A Dragon's Dance, Part 2

Story by Dreamous on SoFurry

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This one isn't quite a re-write. It seemed the perfect opportunity to flesh out some interactions between Dragon and Rider, and... okay yeah slit day came up and I wanted to do Toothless slit stuff. So a fully new chapter! Happy slit day 2022!

Hiccup and Toothless explore their relationship. This series takes place 4 years after the first movie (making Hiccup 19, canonically) and about 1 year before How To Train Your Dragon 2. Only the first 2 movies will be applicable to this fan fiction (for the most part), and none of the associated shows/other material. I haven't seen/don't know so much of it that I'm just gonna go with the movies.

Check out my Patreon, where I post stories a whole month early! Patrons also get to influence what I wrote, so check it out! - https://www.patreon.com/DreamsDrabbles

For anatomical reference, Toothless's anatomy is based on

@narse

's work at these links:

Slit anatomy - (FA) https://www.furaffinity.net/view/25347906/ and https://www.furaffinity.net/view/31156357/

(e621) https://e621.net/posts/1372527 and https://e621.net/posts/1841743

Penis anatomy (loosely) - (FA) https://www.furaffinity.net/view/24007992/

(e621) https://e621.net/posts/1263321


Of course, by the time that Hiccup and Toothless made it back to the training arena, they were late. Quite late. Earning quite a bit of ire from Astrid. Worse, they arrived soaked. Hiccup was soaked, at least; in briny sea water, at that. Water slipped off Toothless's scales like they were coated in oil. Not so much for Hiccup's clothing, which was still dripping when he dismounted.

Hiccup wasn't sure which was worse. Astrid's ire, or all of the trainees seeing him getting a glare from her.

“Toothless decided we needed a bath." Hiccup lied. It had been his idea. And they certainly had needed a bath. It was much better to show up to training soaked with sea water than soaked in dragon cum.

Astrid's voice dropped to that terse, quiet tone. A 'don't fight in front of the kids' kind of tone. Hiccup stuck with his lie, that Toothless had headed out and took a dive into the sea.

“I think he's just cranky that you barged in this morning. You agreed mornings were his time to spend with me." Hiccup timidly suggested.

Toothless snorted and rolled his eyes, his tail coiling to smack his organic fin against Hiccup's backside. Hiccup stumbled forward, arms wrapping around Astrid to catch his balance. Their lips ended up an inch apart, the sea water soaking from Hiccup into Astrid's clothing.

Astrid went red, her eyes widening. They stood that way for a moment as Toothless walked away, sniffing and inspecting the new recruits. The majority seemed nervous at best. None wetted their pants, unlike the last year. The bar for a 'good' recruit day was set quite low.

Astrid shoved Hiccup back, making him fall on his ass. Hiccup grunted, looking up to Astrid. Before the dragons, Hiccup would have had an axe pointed at his face. But now it was just Astrid's hand, pointing a single, threatening finger at Hiccup. Just as dangerous and intimidating as an axe had been.

“Go change clothes and hurry back." Astrid growled down at him, before turning back to the recruits. One of the five had reached out, stroking Toothless's snout. Toothless seemed to like that recruit. The other four had inched back several paces. Their eagerness to be a dragon rider tempered by just how big a dragon was up close.

Astrid made her way over to Toothless, her cold anger suddenly gone. “Yes, perfect! A hand on the tip of their snout is how we introduce ourselves to dragons…" she encouraged, her words becoming unintelligible as Hiccup jogged away.

Once Hiccup arrived, he was quick to get rid of his cold, sodden clothes. He changed into a fresher, but more importantly dry, set. 'Fresh' was relative, among Vikings. And Toothless. Everything Hiccup owned, and Hiccup himself, was tainted with the omnipresent smell of Toothless. Practically marking him property of the dragon. Toothless thought that was exactly the case, of course.

Astrid was already introducing dragons to potential riders by the time Hiccup was back. They were both delighted that recruitment day went far better than the previous year's. The citizens of Berk were becoming, if begrudgingly, more familiar with dragons over time. Hiccup hadn't seen someone shriek or run away from a dragon in months, and a good number of households now had dragons residing in them with their family. If nothing else, dragons were great at keeping away pests and handy with various chores.

Still, the bar was set low. Recruitment was better than last year, but not by much. Two of the recruits were siblings, a brother and his sister. The sister was younger by only a year. And she turned out to be a natural, able to stay on Toothless as he took to the air. They used the wind and a rope attached to Toothless's harness, just as Hiccup had when refining Toothless's tail fin prosthetic. Her older brother, on the other hand, started crying and trembling as he tried to mount Toothless.

Among the lot, Hiccup and Astrid felt two would make excellent riders, one had potential, and the other two had removed themselves from consideration. The young woman- Gret, Hiccup would have to remember- was rather disappointed her brother had bowed out. She seemed quite excited at the prospect of co-piloting a Zippleback, just as Ruffnut and Tuffnut did. Her eyes lit up when Astrid proposed a single rider being a Zippleback's partner.

