Black and Red

Been a little bit since I've written a Toothcup story, so here we go! Not really anything special to this one, just a cute, simple, sexy idea for a story that I am quite into and I think you, the reader, will be as well.

Enjoy!


This is probably one of those stories you've heard dozens of times in dozens of variations, but this is the one I've decided to share today.

It all began somewhat innocently on a bright and sunny day, a day that my best dragon friend, Toothless, and I decided to chill out at this lovely small lake with a waterfall that we found that day while flying around the outskirts of Berk.

Ever since dragons were allowed to take residence at Berk, Toothless and I really have no reason not to spend about every waking moment together and through it we've become even more inseparable, in fact it's gotten to a point where sometimes people will see me walking through the streets of Berk alone and wonder where Toothless is and vice versa.

I don't really mind it, actually, as it does make sense that we need to spend so much time together. Toothless needs me to work his tail device and allow him to fly and I need him to teach me as much about how dragons live as possible.

Over the course of a few short weeks, our bond has skyrocketed to the point where we pretty much always know what the other is thinking, and we've even gotten to a point where we have figured out a way to communicate with one another.

It took a lot of trial and error on my part, but I was finally able to write down Toothless's purrs, grunts and groans and translate them into actual words and he's been picking up on several of my words and now we can finally talk to one another. Haven't exactly had a chance to try this on other dragons, or show the other Dragon Riders how to do so, but I'll get to that at some point.

Anyway, back to that day, we were just chilling out as I was marking down where we were on my map so we can find this place again while Toothless was leisurely swimming around in the cool water. I then notice that he slipped behind the nearby waterfall, which I didn't think much of at first as I just assumed he wanted to explore, but about 10 minutes later I noticed he was still back there so I decided to check it out.

I found a path of rock that led to just behind the falls where I spotted a small cave where I presumed Toothless must have found as well. I take a peek inside and I spot Toothless, but he seemed to have his back arched, his wings were flopped to the ground, his hips were moving back and forth and he seemed to have his eyes closed and his tongue was hanging out as he was panting.

I wasn't entirely sure what was going on at first, my innocent mind led me to believe that maybe he was sick or caught some kind of parasite or something like that, but then something happened that, quite frankly, changed my world forever.

Toothless lets out a soft grunt and his wings flip up and that's when I saw it, extending out from his hind legs was a pink, fleshy penis that seemed to reach past Toothless's chin and he was using his left paw to stroke said penis. Resting just behind said penis was a set of testicles that looked so big and heavy that they could knock me over with just a light tap.

I had to look away in that moment as I wasn't sure what to do in that moment. My first instinct told me to just leave Toothless to have this…private moment, but then a wave of curiosity and questions hit me.

Is that how big it gets? How has he possibly hid it up till this point? Also, where has he been hiding it up until this point? Does it hurt when it gets hard like that? When he…climaxes, how much does it release?

As the questions flowed through my mind, I couldn't help but notice that my pants were feeling awfully tighter than usual. A quick glance down and, sure enough, the sight of Toothless masturbating got me hard as well. Gods, am I really getting hard to the sight of a male dragon masturbating?!

Figuring that Toothless probably needed this private time, I decide to sneak back to the other side of the lake, I had to move quickly as I heard a pleasured roar that could only mean one thing, Toothless reaching his climax, but when I got back I kind of just acted like I saw nothing as I wasn't sure how Toothless would react to finding out that I saw him masturbating.


That night, I stayed wide awake rolling through all the questions in my head, questions that also made me wonder about dragon mating as a whole. How big do other dragon's…members get? Do they have different sizes, shapes and colors? Do dragons have rituals for this sort of thing?

The questions never stopped, but of course my mind couldn't stop thinking about what I saw Toothless doing earlier, not so much the action itself but why he was doing so.

I guess it sort of makes sense, being the only Night Fury that ever comes in or out of Berk, Toothless must feel kind of lonely. Sure, he has Stormfly and the other dragons but could any of them provide him as a suitable mate? Plus…that wasn't the main thing that concerned me.

