One Interesting Night

The only note I'm going to give for this story is that this does feature a wingless Anthro Toothless living in a modern AU world, that's all.

For as long as I shall live, I will never forget the faithful night that changed my life forever.

It all started when I entered a gay bar that I have been a loyal customer to, pretty much since the day they opened.

Now, this was about your typical gay bar. Hot male strippers, tasty but inexpensive alcoholic drinks, and the occasional hookup. It really is the place for a gay man to be a gay man without any fear of society telling them to act any different.

And that night in particular was an especially fun night, kink night. Held the first Saturday of every month, kink night is where there are no rules to what sort of naughty action you can get into. Bondage, dildos, lingerie, public/casual sex, about any sexual position under the sun, hell there have been plenty of orgies that would break out on kink night, some of which yours truly have been involved in.

Now, one thing to know about me is that I'm about what you'd expect out of a jock. I'm built like a stallion with a cock to match, I can be a bit on the cocky and arrogant side, something that you're allowed to be if you're as buff as I am, and I pretty much have smaller boys all over me, trying to get at me.

Don't get me wrong, I love the attention, there's nothing I love more than having a cute human hugging and cuddling against my large body as best as they can or to feel their mouth and/or ass tightly wrapped around my large cock.

Matter of fact, just before the incident that changed my life, I had just had a small hookup in the bathroom stall where he let me pound his cute little butt until I stuffed him like a Thanksgiving turkey with my hot, creamy load.

I was already quite sweaty from session and, quite frankly, just wanted to sit down and grab a beer while bathing in the afterglow.

I should note that I wasn't wearing a shirt at that point, I hardly ever wear one when I'm at this bar. Like I said, I love the attention I get as I show off my black pecs that are each bigger than most of those little boys' heads, my 8-pack, yes 8-pack, that is about as hard as a rock and, of course, my very thick, black arms that could lift those humans with ease.

Anyway, I had just sat down and was about to ask one of the servers for a beer, but that's when this adorable auburn-haired boy comes over and essentially latches onto me. "Holy shit." The boy says. "I've seen a few dragons in my time but my god, you must be part bull or something."

I smirk to the comment. "I get told that a lot. I must say, you're quite the cutie yourself." I look down to see that while he was about half my height, and lacked in the muscle department, he certainly makes up for it as being quite fit for his size. I also noticed he was only wearing a harness around his upper half and a jockstrap underneath that was barely leaving anything to the imagination. Had a somewhat impressive bulge, I might add. You got a name, kid?"

The boy replies, "Hiccup…Hiccup is my name…" He seems to be digging his nose into my musky, sweaty right armpit, so I lift my arm for him and let him get both a good sniff and a lick, something that seemed to tent the jockstrap he was wearing, which I would feel as he seemed to be grinding against my muscular thigh.

"Just call me Toothless." I say to him. I wasn't sure if he was actually listening at that point, he seemed to be so focused on worshipping my pits and licking them good. "Hey, careful there. Don't want you to spoil your appetite."

Hiccup stops licking me and licks his lips before stating, "Toothless, I am always hungry for beefcake. Question is, you think YOU can handle ME?"

I smirk harder to the question. "Challenging me, huh? Alright, you know what, I'm a little spent from minutes ago so what the hell? Let's see what you got, little man."

Hiccup smirks wide to that. "I just love a cocky top."

I shrug. "Hey, I never said I WAS a full top. If you think you have what it takes to show me a good time, then I say go for it."

Hiccup licks his lips from one end to the other. "You are so on."

I did find this to be a bit odd considering most humans like him beg for ME to fuck THEM, not the other way around, but I shrugged it off as I figured that this little guy could try, but there's no way he'll be able to truly satisfy me, so I get up and ask where he'd like to go.

Interesting enough, Hiccup points to a spot against the wall of the bar. Having had a bit of a thing for public sex, especially people watching a stud such as myself doing what a stud does best, I agree and quickly unzip my jeans and pull them down, making my already hard, very large black cock spring to life.

My cock is so big, in fact, that I can actually suck it without even having to strain my neck, course why would I need to do that when I have swarms of humans that can take care of that for me?

Hiccup licks his lips to the sight of my cock. "Man oh man, you've got a nice tool there, but you clearly don't know who you're messing with."

I smirk again. "You can try, but I don't see how you could possibly beat this stud."

I get down on all-fours and make sure to spread my legs, putting my massive, black, muscular ass on display for Hiccup to gaze at, my very large balls dangling just below the center of my ass, and I raise my tail to give him a good view of my wide pucker. Hiccup comments, "Now that is the finest ass I've ever seen. You need lube or…"

I shrug. "Eh, I'm sure I'll be able to take you easily."