Cleanup, debriefing, speaking with the elders, and introducing the three new riders to more dragons took the rest of the day. Hiccup and Astrid made it to the mess hall after a good half of the hall was empty, most gone or just finishing their meals. Toothless greedily devoured fish as Hiccup and Astrid ate dinner, discussing the next steps for the new recruits.

The stars were out and all three were exhausted by the time they returned to their homes. Hiccup half expected Toothless to collapse the moment they passed the threshold, and intended to do just the same after he undressed.

Toothless had other things in mind.

The door shut harder than Hiccup had expected. Looking back, he spotted Toothless had pulled it with his tail fin. And now the dragon was skulking toward him, a sultry expression in his eyes and echoed in the deep, warbling tone he cooed. His muzzle pressed to Hiccup's chest, teasing up to Hiccup's neck, then bumping against his chin. Their eyes met, and Hiccup found himself quickly lost in the ink black pools of Toothless's eyes.

Toothless loosed another coo. He bumped again, then took a step back. If a dragon could grin, Hiccup was sure Toothless would be. His head jerked to the side, his expressive face plates gesturing to his harness.

Hiccup didn't know what he had expected, but the harness wasn't it.

“Oh! Oh… yeah, sorry bud." Hiccup apologized, quickly ducking around Toothless's body. He got to work at the leather harness, unclasping the forward strap. The harness slumped a little and Hiccup made his way around front, sliding one of the leg rings down, then the other. Toothless moved with practiced ease, lifting first one leg, then the other, and shaking each out after both were freed. Over the years Hiccup had refined the harness, but that didn't mean it was perfectly comfortable.

Hiccup's fingers traced over the scales around Toothless's torso, where the leg-bracing rings pressed. He always checked, just to make sure, that the harness wasn't wearing away Toothless's scales or digging into his armpits. No damage, but it was clear that they still pressed a little too tight. Toothless had grown a bit since the harness had been adjusted. Soon, Hiccup would have to resize. A precarious balance between discomfort and the harness failing from excess give.

With the front end done, Hiccup moved his way along Toothless's flank. He slid the harness off to the far side, making the rear strap pull taut. Hiccup had to get down on his knees to get at the buckle, pulling the strap loose and then sliding it free. The weight of the harness quickly pulled the strap free and all but the tail portion slumped to the floor opposite Hiccup.

Just as Hiccup was going to push himself up and address the tail portion, the tail curled. Hiccup was powerless to fight as the tail pushed him forward, further beneath the dragon. Toothless's hind leg raised, like he was about to mark something. But no mark came. Hiccup was just pushed forward, his face pressing to the hot slit between Toothless's hind legs.

And then nothing. Time just slipping away, his face pressed to hot dragon groin. Hiccup wasn't sure what to do. The robust scent of Toothless filled his lungs, so poignant at this most intimate of places. The scent was toothless, plus the spice and bitterness of masculinity. He now recognized the scent all too well, of Toothless's cock and seed. Of Toothless's pleasure.

Toothless wasn't doing anything more holding Hiccup there. Hiccup breathed it in, again and again, feeling his face heat with blush. The slit was so soft, the tiny scales far from the strong ones coating Toothless elsewhere. The slit relaxed enough that Hiccup could just feel a line of the fleshy, moist interior against his cheek. Uncertain what Toothless was looking for, Hiccup gave his best guess. He pushed his tongue out. He licked along the slit, tracing it from one tip to the other. A shudder passed through the tail holding him in place, and Hiccup could see the lips of Toothless's vent tense, closing off the inner flesh before relaxing again.

It seemed Hiccup's lick was acceptable response, as the tail slid down Hiccup's back and off him. Freed from that position, but he didn't move just yet. He took a moment longer to really get a good look. He'd seen Toothless's slit plenty of times, but never up close and in such intimate detail. The flesh within the long seam glistened invitingly, slick with the same fluids that had lubricated Toothless's shaft earlier. Just a little past it, further down Toothless's tail, the scales faded entirely, leaving the dark, wrinkled flesh of Toothless's pucker out and visible at all times.

Back before Hiccup had befriended dragons, and changed the life on Berk forever, Hiccup heard others joke plenty of times about dragons' weak points. The eyes, the mouth, or 'just shove your sword up their ass', as Hiccup recalled.

Not quite what Hiccup was thinking of shoving up there. His hand lifted, the back of his fingers stroking over the fleshy entrance. Remarkably clean, as Hiccup had noticed before. Also soft, and wonderfully hot against his skin. Toothless pushed his hips forward, into Hiccup's touch.

“You like that?" Hiccup asked, quiet despite little chance that anyone was around to overhear them.

Toothless responded with a pleasured rumble, his hips pushing forward again. The dragon huffed out of his nostrils, stepping to the side and away from Hiccup's touch. For a moment, Hiccup considered he'd done something wrong, but Toothless still looked quite happy with the situation. When the dragon turned his hips and started wiggling his tail at Hiccup, dragging the harness around with the dark limb, Hiccup loosed a sigh of relief.

