Dusk was upon the village of Berk. The air was chilly and vibrant colors painted the rapidly darkening sky. Hiccup Horrendous Haddock III, the viking chief of this quaint yet fascinating village, tiredly walked towards the blacksmith's forge. A large muscular black dragon with brilliantly colored green eyes followed him.

"Here Toothless, let's get you untacked so we can go home."

The seemingly sentient reptile crooned in agreement and turned to the side so his rider could begin removing the many straps and cables that held his saddle and prosthetic tail fin securely in place. Hiccup thought to himself. He found it remarkable how much they had done for each other and how close they had become over the years. Hiccup, of course, cared for his mother as well as his tribe and he was fiercely loyal to his love interest Astrid, but he felt a love for Toothless he could not explain. He was so much more than a pet or tool. Indeed, the dragon was an ideal companion and was incredibly strong and fast which made him a fine fit for just about any job Hiccup had to accomplish but there was more to Toothless than that. He completed Hiccup in a way no person ever had or could. He embodied everything Hiccup ever wanted to become and yet, the formidable if not intimidating dragon remained so comforting and approachable. The Night Fury's ability to seemingly read Hiccup's mind, understand his words, and then respond accordingly astonished the viking regularly. Additionally, the dragon's altruistic and empathetic nature never ceased to amaze him. Even with the passage of time, Hiccup still couldn't quite put how he felt about Toothless into words or even clear thoughts but when he tried, he often found himself somewhat aroused. It was beyond confusing in some ways but felt so right in others. He looked around outside. There was still some light outside but the sky was now merely shades of deep blue and purple with a few defiant streaks of pink. The village was silent as the men, women, and children had all retired to their homes for the night, leaving Hiccup and Toothless alone.

Hiccup placed a hand on Toothless's warm dark shoulder. The dragon didn't really pay any mind to it though as he had grown very accustomed to human touch. Hiccup hoped Toothless couldn't feel his hand shaking slightly. He had something in mind he had been wanting to try but had feared to attempt it for quite some time. He started to gently rub the huge muscles that sculpted the dragon's shoulder and felt low vibrations through his fingers as the large reptile began to purr. It calmed Hiccup and gave him courage. He took his other hand and began stroking the dragon's neck. Toothless continued to purr but cocked his head curiously as he looked down at Hiccup. His rider had touched him countless times before but typically it was incidental when adjusting his flying gear or it was a brief sign of affection or appreciation. Usually, the viking would pat him on the neck, rub his face, or scratch his shoulders. Every once in awhile, mainly for his own amusement, the viking would rub under Toothless's jaw just to make him involuntarily groan and flop to the ground. This was different though. Very different. There was something almost sensual about the young man's touch and he noticed that his scent was a bit different. Hiccup continued to work his hands down the dragon's shoulder and neck, feeling along the contours of the dragon's musculature. He could feel them twitch slightly when he hit a particularly tight spot. Enjoying them attention immensely, Toothless ignored his rider's odd scent and slowly sat, his eyes closed and still purring madly. Hiccup grinned. He found it quite gratifying to know that, despite his small and weak stature, he could make such a large powerful creature feel so good. He slid his hand over the dragon's chest and along his sides. He pushed against him and Toothless took the cue to lay down. Once down he rolled onto his side and rested his head on the ground. His tail swished lazily on the grass behind him. Hiccup marveled at the intricate pattern that decorated the Night Fury's body. He remembered the first time he had a chance to really look at Toothless. Upon closer inspection, he had discovered that the Night Fury was not solid black. He traced the various patches and stripes with the heels of his hands as he continued to rub and press. Toothless, feeling quite pleased, grunted and rolled onto his back. Grinning, Hiccup rubbed the dragon's exceptionally smooth stomach and slowly worked his way down the long dark body laid before him. Toothless wiggled, slightly ticklish, but kicked his leg in pleasure. Although not the most dignified of postures, it was hard to not appreciate a good belly rub. Hiccup laughed to himself. What a big pet Toothless had become. He'd never dare say that out loud though as Toothless was far from a pet would likely take offense. He resented any notion of being seen as inferior to his human partner or any other dragon. Hiccup finally found his hands stroking the very bottom of the dragon's stomach. There was only one place left to go.

