How to Train Your Trainer

Story by Diamondog16 on SoFurry

, , , , , , , , , , , , , , , , , , , , , , , , , ,

Commission for Soulkingdemon

Toothless leads Hiccup to a strange cavern with a hidden treasure inside. When touching it, Hiccup goes through a change that Toothless takes adavantage of.

Patreon|Ko-Fi|FurAffinity|InkBunny|SoFurry|

Posted using PostyBirb


Hiccup felt the wind whipping past him, holding firmly to the saddle. He was completely content while keeping his eyes on the horizon. There was nothing quite like taking it all in from high above, something only possible from riding a dragon. Toothless sailed smoothly through the air, enjoying the flight meant to give him some exercise. The nightfury enjoyed these flights just as much as the human did, having a content life with him. Thanks to their bond, he was able to fly again and Hiccup let him soar and stream through the air until he was fully content.

It was about time for them to make the turnaround back to the village. Hiccup was feeling a bit tired from the day he had as well. Over that horizon was the setting sun; that provided a beautiful image for him to look at before it was time to go. Being content, he was about to steer Toothless around but the dragon jerked on all its own, keeping himself straight before swerving in the opposite direction.

“Whoa! Toothless! What are you-”

Another sharp turn nearly threw Hiccup off. Realizing that trying to steer the bigger creature in a certain direction wasn’t going to work. Maybe Toothless had caught the scent of something? Something that he certainly couldn’t detect. The dragon soared even faster and sharper through the skies, angling downwards. Below them was nothing but a stretch of forest, ending with the even larger expanse of the sea beyond it. That’s where Toothless seemed to be heading, taking them both towards the ocean with more speed gathering.

“Uh, Toothless? You know what you’re doing right?” Hiccup asked nervously. His own voice could be barely heard over the wind streaming past him, keeping his body low as he could against the dragon. Despite it all, he trusted the nightfury and held out as long as he could, wondering what this was all about.

Toothless couldn’t communicate with the human directly. He couldn’t simply say that there was something drawing him further out. It wasn’t something that he could hear or even smell. Rather it was a feeling, getting stronger while gliding along. And for some reason that more intense the feeling, the more compelled Toothless was, his scaly body feeling charged with some kind of desire. There were no noises coming from him as well, his eyes simply trained on something he couldn’t even see.

They raced over the trees, getting so low that the tops were nearly clipping the dragon. Hiccup wanted the dragon to pull up but Toothless didn’t respond to anything he did. Thankfully the trees parted, standing away from a cliff that ended the forest and oversaw a large cliff. Hiccup wondered if this was about the sea but another sharp turn came, diving directly towards the rocky face. The riding human was upside down but could see that there was some kind of cavern carved into the cliff. It was high up and the rock was too steep for most creatures to climb. But a flying creature could reach it easily…

While upside down, Toothless flew neatly into the cavern, turning himself around just as quickly, landing on his four feet without issue. Being turned around in such a manner made Hiccup feel rather dizzy. Panting hard, he finally dismounted from the dragon on unsteady feet, leaning against the bigger creature until he felt better.

“Could have just told me…” Hiccup chuckled, taking a step away to look around the cavern’s interior. It was rather smooth, the walls looking more carved than naturally formed in such a way. Taking a step in deeper, he saw that there were carvings in the walls. Many symbols that he didn’t recognize. He did a good amount of reading but none of them registered in his mind. “Huh. Who knew a place like this was so close by?”

The urge to explore the place came over him, that curiosity to find some hidden secrets. Maybe write all this down and show the others for their opinion. While he was tracing a hand along the symbols while Toothless went ahead. The dragon’s footsteps caught his attention and he looked further down to the cavern. There was an open chamber further inside. He followed the dragon into the chamber, seeing how intricately it was carved and decorated, even more than the cavern leading up to it.

“What is this place? Really?” Hiccup asked before his eyes fell on something very interesting. Toothless was staring at it as well. Sitting directly on a pedestal-like structure was an orb shaped object. It was smooth, clear and shiny like a giant glass orb. It naturally drew in the attention of the human as well. He simply looked at it curiously but Toothless approached and gently pushed the human towards the object.

