Getting Knocked Down a Peg

It's been a while since I've done a Toothfang story, so I figured why the hell not? All dragons in this story will be Anthro, just FYI.

Enjoy!

It was early in the morning, the sun was about half an hour away from lifting over the horizon, when Hookfang walks up to his workplace, Berk Strip Club.

It was a rather unusual time for the red and black dragon to be up, but his boss, Cloudjumper, did message him the previous night to be in his office early that morning.

Hookfang didn't exactly know why he was called in so early, he had been working at the strip joint for two months now and while he has built up a bit of popularity with the regular customer and the other dragon strippers, he had never been called into the office before sunrise.

However, Hookfang knew he needed to go in as any good employee should, so he walks into the building, still wearing his favorite green jacket as the colder months were fast approaching, black shirt and blue jeans as he knocks on the office door. The deep voice inside tells him it's open, so he opens up the door to see the hunk of a Stormcutter sitting in his desk, flipping through some papers.

Hookfang asks Cloudjumper, "You wanted to see me, boss?"

Cloudjumper nods and gestures to one of the chairs in front of his desk. "Have a seat, will you?"

Now Hookfang was starting to get nervous as half the time when a boss tells you to sit down in his office, it isn't good, but the muscular dragon did his best to keep his composure as he sat down. Cloudjumper puts the papers he was holding down as he asks, "Do you know why I've called you in?" Hookfang simply shakes his head, to which the tan Stormcutter states, "We have a…rather important client coming today, one who specifically requested a private session with you."

Hookfang cocks and eyebrow to that. "That's it? You brought me here before sunrise to tell me I'm getting some new ass? Well, why didn't you just say that in your message?"

Cloudjumper lets out a snort. "This particular client happens to be well known around the city for his…demanding attitude towards strippers, an attitude which I believe may be an issue for you."

Hookfang wafts a hand towards the four-winged dragon and lets out a smirk. "Come on, you think I haven't handled any," he gives air quotes. "'tough guys'? I know what's going to happen, as soon as they see me they'll be on me like flies to Gronkle shit."

Cloudjumper remains calm but says in a stern voice, "It is not that I don't think you can handle this, I have seen client reviews and know that you are good at what you do, but that is not what concerns me. This particular client doesn't take very kindly to cocky, arrogant jerks like you, he needs someone who will follow orders and do what he says, do I make myself clear?"

Hookfang scoffs to that. "Yeah, yeah, I hear ya. So, who is this so called big time client?"

Cloudjumper picks up a tablet that was faced down on the desk and flips it to reveal the face of a black dragon with green eyes, a wide mouth and 6 nubs on the edge of his head. "His name is Toothless, he's one of the most popular clients at any of the clubs around here, and it seems like he finally decided to give our spot a chance. You'll be seeing him in room 6."

Hookfang raises an eyelid upon seeing the image. "Night Fury, huh? Never see those around these days. Well, doesn't really matter who it is, he will be all mine by the next hour."

He stands up, turns around and begins to walk out when Cloudjumper stops him, "Hookfang, I hope I'm making myself clear on this, tone down on being…you or you will be sorry."

Hookfang shrugs. "The thing is that the only person I can be is myself." With that he exits the office.

Once the Monstrous Nightmare was gone, Cloudjumper sighs. "That Hookfang, always thinking with his cock before his head. *shrug* Oh well, I did try to warn him, can't really help what happens next, I guess."

Having left the office and gone into the locker room to change into his usual work clothes, that being hardly anything besides a black jockstrap that barely supported the size of his package, Hookfang makes his way into the room Cloudjumper mentioned, a standard private strip club room with some leather sofas, a pole towards the left side, on the table was some lube and various toys for the kinkier dragons.

Once in the room, Hookfang scoffs. "I don't know who that broad horned bastard thinks he's talking to, I'm the best that this place has to offer! That new client will be all mine in no time flat."