What mostly concerned me is that, during that split second that I saw Toothless's penis, I heard him groan something, something that I had to do a double take to make sure I actually heard correctly as I just couldn't believe it.

I heard him groan…my name.

Yep, you heard me correctly, Toothless groaned out my name while he was 'charming his Slitherwing'. And it wasn't just a quick mention of my name, it a long, slow mention where each letter got extended.

It didn't make sense to me, my dragon said my name while jerking off…why? Why would my name come up in such a private, intimate session? Unless…no, no that can't be right…or, is it? Could it be that Toothless wants…me to be his mate?...Am…am I ok with this? Shouldn't I have my head in the toilet for even thinking of this? Did I forget to mention that my penis hasn't gone down since that moment?

That experience had also given me some further ideas about myself and who I like. Everyone on Berk knows that I'm in love with Astrid, but a part of me has also had some bi-curious feelings for as long as I can remember. I guess that somewhat boyish warrior attitude that Astrid has just makes her that much more attractive to me. I even keep a blunt rod of rubber in a secret spot in my closet that I use when I want to imagine taking someone's penis and making them feel really good.

Wasn't sure how I would use this in real life considering I wasn't sure how many other guys on Berk my age are even gay. Snotlout, certainly not, Fishlegs, I've seen the way he acts around an old friend, Heather, so that's out of question and Tuffnut…I mean, I don't see him trying to hit up girls. Not nearly as much as Snotlout, at least.

Those fantasies have kind of led to this moment in where I was wondering if this really was something I'd be interested in.

You know what? Maybe this is all just some weird phase. Yeah, that could be it. Could just be raging 15 year old hormones that are blocking clouding my better judgement. I'll just give this a few days and see if it rolls over.

Of course, that's just what I thought.

In the days that passed, things between me and Toothless have taken a bit of an awkward turn. Any time Toothless would speak to me in his dragon voice, it would send shivers up my spine as to how beautiful his voice sounds. And any time Toothless would face away from me, I had to fight the urge to glance down and try to see what I saw days before.

On top of that, my penis won't seem to go down no matter how many times I masturbate!

It got to a point where the recent sketches I've made of Toothless have been featuring images of what I imagine his dick looks like, as I didn't exactly get a full view from behind his paw.

At that point, I decided that enough was enough, it's time I either own up to these feelings or find a way to keep myself away from Toothless and get him to feel worried for me, so one night I decided to finally see what I've been thinking of.


That night, my Dad was away on a business trip so Toothless and I had the house to ourselves for a few days, it was just past midnight when I look over and see that Toothless was definitely asleep and was lying on his back with his wings folded over him.

After waiting a few nervous moments, I decide it was time I take my shot, so I get up and hobble on my one leg over to Toothless's sleeping slab. I get down and sit on the base of Toothless's thick tail and, after another nervous moment to make sure he was asleep, I slowly lift up his wings and drape them to the side.

That's when I saw…something that I wasn't sure what I saw. Tucked between Toothless's legs was a slit that rested above his anus. This confused me for a moment. Where's his penis? I know I saw it earlier. Is he a girl? Was the 'penis' I saw some kind of enlarged clitoris? Plus, where are those giant balls I saw as well?

I look back up again and saw that he was still asleep, eyes shut and jaw just hanging open as this is a common sign that he's sleeping, so I decide to go for it and reach my hand up to press on the outside of the slit.

My nerves were flowing through me, my face felt hot from how much I must have been blushing, my limbs were shaking, my eyes looked like they wanted to pop out of their sockets, I was what we call on Berk a nervous wreck.

Still, I had to do this, so I continue to massage the area around the slit until, minutes later, I feel the walls around the slit get firmer and firmer before a pink penis tip emerges from the slit.

Ok, that makes sense, so Toothless, and I guess a lot if not all male dragons, have a slit that keeps their genitals safe when they're not mating. I made a mental note to write this on a very secret journal in the morning.