Making small grunts and motions with his eyes, the nightfury encouraged his trainer to interact with it. Hiccup took a breath, feeling a bit nervous at the idea. It was clear to him that this connected to the dragon in some way. Toothless had an interest and clearly wanted Hiccup to do something with it. What harm could simply touching it do? There was a bit of hesitation but the human eased in with an outstretched hand, it trembled a bit while easing in closer and closer.

Another sound came from the dragon, rolling his eyes and pushing Hiccup closer still. The human gasped and his hand landed right on the orb. It was warm and the light from it suddenly picked up, being almost blinding. Both Hiccup and Toothless winced from it but the human didn’t take his hand off of the orb. Not even when he began to feel strange. A creeping feeling that started in that hand, it raced further along and could soon be felt all over. It didn’t hurt but Hiccup could feel the room spinning, that dizzy sensation coming over him stronger than ever. Toothless kept him steady and upright, using the human to shield him from most of the light. In time the light faded and Hiccup was left standing when the dragon eased by, making a curious sound while tilting his head.

“Ugh, Toothless... What happened?” Hiccup asked. He stepped away from the orb. It was no longer glowing and lost its clarity as well, being nothing more than a dull and boring rounded rock. Whatever power it had was drained away.

Toothless made another curious sound when looking at his trainer. There was something different about Hiccup. It was immediately clear but the dragon could just tell that the stone had done something to him. As for Hiccup himself he just felt off as well, noticing that his clothes didn’t quite fit like they usually did. Given his stature compared to most his thin figured garments not fitting right was something that caught his attention first.

Stripping off his shirt and pants left Hiccup in his underwear. From there it was easier to tell what had happened to him. His body was more shapely, having a slimmer chest than before and wider hips as well. Just by running along the newly formed curvature of his frame, Hiccup was able to tell that his appearance was more feminine.

Toothless noticed as well, looking with wide eyes before making a rumbling noise. Surprise turned to curiosity while still looking upon the human. There was just something about Hiccup’s body that appealed to him, that appeal being something he would only feel towards a female dragon. And yet the more his eyes scanned the human’s form, the more roused Toothless felt himself become.

“W-what is this?” Hiccup asked, not noticing the bigger creature quietly stalking him. A thick tongue ran across Toothless’ lips while he stalked the distracted prey. The look on his narrowed eyes had turned into a lustful and the thick tapered cocktip poking from the slit made the winged beast’s intentions clear.

Just as Hiccup turned around, the dragon’s much larger knocked him to the smooth cavern floor. It wasn’t a hard fall, but enough to completely disengage the human’s focus. Hiccup groaned from the weight that was placed on him, feeling what he thought was the creature’s belly rubbing against his own.

For a moment it seemed the dragon was laying on top of him, but Toothless kept his body low yet elevated, keeping his weight from completely smothering the smaller male. With that bit of room afforded Hiccup was able to look down and see that it wasn’t the nightfury’s belly rubbing against him.

It was his first time seeing it, but Hiccup was able to quickly figure out that this was Toothless’ cock, being fully out of his spread slit. The appendage being big was something to be expected but Hiccup was still surprised when taking it all in. It was thick and lengthy, having ridges along the shaft and ending it all was a prominent knot. The length sat upon his stomach, spreading its heat while idly twitching. He had never expected to actually see what had been contained in Toothless’ slit. Of course the human was aware that dragons had reproductive parts, but it wasn’t something he went out of his way to confirm...

“Uh...buddy?” Hiccup asked. He tried to push the dragon off but Toothless remained in the same position, making low sounds while keeping his trainer pinned underneath. His squirming was actually bringing the dragon pleasure, the sensation of smooth skin rubbing against the underside sending waves through Toothless’ body. A deeper rumble came from him and following that was the first rock of his lower half, a simple hump that slid his cock forwards, running over Hiccup’s stomach and chest until the tip touched the other male’s lips.