Hiccup shrugs back. "If you say so." He pulls down his jockstrap and, I do have to say, his cock was quite nice. It didn't even come close to matching mine in length, as expected, but it seemed to make up for the fact in girth as it was about as thick as Hiccup's arm. "Before we begin, though, there's something I'd like to try."

He then brings up a pair of arm-straps and proceeds to wrap one strap around my right wrist before bringing that wrist back. He seemed a bit forceful in the act, but I shrugged that off as he must really like this sort of thing.

I haven't exactly had much experience with bondage in the past, and when I did try it it was usually the other guy that got tied up, but I do find it quite kinky and it is kink night so I help him out by bringing my left arm back for him to tie around my wrist, leaving me with my pecs planted into the ground and my ass in the air.

"That's more like it. Now, one last thing." I was about to open my mouth to ask what that thing was, but that's when my mouth was close shut by a muzzle that he slipped over my mouth and tied around the back of my head, looping the straps through my head tendrils. Hiccup then attaches some kind of reigns to the muzzle and says, "Now you look like a perfect mount."

Now I was starting to get a bit worried as this is a bit more than what I thought I signed up for. I try to say something, but the muzzle did nothing more than keep my mouth shut and, before I knew it, I could already feeling the head of Hiccup's cock poking my ass as he gets ready.

Moments later, Hiccup pushes his cock into me and spreads my ass wide open, making me groan as much as the muzzle would allow me. Now, I've bottomed before, it's a bit of a guilty pleasure that I'll dabble with now and then, but I must say that Hiccup's cock is something else entirely. Compared to other guys his size that I've let fuck me, he's got quite the sizable cock, one that seems to be opening up my insides more than before.

Looking behind me, I could see that a few people and dragons were starting to watch the hunk of a black dragon being fucked by a human half his size, some even taking out their phones to take photos and videos which was starting to get me a little uneasy.

I try to voice my opinion but again, nothing came out except a series of muffled noises. "Hhgfrh." Was all I could mutter.

"What's that?" Hiccup asks, having heard my voice. "You want me to go harder? Alright." True to his word, Hiccup begins to increase the pace with fucking my big, black ass, going balls deep with each and every thrust and making his cock rub up against my prostate and getting my already hard cock even harder.

With my hands tied, I couldn't masturbate now if I wanted to, so all I could do was let Hiccup fuck me harder and harder until I soon felt him thrust one last time and shoot a load of cum inside me, filling me up with his hot cum and making me groan even louder.

At that point I was certain that he was finished, that he could now untie me so I can show him how a real Alpha male does his thing, boy how wrong I was. Only minutes later, Hiccup starts to fuck me again and I could feel that his cock was just as hard as it was minutes ago. How was this possible? I wondered.

Hiccup then smacks my left ass cheek and comments, "Did you really think that one load was enough to satisfy me? You are clearly mistaken. Besides, I know those groans, you're liking this aren't you? Having someone treat you like the bitch you are."

A deep fear welled up in my stomach, as I was starting to realize that what he was saying was true. Being tied up like this, bottoming for a human half my size, and being treated like a whore right in front of these 'viewers', it felt…good. Great, in fact. Better than anything I've ever experienced.

I lost track of how many times Hiccup bred my ass and came in me, but each time he did cum he seemed to just pick up all over again. I guess he's got a ton of stamina packed in that little body. He must have cum in me like 5 times before finally pulling out and letting a few more strands of cum squirt onto my ass and lower back.

After such an intense experience, my head and legs flop down to the ground, squishing my still hard cock between my pecs, abs and the floor. I see Hiccup kneel next to me, dangling his flaccid, cum-dripping cock in front of my face as he says, "Aww, did I tucker you out?" he gives me a gentle slap on the cheek.

I take a moment to let my mind come back to me as I stare at the cock in front of me, mesmerized by its beauty and, quite honestly, a bit sad that it's no longer inside me. I muddle something from withing the muzzle. "Mmrrrrrre."

Hiccup loosens the muzzle to where I could at least open my mouth enough to speak. "What was that? I didn't catch that."

I reply, "Mooooorrrrre. I want moooorrre. I…I want to be your personal bitch."

Hiccup smiles wide to that. "I knew you'd come around. Well, lucky I know a great place we could head to so I could give you what you want. Do you want to go there?" I simply nod and he helps me get back onto my feet but keeps my arms tied as I walk through the bar, still naked and having human cum drip from my ass with every step, as we head outside.

