Chapter Text
The Whale of Endless Cycles was the First Mate of the Twinhooks’ favorite whale for a whole lot of reasons. Mostly, because it brought in a fuck ton of money. They had a scheme going with that lake. Kidnap, extort for all they’re worth, sell them a ship to sail to get cargo from there, let the Whale tempt them into giving up with the devil’s bargain, come back for the ship, resell it to the next schmucks, so on and so forth.
But what Gregor loved most about this whale is that it gave him the most precious treasure of all. His adorable pet siren, Heathcliff.
Mermaids of the Whale of Endless Cycles were grouped in three subcategories. Herbivores, scavengers, and sirens. However anyone worth their salt could tell you that all three were dangerous. Sirens were apex predators who desired fresh meat above all else, and could easily take down a good pirate with a few good bites, but the scavengers and herbivores were friendly and capable of communication. They offered you the ability to live in a world where your only worries were fucking and feeding.
People with nothing to lose, especially whalers... most couldn’t resist. No one has ever come back from being sent there.
But Gregor’s siren was special. He’d been a problem for the pirates for a while before Gregor decided to deal with him himself. His siren was at first named That Fucker, because he was a mako shark siren that was fast and strong enough to eat people alive in minutes and tackle sailors off their ships with ease. If he was hungry, That Fucker could pick off pirates in a crew until they dwindled to nearly nothing.
And that was a problem. So Gregor hatched a plan and took out his best men to sea to that lake with goal in mind: to capture That Fucker. They had a bulletproof glass tank prepared for him, able to keep him alive for the trip back, and Gregor came prepared. Mostly, with bait and a plan on how to get him on his side.
The bait was fresh, one of their VIPs who’d ran out cash to be ransomed for. Commanding his crew to stay inside the cabin until his command while he left the bait bleeding on the deck, he stood off to the side and waited.
He knew reports of That Fucker well. The smell of fresh blood was enough to attract him from miles away, and the other sirens wouldn’t even attempt to board with him there. And soon enough, rocketing up the side of the ship was a gorgeous merman he’d only heard described. Long dark hair with algae-covered hair rings, scars and mutilated tattoos all over him, and striking purple eyes that bled into his entire eye, all above a powerful and equally scarred mako shark tail.
Gregor had to admit-- he was the most handsome man he’d ever seen. He could get why the victims of his little scheme gave in so easily if these mermaids were that hot. Even when eating his victim alive greedily, That Fucker was gorgeous.
Gregor began to tap in a code on the floor with his boot. ‘DOYOUSPEAK’ he asked. He’d heard stories, of mermaids of this whale remembering morse code from when they were sailors.
That made this siren stop devouring, and look up at him. He wiped his mouth free of gore, awkwardly. He tapped back. ‘YES.’ and then ‘WHATYOUWANT.’ The siren eyed him up and down, sizing him up, and Gregor was doing the same, eyeing him like a piece of meat. Push come to shove, he had stolen a stun baton from U Corp. But he was confident that he could capture That Fucker with his... usual methods.
Gregor smiled charmingly, the same smile that got him away with many atrocities. “My name is Gregor. I’m the leader of the people dressed in red that you keep eating. I’m here to offer you a deal. I’ll take you home and provide you with all the meat you could ever want, and you stop eating my men. Alright, sweetheart?” He purred.
The mermaid blushed a little. ‘HEATHCLIFF.’ They tapped back. ‘INEEDMATETOO.’
Gregor’s grin only grew like a cat that got the cream. That’s exactly what he had expected to hear. “Oh so you just need a mate to be docile?” He approached him, slow and cautious. “I’ll be your mate from now on. We can fuck all you want. And all you have to do is eat whoever I ask you to. And believe me, there’s a lot of people that need to be eaten. That sounds nice, doesn’t it?”
Heathcliff still looked unsure, eyeing him up and down.
Gregor crept closer. “How about a free sample? I don’t hurt you, you don’t hurt me, and we have some fun.” He purred to him. “I’m sure I can handle whatever you’re packing.” It wouldn’t be the first time he used sex to get what he wanted. Plus, from everything he’d gathered on these mermaids, he wouldn’t be surprised if their genitals weren’t really human.
Those cute fin ears on the side of the siren’s head lowered, and he stayed stock still as Gregor carefully got on top of him. And just to make sure he didn’t try anything funny, Gregor positioned his hook at his soft throat, just barely pricking.
‘OKAY.’ The shark siren finally tapped out his reply. ‘PROVEITTOME.’
“Oh sweetheart, you don’t have to worry about that. I know very well what I’m doing.” Gregor grinned. Well enough that it helped him become first mate, in fact. He sat up and shuffled off his pants and underwear with practiced ease, sitting his hairy cunt right on top of the siren’s genital slit.