Hiccup groaned in response to this, having aversions to doing something like this with another male, let alone a whole other creature. But Toothless had him firmly pinned, leaving the human with little other choice. That didn’t stop Hiccup from attempting to wiggle his way out, something that pleased the dragon even more. A deep purr came from Toothless, his eyes lidded from the hard throb of his cock. The entire thing swelled before a gush of thick clear fluids splashed over Hiccup’s body and face. Another groan of disgust came, some of it had gotten into his mouth and a deep musky scent had come with it, tainting the air that he breathed in.

Toothless paid no mind to the other male’s sounds and focused on his own pleasure, still being driven by a force he couldn’t quite explain. Alongside that was the general pleasure that came from doing this. It had been a long time since he had a partner to mount and penetrate. The smooth sensation of Hiccup’s skin was already different enough when compared to the rough texture of his own paw. Those factors kept his hips moving and his cock rubbing over the resisting human.

With every thrust, more precum spurt from the tip, being released with a surprising amount of force. It reached all the way up to Hiccup’s face each time, being almost enough to waterboard him. The substance was so hot, sticky, and had a strong smell to it as well. The back and forth of Toothless’ cock smeared it along the chest and stomach, marking the pinned male in the dragon’s musky scent. And getting his body all messy made it easier for the grunting creature to hump against him.

When pulling back a bit more, the shaft rubbed over Hiccup’s clothed cock. This sent unexpected waves of pleasure through him as well. Whether to just gain more pleasure or on purpose, Toothless’ thrusting continued to run over the other male’s cock, making it hard while still confined to the undergarment. It too began soaked and slathered in dragon precum, its heat and slickness giving an added sensation for Hiccup to squirm and moan against.

There were no rules, but it was just a given that doing something like this with a dragon, even a tamed one, was something wrong. That kept Hiccup from wanting to admit how good it felt. His attempts to get away were becoming lesser and weaker, the groans of disgust turning into even more intense moans. His cock strained against its cover, reacting each time the dragon’s much larger shaft ran over it.

Making more noises of pleasure while doing so, Toothless rubbed his cock over Hiccup with more speed and pleasure. His cock had made such a mess that each drag of his length came with its own messy noise. So much precum spilled from his sheath, coating the entire front half of Hiccup’s body in his warm clinging essence, it dripping down to mark the rest of him.

“Mmph!” Hiccup voiced through clenched teeth, being put through so much pleasure that it was getting harder and harder to resist. He didn’t want to admit that he enjoyed this, being used like this: being pinned down and used like some kind of toy for the eager dragon. The beast’s musk surrounded him and a simple sniff made his head swim, being so strong yet intoxicating. And the more precum that Toothless produced, the stronger the surrounding odor.

In time the nightfury revealed his sharp teeth, clenching them from the rise of pleasure that overcame him. A series of small thrusts were given, the tip being pointed right at Hiccup’s face before the massive flood of seed fired from the swelled tip, completely bathing the human’s chest, neck, and face in the even hotter, thicker, stickier substance. Of course a richer musk came with as well, assaulting the pinned male’s senses in the best of ways. Toothless continued grunting and making sharp jerks of his hips that milked more out, riding out the bliss while making quite the mess of his trainer.

When it came to an end, the dragon was left panting but he wasn’t done. His cock remained hard and was still pulsing just like before. Hiccup was still reeling from the loads that painted his body in multiple layers, feeling the weight lift up from him. Showing off that speed of his, Toothless quickly turned his body around.

That cock was dragged along and over Hiccup’s face, smearing the musk and cum right over him yet again. A smothered moan could be heard just from that alone but the dragon was more preoccupied with Hiccup’s underwear. They were slathered in his juices, being strong when lapping his thick tongue over the cloth-covered shaft. He could feel it twitch under the touch and hear another moan come from Hiccup.