We get to Hiccup's car and he takes me to his house, a nice looking one story house, where we go inside the front door and head to a set of stairs that go downwards. We go down the stairs to his basement, he turns on the lights and I see something that makes my eyes widen more than anything.

It appeared to be some kind of sex dungeon. Straps hanging from a bar that was hanging the ceiling, various harnesses on the walls, a large dildo collection, and a device that read 'Fuckatron 2000'. I comment, "Quite the collection."

Hiccup nods. "Yeah…well, let's get you hooked up, big guy." I oblige as he takes off my arm straps and hooks my arms up to the straps on the ceiling, then he puts me in an uncomfortable but not unpleasant position where my legs were brought up and were almost facing the ceiling. Hiccup then puts a blindfold on me, making me not able to see anything as my mind races with anticipation as to what is about to happen.

I then sit there in that position for what felt like an hour before Hiccup says to me, "Sorry about the wait. I think we're ready to get back to your training." 'training' huh? I could tell from that word that Hiccup had something else planned for the night, but for now I had to focus on what was happening now.

Using my ears as a guide to the world around me, I hear something being rolled on the ground and stopping just in front of me. Seconds later, my ass is filled for the second time that night, but this time it was presumably by that 'Fuckatron 2000' that I saw earlier, as the object in may ass felt much more like rubber.

I groan all over again as the machine pumps a rubber phallic object in and out of my ass, spreading my ass out even more than Hiccup did back at the bar. Speaking of Hiccup, I had wondered where he went, but the mystery was solved as I feel him stand on top of me with his feet on my shoulders as he says, "You're making too much noise and I suppose it is time for a midnight snack." Was it really midnight? I lost track of time since the moment Hiccup sat by me.

Seconds later, I feel something hard brush against my mouth and I open up before feeling Hiccup pushing his cock down my throat and face-fucking me like he did to my ass earlier. I then feel Hiccup pick up my hard cock and comment, "Such a big, sexy cock. Too bad it will be going to waste very soon. Well, I suppose you've earned a reward for being such a good slut so far." I feel his tight mouth and throat wrap around my cock as he slides himself down the length.

He stops sucking to comment, "And these balls, these succulent, black balls…" he reaches down and fondles my hefty balls. "Must be packed to the brim with hot dragon seed. Too bad your seed will never be put to any sort of good use ever again." He goes back to sucking me off.

I was in quite the compromising position there. The fuck machine did its job with spreading out my anus and as much of my insides as it could reach, my legs were still tied up in the air, Hiccup's cock pushed its way down my throat and my cock was wrapped up by Hiccup's hot body.

But the honest truth of the matter is…it felt amazing. Being talked down by Hiccup, having my body tied up like this, not being able to see while this was going on, it made my heart flutter with lust and desire to have more of Hiccup's cock in me.

What was happening to me? Before the night began I was this cocky, buff top who would love to bend humans to my will and now I had someone doing to me what I would do to those humans. Maybe all that cocky attitude was just a coverup for what I truly desired, to be someone's personal slut.

Well, in any case, it didn't take long at all before Hiccup came down my throat and I made sure to swallow up every ounce of sweet, creamy cum that I could take. I could actually feel my stomach expanding a little bit from how much cum I had swallowed. I had yet to cum since meeting Hiccup, so my cock was already about to burst when he began sucking me.

Truthfully, all it took was just one additional touch of my balls in order to send me over the edge and cum harder than I've ever cum before, shooting a huge wad that went down Hiccup's throat. Hiccup pulls me out and comments, "Goddam, you've got some tasty cum. I'll have to have a taste later, but for now I've got business."

He pulls out of my mouth and gets off of me before turning off the machine and pulling it out of my ass. In that moment, my ass felt empty, like it needed to have something shoved back up in there as soon as possible, fortunately my worries faded as Hiccup pushes his cock back into me again.

"I couldn't bare to not use this ass once more." And I wasn't complaining. Hiccup's cock might not have been as big as the machine, but to feel the real thing in there again, it just made me shoot a few more spurts of cum that splattered all over my chest.

"Yes…please…fuck me, master!" I say to him.

I couldn't see, but I was sure he raised a brow to that. "Master? Wow, I take it someone has crossed over to the slut side."

It's true, I could no longer deny it if I wanted to. The moment Hiccup started fucking me again, any sense of topping flew right out the window and all I could think of was having something in my ass while I couldn't move a muscle.

Hiccup continues to fuck me a bit more, but that's when the phone starts ringing. He pulls out, making my ass cry out for more, and I presumed he picked up the phone as he says, "Hello?...Yep, he's all yours for the taking…alright, I'll see you soon, bye."

