Chapter Text
They were at their regular spot. Despite the unfortunate circumstances of their first meeting something pulled them back there again and again. Maybe it was just the fact that nobody ever came there. There was nothing to find. Just a hole in the ground. Kids wouldn’t play there, adults wouldn’t come near the spot on their routines and walks through the forests. It was secluded, but it was still nice. At least for a big dragon who liked to play around. They could afford to be a little reckless without destroying anything. There wasn’t even anything major to set on fire.
Hiccup was napping half asleep on the dragon’s belly. Toothless might have been asleep, too, but that was unlikely. He only lied on his back because Hiccup liked to lie on top of him. He would never take on such a vulnerable position when he wasn’t ready to jump up and defend himself.
The dragons breathing shook the boy up and down gently, like a cradle almost. The warmth coming off of the soft skin shielded him from the cold autumn air. Only sudden bursts of wind would remind him of the actual climate around them.
That day was different from other times they had just lied there like that, though. Something was in the air. Toothless felt a little warmer than usual. His breathing felt a little quicker.
Hiccup had grown very in touch with those things. He was his partner after all. He had to be able to read him.
It wasn’t bad. The extra heat went to his head a little, but it felt nice. He’d worried wether Toothless might have been sick, but he seemed as energetic as ever. When he got sick usually it would be the opposite. He’d be lazy and even a little reclusive. If anything, he was more affectionate that day than most.
A thought came to Hiccups mind.
It was close to the time again when, almost a year ago now, all the dragons had flown off suddenly, south to an island to brood.
And with a sudden jolt he thought he recognized that heat from… specific nightly escapades, but… that would be stupid, right? There was no mate for him.
“Toothless?” he asked.
The dragon looked up at him.
“Are you feeling alright?” Hiccup asked again.
Toothless looked at him questioningly. Like he had no idea what Hiccup was talking about.
“Good, just… wanted to make sure…” the boy said before laying back down with his face against the leathery skin.
That didn’t exactly quiet his thoughts. Could dragons even…?
He didn’t even have that part, right?
An idea manifested in his mind and immediately he pushed it down. He couldn’t do that. Definitely not. Still…
“I’m gonna… try something okay?” he heard himself say. “Make some noise if you want me to… not to…”
Toothless purred in content approval. The deep vibrations were barely audible, but in his current position Hiccup could feel them deep inside his body.
He turned around to face the dragon’s crotch. His mind was still firing on all registers, telling him not to, that there was no way this was okay, that he was some freaky pervert, but he still did it.
He felt light headed. The skin there was incredibly soft. He hesitantly touched it, right where he’d suspect something to be, unable to believe that he was actually doing that. But there was just skin. Just smooth, hot, incredibly soft skin.
Well… that answered the question, right?
So… why did he keep touching it?
Toothless’ purring grew in volume. Someone might have mistaken it for a threatening growl, but Hiccup knew better. He’d heard the dragon growling. This wasn’t it. This was good. He liked it.
Soon, something strange happened. Something slippery coated the skin. He hadn’t really noticed, it at first, or so he guessed, until he rubbed his fingers against each other, wet with the liquid and realized that that definitely hadn’t been there before.
He kept rubbing his hand over the slick spot. He could feel where the liquid pooled and…
Was there…?
Something was there.
A minute crevice in the perfectly smooth skin. It wasn’t visible, but he could feel the slightest dent. Just where the slick felt the most slippery and the heat felt the most intense.
And then his finger slipped inside. The skin parted and a single digit of his pointer managed to push through. Toothless let out a thundering groan that made Hiccup immediately pull back his hand.
“Sorry, I…” he began, but couldn’t finish when he saw the slit he’d just found open up and something pointy and pink rise from it.
That was it.
He’d been right.
A part inside him celebrated the new discovery. Another part felt shame. Both were drowned out by the sudden heaviness of his breath and the painful hardness in his pants.
He’d seen other dicks before. In the sauna. While bathing. He’d even seen some animals mating. Nothing he’d seen was like this. Nothing matched the scale, the look or what he assumed about the feel. A bright pink, glistening with massive amounts of the slippery slick, on a massive member, Easily thicker than Hiccups wrist, pointed at the tip before widening into a roundish shape that thinned out a little bit before widening again into a thick bulb at the lower end. Ridges ran along the sides, sturdy and angled back slightly, like a harpoon, but without the sense of danger or sharpness.