Working his teeth rather gently, the soaked garment was nibbled at until the fabric cleanly fell away, completely exposing the human’s loins to the winged creature. Despite being much smaller than his own, Toothless took an interest in it. Sniffing and prodding the rigid flesh with his scaly muzzle. Hiccup tensed and groaned from this, the sensation sending ripples of pleasure through him.

While in his position, the fem-shaped male dared to consider that no one would ever know what took place between them in this cavern. It could be a one time thing that the two of them could get out of their system. With that mindset, he embraced the acts being done onto him and dared to perform some actions of his own, reaching his hands up to touch and gently strong the hot and smooth flesh, feeling it twitch and throb against his palms. The feeling alone sent shudders of dirty thrill through him and that was enough to keep it up.

Toothless felt the human’s hands on his dick but was more concerned about teasing his tongue along Hiccup’s uncut length, easily taking it into his mouth. He felt Hiccup shake from this, his cock jumping against the long and slow licks that the thick and broad tongue delivered. The entire thing was stuffed into his maw and so easily he was able to nearly overwhelm his trainer with the sheer pleasure with each simple motion of his tongue.

It certainly wasn’t expected, but the dragon gave a surprisingly good tongue job, tracing the pink thing along Hiccup’s shaft with care while also sending strong waves of pleasure through him. And from the other side of things, another rumbling purr came from when feeling those hands rubbing up and down the midsection of his cock, getting it to pulse harder and leak all over again. He could the fingers fully wrapping around, both hands starting to pump and down in a steady fashion.

Feeling this made Toothless jerk, making a downward thrust with his hips. This ended up pushing the knotted flesh into the human’s mouth. Hiccup was stunned while still holding onto the shaft but Toothless felt the soft lips wrapped around his tip and instantly began pushing more inside, making a soft growl from burying his inches deeper into the soft and perfectly snug oral cavity.

The nightfury was big but not too big for the human to take orally. Hiccup was still stunned and it only began to register when his hands reached his own lips. That’s when he let go and let Toothless keep going, gagging but trying to keep steady when it pushed past his tongue and into the even tighter throat. Another thrust had it all firmly inside. Just as he had before, the dragon began humping, running his textured cock along the squeezing borders. The motions of the creature’s hips were smooth and ended with the knot gently touching Hiccup’s lips before it was being lifted again.

The two of them had their mouths wrapped around each other’s cocks but Toothless was the one in control on both fronts, giving every lick that made his trainer shudder and moan while also humping Hiccup’s face, spurting the thick globs of precum directly into the human’s stomach. When completely embracing the sex between them, Hiccup was able to feel the pleasure rising, feeling his own cock throbbing harder and Toothless’ as well, getting more intense the longer it drew out.

From the earlier humping, he was closer to his climax but tried to hold out. That was easier said than done; the simplest of motions had him completely overwhelmed and it quickly became too much for him. Crying out around Toothless’ cock, Hiccup came hard, shooting his load into the dragon’s maw. Another sound came from Toothless, drinking down the strings of seed that painted his tongue before letting it flop free from his mouth.

With that taken care of, Toothless put more focus into rutting the other male’s throat, his cock suddenly reaching down as far as it could. Another gag came from Hiccup but it did nothing to push the length back out. The knot was snugly pressed to his lips and more hot precum was let loose directly into his stomach, giving it a heated feeling that radiated to the rest of his body. Just like before, he was being used by the bigger creature, hearing the deep sounds of enjoyment while feeling the repeated stretching of his windpipe, moving up and down in time with the shaft itself.

With nothing else to do, Hiccup tried his hand at actually sucking on the cock. While the wet thing slid back and forth, his smooth lips wrapped around the girth and his tongue began lapping along like Toothless had just done to him. At first he wasn’t sure if it was adequate but hearing the dragon purring brought a sense of satisfaction that surprised him. As best he could, Hiccup acted along with Toothless’ humping. His head bobbed back and forth in time with each motion, getting the flesh to sink in further.

Toothless was openly enjoying this, his tongue hanging out while pounding his cock with added vigor. Having Hiccup acting on his own nearly doubled in the pleasure, being so much more than what his lone paw could achieve. He had deposited plenty of precum into the human, feeling the pleasure rise with every added hump and suckle that came in tandem.

