Clueless

(Hiccup and Astrid sat on their respective dragons on top of a sea-stack somewhere in the middle of the ocean, the dragons were crouched down and getting ready to take off)

"You ready, Hiccup?" Astrid asks.

"Ready as I'll ever be!" Hiccup replies.

Yep, that's our riders alright, always looking for something new to compete about.

This time it was quite simple, my best friend Toothless's rider, Hiccup, had made some modifications to Toothless's tail device and wanted to test it out in a race against myself and my rider, Astrid.

I tell you, Toothless and I have been almost inseparable since the day we teamed up with the others and fought the Red Death. Course, no one I know are nearly as inseparable as him and Hiccup, those two can barely go an hour without being in each other's presence, but having a friend like that is very nice, and Astrid and I are about the same way.

Sometimes I just don't get those two. One minute it seems like they're head over heels for each other, and the next thing you know they're challenging each other to some competition like this. It's not that I'm complaining, I just find it interesting. Just feel like if you're going to be mates with someone, you should love and cherish them at all times, but that could just be me.

Me and Toothless crouch down on the edge of the sea-stack as Astrid and Hiccup get settled into our saddles while their fat friend, Fishlegs, hovered on our Gronckle friend, Meatlug, on another end of the Sea-stack forest counts down.

"Three. Two. One. GO!" Fishlegs yell out and I leap off of the sea-stack and spread my ruffled wings and begin flying as fast as I can.

Moments after takeoff, Astrid looks behind me and spots Hiccup and Toothless just sitting there at the starting position, as if they weren't even aware that we had started. Astrid points this out as she asks, "Are they even trying?"

In my dragon tongue, I respond, "I'll bet half the spikes on my tail that they've got something up their sleeve."

(Toothless POV)

Hiccup and I just sit back and look up at the beautiful blue sky, letting our minds drift for just a second as Hiccup comments, "Ah, sure is wonderful out here, wouldn't you say, bud?"

I reply, "No doubt."

Seconds later, Hiccup sits up on my saddle and moves my special stirrup that connects to his metal leg, making my tail expand outward, before he says, "Well, we better get going."

I nod before leaping off of the sea stack and expanding my very long wings before going as fast as I can, zooming past Astrid and Stormfly within half a minute. As we pass them, I could hear Astrid yell out to Hiccup, "HEY! YOU HUSTLER!"

Hiccup looks back and replies, "What happens when you order a large double black on the fly."

I couldn't see because I was focused on flying, but I could tell Astrid blinked for a moment before asking, "What does that even mean?"

Hiccup replies, "Don't know, don't care."

I was certain in that moment that Hiccup's cocky friend, Snotlout, was starting to rub off on him but I let that slip past my mind as I reach Fishlegs and Meatlug in record time. I land on a sea stack and face Astrid and Stormfly before sticking my tongue out at them. Childish? Yes. Worth it? Definitely.

(Stormfly POV)

Looks like I'll be keeping those spikes. Course those two pulled a fast one like that on us, but as Astrid was yelling out at Hiccup for his actions, my mind tunes out as I notice Toothless zoom past me and suddenly I began to feel something stirring in my heart.

I didn't know what this was, but somehow, in that moment, Toothless seemed so much…sexier than normal. His muscular, black frame, his eyes that shine like a green Flightmare, his bat-like wings, his cute face, there was honestly nothing to not love about that Night Fury.

Plus, every time he flew past me or would fly in front of me during training sessions, I would always catch a glimpse of a sheath that was easily wider than my tail spikes and once or twice caught a glimpse of his pink member poking out, without telling him of course.

Wait, hold on, I shouldn't get so ahead of myself. Maybe this is all just some kind of phase, maybe I just feel bad that Toothless is the only Night Fury on Berk and would love it if he had some kind of emotional companion or mate. Maybe it's the fact that I've been in heat for a few days now and my raging hormones are just affecting my ability to think critically.

Yeah, that could be it, I'm sure that, give it some time, all of this will wash away.

(The next day)

To say that last night was sleepless is a giant understatement.