When he looked back at the dragon, Toothless stared at him intently. There was that playful curiosity, but there was also something deeply feral and wild in his eyes. He looked at the boy, daring him to do something. Expecting something.
Hiccup turned back around. His hands shook as he reached out to touch the mass of flesh.
It was hard. Much harder than his own, even when he touched himself late at night. Hotter than anything he’d ever felt on a body. It seemed to pulse with the dragon’s heartbeat. And the slick covered it all over, leaving it feeling silky smooth and oily.
“Wow that’s…” Hiccup muttered. He could hear Toothless almost humming at the touch.
He tried to do what he had figured out felt good through trial and error on himself, but it wasn’t that easy. He had no way to know what his touches really felt like and it was very different from his own. He couldn’t even reach around it at the thickest spot.
Still, he was determined to make it work. Even though he had no idea what he was doing, or why, or how he could be so okay doing it at all. He sat up to get a better grip and moved both hands up and down along the length. Meanwhile his own dick kept dripping and twitching in his pants.
It didn’t take too long before the dragon’s content humming turned almost impatient, though.
He was doing the best he could, but it seemed to not be enough. Shallow movements without a lot of intent or knowledge behind them.
Toothless began to stir, warning Hiccup to either get off, or be thrown to the ground in the impending movement.
He climbed down and stepped out of his way as the dragon turned onto his feet.
“Sorry, bud…” he said, apologetically. “I’m… I don’t know if I can really help with that.”
But Toothless seemed to have other things in mind. He turned towards the boy and nuzzled his snout against his chest.
Hiccup welcomed the affection, scratching the dragon beneath his chin and stroking his hand over the top of his head.
When Toothless began to move down, looking straight at his crotch, the boy immediately understood and began to blush.
“Oh, you wanna…” he began. “Well… you showed me yours…”
He felt hot. Toothless’ wet breath crept underneath his shirt and left his legs trembling.
He hastily fumbled with his belt, then pulled down his pants.
With a relieved sigh, his erection sprang free. His foreskin was pulled halfway back already and he was dripping wet.
The reality of the situation seemed to still take a back seat to the buzzing high of endorphins that rushed through his head.
Toothless stared intently at his junk, sniffing him. He seemed hungry, but waited for Hiccup to give him the go ahead.
The boy eventually nodded.
“You can… if you want…” he said.
Toothless didn’t wait a second longer. Before Hiccup knew it he’d been hit with the dragons’s maw pushing him hard enough to fall backwards onto his butt. Before he could complain, though, he moaned out as his privates were engulfed by the hot, slippery tongue.
No amount of touching himself could compare to that. Toothless licked over him the way he’d lick over his face. Big, messy motions that left him covered in slimy spit with little regard for his clothes, but he couldn’t dream of pulling away, or telling him to stop.
It wasn’t just his dick, Toothless licked up and down along his crotch, lower belly and upper legs. He pushed his snout beneath the boy’s shirt. Hiccup discarded it to keep it from getting too dirty. He swirled his tongue around his balls, even pushing behind them and reaching almost up to his butt.
The boy came close very soon, unable to hide the pitiful whines that came past his lips, but not feeling like he’d have to, either. At home he needed to be silent. Here, the hand covering his mouth was nothing but muscle memory.
He leaned back more and more, thrusting up against the dragon’s tongue as the touch made the world around him disappear. Then, with a sudden jolt he shrieked out and then fell onto his back fully when his partner touched his butt.
He wanted to say something, do something, pull away, but he just lied there with his legs spread as far as they would with his pants still around his ankles and the tongue pushing against the underside of his butt cheeks.
“Toothless, why…” he moaned out.
The position was uncomfortable, his partner’s head wedged between his thighs, trying very intensely to reach further and do what the boy could barely conceptualize.
And still that alone felt so good. The skin on his butt was so sensitive and ticklish.
“Wait, I… gimme a sec,” he said.