I keep glancing up to Toothless's eyes to make sure he was still asleep, which he was, so I continue rubbing the skin outside the slit and let my hand wander over to touch the hardening tip, making more and more of his penis extend from the slit.

What's more was, as I was going along, I feel something large bulge out and press against my elbows. Pulling my arms away, I sit in shock as I see the set of balls that were each at least twice as big as my hand that I saw earlier!

I guess dragons also keep their balls tucked inside their bodies for safe keeping as well, though how Toothless manages to do so with such huge hatchling makers, I haven't a clue. I give his balls a gentle massage as they must be incredibly sensitive from being so large, and that enticed some groans from their owner which sent a jolt up my spine as I thought he woke up, but I looked up and saw that he was still asleep, so I kept going.

I continue to rub and massage those balls, feeling astounded with how large they are, they must weigh him down whenever he gets aroused. I give them a heft and find that each orb were simply too heavy for my noodle arms! Those things must be packed to the brim with Night Fury sperm that are just begging to come out.

I probably could've looked at Toothless's balls for longer, but that's when something else catches my eye. Something big, hard, fleshy and pink.

Initially just looking up to make sure Toothless was still asleep, my eyes nearly pop out as I see the thing that I've been wanting to see for days, Toothless's big, hot penis.

Was hard to believe how big he is. I decide to extend my arm to find that the rod of flesh was about 1 ½ times as long and was thicker than my arm. It's also worth noticing that Toothless's penis has a bunch of small bumps that line the base of the tip and along the underside, which I guess help to deliver more pleasure to whoever he's putting it into.

What any dragon, female or male, could possibly do with such a big cock, I have no clue, much less a human who is built like a fish skeleton.

Well, I suppose I better get to the main event…oh, but first I decide to pick up the cock and feel just how hot it is, not burning hot to the touch but just warm enough to heat up my hands upon contact. I then extend my tongue and touch the tip of the cock, finding the taste to be quite good, so I begin to suckle on the large tip, coating it with saliva and getting it nice and slick.

I wasn't even concerned as to whether or not Toothless was awake anymore, I mean if he could sleep through me pressing on his balls then he can sleep through this.

Of course my nerves were still sky high, in fact I was considering just stopping now and going back to bed, but that wouldn't work as A. I likely would lose sleep anyway and B. then Toothless would be stuck with an erection and I don't think I could leave him this way. Plus, the idea of helping out a friend in need subsided the nerves just a bit.

Once I was sure that Toothless's cock tip was nice and slick, I get up and rest my knees on Toothless's stomach, pressing the wet tip of the cock up against my waiting anus. This will be the first time I've ever taken the real thing, much less from a dragon, so I knew that I should just take things nice and slow, at least for now.

I wedge the cock tip against my anus, feeling the hot, firm flesh prod my ass and send shivers up my spine in anticipation. With a few more deep breaths, I go ahead and take a seat on Toothless's cock.

The moment the cock tip was inside my ass, I had to cover my mouth and shut my eyes as the firm flesh spreads out the rim of my anus and sends a jolt of pain but also a bit of pleasure up my whole body.

Once the initial shock of having Toothless's cock inside me washed over me, I take a few short breaths before pushing myself further down on his cock, feeling the girthy meat spread my insides wide open. Glancing down, I saw that I was barely taking the tip! Geez, Toothless has a big cock!

I decide to just keep at my own pace as I take the bit of Toothless's cock that was in me and make it go in and out of me at a very slow pace, letting the pain/pleasure wash through my mind and making me let out soft moans. Gods, was I really moaning to having my dragon's penis inside of me?

At that point, I felt like I could see the rest of this thing through, but that's when I feel something wrap around my sides, something prehensile like a big snake and there was already part of a big snake inside of me so that left me rather confused.