He stalled and contemplated abandoning his original idea. He was scared. He knew Toothless wouldn't hurt him but the possibility of losing his best and, for many years his only friend, kept lingering in his thoughts. He knew how intelligent and almost sentient Toothless was but feared something this intimate, coming from a human, would confuse or even upset him. He decided that he would only find out if he continued on and he could then spend the rest of his life trying to make it up to his friend if he took his actions as a violation. He unconsciously bit his lower lip anxiously as he reached out rubbed against the slit between the dragon's hind legs. Toothless picked his head up and warbled as he tried to figure out exactly what Hiccup was doing. The Viking had never touched him there before and he found the awkwardly hesitant contact rather uncomfortable. Nevertheless, he remained still as Hiccup investigated. The young man continued to rub the scales that lined the dragon's slit and gently pulled the sides apart. Toothless remained laying on the ground but became extremely tense and stifled a whine. His muscles coiled, ready to jump up but he restrained himself. He didn't want to scare or potentially hurt Hiccup. Hiccup felt the tension but proceeded. As his fingers pushed inward, they brushed against something firm just inside the opening. Toothless could not contain himself any longer. He yelped and pushed Hiccup carefully but firmly away with his hind leg before sitting up. Hiccup shuffled backward quickly, stammering nervously.

"I'm sorry, I just, ah, I uh, I thought perhaps you'd, augh..."

Hiccup was rarely lost for words but what was especially ironic was that he found himself lost for words in front of a being that could not even speak itself. Toothless eyed the man curiously and snorted as if to cut off the babbling human hunched before him. Hiccup stopped and remained silent a moment as he stared at the ground. He was mortified and couldn't bring himself to look at his friend. He heard the sound of Toothless's tail flicking against the ground. He sighed.

"I'm sorry. I thought you would have liked that."

Toothless exhaled loudly through his nose. He didn't necessarily dislike what Hiccup did, he was just very confused and didn't expect him to do that. He lowered his head and crooned comfortingly. Hiccup stood, stock still, staring at his feet. After a few moments, he felt something push against him. He peered out of the corner of his eye and saw Toothless had moved next to him and was gently nudging his arm with his nose. Holding back tears, Hiccup silently thanked the gods before turning to Toothless and throwing his arms around his neck. He couldn't believe what a magnanimous being his friend was. Hiccup just did something that could have violated their trust and potentially ended their friendship and yet, there Toothless stayed. Concern clouded his face as he tried to comfort his clearly distressed companion. As always, it was if he could do no wrong in his dragon's eyes. Hiccup let go and sighed a bit nervously before looking up the large grassy hill behind the forge.

"Okay, ah, yeah, let's go to the house for the night."

Toothless whined and cocked his head curiously. He had hoped Hiccup would relax and then explain to him further what was going on and what he was trying to do. He could see that, for some reason, his rider was still mortified though. His heart and mind were likely heavy with so many emotions. Confusion, desire, and embarrassment riddled his face and Toothless wanted to understand why. In fear of making Hiccup feel uncomfortable though, he decided to stifle his curiosities and follow his rider up to the house.

The fire crackled as the two ate in silence. Hiccup's mother was out for the night and that made the silence between dragon and rider even more deafening. Hiccup rubbed the side of his head. He remembered the many evenings he ate with his father. Gods he missed him. He looked up and saw that Toothless had finished eating. The dragon licked his lips appreciatively and eyed the young man for a moment before walking from his empty fish basket and laying down in front of the fire. Hiccup found it hard to believe that such a placid and loyal dragon could ever kill a person let alone one Hiccup trusted and loved; his father. It wasn't Toothless's fault of course as his mind was lost to the power of Drago's Alpha but still, Hiccup could never get that terrifying vision of his dragon slowly prowling towards him and sealing his fate by delivering that death assuring shot. Hiccup shuddered and shook his head, ridding himself of the petrifying image.