Just when Hiccup felt that he was getting a hang of it, there was a heavy paw on the back of his head. Toothless had reached back and kept the human’s head down just as he reached his limit, snarling deeply from the rush of ecstasy that overcame him. Despite cumming before, the dragon still had plenty of seed to give, a rush of hot and gooey dragonsperm sprayed from his tip with enough force to splash right down into Hiccup’s stomach. While Toothless basked in the bliss, Hiccup struggled to keep up with the torrent that filled his throat faster than he could swallow. It came up and trailed down his chin and neck, becoming so much that he began tapping on Toothless’ belly.

The dragon grunted and eased up, his cock tugging free from the soft mouth. But the dragon’s length still jerked and sprayed thick ropes of his release all over Hiccup’s body, bathing him in more layers of cum before the creature’s orgasm finally faded. Hiccup drunk down the seed in his mouth, left gasping from the whole experience. To his own surprise, he was already looking forward to more. His body was tingling from how hard his cock still was. Something about Toothless doing these things to him was so wrong yet exciting. He found himself looking up expectantly up at the winged reptile, finding that Toothless was looking down at him with more lust in his eyes.

The dragon took complete control, having Hiccup on his hands and knees while his fat tongue was probing the human’s hole. It was already in so deep and stretching him wide. The heat of his spit and pleasure of the muscle grinding along the anal lining felt so good. Hiccup felt no more shame and was moaning out for more from his dragon. In a short amount of time he began so needy, looking forward to whatever the creature had in store for him.

Toothless was finding his own excitement in rimming the human, the act being in preparation for something more to come. But for the time being, he kept to the simple motions of flicking and dragging his tongue, feeling satisfaction and even dominance over Hiccup when hearing the moans that were made, having become more pitched and feminine over time. Ever since touching that orb, the dragon saw Hiccup in a new way, finding his form attractive in the same way a female dragon would.

When pulling his tongue free, the soft and pink hole was left stretched and thoroughly soaked with his saliva, a thick string of it still clinging to his tonguetip. He looked upon the winking entrance, feeling the desire to mount and breed growing ever stronger. For a moment he was certain that Hiccup even smelled like a heated female. That was enough to get him to act, moving in and easing his body over the human’s. Though brimming with lust, he was careful in mounting his trainer, having his body completely draped over Hiccup’s until his cock was pressed to the human’s backside, finding that waiting hole with his tip.

“Augh! T-Toothless!” Hiccup moaned out. He had expected to feel pain but instead the stretching and filling sensation that came from the dragon’s meat sent ripples through him. The broad tip popped right in and the shaft’s ridges made his body shake when easing in as well, grinding along the anus’ interior. More and more it was fit inside, every inch already filling Hiccup nearly to the brim with pleasure.

Grunting and wrapping a paw around the human, Toothless couldn’t help but make a sudden thrust that pressed his knot to the wet rim. Every inch was buried inside, being softly squeezed and surrounded with warmth. Toothless held himself just like that, enjoying the feeling before pulling back with his hips, tugging his cock back and out of the hole from the same motion. His spit and precum already being spurt brought a wet slurping sound from the inches easing out, nearly sliding out completely before another forward surge of the dragon’s hips came.

“Aaahhh!” Hiccup cried out, feeling the first thrust that reached in deep and stretched him a bit further. He couldn’t help but shake while underneath the dragon. His body was rocked by the next hump, that one leading into more. Toothless’ body then smoothly rocked back and forward. His cock slid smoothly along the gripping interior, spurting more precum that provided more lube and warmth to grind his shaft against.

“So big...” Hiccup said to himself, feeling his sweet spots being repeatedly touched with each round of the dragon’s hips. The ridges along the shaft gave extra stimulation that got Hiccup’s cock leaking onto the cavern floor. Being held by the bigger creature kept his body from being thrown off by Toothless’ strength.