"Is that so?" Came a deep voice coming from right behind Hookfang. Hookfang's eyes widen once he hears the voice and turns his head to look back to a dark corner of the room where, seemingly out of nowhere, a very muscular black dragon comes out with a glaring look in his toxic green eyes.

Hookfang recognized the Night Fury form the image shown earlier, so he wasn't that surprised to see him. "Oh, heh, sorry didn't see you there. You must be Toothless." He says with a grin. Right away, Hookfang's sensitive nose picked up a very strong scent that could only be coming from the dragon behind him, a musky scent that was almost intoxicating.

Toothless nods. "Indeed I am, and I don't recall giving you permission to talk." He says as he pulls a beefy hand up to cup Hookfang's long mouth.

Hookfang lets off an internal smirk. "It's like that, huh? Fine, I'll go along with this little game."

Toothless then states, "I gotta say, I saw your profile for this place and you are exactly what I look for with boys." As he says this, he reaches an arm under Hookfang's left armpit and gives his firm pec a squeeze, fingers brushing over the rock hard nipple as his other hand lays on the Monstrous Nightmare's waist. "Rebellious spirit, perfect body…"

He then slips a hand into the jockstrap Hookfang was wearing and gives his flaccid cock a squeeze. Hookfang's internal smirk only got wider to that. "Heh, went straight for my dick, this will be easier than I thought."

However, Toothless quickly pulls his hand away from the member and wraps two fingers around the thin strap of the loincloth and pulls back on it. "…and I can't forget about this beautiful ass of yours." He lets go of the fabric, causing it to slightly whip and sting Hookfang's thigh.

Hookfang raises an eyelid in surprise and didn't have time to think of anything else before Toothless gets down onto his knees and uses his large hands to spread Hookfang's large, red and black striped ass cheeks, "Dam, I can't wait to have you cumming hands free. Though, I need to get a closer look, here."

Hookfang scoffs to that. "Good luck with th-AH!" he whines as Toothless knees the back of his legs, causing Hookfang to fall onto all fours. Having realized what just happened, Hookfang looks back and protests, "Hey, I could've hit my head!"

Toothless smirks. "Seems to me like that already happened a long time ago." Toothless then pulls on the string of the jockstrap aside to reveal the pink pucker that rests in between. "Now that is a mighty fine ass, can't wait to see what it can take." He leans in and gives the donut ring a lick, sending shivers up Hookfang's spine. "Dam, for such a big mouth you have quite a tasty ass, I take it you haven't had that many people put you in your place, have you?"

Hookfang glances back with a glare. "Ok, wise guy, let me remind you who's the real star here." He slams his tail back in an attempt to smack Toothless right in the face, but is thrown off guard when said tail is caught in the Night Fury's beefy hand.

"Tsk, tsk. You just don't know how to behave, do you?" Toothless replies.

Hookfang growls deeply. "Listen here, punk." He spins himself and gets back on his feet in no time. "I am not going to be some subby bottom bitch, so either get your dirty paw away from my ass or you will really feel it when I pound you into tomorrow!"

Toothless looked like he wanted to smack Hookfang right then and there, but he just lets out another smirk. "Tell ya what, hot shot? We clearly want something from the other person, that being the other's ass, so why don't we set a little wager?"

Hookfang raises an eyelid in curiosity. "Go on."

Toothless crosses his arms and states, "We turn around and get ourselves hard as we can, then we turn back around to see who is bigger. The loser…well, I think you can see where I'm going with this."

Hearing this only brought the smirk right back to Hookfang's face. "A size contest, eh? You are on." The two of them turn around as they drop their jockstraps and begin stroking their cocks into full mast. Hookfang states as he does so, "Just don't be sorry once you feel a hot rod of dragon flesh in your big, black ass."

Toothless replies, "Yeah, sure, just let me know when you're ready."

When fully erect, Hookfang's cock has a fairly decent size of about 11 inches from tip to balls, and since he had never seen any guy bigger than him, he was very confident that he was going to win. Didn't take long before Hookfang's large hand was able to get his cock to full size. Hookfang states, "Alright, I'm good to go here."