“Oh yeah. Sure thing bud. Sorry I got distracted."

Toothless rolled his eyes as Hiccup stood, stroking a hand along Toothless's thigh, then down along his tail. Numerous straps held the harness firmly in place, an absolute must to ensure safe flying.

Finally, Hiccup was to the last one, just a little above Toothless's tail fin. He unbuckled it, the contraption sliding fully free. There, Hiccup eyed along the tail end. His fingers traced the scar where a second fin once attached. The one he had taken away from Toothless.

Toothless snorted and rolled his eyes, the tail curling and pushing Hiccup over backwards. Toothless turned and moved over Hiccup, towering over his rider. He leaned in and started to lick over Hiccups face. A paw lifted, pinning Hiccup's chest, keeping him from trying to squirm away. Toothless's saying wordlessly, 'I'm over it, you should be too'.

Hiccup squirmed about, turning his face this way and that, trying to spare himself from all the dragon slobber. His hands pushed at Toothless's chest and foreleg, searching for a weak point. Of course, there were none. Hiccup was totally at the mercy of Toothless, and Toothless wasn't feeling too merciful.

The licks kept coming, one after another, smearing over Hiccup's face. The twin tines at the end were wonderfully dexterous- or terribly so, when Toothless was harassing him. Toothless finally relented after Hiccup's entire face glistened, his ears were slobbery, and plenty had dribbled down his chin and onto his neck.

Toothless didn't back away, though. Their eyes met again, Toothless's muzzle hovering just inches above Hiccup's face. Hiccup's whole world was just Toothless. No other thoughts, sounds, feelings, sights. The dragon was entrancing, bright green eyes and the dark within and around them becoming such a powerful image.

Hiccup could feel Toothless's hot breath over his face. Over, and over. A soft, warbling rumble echoed up from Toothless's chest. The dragon leaned in, pressing his muzzle to Hiccup's lips- as well as nose, chin, cheeks. The large dragon doing his best to imitate a kiss again.

This time Hiccup gave in immediately. He kissed back, much better equipped to do so than Toothless. His lips puckered, pressing to the dragon's black, scaled ones. Toothless seemed to be studying the action, adjusting just a little, so their lips were properly pushed together, even if a dragon's lips weren't able to pucker. Toothless's forepaw began stroking over Hiccups' chest and stomach, sliding down toward his pants, back up towards his neck, venturing side-to-side on the passes.

Hiccup followed Toothless's lead as the dragon parted his lips. Just enough for Toothless's tongue to push out. It sunk into Hiccup's mouth, quickly filling it to the limit. Hiccup did his best to keep up, his tongue swirling around one of Toothless's tongue tines, then the other. He pushed his tongue forward, only making a short way into Toothless's muzzle.

Astrid and Hiccup had made out plenty of times. Doing so with Toothless was nothing like it. The two tines moved independently, exploring his mouth, teasing at his throat- earning a little gag- and the texture was so different. Slick, hot tongue sliding about, filling his mouth so completely. Hiccup caught himself moaning into the kiss. His hands moved off Toothless's foreleg, instead stroking around his jaw, then up to the fleshy, expressive head plates at the back of Toothless's head.

He started to massage them, earning a sensual groan back from his dragon. Hiccup knew they were particularly sensitive, and Toothless loved having them caressed. Hiccup had learned early on that treating them beyond caresses had- at the time- a rather unintended, arousing result. After their morning intimacy, Hiccup found himself all too intentionally winding up his dragon.

Toothless broke the kiss, his tongue sliding back into his own mouth. Bridges of saliva connected his lips to Hiccup's, a lick of Toothless's skilled tongue breaking them away. Toothless cooed and groaned as the hands kept working, switching from the smaller face plates to the larger ones. Hiccup had a dumb smile on his face, delighted he could please a beast so much larger than himself.

Or, at least, he thought pleasing. Glances downward showed the massive shaft Toothless had wielded that morning was still tucked away in its slit. Toothless watched the curious peeks, making some sort of sound akin to laughter. Hiccup looked back up to see Toothless giving him a gum-filled smile. Toothless's eyes went down, to Hiccup's clothed body, then back up. He tilted his head downward, gesturing to the same area. Hiccup's gaze followed and he laughed.

“Aw, does some dragon want me naked?" He teased, still massaging at Toothless's face plates.

Toothless puffed a breath out of his nostrils, eyes narrowing at the human. His lips spread, then his fangs all extended. He started to lower his head to bite at Hiccup's shirt.

Hiccup was quick to react, “No no no, no more ruined clothes!", he pleaded, followed quickly by, “I'll do it!".

Toothless gave a satisfied snort, 'damn right you will' clear with his smug look. Toothless sat back, watching as Hiccup got to work. Sliding his vest off, then pulling his shirt up and off his head. Hiccup leaned back on his hands, using the end of his prosthetic foot to push his boot off.