Toothless pulled back and sat there in front of him, looking down at his raging erection.
Hiccup panted, gathering his breath.
Then, in spite of all he thought possible, he turned around, threw off his pants and kneeled down with his butt raised up towards the dragon.
At no point that day did he have the time to think about what he had been doing. It all just kind of happened. He’d been watching things unfold, but now on all fours, shivering from a mix of the cold air against his butt and the overwhelming rush of feelings that hit him as he tried to grasp what was going on, he felt hesitant and anxious.
Frankly, he didn’t know why any of this felt good. He could understand his dick. But he couldn’t understand why Toothless would be interesting in licking him, let alone anything beyond his crotch.
He wasn’t even sure if it had actually felt that good, or if it had just surprised him. And wether he was now only presenting himself feeling that that was what his friend wanted. His heart pounded in his chest. The hot breath on his butt made him shiver. He felt exposed. But he knew what he would do next, despite all the insecurity and doubt.
And then he gave the go ahed for Toothless to keep doing what he’d been doing before.
He moaned out as soon as the tongue touched him, one big slurp starting at his crotch and going all the way up through his butt crack. When Toothless touched his hole his voice hitched and the moan turned into a whine.
There was no way that felt that good. There was now way he’d be kneeling on the ground and sound like that just because that big, warm tongue touched him there.
But that whine turned into a string of gasps when the dragon kept licking over the sensitive muscle. He couldn’t control it, the sounds would just come out. His body moved against the touch, pressing up against the tongue, twitching, squirming, arching his back, trying to get away from the overpowering feeling, but at the same time wanting more, wanting something deeper.
He came. Just from that. The heat overwhelmed his body, he yelled out, desperately twitching and shooting his load onto the ground. It wasn’t at all like when he did it himself. His entire abdomen felt hot and heavy and tense with that unbelievable energy.
“Oh gods…” he sighed when his arms buckled and he sank forward, right onto his face.
Toothless kept going as he rode it out. The afterglow never seemed to end.
Usually when he’d finished he had to stop. He couldn’t keep going, it turned absolutely unbearable. But something about this was different. He still felt that overwhelming sensation, but… he wanted more. He wanted to keep going and just never stop.
He thought to reconsider when he felt Toothless push against him, at first with a gentle, unassuming pressure that eased him open, but then with a more forceful push that felt like it breached him.
He didn’t get a chance to say anything, or pull away before he felt himself being entered. And when that feeling hit him, he was paralyzed.
It hurt. His body didn’t want this. It was too much. It felt like he’d pulled a muscle. It burned.
But…
Why was there a “but” in the back of his head?
Why didn’t he pull away?
Toothless seemed to understand his conundrum. He stayed absolutely still, waiting for something, some form of approval, or disapproval.
Hiccup couldn’t muster up either. He just remained in that bent over position, feeling ripped open and sore, waiting for his own reaction as well. Toothless’ breath hit his back, driving away the cold that settled there between the bursts of warm air in a slow rhythm.
Time seemed to stand absolutely still.
Eventually, Hiccup managed a grin.
“You could have warned me,” he grunted.
His mind still wasn’t made up, but he kind of knew what he’d say next. He just had to wait for himself to gather the energy to actually tell his partner to keep going.
And then he did.
It didn’t exactly stop hurting, but the longer it went on, the more he felt at ease with it. To the point where it was more strange than explicitly painful.
His body knew that this wasn’t supposed to happen, but at the same time it felt at the very least intriguing to have something moving around inside him. He felt so full, the tongue reached so deep inside, but it also felt squishy and gentle on him. Well, gentle aside from the stretch that had him feeling like he was absolutely ripped apart, somehow in an exhilarating way.
It felt good to lie there, at the dragons mercy, and to be treated so carefully. To be able to be so vulnerable. And to know that Toothless must have been enjoying it. Enjoying him. Even in his most hidden and private spots.
Toothless kept brushing against something inside him. Something warm and… he didn’t exactly know what to make of it. Relaxing, but… in a tense way. Like a building tension deep in his body, but comforting.
“Hhhh, yeah… that’s…” he moaned out.