I don't know what came over me, I mean, the entire night, the only thing I could possibly think of was…Toothless. Even thinking of his name sends a stir in my heart and even makes my cloaca dribble a bit. Oh gods, am I getting turned on by the thought of being with Toothless.

I did sleep a bit last night, but that was only so I could have a dream where I was lying on my back and Toothless was lying on top of me, humping his hips into my lower region and filling my insides with his hot, fleshy member, only to wake up and feel a bit disappointed that was my claw digging in there and not a Night Fury member.

How I didn't wake up Astrid, the lightest sleeper I know, from my sexual groans I have no idea, but it did make me realize one thing, I really do want to be with Toothless. Not just as a friend, but as a mate.

I mean, in a way it does make sense. He's been one of my best friends in the world since dragons were allowed to live on Berk and our riders are mates…I think, still not entirely sure about that, but that's for another day.

Alright, I guess there's nothing left to do but to try and show Toothless how much he means to me.

I decide to try the dragon tradition of first exchanging gifts, so later that day I, on my own time, soar around the ocean. I am actually friends with a few Thunderdrums that live near Berk, one of which was Bing, the blue Thunderdrum hatchling that, along with his brothers Bang and Lloyd, we helped out years ago who is now all grown up and even has a family of his own now.

I get in contact with Bing and he manages to hunt down and get me one of the biggest salmon that I've ever seen, it must have been at least 50 pounds. I know Toothless loves salmon, so this would be perfect.

I manage to clamp the fish in my jaw before thanking Bing and his friends and heading back to Berk where I spotted Toothless lying on the ground, taking a nap in the sun, where I land in front of him and drop the salmon in front of his face.

As soon as he opened his eyes, his eyes lit up with what had to be pure joy.

(Toothless POV)

Hiccup's sire needed him to do some tasks and requested that he do it without me, so I decided to use the time to catch up on some Z's.

I was just about to drift away into slumberland when I hear something land right in front of me. I open my eyes and see Stormfly standing in front of me with a giant salmon lodged into her mouth.

Stormfly drops the salmon in front of me and I just couldn't believe the size of it, much less how kind and generous this was of Stormfly.

So I begin chowing away at the salmon. It was actually too big for me to swallow whole like I normally do with fish, so I had to get my teeth in there to tear chunks out of it that I swallowed up.

I had to say, I've tasted many a salmon in my time, but the taste of this biggie…oh man.

I had to remind myself to stop at one point to thank Stormfly for finding this for me, I mean, clearly doing this for me must be some grand gesture of friendship, not that she needed to do so, I even regurgitated a bit of it as an offering to her.

(Stormfly POV)

I could tell that Toothless was very much enjoying the salmon, and I did enjoy the piece that he coughed up for me, but now it was just a matter of waiting to see what he gives me in return.

So I wait…and wait…and wait some more.

I gave Toothless some space at first as I assumed he needed time to figure out what his gift was going to be, but then hours ended up turning into days and at no point did he make any sort of effort to even hint at me that he was getting me anything.

I didn't know what it was. Here I thought that Toothless and I were the best of friends, so I thought that if I give a gift as a mating gesture, he'd surely see it as a sign, but so far he's given me nothing in return.

On top of that, this heat has been lasting much longer than I expected, each day I would look at Toothless and could feel my cloaca start to stir and get slick with juices.

*Sigh* Maybe I really am getting ahead of myself. Maybe this emotion towards Toothless really is a phase and I should just get over it.

This is what I thought at first, but then I overheard a conversation Toothless was having with Meatlug. Meatlug was telling him about how she might have been seeing a male Gronckle lately while Toothless says this gem.

"Yeah, I think I'm gonna have to miss out on another season. Heck, I'm not even sure HOW to get a mate."

And that was it, that explained everything. Toothless doesn't even know how dragon courting works…really makes things complicated.

Ok, so this got me thinking, how else can I show Toothless my feelings towards him? I know, I'll just show him by using some seductive movements and language. The tradition for dragon courting isn't set in stone, anyway, so I think this could work.

So the next day, we're all gathered at Berk's arena for some exercise and I go up to Toothless and begin subtly rubbing my wing against his. I glance down and see that the gesture didn't even faze him, so I then use my tail to gently brush against his.