Toothless continued to tower over Hiccup, watching as each item was removed. A sock tossed to the same pile as shirt and vest, followed by Hiccup wiggling and pushing his pants down along his legs. He was left in his underwear, where he paused. Briefly paused, as Toothless loosed a little snort and growl.

“Alright, alright!" Hiccup murmured. He lifted his hips, pushing the last item down his legs, then joining the rest of clothing.

“There, are you happy?" Hiccup grumbled. Toothless looked delighted, warbling and lifting his head higher, his torso giving a little side-to-side wiggle.

Hiccup gazed down along himself, to the erection rising from the brown hair adorning his groin. The kissing had gotten him quite worked up, aided by the possibilities of what Toothless had planned for him.

Looking back up, Hiccup glanced at Toothless's groin again. Hiccup looked up after, forcing a grin as he asked, “Is he not coming out to play?" teasingly. Hiding concern, that he wasn't doing good enough- but masking it the best he could.

Toothless gave toothless another smile, his eyes narrowing again. He licked along his muzzle, looking smug as ever. 'Just you wait', Hiccup could practically hear.

Toothless seemed to have little care about his own arousal, or Hiccup returning to his slit. The dragon prowled in. Small, slow steps, edging his way closer and closer to Hiccup. A low growl was on his breath, his pupils narrowed again.

“Do you have to do it like that?" Hiccup whined. As close as he was with Toothless, as much as he adored the dragon, human instincts are a hard thing to beat. His heart was suddenly pounding away, butterflies filling his stomach. He tried to scoot back, but Toothless's foreleg snatched his foot. Holding tight, the dragon would not let Hiccup escape.

Hiccup took a slow breath and rolled his eyes in return, for once. “Oh yeah. Big scary dragon. What, you going to eat my other foot this time?".

Hiccup glanced back over, out the corner of his eye. Toothless's eyes narrowed further, black slits splitting his large, green irises. The dragon didn't move- not a bit of him, like he was a dark stone statue. All, except his tail. The tail curled around, just enough to show off the scar where his tail fin used to be.

“Okay, okay, fair, that was a low- Toothless!" Hiccup jerked back in surprise as Toothless lunged at him. Worse, he pulled Hiccup toward him by his foot as Toothless moved forward. Every instinct inside Hiccup said he was about to be dead.

He was going to be a mess, at least. Toothless's tongue pressed to Hiccup's belly, just below his navel, mid happy trail. It dragged upward, slow and sensual. Toothless's breath spilled over Hiccup's bare stomach. The tines explored, tracing and teasing as they worked upward. One dipped down to tease inside Hiccup's navel, making the human gasp.

Toothless's tongue was so hot against Hiccup's sensitive skin. And slick. Dragon saliva was so thick, and copious, leaving Hiccup slimy wherever it passed. Toothless's eyes were fixed on his work, eyeing up along Hiccups' torso as he went. The tongue slid over his happy trail, navel, teasing higher and higher. The tines explored his nipples when Toothless detoured to one side, then over to the other.

All the while, Toothless was huffing, sniffing, savoring every aspect of his human. Hiccup shifted his weight to one hand, the other lifting and moving in front of him. He started to stroke atop Toothless's head, between his head plates. While his tongue teased Hiccup's nipple, Toothless shifted his head a little, tilting into the touch, and positioning his snout tip just where he wanted it. Hiccup could feel as Toothless drew in breaths, the air passing through his armpit.

“You really like how I taste and smell that much, huh?"

A gurgly groan accompanied Toothless's response. His tongue dragged diagonally along Hiccup's chest. The tines sunk into his armpit, Toothless's tongue pushing through until it curled against the back of Hiccup's shoulder. Hiccup, in turn, did his best not to squirm. As sensual and pleasurable as it was, it was just a bit ticklish.

Toothless pulled his tongue back, licking his lips after. He gave three deep grunts, his snout tip teasing at Hiccup's chin.

'That's how good you smell. That's how good you taste' as Toothless stared into Hiccup's eyes.

Then the large black snout turned down and Toothless descended once more. The warm, dark-scaled snout pressed into Hiccup's groin, right where his balls and shaft met. As if to emphasize the point, Toothless took several deep draughts of the scent. His tongue teased out, cupping under Hiccup's balls.

Hiccup gasped, his thighs pressing on either side of Toothless's jaw. It was remarkably gentle, how the large dragon cupped and stroked his sack with that skillful tongue. Toothless gently licked from back to front, over and over, before his tongue pulled the orbs up into his muzzle. Toothless couldn't quite suck on them, but having them gently coddled in the intense heat and stroked by Toothless's powerful tongue was plenty of pleasure for Hiccup.

Hiccup reached down, his hand squeezing around his shaft. He stroked down, his foreskin making a slick, wet sound as it peeled back. When his hand reached the base of his shaft it was resting against Toothless's muzzle. The dragon snorted, taking a deep breath through his nostrils again.

“You've been wanting this for a while, huh?" Hiccup asked, stroking back up, starting to lazily masturbate while Toothless got his fill of Hiccup's balls. Toothless's attraction and curiosity seemed natural, given how Toothless lacked an external sack himself. Or, Toothless might just be playing Hiccup all too well. There was little doubt in Hiccup's mind that Toothless may have seen Hiccup masturbating, playing with his balls while he was at it.