"Toothless."

The dragon perked his ears and lifted his head. Turning to look over at Hiccup, he trilled softly as if to ask what his rider needed or wanted. Hiccup let out a slow quiet breath of relief. Seeing Toothless laying peacefully on the floor in the warm glow of the fire helped ebb the vision Hiccup had moments before of the once demented dragon preparing to kill him.

"Let's go to bed."

Toothless grunted happily and slowly stood. He stretched his already tightening muscles and trotted up the steps. He sat at the top and peered down, waiting for Hiccup to make his way up as well. Hiccup finally drug his tired body up the stairs, removed his leg, put on his sleeping clothes, and climbed into his bed.

"Good night Toothless. I'll see you in the morning."

Satisfied that his rider was in to rest for the night, Toothless stood and walked to his sleeping stone. He warmed it with a gentle stream of fire before laying down. He groaned tiredly but with relief as his body was freed from the weight and worries of the day. He closed his eyes, relishing in the soothing warmth below him, and in short time was lost to sleep.

Toothless woke to the sound of Hiccup moving about across the room in his bed. The large dragon picked his head up and peered across the dark room, his cat-like eyes gleaming. The night was still young so the room was only lit by the moon shining through the window but that scarcely mattered. Toothless could see in almost complete darkness. He easily made out the figure of Hiccup tossing about in his bed. He moaned and gasped occasionally as well. He was clearly having yet another nightmare. Toothless quietly stood and walked to the bed. He laid his head on top of Hiccup and held him still with its weight. Hiccup still squirmed about but grew calmer with each passing second. Toothless began to purr softly. That usually seemed to help the young man relax even more and put an end to his fits.

"ARUGH!"

Hiccup suddenly sat upright and violently flailed his arms, hitting Toothless across the head. The dragon yelped, more in surprise than in pain, and stepped back from the heaving viking. He sat and crooned, hoping to provide some reassurance that all was safe and well in the small dark house. Hiccup rubbed his eyes and looked over at Toothless. He stared at the dragon but his eyes remained unseeing while still in his half-conscious state. Toothless tentatively stood and stepped forward. He kept his head low and whined as if asking for permission to come forward. He knew Hiccup didn't mean to hit him and that the small Viking was nowhere near strong enough to hurt him with merely his bare hands but he hoped to avoid getting hit again if at all possible. Hiccup sighed.

"I did it again didn't I? These nightmares are getting ridiculous. Did I hurt you?"

Realizing that Hiccup didn't recall striking him, Toothless perked up and allowed his tongue to flop out of his mouth in a silly fashion. The last thing he wanted was for Hiccup to be upset or know he lashed out at him yet again. Purring, he shuffled forward and nuzzled Hiccup's cheek. The young man laughed and patted the dragon's neck appreciatively. Having calmed down, he began to feel tired once more. He yawned and started to lay back down.

"Hey wait! What? Toothless!"

Hiccup quickly slid to the side of the bed as his large dragon clambered in.

"Toothless, stop. There isn't any room."

Hiccup watched Toothless as he awkwardly tried to lay down without crushing the comparably smaller Viking beneath him. Hiccup pushed against the large dragon, trying to shoo him off the bed.

"Toothless, no, just..."