He hangs up the phone before he says, "Well, I suppose we should enjoy this now before my friends get here." However, moments later, I could hear the sound of heavy footsteps from the room above. "Oh, too late. Well, can't be helped now." He calls to upstairs. "Down here, boys!"

I could hear two pairs of large footsteps coming down the stairs. Once they got to our level, I heard a loud, deep voice saying, "Dam, Hiccup. You really scored this time."

Hiccup smacks my gaping ass as he says, "Yep, and I believe he's ready for you guys." I heard zippers being unzipped as I anticipated something potentially painful coming my way.

Before anything continued, Hiccup had removed the straps around my ankles and let my legs flop down to a table that he must have placed underneath, but my arms were still tied and the blindfold was still on so I still couldn't see a thing.

I had no idea who was there, but judging by the almost intoxicating smell of musk and scales, I figured it must be two really large dragons who were looking for a slut to help them get their rocks off.

At that point, I was very glad that the fucking machine stretched me out as much as it did because the next thing I felt was very wide piece hot dragon fuck-meat drilling into my ass, pushing in and out of my large pucker.

The large male comments as he begins to fuck me, "Hot dam, this is one of the best asses I've fucked in a long time, and I do not say that lightly."

I then heard Hiccup reply, "As I said, Hookie, he's all yours."

Then I hear a third voice saying, "Hey, when do I get a turn at that ass?"

Hiccup replies, "Keep your cool, Skullcrusher, you'll get your chance at the breathing fleshlight, we just gotta stretch him out a bit more first."

They want to stretch me out MORE? I'm already stretched past what I thought my limits were, now they're expecting me to take even more? Ideas of what was about to happen began to flow through my head, but those ideas quickly faded as my mind focused on the hot cock that was being jackhammered into my ass at a very fast rate.

Meanwhile, Hiccup pats my stomach which, from the slight jiggle that I felt after doing so, was already somewhat inflated from the cum I had taken up till that point saying, "You're doing well, Toothless. Guess the next test is if you can take Hookfang's knot, here." Wait, what?

Sure enough, just a moment later I felt something about twice as thick as the cock that was already inside me being forced into me, stretching my anus wider and wider and making me yell out from the sheer mix of pain and pleasure.

It took a few additional thrusts from the cock's owner, but pretty soon that knot popped its way into my ass and I could feel the ring of my pucker being stretched as wide as I thought it could possibly go, maybe as wide as the base of my tail, I wasn't entirely sure.

I thought that ok, maybe this guy was about to cum in me so the other dragon could come in, wrong again. Poking next to the engorged knot that was already in my ass came a second cock, one that had to belong to the other dragon considering Hiccup was still at my side, patting my stomach and commenting, "Toothless, get ready to go from 8-pack to keg."

Now the limit that I thought my ass could be stretched to was shot past even more as the second cock moves its way into my ass, sliding next to the still-tied cock of the first dragon, making me yell out even more.

With my hands tied up and my legs being gripped tight by the two dragons, there was not much more that I could do than endure the pain and let those two fuck me until they cum in me and presumably cause my stomach to expand even more.

While those two were mercilessly pounding and stretching out my ass, I couldn't help but notice that the tip of my own cock was being pushed against my face with every thrust. Seeing as this may my only chance to do anything for myself that night, I open my mouth and take the tip of my own cock in, sucking the sensitive tip and guzzling down the pre that I was leaking.

I then hear Hiccup comment, "Look at that slut, sucking himself off like his life depends on it. What a whore!" Ok, yes, I admit it, in that moment I found the taste of my own cock to be over the top. "You boys keep going."

I then feel Hiccup writing something on me in, judging by the smell, some kind of permanent marker. Surely white or in a color that would show on my black scales. From the feel, I could feel him writing, 'cum slut' on my right pec, 'Property of Hiccup' on my stomach and some kind of tally towards my pelvis.

I hear the dragon to my right ask, "What kind of tally is that? How many guys this slut has taken tonight?"

Hiccup replies with what I presume to be a smirk. "It's how many times I've cum in him tonight."

The dragon on my left comments with a chuckle, "Dam, this guy really is a slut for humans."

I'd reply, but my mouth was currently stuffed with my own cock at that moment, not stuffed nearly as much as my ass in that moment but still.

The whole room absolutely reeked of sweaty musk coming off of all of us, a smell that would very likely linger for days, maybe even weeks from how potent it is.

I soon discovered that the second dragon did, in fact, have a knot as well. How did I know this? Oh, because I soon felt him thrust into me and stretch my anus to an impossible width as he pushes his knot in, right next to the first dragon's, as the two of them roar out and start unloading cum into my ass.