Hiccup tilted his hand forward, pressing his shaft atop Toothless's muzzle. He gently rubbed, side-to-side, fascinated by the way Toothless watched and sniffed at it. Toothless's pupils were large again, Hiccup's shaft mirrored in the dark pools. His eyes remained crossed, watching the shaft tip go side-to-side over his snout.

Toothless finally moved on after a couple more slurps, releasing Hiccup's sack. His muzzle drifted upward, sniffing along Hiccup's hand and the shaft it held. When he got to the tip, his eyes crossed again, staring intently. Hiccup stroked downward, exposing his glans. His frenulum pressed between Toothless's nostrils. The dragon eagerly sniffed at it. His tongue slid around the shaft, stroking over it and Hiccup's fingers. Dragging from the base, up along the cock, until it coiled and teased at the bared head.

Hiccup hissed a breath between his teeth, hips instinctively bucking up against Toothless's tongue. It was mind-melting pleasure. He wasn't really used to direct stimulation to the head. Toothless's saliva and silky tongue kept it from being too over-stimulating. But only just. Hiccup almost whined as the tongue swirled, the tines teasing along the back of his cock head, at the rim of his foreskin. Then Toothless's muzzle dipped down, Hiccup's cock disappearing between black scaled lips.

Hiccup moved his hand away, letting Toothless take the base of his shaft in as well. With no teeth to snag, there was little dragon could do wrong. Hiccup lounged back on both hands again, groaning softly as Toothless worked on him. Hiccup imagined it must be a sensation very few men had experienced. Without lips as a human, Toothless couldn't quite suck. There were light tugs when he swallowed, but not the consistent sucking Hiccup would get form a human. At least, what he imagined it would be- his sexual conquests to this point consisting of Toothless and his right hand.

Along with the gentle tugs, Hiccup felt Toothless's tongue working about, sliding from base to tip, teasing at the tip with his tines, circling over and under the shaft. When the tongue was beneath his cock, Hiccup felt the soft ribbing of Toothless's hard palate massaging along his cock. An amusing idea formed, Hiccup smiling at the thought that Toothless was basically a dragon designed for sucking dick.

He would never voice the idea, for fear of losing his dick. But it was fun to think.

“You're… really good at that, buddy. Not gonna last long if you keep that up." Hiccup worked out through light panting. The cold of Berk had taught the Vikings to build well insulated houses. With Toothless inside, it was pleasantly warm, enough that- paired with Toothless's ministrations- Hiccup was sweating a little. All to Toothless's delight.

The dragon seemed to take the warning, though. His muzzle released around the shaft, Toothless lifting his head back up. He swallowed a couple more times, not wanting to waste any of Hiccup's taste. He licked his lips, then leaned in and licked Hiccup's face again.

“Ugh, you don't have to share!" Hiccup laughed, pushing at Toothless's snout again. The dragon warbled teasingly. No matter how hard Hiccup pushed, Toothless wouldn't budge. The dragon cooed at his rider's weakness, bragging at his role as the powerful one.

Hiccup tried to push harder, but he couldn't budge Toothless. Not even an inch. Then, suddenly, Toothless let his muzzle open. Suddenly Hiccup fell forward, his arm sinking between Toothless's jaws. He ended up elbow-deep, his hand feeling the squeeze of Toothless's throat.

“Woah, buddy. No eating me now." Hiccup squeaked meekly, trying to tug his arm back. But Toothless wasn't letting Hiccup free. He gave Hiccup's arm a toothless bite. Then he stood up, dragging Hiccup up with him.

“Oh, so… this is what we're doing now. You're just going to drag me where I should be." Hiccup grumbled, half playful, pushing at Toothless's muzzle with his free hand. Half playful. Half concerned by the way the throat was pulling at his fingers.

It turns out Hiccup's assumption was exactly right. Once Hiccup was up on his feet, Toothless led him by the arm, using the limb just like a leash. Toothless was careful not to hurt his partner, but his guidance was insistent.

Hiccup was led to the bed, standing beside it. Only once Hiccup was stable did Toothless let Hiccup's- now very drooly- arm free. The dragon warbled and nosed at Hiccup's face, then lifted a leg. It landed on Hiccup's bed, weight slowly being added to it.

“Whoa whoa, you know we don't fit on the bed together!" Hiccup quickly reprimanded.

Hiccup was afraid of wrecking the bed, something Toothless's bulk was all too capable of. But Toothless had made up his mind, climbing all fours up atop it. Toothless looked like he was being cautious, to Hiccup's relief. Once settled, Toothless tucked his legs and wing on one side. The dragon gracefully plopped over to his side, wiggled and scooted, then onto his back. His wings shifted about, until Toothless found a comfortable position with them draped down to the ground.