Forcing my eyes open, I look down and see that, sure enough, Toothless had wrapped his tail around me. Looking back over, I saw that he was still very much asleep so I assumed he thought he was having some kind of wet dream, hey we've all been there, and was probably wrapping his tail around himself to…oh no. Oh no, is he about to…?

Sure enough, he lifts his tail up a bit, pulling me further up on his cock, and I had a good feeling about what was coming next. "Toothless! TOOTHLESS! DON'T-" Too late, before I even realized it, Toothless pulls his tail down, and me with it.

"YEAAAAAAOOOOOWWWWWWWWWWW!" How I didn't wake up all of Berk with my scream, I wasn't sure.

(10 painful minutes later)

So, there I was, lying stomach-side down on the bed with a bag of ice resting between my ass cheeks, still getting over the pain I just experienced, meanwhile Toothless was resting his head on the foot of the bed and likely mulling over a very rude awakening. I could tell he was still hard as well, kind of hard to get an erection like that to go down, I would imagine.

After a lot of silence, Toothless finally pipes up and says, "You know, if you wanted to learn that much about me, you could've just asked."

I just shrug to that. "Oh yeah, because that's an easy conversation. 'Hey, Toothless, you mind if I have a look at your dick?'"

Toothless then points out, "You're lucky I'm not a Monstrous Nightmare, you would've been split in half without much mind given." I didn't have anything to say to that, so I just kept my mouth shut. "I mean, why would you even do this?"

I give Toothless a side glance as I wasn't sure how to respond to that. I figured that the best thing to do just might be to tell the truth, Toothless can't fly on his own so it's not like he could just fly away from an awkward situation if he wanted to. A deep blush forms on my face as I come up with the words to say.

"…The other day, when we were at the falls, I kind of caught glance of you…pleasing yourself, and you were moaning my name while doing so."

I glance over as Toothless's pupils widen to the point that I think they went past his eyelids. "You…you heard that?" I could see a bright blue blush forming just below said eyes, I didn't even know dragons COULD blush before that very moment.

I nod. "I thought that…maybe you were feeling a bit…lonely for being the only Night Fury on Berk and I just wanted to…help out a friend." I look back down to the floor just in front of me as a rush of shame washes over me. "If you want to head downstairs to take care of…that," I gesture to behind him, "Feel free. Not like I'll be doing much else for a bit."

I wasn't paying attention to Toothless as I figured he had to think about a lot. I just shut my eyes and let the pain on my ass subside from the ice that sat on it. I did hear some footsteps, but figured that was just him heading downstairs like I said, but that's when I heard those footsteps stop in front of me before Toothless says, "If you want to help me…then how about you try this?"

I open my eyes and nearly leap off the bed in shock as I see what was in front of me. Resting on the side of the bed, long tail raised, was Toothess's big, black ass with a pink pucker resting in between the large cheeks. Completely thrown off by this, I stammer, "Uh…what?"

Toothless sighs. "Look, Hiccup, clearly I'm far too big for you to take, at least right now, so if you really want to help me feel good, then why don't you try doing so by pleasing my ass?"

Once again, the questions began flowing through my mind. "Uh…are you sure about this? I mean…have you done this before? Would you even feel anything?"

Toothless glances back and assures me, "You'll just have to trust me." Not seeing much other way out of this, I sit on my knee and leg stump as I approach Toothless's ass. I was just about to stick it in and see what happens, but then Toothless clears his throat and reminds me, "A bit of foreplay would be nice."

I nod. "Uh…ok…uh…"

I could feel Toothless letting out an internal sigh. "You haven't done this before, have you?" Apparently, my silence was all he needed to hear. I then see him stick out his forked tongue and move it up and down giving me a hint as to what I should do.

Getting the clue, I lean in until my mouth was inches away from Toothless's pucker, feeling the heat coming off of said pucker, and extend my tongue to lap up the rim of the hot, musky anus. It really was hard to describe the taste of Toothless's asshole, salty, earthy, musky, and just a hint of spice. All of which didn't taste as bad as I thought it would.