He was already a little wet just from seeing this siren brutally eat the bait, and Heathcliff’s nostrils flared as he smelled his arousal. Slowly, two large slimy dicks pushed their way out of the genital slit, and Gregor cooed. “Well aren’t I a lucky guy? You’re nice and huge and you come with free lube.” The size and double dicks didn’t scare him at all, hell, it excited him. He was used to the big ones, and he expected a monster dick when he decided he wanted to seduce a monster.
Gently scratching at Heath’s neck with his hook, he rose up on his knees, lubed up his fingers with that slime, and shoved three fingers in himself at once. He stretched himself fast and quick, not caring about his own pleasure at all, just about getting these two cocks inside him as soon as possible. After all, this sex was a bargain, and he had to sell himself well. The lives of his men were on the line-- and more importantly, a fucking ton of money.
Yanking his fingers out of himself, he grasped those two cocks and brought them to his slit, shoving them inside and bottoming out on them within seconds. Heathcliff gave a surprised shout of a moan, claws latching onto his hips, not expecting how fast he went down on him, and Gregor only grinned even bigger. Oh, now they could finally get to the fun part.
Gregor pinned Heathcliff down by his neck and pointed his hook straight at his neck, digging in just slightly, enough to draw a tiny bead of blood, and began to brutally fuck his hips down on his cocks at a breakneck speed, abusing his poor hole with no regard for himself and squeezing nice and tight around the cocks inside him. His experience was obvious. He could make a man cum in five minutes tops, and he had years of experience with it.
Clearly, his cute little soon-to-be-pet had never been with a man like him, because this deadly shark was gasping and moaning his head off as Gregor milked him for all he was worth. His deadly claws dug and scratched at his hips, and what a mistake that was, because it only made Gregor moan and tighten up more on him. God yes, he loved the pain. This mermaid really was the full package.
As Gregor moaned into the brutal fucking, fucking his hips down onto the mermaid, he ran his human hand all over those gnarly scars. “You’re so gorgeous. You must have survived so much before you got turned. I like that. A survivor.” He panted out.
The siren stared up at him in an awed daze, whimpering and moaning and completely docile as the pirate rode him into oblivion. Gregor could feel his cocks twitching inside him already. Perfect.
“Aww, you’re already getting close? Here I thought it would be a challenge to make you my pet. You’re as harmless as a little bunny. How pathetic. Luckily, I’m into pathetic men that look dangerous.” Gregor purred, scratching his pirates’ symbol into his collarbone. Now everyone would know he was his.
Heathcliff could only moan, and then the siren surprised him. He carefully put the pad of his thumb on Gregor’s dick and began to rub rapidly, trying to make sure he came too. Gregor gasped, clenching in surprise, and his hips momentarily stuttered. No one had ever cared if he was feeling good or not during sex. Gregor feeling good was never the goal, it was to get whatever he wanted out of the other person. This siren actually trying to make sure he felt good completely caught him off guard.
Even more surprising was the tapping of his other hand on the first mate’s littered with scratches waist. ‘YOUREGORGEOUS. YOUREYESARELIKEASUNRISE.’
As Gregor translated the words, he let out an involuntary moan, feeling himself actually get wet as for once in his life he started to feel his orgasm creeping up on him. It only made him pump his hips harder, glaring down at him as he cut another shallow slice along his skin. “Don’t think you’re getting extra benefits just because you’re complimenting me and making me feel good, bud~ I’ll make you mine, whatever it takes.” He growled at him. “Even if I have to shock you till you pass out and kidnap you.”
Heathcliff’s cocks twitched inside him even more, and he nodded rapidly, rubbing his thumb faster he gasped and bucked his hips up and came with a groan deep inside him.
Gregor moaned and stiffened above him, his own orgasm taking him by surprise as he he came with a shout, which only made him milk his cocks even more. It gives Heathcliff an opening to shove the hook away from himself and lunge up to gently sink his sharp teeth into that soft neck, careful only to leave marks and not actually hurt. And then as their hips buck together as they ride out their orgasms, Heathcliff leaves more gentle bites, all over his neck, all above that high collar of his shirt, where he’d foregone his neck corset for the day. All while he taps more praise into his hip. ‘PRETTY. LOVEYOURVOICE.’
As Gregor recovers from his first orgasm in who knows how long (possibly his first while having sex with someone else?), he yanks Heathcliff’s head back by his hair, forcefully taking control over the situation back, biting hard into his neck as revenge for earlier. “So... did I convince you, Cliffy?” He purred into the bleeding bite marks he’d left on him.
Heathcliff swallowed hard and nodded rapidly.
Gregor grinned and pulled out something he’d prepared for when inevitably his plan worked. It was a nice soft red waterproof collar, that he quickly fastened onto the siren’s neck. “Good boy. From now on, you’re my greatest treasure, and my most adorable pet. I’ll take good care of you, so eat lots of my enemies for me~”