Toothless's forelegs stretched upward, then relaxed back down against his chest. He did the same with his hind legs and tail, all together. But the hind legs didn't tuck back in against his body. They distinctly splayed outward, Toothless's hips pushing up, presenting his slit and tail hole proudly.

Toothless turned his head to the side, eyeing Hiccup invitingly. His tail curled, pushing behind Hiccup, guiding him toward the bed.

“Oh." Was all Hiccup could muster. He moved as guided, just beside Toothless's hip. His hands lifted, then rested atop Toothless's belly. Hiccup started rubbing with both hands, the dragon cooing happily. His tail dropped back to the floor, Toothless laying presented in Hiccup's bed.

“… Am I doing something wrong? You're keeping this in on purpose, right?" Hiccup probed verbally, while his hand did so physically. It had drifted lower on Toothless's belly, until he was stroking back and forth over Toothless's slit. A single finger pushed downward. Much to Hiccup's relief, he found that the scaled lips parted easily, his finger sinking into the slick confines behind it.

Toothless responded with a 'whrrwhrrwhrr' of conformation. Sometimes Hiccup was so slow on the uptake. Hiccup wasn't even quite sure why Toothless was doing that, but at least he could take comfort knowing it was intentional. Toothless seemed to rather enjoy the probing finger, the inner slit massaging and stroking at Hiccup's finger, not unlike Toothless's throat had done before.

Hiccup used his free hand to stroke higher up, rubbing Toothless's belly while his finger probed. The way Toothless pushed up into the touch, Hiccup started to get the idea Toothless rather enjoyed it. Given Toothless's size, and how much smaller Hiccup was in comparison, he doubted one finger did too much. He pulled it out, going for it again with three fingers. He probed gently with the tips, Toothless encouraging him with an eager growl.

The fingers slid in with only a little more resistance than a single finger received. Toothless arched his back, growl-groaning out a sweet tone. Hiccup pushed deeper, until his pinky and thumb pressed to the edges of the slit. Hiccup's fingers slid down, pushing against soft, pliable flesh, not unlike the inside of his cheek. Then they met something thicker, a firmer bit of flesh inside. It became obvious that was Toothless's dormant shaft as Hiccup circled his fingers around the object. It felt hotter than the surrounding slit, just by a little. And thicker, firmer in texture. The shaft tip flexed against Hiccup's teasing, and a bit of hot goo dribbled out against Hiccup's fingers.

Hiccup slid his fingers out to the last knuckle, then sunk them back in. Toothless growled again, his hips thrusting up against Hiccup's hand. Hiccup toyed against the end of Toothless's shaft, earning more of the thick goo dribbling out. Hiccup drew his hand back out, then added his pinky in. Hiccup could certainly feel more resistance this time. A hissing gurgle came from Toothless as Hiccup's fingers were nearly in. Hiccup paused, looking away from his work and up to Toothless's head.

“Too much?" He quavered, afraid he had hurt his dragon.

Toothless rolled his head to peer at Hiccup with a single eye. The walls around his fingers contracted, squeezing Hiccup's fingers. The squeeze was powerful. Impressively wielding enough pressure to hold Hiccup's fingers in place, unable to go deeper or pull free, despite the lubrication.

Toothless warbled a groan, his eye closing as his hips pushed up. His internal muscles relaxed again, freeing Hiccup's fingers. Toothless's tail coiled up along itself, the middle pressing on Hiccup's arm, further encouraging him. With that assurance, Hiccup pushed in, until his thumb and wrist were all that remained out. He was much deeper now, past the end of Toothless's shaft. Hiccup alternated between massaging Toothless's shaft tip and exploring the textured walls that surrounded it.

“I guess this is what it'd be with a female dragon, huh?" Hiccup mused, his hand sliding halfway out, then back in. He chuckled, “Except this," as his fingers teased at Hiccup's tip again. The dragon growled and gurgled, hips making small thrusts up against Hiccup's intruding hand.

A revelation dawned on Hiccup. His eyes widened as he pulled his hand back, then sunk in. Slower this time. Hiccup's hand was soaked, care of the natural lubrication of Toothless's slit.

“Hey Toothless… are you not coming out because you want me to… uh…" his hand pushed in and out a few pumps. “You want me to… y'know?"

Toothless's eye opened again, staring silently at his rider. After a moment Toothless spread his jaws, flapping them open and closed, mimicking human speech in gesture, though silent. Toothless's clear sign that Hiccup's talking too much. Pretty much a dragon 'shut up'.

Hiccup almost felt offended. It wasn't like he was some expert in dragon sexuality. It was normal to be timid and careful, he imagined. Right? Who would just charge in and start fisting a clearly male dragon? Or let a dragon put its mouth around his dick?

As if 'normal' applied to a dragon and human engaging one another sexually.

Hiccup pulled his hand free. “Well then. I bet dragon females would love this." Hiccup jibed back at Toothless, trying to bolster his timid approach.