Toothless seemed to understand and targeted that spot specifically. He whined and purred out and Hiccup felt the vibrations travel through his body. It made him want to just zone out and lose himself. Even the stretch burned a little less.
He didn’t want it to ever stop, but eventually Toothless’ whines began to grow more impatient and strained. And Hiccup knew exactly why.
“Okay, pull out,” he said, immediately missing the warmth, but sighing in relief at the easing of the stretch. He felt empty. Comfortably so, but… itching to be full again.
As he turned around, Toothless looked at him with his head tilted to the side like he usually did when he didn’t understand something.
The boy definitely wouldn’t be able to do the same things his partner was doing for him back. He didn’t have a big, squishy monster tongue, but there was something on his mind at least.
Something that he was pretty sure was impossible, but… he had seen animals mount each other. He knew that he wasn’t a girl, he shouldn’t be able to… to do that…
But, maybe… just maybe…
Maybe he could help him out. And maybe he had just licked blood and was now itching to find out how possible this truly was.
He directed Toothless to mount him. He felt small with the massive body on top of him. Small and weak, but also comforted. There was no trace of the cool outside air now. He bathed in the dragons body heat. The heavy belly rested on his back. Not with it’s full weight, he was sure that would crush him, but with enough of it’s weight for him to feel just that bit more at Toothless’ mercy. At the same time, though, the warm softness comforted him, too. He felt safe. Vulnerable, but safe.
His heart hammered away inside his chest even harder than before when he felt the tip touch against his butt cheek. His breath shook. He braced himself for it. He waited.
Toothless pushed against him a couple times, but struggled to hit the right spot. The huge dick was slippery and rubbed against his butt crack, rather than entering him. The heat that came off of it was incredible.
Then, finally, one of the little thrusts hit the mark just right and the very tip entered him.
He gasped out. It wasn’t as thick as the tongue, not yet anyway, but so much harder. It had none of the gentleness.
Before he could get used to it Toothless pushed further. The dragon whined at the sudden relief. Hiccup choked on a gasp.
The stretch had hurt bad for a second, but then eased a little as his hole closed around the thinner middle. Now, what instead overwhelmed him was that heavy fullness. His knees felt weak. His body was overwhelmed. No part of his brain knew what to do with that feeling. It was already much more than what the tongue had offered and it was only half of it. As to confirm that suspicion, Toothless kept pushing and immediately the boy’s mind was overtaken by the sting of the stretch.
“Stopstopstopstop!” he shouted.
Toothless immediately obeyed. He bent down his neck to nuzzle his snout against Hiccup’s nose.
“Just…” Hiccup breathed heavily. “Let’s… stay like this for a bit.”
The dragon proceeded to lick over his face.
“Ew…” the boy giggled, despite being glad for the affectionate distraction.
They stayed like that for a while. Bound together. Hiccup was determined to have the whole thing inside him. Between the mess of sensations from his already overwhelmed ass, the heavy and warm body above him and the feeling that he was already halfway there, he felt a kind of determination he’d never really encountered before, not in that same way at least.
Toothless just waited patiently for him, slowly breathing in and out, peppering him in loving little nibbles and licks.
Eventually, Hiccup felt like his body had started to adjust to the intrusion. He was thinking about letting Toothless push again, but then had another idea.
“Maybe… just use the first half for a bit…” he said.
Gradual progress. Working his way up slowly. The day was long.
Toothless followed suit, slowly pulling, and stretching him open again, making him wince. The ridges that he hadn’t even felt going in, now pulled at his hole, dragging over the sensitive muscle and giving the whole experience a feeling vaguely reminiscent of a corkscrew opening a bottle.
It was painful. Not enough to make him want to stop, but… enough to take over his thoughts and make him think of nothing else.
When only the tip remained inside he felt that emptiness again. That strange, comfortable, relieved, but tense emptiness. He wanted to be filled.
On the thrust back inside, the same process repeated. The slow speed made it both better and worse, dragging out the burning feeling, but giving Hiccup more time to adjust to and relax into it.
Soon, it felt almost comfortable. The heavy fullness pushed against that same warm spot inside him with every thrust. The stretch turned from strain to excitement. The ridges set his nerves on fire in the most delightful way on every pull in the dragon’s now building rhythm. The open, lose feeling of his ass became a sense of pride and secured his goal to take the whole thing more and more.