The rutting was getting harder from Toothless embracing more and more of the pleasure. Fucking Hiccup’s tight ass just left him wanting more of it. And hearing the moans in response added to that excitement and desire. From touching spots like the prostate, firmer squeezes came down on the moving shaft, getting an added sound of enjoyment from this. It passed right through the tighter walls, still reaching in as deeply as it could, grinding the knot against the precum-slathered rim.

The cavern was filled with the shared sounds of pleasure, coming from both the human and dragon. Hiccup gave himself completely to the dragon, awaiting more pleasure that the bigger male could give him. He didn’t care if it was wrong. It just felt so good, feeling the length pumping in and out, the knot repeatedly slamming against his hole with more and more force.

The excess precum was spilling out when the cock pulled out, a loud squelch being heard from it being slammed back inside. The fresh substance and the dragon beginning to sweat from his efforts brought out a heavy musk that filled the chamber itself. Breathing it in had an effect on the human, a rush that struck his senses just like it had before. Being all messy and marked with it already, he had no qualms with being bathed in his dragon’s scent and lust, desiring the bigger creature’s seed.

Toothless had been taking in the pleasure that built with every thrust and squeeze that came from each other’s bodies. His teeth had been unsheathed, clenched while he grunted with deeper and deeper tones, matching the level of his approaching climax. It had been so long since he came inside of a snug hole and that carnal desire drove him to keep slamming himself in hard, tongue lolling and his eyes rolling up towards the cavern’s ceiling.

The pace of his rutting turned almost savage, rocking his body with all the speed and force that he could muster, getting himself to that final point. A final hard thrust of his hips jammed all of it inside, the knot being held and grinding against the soft hole until he managed to tie the smaller male, hearing the cry out that Hiccup made. Following right after came the strong squeezes of the human’s climax, being just the thing to get him off as well. To end it all off was Toothless’ third orgasm, pumping the last of his internal testicles’ contents. Though it was the last that he could give, that load was still immense, pumping Hiccup’s ass full of potent seed that traveled deep inside of the other male. The village dweller had sighed deeply in both contentment and satisfaction, being still knotted and having every drop of dragon sperm stuck inside of him.

The two of them were in that position for some time until Toothless’ cock finally softened. The knot deflated and allowed the dragon to dismount from the human, his cock easing out with a messy noise. Hiccup was left groaning and leaking cum while Toothless tended to him, purring and licking the human’s body clean. In time, the two of them were finally ready to go. Hiccup had his clothes back on, albeit looser than before.

Toothless took them out of the cave and into the skies. It was night when they were heading back, the moon and stars being out. Hiccup didn’t say anything on the way back, feeling completely content. There was just this feeling within him, an assured sense. Along with that was the furthered desire to do more with Toothless, to go back to that cave.

Neither of them knew it, but that night had an effect that showed itself after months. Hiccup's belly was heavy with a clutch of eggs, and Toothless was constantly fawning over him, licking and rubbing against him when not climbing on top and going for another rut. It was certainly odd and raised many questions, but Hiccup was happy with his unusual partner. Soon enough the time came when he was on his bed, moaning out as smooth eggs eased out him, stretching his hole wide and popping out from the slick fluid that coated them.

Toothless was right by his side, licking at his hole, keeping it loose while another egg passed through. Three lay on the bed but Hiccup could feel one more being on the way out. His cock was pulsing and leaking from the odd pleasure that came from feeling them passing through him, stretching and pressing those most sensitive spots of his. And he could tell that this egg was the biggest one yet. Groaning and taking deep breaths, Hiccup cried out when feeling the egg passing through his ass, rolling right over his prostate in a way that made him cum hard, shooting ropes onto his own body. The egg then popped out with more force than the others, being caught by Toothless, who licked up the slippery fluid that coated it.

Hiccup was left panting and smiling. Toothless nuzzled up to him, having gathered the eggs into the nest. He was there for his mate, being more than a little proud of himself. While purring a more lustful noise was hidden in between, the idea of having another clutch being in the back of the nightfury’s mind.