Hiccup put one arm over Toothless's tail, the other over his belly, and pulled himself forward. He dipped his head, his face going right against Toothless's slit. The size was impressive. The slit reached from Hiccup's chin to forehead. Hiccup pressed forward, his nose and chin spreading the slit around them. Behind the scaly black lips was another set of lips, far smaller and dark black. As the fleshy lips spread, Hiccup could see how Toothless's slit turned to a dusky, deep pink.

Hiccup dug his tongue into the slit. The scaly lips spread easily, the fleshy ones giving barely more resistance. Once sunk deep, Hiccup drug his tongue forward, the tip gliding past Toothless's cock tip. The flavor matched the scent, so overwhelmingly intense. Even stronger when his tongue slid through the thick pre Toothless's dick oozed, collected around the tip of his cock.

Something about it riled Hiccup up, making his cock feel so hard and his balls heavy with a need to release. Dragon essence somehow an aphrodisiac for the human. Hiccup's tongue dug down into the slit again, repeating the drag across the inner flesh and firm cock tip. No matter how many times he licked, the silky flesh was still slick and lubricated. Not unlike licking a soft, fleshy fruit, his tongue passing through the hard pit each time it ran across Toothless's tip.

All the time fantasizing about doing just this to Astrid had paid off. Toothless writhed in response to Hiccup's ministrations. Hiccup didn't even have to see it. He could feel muscles tensing in Toothless's tail and belly, under the smooth pebbly scales. And the slit pushing up against him. And the sounds. There was no way the surrounding huts wouldn't hear it. Deep, groan-like huffs coming from Toothless, punctuated by gasps and deep whines. Hiccup would almost think he was over-stimulation, but then Toothless's paws landed on his head.

Toothless had curled up a little, his forelegs reaching out far enough to grip at Hiccup's head. A bit clumsy, but effective. Hiccup was happy to be stuck. He shoved his tongue in, licking and worming his tongue around inside Toothless's slit, the dragon started to grind and hump upward. Toothless didn't have proper leverage, making the actions mostly gentle; though his forepaws pushed hard at Hiccup's head, eagerly pleading for more oral attention.

Hiccup experimented. Tinkered. Explored, as he always, obsessively, did. He tried circling his tongue around Toothless's tip. Working to one edge of the slit, down to the other, tongue focusing on stroking across one wall, then the other. He pumped his tongue in and out of the slit, each thrust matched by a rough thrust upward from Toothless.

Hiccup had lost himself, clueless as to how long he had been at it. It must have been a while. His tongue ached. His jaw had the heat and faint pain of over-exertion. He was thirsty, his throat felt sticky, and the majority of his face was soaked in the fluids from Toothless's slit. Toothless seemed to love every second of Hiccup's efforts. But the dragon must have sensed Hiccup's exhaustion. Or, Hiccup hoped, Toothless was too close to orgasm when he had other plans in mind. Just as Hiccup had warned Toothless earlier.

Toothless not only removed the pressure holding Hiccup's face to him. His claws dug gently as they could, pulling at the human's head, making Hiccup pull his tongue free of Toothless's slit. The dragon was puffing, his wings and tail quivering. Both Hiccup and Toothless gasped as they parted. They were each left panting, both incredibly aroused and stimulated by their own role.

When Hiccup looked up to Toothless, the dragon was eying him again. The green orbs looked Hiccup over, full of hunger. That hunger Hiccup associated with a hungry dragon. Then Toothless's gaze dropped down to Hiccup's pulsing erection. Then they looked to Toothless's- now slick and messy- slit. The dragon crooned a sensual, needy tone to Hiccup. Locking eyes with his human once more.

It had occurred to Hiccup how Toothless's actions suggested they would have sex. Toothless's insistence that morning, then sensual lust this evening- they were going to fuck, Hiccup thought. And at first, Hiccup had thought that would be a pain in the ass for one of them- in the most literal sense. But Toothless seemed to have a solution where they wouldn't. For now, at least. Hiccup glanced down, to Toothless's slit and tail hole. Both had their own appeal, and Hiccup was surprised to find himself eager to try being inside each.

Toothless's patience was at its limit. A needy, demanding growl came from the dragon. His hips bucked upward, demanding Hiccup do his duty to his dragon. For his dragon.

Hiccup's timid nature remained true. He was slow, clumsy, getting atop Toothless. He could feel himself trembling, hear the voice of worry whispering to him. What if Astrid found out, what if what they were doing or wrong. But when Hiccup's eyes met Toothless's, all the worry melted away. Toothless was there. Toothless was what mattered.

Hiccup found his position easily. Toothless and Hiccup had been together, moving as one, for years. Their bodies knew one another, adjusted to one another, instinctually. Hiccup found himself straddling the very base of Toothless's tail, hands stroking and exploring along Toothless's belly and sides.

They remained like that, savoring anticipation, sharing intimate touch and closeness. Once they were both comfortable, and the need to progress was making an ache deep inside Hiccup, he leaned forward. His hands slid to Toothless's chest, the human laying forward on his dragon. It made his shaft press down, the tip pushed to the lower lip of Toothless's slit, pushing it down, exposing the inner black and pink flesh of the upper lip.