He reached down, almost losing his balance and slumping over, aiming for his dick, but instead coming to a halt when he could almost feel the faint pressure of the intrusion in his lower abdomen.
Could that be real? Could his body do that? Work like that?
When he pushed against his belly, he felt the weight, the pressure of the thrusts inside him. He could swear there was a hint of the heat. And he was certain that the push and pull rippled through his body deep enough for his hand to pick up on it.
Toothless cooed at the increased pressure on his member, giving the boy another feeling of grateful pride. Even lying down, barely held up by a bucking arm, he could still do something for his partner.
And then, without even saying anything, he felt the larger bulb press against him. As Toothless sped up and pushed with more pressure, he also ceased stopping before he’d push against him. He didn’t push hard enough to fully enter, but still enough to just stretch him a tiny bit more with every thrust.
And then he did enter. And with one quick motion, both of them were completely shaken up, each for entirely opposite reasons.
The feeling of opening up enough to actually allow him inside was secondary now. What completely knocked the breath out of Hiccup was the depth that had pretty much doubled from one thrust to the next.
It felt like he was socked in the gut. A blunt pain that shook his body, combined with a fullness that bordered on completely incomprehensible and mind breaking. He felt himself clench down on the massive intrusion agonizingly, but with exhilaration. The rigid shaft forced his body to accommodate it, no matter how hard all the muscles in his abdomen clenched down and tried to push against it. A warm spark shot through him. Was this the same kind of climax he’d felt earlier? Was he shooting more of his cum into the dirt right now?
He had no idea. His sensations were overtaken completely by his partner.
Toothless, meanwhile, cooed and purred loudly at the new feeling, so overwhelmed in his own right that his body trembled almost harder than the boy’s.
“Oh gods…” Hiccup breathed out between pants. “Oh this is…”
He didn’t get to finish that thought when he felt hot liquid shoot inside him.
The dragon panted as his dick twitched inside Hiccup, burying the load inside him.
It felt so hot. And heavy. And thick. And amazing. Both agonizing and soothing at the same time.
And it kept going. There seemed to be no end. It built up, flowing deeper and deeper into his guts, heating his belly from the inside, slushing and gurgling around. It hurt. He began to cramp and with the cramping he clenched down on Toothless’ dick.
He could feel with every gush of cum how the dragon’s hips flexed and gyrated behind him in a shallow but continuous push and pull, almost like Toothless could have kept thrusting and only refrained from it for Hiccup’s sake.
He almost swore that his belly would show the mass of liquid inside him. At least the sense of nausea he was overcome by made him certain of it, but he didn’t dare look down on himself to check. Not yet, anyways.
What he could feel, though, with the hand still feeling the dick that now seemed like a distinct shape beneath his skin, was the pulse that rocked through it hard enough to ripple through his entire abdomen.
Just when it became unbearable, he felt the cum oozing out of his hole. His body was unable to keep holding it. And as the pressure didn’t ebb, it began to spill out, run down his legs, his balls, his dick and pool on the ground.
Eventually Toothless pulled out of him and he fell onto his side, just narrowly averting the puddle, not that it made much of a difference, and felt ready to pass out.
He panted heavily as he felt it all gush out of him. Still so incredibly warm, so much of it. When he couldn’t get any more out, he still felt a good amount slushing around inside his belly, but he didn’t feel nauseous anymore. Only a little queasy.
Toothless lied down next to him, wrapped his tail around the boy and draped a wing over him protectively before returning to nuzzling his face. The sun shone through it the way it would through the walls of a tent. Hiccup did his best to return the affection, scratching him behind his ears and pulling himself upright, at least a little bit, to hug his arms around the dragon’s head.
He’d have to get cleaned up, the water would be horribly cold, but there was no way around it. He couldn’t come home like that. So that was an issue. But it was an issue for later, he decided.
For now his worn out body had one primary concern and it was to just lie there, breathe, relax, cuddle with his partner… his… mate.
And maybe take a little nap, dreaming of where they could go from there. All the anxiety about what they could or couldn’t do having been washed out of his body.