While I was going at Toothless's ass, my hands wander down to grab Toothless's big, black balls and lift them up a bit, finding out just how heavy they are for my pencil-thin arms. That seemed to do the trick as I could hear Toothless groaning from in front of me and could feel his heart beating through his anal ring as I was getting it slick with saliva.

Figuring this was enough, I sit up a bit more, wrap my right arm around the base of Toothless's tail for support as I guide my dick to his anus and push my way in. As I expected, the size difference led to me going balls-deep with one push, but his insides were surprisingly tight for a dragon his size.

I begin to slowly move my hips back and forth as I comment, "You're pretty tight, bud."

Toothless replies with, "I think we're well past the whole 'bud' thing at this point. You can go faster, by the way."

Nodding, I wrap my other arm around his tail before I start to pump my hips at a faster rate, feeling the hot, tight walls of his colon wrap around my dick and make me feel really good. I couldn't quite tell what Toothless was feeling, but I did feel him clench his anus around my dick, which nearly brought me to an instant orgasm, and I could see his eyes squinting and teeth clenching, presumably from pleasure.

Meanwhile, I couldn't help but notice that Toothless's front-right paw was moving back and forth to the rhythm of my thrusting. Taking a glance down, sure enough, Toothless was jerking himself off just like he did at the falls. I could still feel the pain in my ass from earlier, but somehow my mind was wishing that I could take such a fantastic looking meat pole.

I couldn't believe it. I simply couldn't believe it. The first time I ever have sex with anyone is with a male dragon! The one that I trained, no less. Part of me was telling me that this was wrong, that I shouldn't be doing this, but another part of me told me that it just felt really good. The heat inside me kept building up to where my face was turning red and my eyes rolled back into my skull.

It didn't take much longer before I hilted myself into Toothless's ass as I rode out my climax, squirting a bit of cum into Toothless's ass that probably just barely sprayed the walls, but felt good no less. I then felt Toothless clench around my anus as his orgasm hits, making him spray cum onto the floor, something I know I'll have to clean up before my dad gets home.

Once that was done, I pull out of Toothless and flop back down onto the bed when I hear a light thud near me. I look down to see that Toothless did flop down onto the floor, can't blame him, but that's when I noticed something bulging out of the base of his penis, just above what I thought was his balls.

"Hey, Toothless…what is that? That bulge?"

Toothless glances down to his penis and then looks at my dick, presumably to see if he could tell what I was talking about. He replies with, "You mean, my knot? Yeah, it's there to keep myself locked into a mate as I cum into them."

I nod to that. "Wow, I really don't know anything about dragon mating."

Toothless smirks to this and sits up so he can lick my foot saying, "Well, I'll be happy to teach you, if you wish." I quite liked that.


Now, I thought that was just a one time thing, but then we ended up having sex again that following night…and then again the night after that…and then just about every night that my dad wasn't home or before he gets home.

Each time we did it, I got to learn more and more about what Toothless is into. I learned that, before becoming associated with the Red Death, he had a bit of a sexual life which led to his bisexuality. I learned that he enjoys lying on his back while getting fucked, he likes to suck as well, his retractable teeth certainly make that easy, and he likes to eat ass, something that I grew to enjoy.

Eventually, we got to a point in our relationship where I was finally ready to take Toothless's cock. The first time we tried that, I only got about a quarter of his monstrous penis, but it was all he needed as that was the more sensitive area anyway.

Our bond grew even more as well, we were now so close that some people commented that it was hard to tell where I ended and Toothless began, of course no one else knows what's really going on behind closed doors, but Toothless and I have an agreement on not telling anyone as we can't imagine how a village that took weeks to accept dragons into their normal lives could handle the thought of a human and dragon being mates.

I often like to look back on that faithful day when I happened to catch Toothless masturbating, as it will always be the day that pretty much started the amazing relationship we have now, and to me that is worth the pain in my ass.