Toothless seems to glance back and notice me brushing my tail against his, so he comments, "Oh, thanks for that, I was actually feeling a bit itchy there and your tail spikes are perfect."

Seeing that that did nothing either, I cover my humiliation with a nervous chuckle before realizing that our riders were coming towards us, so I move away and let Astrid and Hiccup get on us to begin whatever it was we were doing next.

I wasn't even thinking about what the exercise was, I was pretty much just moving my body to whatever direction I felt that Astrid wanted to go, I just let my mind drift off to thinking about Toothless. I did nearly hit a few sea-stacks in the process, didn't really matter to me.

Later that same day, me and Toothless were back at the arena and our riders were taking a break from all the training. It was then that I decided that perhaps talking to Toothless might be the best thing to do, so I sit next to Toothless and say to him, "Hey, so…must suck being the only Night Fury on Berk, doesn't it?"

Toothless nods to that. "Yeah, there have been times when I wondered if there were more of my kind out there, but I don't mind too much. I've got Hiccup, you, and all of our friends." Huh, he put Hiccup above me. Guess I saw that coming.

"Well, have you thought that maybe you need something…more than just friends."

He kind of just stared at me blankly as he replies, "Well, I do. I have a best friend, that being Hiccup. Kind of hard to imagine me needing anything else."

Gods, is he really this dense? Or maybe it's some lack of maturity. "Well, what about a…special best friend. One who can give you…things that only your mind could imagine."

He then, with the same blank look, gestures to Hiccup and comments, "Yeah, and as I just said, I have Hiccup. He gave me the ability to fly when I was feeling at my lowest point, literally no one else in the world could top something like that."

Is Hiccup literally the only one he thinks about? If I didn't know better I'd say that he and Hiccup are more mates than him and Astrid! Not that a human could ever be paired with a dragon. *shudder* even thinking about it sounds weird.

That's it. That is IT! I'm horny and desperate and drastic times do call for drastic measures, so I pretend to 'drop' one of my tail spikes and have it roll several feet away from us. I then say to Toothless, "Oh, I should go get that."

I go up to the spike and lower my head, making sure to spread my legs and raise my tail high in the air to give him a full view of my wet cloaca and plump udder. The later of which only recently started popping up when I started going into heat, as it naturally does for Nadders.

I take my sweet time in picking up the spine as I gently sway my hips back and forth, showing him more than I've ever shown him. Part of me expected Toothless to mount me, lick me or do something to my backside, but after about 2 minutes of nothing happening I stand back up and look back to see that Toothless was still completely unfazed by my gesture.

In fact, he seems so unfazed that he comments, "Hey, uh, sure took you a while to pick that up. You need help?"

Son. Of. A. BUFFALORD! How does he not get what I'm trying to tell him? Is this him subtly telling me that he really is gay or something?

(Toothless POV)

While I did find it odd that Stormfly seemed to be touching me and acting strange around me, I assume it's just because she's in heat, as I had smelled earlier, and was just feeling needy. Makes me wonder if she's just looking for someone to mate with, maybe later I'll see if some of the male Nadders around Berk would want to get with her.

(Stormfly POV)

Ok, that's it, no more playing around. Maybe it's just this intense heat talking, maybe it's desperation, either way, I am telling Toothless my feelings whether he likes it or not! I know that sounds harsh, but right now I'm at a Red Death's level of horny, so mama needs some relief!

That night, once I was sure that Astrid was asleep, I sneak out of my stable and head over to Hiccup's house. Fortunately, the lights were off when I got there so I knew that Hiccup and his sire were asleep as well, perfect.

I grab a few nearby pebbles and proceed to fly up to Hiccup's window where I toss the pebbles at Toothless, who was starting to go to sleep, and hit him on the back. Toothless looks up at me and I motion to him to follow me.

(Toothless POV)

I was just peacefully lying on my sleeping slab, waiting for slumber to hit me, when I feel something hit my back.

I open my eyes and look to the window and see Stormfly there. She tells me to come with her and, not really sure why she needed me so late but also not seeing any harm to it, I decide to follow her.