“… In here, right?" Hiccup questioned. Worry leading to hesitation, to need conformation before he continued.

Toothless groaned and flopped his head back. He was so frustrated with Hiccup's timid nature, Hiccup's hesitation to enjoy the special moment Toothless was gifting him.

Instead, Toothless took charge. He curled upward, forelegs grappling Hiccup against him. Toothless's tail curled up again, smacking to Hiccup's bare ass, shoving hips forward. It was rough, edging on uncomfortable, as Hiccup sunk into Toothless.

They both froze, savoring the moment. The moment they were truly one. Hiccup's shaft was long enough that his cock head and the tip of Toothless's shaft were shoved together, side-by-side. The heat engulfing his shaft bordered the line of pleasure and over-stimulation. Then Toothless contracted, his insides stroking along Hiccup's cock, grinding the ends of their cock together. Hiccup whined in pleasure, his body giving an instinctive grind forward. He pulled back, thrusting into the slit again. He was unpracticed, rough, uncoordinated, as he thrust into Toothless. But the pleasure he received was so immense, so overwhelming, Hiccup couldn't muster the concentration rhythm or pace required.

Hiccup felt he lasted a good while, for his first time. Losing his virginity to Toothless. The idea alone boggled his mind. But the unfathomable pleasure each thrust gave, the sensual temptation of the dragon's slit massaging his shaft, the sounds and smells and feels. Overwhelming didn't give it justice.

Hiccup let loose something between a whine and groan as he came. Buried deep inside Toothless, Hiccup's cum released right on Toothless's shaft, decorating it in the most perverse of ways.

As much as Hiccup masturbated, which could be kindly described as 'a lot', and even after his experience with Toothless that morning… nothing compared to this. Maybe it was getting over the taboo, maybe it was the anticipation, maybe dragon slit was just the epitome of pleasure. Hiccup's balls ached as his orgasm receded, feeling like he had shot more cum just then than the rest of his life combined. The sex, his orgasm, had felt like each stretched on forever, but at the same time were suddenly over all too quick.

The human melted atop his dragon, panting, sweaty. His body ached along with his balls, so very spent head to toe. The air perfumed with their love making, the space so heated with the exertion of dragon and human. Hiccup thought they were done, that they would sleep like that, inside of Toothless while they cuddled until the light of dawn.

Toothless wasn't satisfied, however. He purred and growled, squirming beneath Hiccup. Frustrated at how close he got, but wasn't quite there. A foreleg wrapped around Hiccup, allowing Toothless to roll over. He inched, turned, inched, and turned, until Hiccup was forced to lay in the bed, and Toothless was atop him. The poor human hadn't lost his erection from orgasm, and that was perfect for Toothless.

The dragon started to grind their hips together, little thrusts and circles of his hips. Working Hiccup's still-stiff shaft around inside him. Making Hiccup's cock dig and stroke at the inner walls of Toothless's slit, teasing at the lips, and working the spent cock tip to the needy one.

Being so sensitive in his post-orgasmic state, Hiccup was quick to whine and beg Toothless to stop. The needy dragon wouldn't have it. His forepaw pressed to Hiccup's face, smothering his mouth and nose, silencing the human. The dragon kept adjusting, shifting, grinding, until he found just the right spot. Hiccup's cock head was just beneath his, grinding into a sensitive spot just below his cock tip.

It only took a few thrusts right there. The tip digging into the sensitive point Hiccup had worked earlier that day. Just as Hiccup started to really protest, to push at Toothless and try to rescue his over-worked dick, Toothless came.

The night fury snarled out, growling and forcing his muzzle closed to muffle himself. His hips rocked, poking the tip of Hiccup's shaft into that point of pleasure over and over. His slit had little room to spare. Hiccup's shaft filled most of that spare room. Leaving no room for a dragon's release. Cum quickly filled that space. Then it was pouring out, pooling in Hiccup's groin, down around his hips, down his balls and taint onto the bed. Despite the earlier release, Toothless remained incredibly productive, soaking Hiccup's middle and the mattress. Each grind earned a muffled, huffy growl or groan from Toothless, Hiccup's vocalizations muted under Toothless's forepaw.

Then, finally, they were both spent. Both had the ephemeral glow of post-sex affection and some soreness on Hiccup's part. Toothless settled down atop Hiccup, far more gentle than his flop had been that morning. A few affectionate licks, nudges, nibbles, and coos peppered the human beneath him. For once, Hiccup didn't protest. Hiccup's hand stroked around Toothless's shoulders and sides. Toothless even received some kisses back, along his lips, snout, and jaw.

Both lay, exhausted by their day and intimacy alike. Toothless was more than enough to replace any blanket Hiccup could hope for. And surprisingly good at distributing his weight for Hiccup's comfort.

Sleep came fast, after such an adventurous and sexual day. Even as Hiccup drifted off, his softened shaft still within his draconic lover, Hiccup idly toyed with the idea of what Toothless and he were. How that could change his life. How those changes terrified him.

How he loved Toothless so much that he was willing to make those changes.