His protests went ignored though and he was forced to move over as his dragon finally made himself comfortable. He bleated happily as he plopped down on the pile of soft blankets that smelled of his rider. With his legs tucked up neatly and his body curled into a cozy ball, the Night Fury just barely managed to fit. The only exceptions were his large wings and long tail. He allowed his wings to droop and hang over both sides and his tail trailed off the end and snaked around to the side of the bed. Hiccup sighed but was secretly amused by the sight. Clearly, he had no say in the matter so he quietly tried to find any free room in the fully occupied bed. After some climbing and pushing about on Toothless's sizeable bulk, Hiccup finally worked his way into the bed. If Hiccup was being completely honest, despite it being a tight fit, he enjoyed sleeping with Toothless from time to time. He appreciated that his friend wanted him to feel comforted and safe. Now cozily settled down between Toothless's large front paws, he scooted over slightly so he could lay down fully. He pushed up against Toothless's large warm muscular chest and hugged onto one of the large scaly paws. Toothless, pleased with his rider's compliance, laid his head down and held the small viking close as he too began to drift off. The long deep rhythmic breaths of the sleeping dragon always lulled Hiccup to sleep quickly especially after one of his nightmares. He was always kept so warm and felt so safe in his dragon's embrace.

Hiccup woke to Toothless shifting in his sleep. He hissed and softly grunted as he moved about restlessly. Hiccup rubbed the large dragon trying to soothe it.

"I guess you guys get nightmares too."

Hiccup suddenly felt something against his ankle. He looked down and blushed as he pulled his leg up to his body. Amongst the bunched up blankets between Toothless's legs, his penis had started to emerge.

"Or I guess you have other kinds of dreams too."

Hiccup bit his lip thoughtfully yet slightly embarrassed and pulled the blankets away from the exposed flesh. He didn't know what made him have such sick perverted thoughts but he had always wanted to touch Toothless. In fact, he even wanted to watch him reach his peak and climax. He recollected what first planted the seed of this fantasy. Over the past few years, he began to notice that Toothless would disappear for some length of time before reappearing quite lethargic and more placid than normal. He finally mustered the courage to follow his suddenly elusive companion and finally discovered what he was up to. The dragon was pleasuring himself and for some inexplicable reason, Hiccup found the sight extremely arousing. He was always too nervous and embarrassed to stay and watch though so he would always give his friend privacy and slip away. As intriguing and hot as Toothless's antics were, Hiccup also found them a bit saddening. He knew his dragon had a lot of pent up frustrations from not having a mate. Hiccup couldn't imagine living days if not weeks on end without being able to masturbate or see Astrid in order to find relief. He sighed nervously but decided that his friend was no longer going to secretly suffer alone anymore.

Still laying down against Toothless's stomach, he quietly scooted down along the dragon's body. He stared at the small exposed portion of the pink organ. He knew it was actually much larger when fully erect and with adequate stimulation, it turned a deep red. Again the perverse thoughts of wanting to see that and being the one to cause that crept into Hiccup's mind. He closed his eyes and very slowly reached his foot back until he felt the tip of Toothless's penis against his toes. Apparently Toothless felt it as well. Hiccup tensed as he heard the dragon softly growl and move slightly. He looked up fearing he had woken his friend but the dragon's head still laid in place in the soft mess of blankets and pillows. His large glowing eyes were closed and his face was relaxed; confirming that he was still sound asleep despite his vocalizations and movements. Relieved Hiccup continued his curious and erotic pursuits. He started to push against the end of Toothless's penis with his foot. It felt very smooth and warm. He slid his foot up and down the rapidly lengthening shaft and pressed it against the warm soft scales on Toothless's stomach. The dragon flicked his tail back and forth and twitched his ears as his hips steadily rocked forward against Hiccup's leg. His face was slightly twisted as he started growling quite loudly with pleasure. Hiccup was sure that much more of this would be enough to wake the sleeping beast but he continued anyway; gently rubbing and pushing in circular motions against the large penis that had now lengthened enough so that the tip reached up and was rubbing against his knee. Hiccup was excited by how massive his friend's penis had become but it was becoming rather heavy and cumbersome for his single foot to manage. It took few moments for Hiccup to suddenly notice but the room was no longer filled with the Night Fury's growling, shifting, and other sounds of pleasure he made in his sleep. The young man stopped moving his foot and laid dead silent, too nervous to look up. Toothless was awake.