Immediately, I could feel the hot mixed fluid of the two dragons fill up my stomach and, though I couldn't see it, I could feel my stomach expanding with each and every spurt of the two dragons. I actually wish I could see my stomach expanding in that moment, I'm sure whatever cum belly I was developing must be pretty hot to look at.

Speaking of cum, the dual orgasm going on in my ass triggered my own orgasm in a vey big way and made me fire my own massive load down my throat, meeting with the loads of the other two dragons in my stomach and expanding it even more.

I knew that with knots those two were going to be tied in me for a while, so once those two had finally stopped cumming, which felt like it took at least 4 minutes, I pull my cock out of my mouth and lie my head back as I bathe in the afterglow.

I then hear Hiccup get up and walk up in front of my face before saying, "I gotta say, Toothless, you impressed me tonight. I thought that Skullcrusher, here, was going to rip you in half but man, you took it like a true whore.

I reply between pants. "I did…what I could…Master."

Hiccup then comments, "I suppose its only right to let you see the results of tonight's play."

He removes the blindfold and helps my lift my head up. I take a moment to let my eyes adjust to the light and when they did, I saw what I basically imagined in my head.

On my left was a well-built red dragon with large horns coming out of his head, on my right was a just as built green dragon with one single horn extending from his head. Then I look down and my eyes widen both with shock and amusement.

What I saw was my cock dripping with cum, but also my stomach had inflated to where I looked like I had gained 60 pounds in the course of…however long had passed since the blindfold was put on me. In addition, I saw some white writing from what Hiccup wrote earlier.

Hiccup then pats me on the shoulder and says, "You are a true slut, it's a wonder how no one else has brought this side out of you."

I reply, "Master…I want to do this more…I want my ass to be stretched beyond its limits…I want my body to be held up in whatever position you can imagine and more…I want-"

"Ok, ok, I get it." Hiccup says. "If this is really what you want, then I can certainly make that happen, right boys?"

The red dragon replies, "Oh hell yeah. I'd love to fuck this slut again sometime."

The green dragon adds, "Call me anytime and I'll be right over."

With that, the rush of what happened tonight caught up to my head as I flop my head back and fall to the quickest sleep of my life. I knew that the other two dragons pulled out of me at some point and also helped me move to a sofa in Hiccup's basement where I slept the night away, my mind slowly filling with excitement for the new life that I had just been given.

(Months later)

I lug my way through the kitchen, hauling my massive pregnant belly as I make my way to the pantry to grab a snack before whatever Hiccup had planned for me that evening.

I noticed the signs weeks after the night where Hiccup and I first met and he brought me to his place to make me his personal sex slave. Nausea, cravings, bloating stomach, the whole jazz. I actually didn't even know that males COULD get pregnant, but Hiccup assured me that this was, in fact, the case.

I always found it a bit funny, going from my rock hard 8-pack to a giant baby belly in a matter of months. I had to spend some time getting used to having such a large pregnant belly, but now I at least somewhat got the hang of it, though the weight of the baby bump has caused my feet to hurt quite a lot so I can't stand for long.

Looking back, I do somewhat miss the old days of me being that cocky, buff jock who would have humans begging me to top them, but then Hiccup would get my black ass stuffed and I would feel like myself all over again.

I then hear Hiccup calling me form the basement and I knew what that meant, so I swallow my mouthful of pretzels, the baby really seems to like salty food more than anything, as I lug my way downstairs, making a thump with each step down the stairs.

Hiccup straps me up to the arm straps on the ceiling as normal as he takes a look at my belly and pats it. "Sheesh, you're this big and it's only been what, 3 months? Surely you must have twins or something in there."

I shrug. "It's possible, master."

Hiccup chuckles to that. "Master. That will never get old. Well, I've got quite the fun night planned for you, your first ever real gangbang! Aren't you exited? I invited a bunch of your friends from the bar, oh and of course I had to invite Hookfang and Skullcrusher to come show these guys what you can take again."

I blink to the fact. "M…my friends?" I instantly knew who he was talking about, my fellow jock friends who, last time the saw me, still knew me as the cocky, buff jock top that I used to be.

I wasn't sure how they'd react to seeing me with my arms tied up, being a slave to a human and having a giant pregnant belly to prove it. However, I also know what happens when I talk back to Hiccup, so I simply reply, "Very well, master."

Hiccup nods to that. "That's what I like to hear. They'll be here in about half an hour, perfect time to get you ready."

With that, Hiccup gets behind me, spreads out my black ass cheeks and gets me ready for what I hope to be a wild ride.