider than a dragon size dildo. But it would wait for another day when Hiccup was a little more willing to play. "Ah! Now this will help."

A small black fly whip made of horse hair lay in the bottom of the box. It was not commonly used as a toy but it would do the trick. He took it and ran the hair along Hiccup's side, tickling the youth. He moved it slowly across the taunt belly to the front then with a flick of his wrist slapped Hiccup's limp cock. The boy jumped back in surprise. "Pleasure and pain, Hiccup. That seems to be your key." He flicked his wrist again, harder this time. "What some see as painful others are turned on by. My brother loves to fist people..just ram his whole arm up a man's ass. Some see it as torture while others...like yourself, beg for more." He brought the whip low to hit at the boy's testicles. "Myself, I don't quite see the appeal unless you're into riding things so big." His mind travelled to the toy chest and the huge dildo awaiting a rider. "But I have other ways of breaking people."

He whipped Hiccup's nether region one last time before kneeling before his victim. It seemed the harsh treatment had aroused the young man. "But what is worse, Hiccup, so much worse than being tortured...is when you secretly want it so bad you turn yourself into your own worse enemy." Taking Hiccup's twitching length in his hand. He ran he tongue along the underside slowly and flicked it over his balls then moved up to the tip, peeling back the stretched foreskin to lick at the slit and pearl of precum that was slowly forming. He continued this until the boy was hard then stopped, electing a moan from the boy who had been on the verge of cumming. Leaving Hiccup like that, Viggo stood and moved on to the next item in his list of toys; a small set of weights that he carefully attached to Hiccup's testicles. A pitiful cry escaped the youth but that was fine. It was time he learned a little self control.

Breaking someone was a waiting game and Viggo was a patient man. He left Hiccup hanging there, hard and needy, and went to study the Dragon Eye that Hiccup was so obsessed with. His fingers danced over the tube, setting lenses and pressing buttons, casually studying dragon locations but his mind wasn't really set on the Eye's function as much as whether or not to give it back to the youth. But then Hiccup would have no reason to come to him aside from sex and their game would end far to soon. However; the idea of shoving the ancient device Hiccup longed for up his tight little ass was very tempting. Perhaps he could use Hiccup as a stand of some sort when he needed to project the images. It was a fanciful thought but not worth the possible loss or damage to either the Eye or the boy so Viggo focused on his maps instead until, from the corner of his eye, he noticed Hiccup slump and body finally relax. Sure enough his arousal had diminished and manhood fallen.

Without saying a word or making a sound, Viggo returned to the youth, knelt before him, and started teasing and suckling Hiccup's length again. This time he also finger ed the boy's ass, adding to the stimulation. Once again, when Hiccup became fully erect and on the verge of orgasm, the man left him. This was repeated for the next hour. Suckle, jerk off, licking, finger, nip, tease and bring Hiccup to the brink before leaving him hanging. The boy was in such agony by then, so desperate to cumming that tears actually streaked down his cheeks and his teeth bit into the gag. But Viggo paid that little mind. From time to time he would paddle or lightly whip Hiccup's ass, adding to the stimulation but never went as far as to let Hiccup actually cum. Even when the boy couldn't take it no more, Viggo only added to his anguish and humiliation.

Removing the blindfold, Viggo smiled at the young man and carded fingers through sweaty hair. "Are you comfortable?"

The tired anguish on Hiccup's face spoke volumes. These little tortures seemed far worse than anything that happened the night before. Hiccup had only been penetrated for a short time at the beginning and suddenly preferred that over been denied for so long. When the gag was finally removed he couldn't help but plead forrelease.

"No," Viggo said simply as he stroked Hiccup's damp cheek. "If you want to cumming then prove it. But first..." His face lit up as he placed what appeared to be a cup over and around Hiccup's dick and balls, making sure to remove the weights first then clamping the belt shut at the small of the boy's back. "To make sure you don't try bringing yourself to completion."

"What is that?" the youth demanded but Viggo hushed him and released him from his bonds.

"A charity belt," the man explained, helping him to the throne before forcing him to kneel before it. Viggo took the seat, grandly flipping his robe open so that his surprisingly still hard cock was on display. "Now if you wish me to remove it then you want to give me the best head you've ever given anyone."

The boy looked a mixture of scared, reluctant, and determined. Viggo only smirked, his victory already within sight. Hiccup hesitantly leaned forward on his knees and took the man's throbbing cock in his hands. Taking a deep calming breathes, he licked at the head. Viggo and Ryker had already given him some instruction on how to give head but most of the time it had been forced down his throat. This time Viggo sat back and let him take his time exploring the large piece of meat. He couldn't do it for long; his own length was crying for attention so he began sucking, bobbing his head up and down, trying to as much as possible while he rolled Viggo's balls sack in one hand. He must have done a good job because within a short period of time Viggo has fisted his hair and pulled his head back to cum all over his face. Hiccup grunted in disgust but held his tongue as white ropes of seed splattered over his mouth and nose.

Viggo gave a sigh of content.

"I did as you asked," Hiccup said, wiping his face. "Now get this thing off me."

The man silently eyed him.

"Well?"

"I said 'the best'. That was hardly your best. In fact, last night when you suckled my nuts between blow jobs was your best. This was substandard at best." Viggo stepped away from the throne, appearing disgusted when in fact he had enjoyed himself very much.

Hiccup tried to go after him but without his prosthetic he was forced to crawl which only made the sense of victory all the more real for Viggo. He took one last toy from the chest.

"As such, I win our little wager. Oh, you still get a little gift." He turned to Hiccup, a large brass butt plug in his grasp.

Hiccup was afraid to ask what it was as the man dipped it into a container of gel but he got the idea when Viggo returned to him and forced his head and shoulders to the ground before lifting his ass in the air.

"You are going to keep this inside all the way home. I don't care if you take it out after but you may need a friend to help." Viggo advised as he pushed the cold brass into the youth making Hiccup hiss and whimper all at once. "As for your charity belt...if you want it off you better return within five days time and your mouth better have gotten better or you'll never have an orgasm again. Although you are welcome to try removing it. The lock engages at your back so you might want to ask someone for help." He whispered the last part against Hiccup's ear before playfully nipping it. "Now get dressed and get out of her before I decide to piece those lovely nappies of yours...or your tongue. That there will improve your oral capabilities." He laughed darkly as the boy scrambled away to get dressed and put on his prosthetic, the plug and chastity belt making his movements jerry as he adjusted to them. Within minutes the boy was gone and a dragon cry could be heard in the distance.

Hiccup Haddock will be back this time. He had no other option.

Note: I typed this on my smartphone without my glasses so I apologize for any and all spelling and grammar mistakes.