Toothless nods. "Alright, then. We'll turn on three. One. Two. Three."

As Hookfang turns around, he states, "And, hey, no hard feelings if things don't turn out the way you- HOLY MONSTER COCK!"

Throbbing right in front of Hookfang's face was a cock that was at least 16 inches of black, humanoid flesh that was currently pulsating with how hard it was. It was without question the biggest dick Hookfang had ever seen! Said rod also sat on top of a set of grapefruit sized balls that were releasing so much musk that Hookfang's nose was starting to burn.

Toothless was holding a deep smirk as he states, "Well, suppose there's no real contest here."

Hookfang had to do a triple take to make sure his yellow eyes were functioning properly. "Wha…bu…how…wha…"

Toothless chuckles to that. "Funny, this is how most guys act once they see it. I pretty much say this to them, the moment someone presents me with a cock bigger than me is the moment I'll start bottoming, but since that is yet to happen…" He reaches down and gives Hookfang's ass a firm slap. "…I guess you'll have to serve me, pretty boy."

It was lucky Hookfang's face was mostly red, as his blush was so deep it just might be his new permanent expression. He then rubs the back on his neck before saying, "So…the thing is…"

Toothless raises a brow. "Are you about to tell me this will be the FIRST cock you've ever taken up the ass? Well, now I feel special. Hope it's as good as those who have taken the fall for you led it on to be. Here, I'll make it a little easier." He plucks a bottle of lube from the table, pops the cap open and liberally slathers it on his cock, making it nice and slick.

Toothless then sits on the sofa in the room and gestures to Hookfang to go forward. Seeing no way out of this without even further pain, Hookfang sits up on Toothless's lap and lets the monster schlong press between his red ass cheeks, feeling how hard and hot the cock truly was and smearing a bit of the lube on his tight pucker.

Toothless smirks, "Tell you what, since it is your first time, I'll let you decide the pace…for now."

Hookfang scoffs to that. "How generous."

Hookfang grips Toothless's shoulders before moving his ass up a bit and letting the fat cock tip tease his puckering hole. Figuring there was no use delaying this even further, Hookfang takes several deep breaths before pushing his rear down and letting the thick cock head poke it's way through.

The moment anal contact was made was a moment that Hookfang had to pause as a sharp pain runs up his spine and he feels the cock head spread out his rectum like never before…because his rectum really has never been stretched like this. Hookfang had played around with a few dildos in his spare time, but none were nearly as big as what Toothless was packing.

Hookfang takes a few short breaths before adjusting his legs a bit and squatting down even further, getting more of the fat, black cock inside his ass, gripping Toothless's shoulders tight as he can. Toothless comments, "I gotta say, you're taking it like a champ, I've been with guys who back out the moment the tip goes in. Perhaps you deserve a small reward." He brings Hookfang's hard, red cock up a bit and squishes it between his firm, black pecs, rubbing along the hot shaft like a pair of ass cheeks.

Hookfang did enjoy that part, the massaging around his cock did help to ease the pressure he was feeling in his rectum as he moves himself up and down the huge cock, giving him the most intense feeling of pleasure he had ever felt.

Hookfang then clenches his eyes shut as he comments, "Dam…you're huge…but it's so good…I think I'm gonna…"

He truly was seconds away from shooting a load of Monstrous Nightmare jizz, but that's when Toothless pauses, "Oh, I don't think so." He lets go of Hookfang's cock and pushes the large dragon off of him, the shock of the movement causing Hookfang to fall back onto the small table behind him.

After taking a moment to realize what just happened, "HEY, WHAT THE FUCK? I was just about to cum!" However, Hookfang's protest was cut off as Toothless brings the Monstrous Nightmare's face up for a long, wet, sloppy kiss where the Night Fury made sure to dig his tongue into Hookfang's long muzzle as another sign of dominance.