Since Hiccup was asleep and this was a night that I decided to sleep without my saddle and tail device, I couldn't fly so I needed to run and follow Stormfly as best as I can while making sure not to trip over anything.

With my natural night vision, I was able to see just fine, but that didn't stop a few random twigs and rocks from trying to trip me up as we go into the forest in Berk's outskirts.

I end up following Stormfly for about thirty minutes when I start to realize where she was taking me, so I run ahead and stand on the edge of the cove. Stormfly lands near the cove's tree and I leap in. I have recently learned a way to get out of the cove without the help of Hiccup, so that much was not a worry for me.

Once in, I just had to look around again as the memories of how Hiccup and I initially bonded come flooding into my head. From him giving me that first fish to me letting him touch me to him fitting me with my first tail to training with him and just about everything that happened during and since.

Soon, I get up to Stormfly and ask her, "So…what did you want?"

(Stormfly POV)

I take a deep breath as I conjure up the words to say. It was now or never, so I grab Toothless's face with my wings and bring his head up where I proceed to lock my lips with his in what I believe the humans call a kiss.

I peek my eyes open to see that Toothless's pupils had gone about as wide as they can, I could swear that his eyes themselves even got wider. I could tell that a lot was stirring in his mind, as I expected, so I pull away and give him a smile as I wait for him to reply.

Toothless just stares at me for a moment before replying, "Oh, you wanted to practice that kissing thing with me. Hiccup and I do that all the time."

I had to do a double-take to make sure my head didn't explode right then and there. I wasn't even going to ask about why he and Hiccup were 'practicing kissing' I was so furious with both him and myself.

"You have GOT to be kidding me!" I yell as I turn around and stomp over to the tree.

Toothless then asks from behind me, "Wait, what's wrong? Was it something I said?"

I let out a deep sigh. "How. HOW have you not understood what I'm trying to tell you by this point?"

I'm pretty sure Toothless blinked to that, I couldn't see because my head was buried in the tree bark, he then replies, "Stormfly, if there's something you want to tell me then just tell me."

At this point, I was literally out of options, so I turn my head back and reply, "I…like you. A lot, ok?"

Toothless blinks again and replies, "Well, yeah, I like you too. You're my best dragon friend in the world."

Honestly, it started to feel like a lost cause at this point, but I reply, "No, I mean I…like-like you. The same way that our riders like each other."

(Toothless POV)

The same way that our riders like each other? Oh…OH! As in… "Stomrfly…are you saying that you…love me?"

(Stormfly POV)

FINALLY! "Yes, ok? I love you, I've loved you for a while. That's what I've been trying to tell you these past few days. Giving you the giant salmon, rubbing up against you, heck I even leaned over so you could see underneath my TAIL! I love you and was hoping that you felt the same way!" I did not know I could shed tears before that very moment.

I then come up with the words, "At first I just thought I would be helping you out since you're the only Night Fury around and helping myself out since I'm in heat, but now I realize that it is deep, emotional feelings that I'm experiencing. I just…wish there was some other way to show you how much you mean to me, or even me to you."

(Toothless POV)

Well…now that much made sense.

I couldn't believe it, I couldn't believe myself for not seeing this sooner. Here I was, being showered by affection from Stormfly and was too blind in my own head to see it. I couldn't help but kick myself for not seeing it sooner.

…So what do I do now? Stormfly did just pour her heart out to me. Wouldn't be right for me to just walk away from the situation. Was she crying? Dam…maybe it's time that I had a look into my own heart and ask myself what I truly want.

Up until now, the closest friend I've ever had was Hiccup, and I literally thought that I didn't need much else. But maybe…I don't know…maybe I really do need…more.

(Stormfly POV)

I didn't know what Toothless was thinking about, I honestly didn't really care at that point, my head was just so full of emotion that I couldn't think of much else.

However, seconds later, I began to feel something warm, wet and floppy brush up against my scaly, blue ass. I look back and, sure enough, Toothless was right there, running his tongue up my ass and sending shivers up my spine.