Toothless then breaks the kiss, but not before firing a wad of spit on Hookfang's tongue and stating, "You still don't get how this works, don't you? Your job is to satisfy your customer, that being me! Yes, I am going to get you to cum hands free, but until I properly breed you and stuff your ass full of my jizz, then I don't want to see a drop of cum on either of us! Course, if you want me to stop then-"

"NO!" Hookfang states. "No, I…*mumbles something incoherent.*"

Toothless raises one of his ears. "Sorry, didn't quite get that."

Hookfang sighs deeper. "I want you…to fuck me hard. Stuff me with that massive cock of yours…and make me your bitch."

Toothless smirks as he stands back up. "I would've accepted you just saying you wanted me, but that works too. Course, this time…" he flips the red and black striped dragon onto all fours. "…I want to do this properly. And don't forget, you don't get to cum until I do." Hookfang mentally prepares himself for what's about to happen.

Toothless then rubs the pink tip of his fat cock along the crevasse of Hookfang's ass before pushing it right back inside, finding it to go back in slightly easier than earlier, but it was still just as tight.

Once inside, Toothless wasted no time before grabbing Hookfang's tail and beginning to grind his hips back and forth, shoving at least half of his giant cock into that hungry ass within just a minute. Hookfang gripped tight to the carpet below him as he does his best to relax his anal muscles and let the Night Fury pound him hard.

A minute later, Toothless pulls up his phone, showing what looked like a camera screen, and says to Hookfang, "Smile, bitch!" Hookfang glances back to see the Night Fury was clearly recording this.

Hookfang comments between grunts, "Making…fap…material?"

Toothless's smirk turns into a full on smile. "More like showing the whole club the sort of bitch you have become in just a few minutes."

Hookfang's yellow eyes widen upon hearing that his ass being pounded was now being shown for all of the club's staff and members to see. "Th-THE WHOLE CLUB?! Wait, you mean…you're recording…live?"

Toothless nods. "And there's quite the turnout too, already getting tons of donations!"

Meanwhile Skullcrusher, a green Rumblehorn who is also a member of the club's staff and knows Hookfang quite well, happened to catch the live stream while scrolling through his phone. Upon seeing the face of the bottom in the stream, his jaw nearly hits the floor. "No way…that can't be…can it?"

Hookfang wanted to smack the phone out of Toothless's hand, but the pressure in his ass was so intense that he couldn't think of let alone do much else than just lie there, grunting and panting to his ass getting pounded by 8 inches of thick, firm Night Fury cock.

Each time Toothless thrusted forward, his grapefruit sized balls would swing back and forth and smack the back of his legs with enough force to knock the breath out of him each time, and also smacking his own balls to send even more pain up his spine that soon turned into pleasure.

Hookfang wanted to cum so badly in that moment, the way his ass was getting fucked was like nothing he had ever experienced, but he knew that the rule was that Toothless had to do so first, however that thought was soon flushed as Toothless puts in a few more firm thrusts before shoving 10 inches of his 2 foot cock into Hookfang's ass and beginning to unload stream after stream of hot cum that made Hookfang's firm abs start to bulge out.

That was more than enough for Hookfang to lose control of his own cock as he begins to shoot cum onto the floor below him, a few shoots going up and hitting him on the back of the arms.

Once the two of them were done, Toothless has Hookfang roll onto his back on the table before he lays a hand on his large cum belly. "Dam, I was right when I said I was going to breed you, you look like you're gonna pop out a hatchling any second!"

Hookfang regains enough composure to glance down and see that, sure enough, his stomach was so full of cum that he could no longer see his own cock, looking 9 months pregnant at the very least.

Toothless then pulls his cock out and immediately shoves a butt plug that was on the table in there. "Would be a real shame to waste all that cum so soon. Besides, you look quite tasty all stuffed up like that. Well, I suppose I'm off now, thanks for letting me breed you like a mare." He begins to walk away.

However, just as Toothless reaches the doorframe, he is stopped by Hookfang. "Hey!" Toothless glances back to see what the Monstrous Nightmare wanted, to have Hookfang say with a begging look in his eyes, "…I can free up my schedule if you want to come back tomorrow."