I ask him, "Toothless…?"

He stops licking and locks eyes with me and says, "You wanted me to show you how I feel for you? Well, here you go." He goes back to licking, pushing his tongue further to under my tail.

I lift my tail for him, giving him full view of my horizontal cloaca and my plump udder that sat underneath, he then moves under and begins to run his tongue up and down my cloaca, swirling the appendage and making me dribble even more. I push my wings against the tree as the pleasure was filling my mind and I allowed my tongue to hang out of my large head.

(Toothless POV)

I could tell right away that this is exactly what Stormfly wanted. What she needed.

The taste of her cloacal juices were…un-describable. Salty, sweet, musky, it was one of the tastiest things I've ever experienced.

It was then that I could feel my cock was fully exposed and was throbbing to the taste of Stormfly's juices, so it was time for me to do what nature intended.

I push up using my front legs and wrap my paws around her shoulders as I line up my penis and push it right inside, feeling the heat of Stormfly's cloaca wrap around my cock within seconds.

(Stormfly POV)

As soon as Toothless mounted me, I knew that this was it, this is the moment I had been waiting for, the moment where Toothless and I can finally declare our love for each other.

Seconds later, I feel something hard and fleshy poking my thigh and that was followed by a prodding sensation and a tinge of pain in my cloaca as he pushes his way inside.

Now, I'm no virgin, I've taken a few Nadder cocks in my time but that was mainly for reproduction purposes, but holy…I don't even know what. It's a wonder why there aren't any more Night Furies, because this is a cock fit for some kind of sexual king!

Ridges along the tip, bumps along the mid-section that bumped against every pleasure spot in my cloaca, a knot at the base which I am sure feels amazing once tied in me, it's the most amazing cock I've ever felt!

I could feel Toothless pumping his hips and pushing his cock further into my cloaca. He gets further into me and leans his head to my left as he gives me tender side-licks on the side of the head, making my senses run wild.

(Toothless POV)

There was not much to say in that moment, I just felt so glad that I was able to help Stormfly experience what she's been desiring for I don't even know how long.

Every time I hilted into Stormfly's cloaca, I could feel my knot push out of my sheath more and more, begging to get inside her cloaca and both tie us together but also seal our newfound love for each other.

(Stormfly POV)

I could feel Toothless's knot threatening to get inside me, though I guess it's not really threatening since I actually want that knot to get in me.

The weight of Toothless on my back made me get down off the tree and get on all fours which only seemed to edge Toothless on as he pounds me with his hot cock.

I guess Toothless needed this as much as I did because only minutes later does he push his knot inside me and his cock began to pulse and throb in my cloaca as he unloads his balls and fills up my cloaca with hot Night Fury sperm. I was very likely going to get pregnant from this, but I could not care less.

(Toothless POV)

My balls unload themselves into Stormfly and I could feel the tight walls of her cloaca contract and pulse with each of my shots, presumably from her own hot orgasm.

Because of my knot, I knew I was going to be stuck inside Stormfly for a bit, but that's ok because it gave me a chance to lick her again and whisper into her ear, "I love you."

Once she regained composure, she then replies right back, "I love you too, my darling Night Fury."

I kiss her on the cheek. "My spiky queen."

(Astrid POV)

When Stormfly snuck away from her stable and went up to Hiccup's house that night, I could only assume that something was up, even more-so when Toothless emerged from the house and followed her in the direction towards the cove.

I follow them but keep a distance as I wasn't quite sure what they were up to, but once I got to the cove I saw Stormfly with her head pressed against a tree and Toothless near her.

I thought that maybe Toothless said something dumb to upset her and was about to tell him off, but then he did something I couldn't have expected in a thousand years.

He got his face under Stormfly's tail and…well…you get the rest.

I couldn't believe it, I mean, Stormfly and Toothless? I mean, I guess since me and Hiccup are together then that kind of meant that those two would eventually hookup at some point.

I decided to let the two of them have their fun and to not tell Hiccup or anyone else, I'm not even going to mention it to Toothless or Stormfly, I'm just going to let the two of them enjoy this 'taboo' relationship as long as they desire.