The Pirating Way

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The Captain and crew of the Wet Whistle have a very particular method for dividing the spoils of their latest plunder. No swords, no politics, just a good old fashioned orgy where the longer you go without cumming, the better your pick of the loot.


This vignette was written for Bluetippedwolf as part of my themed Patreon request day for November 2019. This month's theme was "plundering booty" and the story contains sexual acts between multiple consenting adults. :3

The Pirating Way

Another ship's hold plundered. Another crew of his Majesty's navy sent packing on row-boats with only an out of date map and a waterlogged compass to guide them. Such was the pirating way.

It was already a good day. No, a great day aboard the Wet Whistle, even before the Captain cracked open the locked chest they'd recovered from under the boards of the other ship Captain's cabin, and called out at the top of her lungs for all the crew to hear.

"Time to pick the cream, my friends!"

Over the next half hour, the ship was a flurry of activity; of bawdy, joyous songs, eager and raucous laughter, and hard work as the crew stowed the sails, cleaned out the cannons and racked their weaponry. It wasn't even high-sun before the entire crew stood before the Captain, trembling with anticipation, cheeks flushed, and of course, all stark naked. The Captain strolled back and forth before them, the raccoon's lean yet toned body laced with sword-scars from a past life she preferred not to speak of, with a broad smile upon her face. She walked back and forth along the line of crew stretched across the deck maybe four times before the inevitable happened. One of the newest members of the crew, a skinny wolf of just nineteen years of age, yelped as the cock he'd been subtly stroking in unbearable anticipation began to spurt thick ribbons of cum out onto the wooden deck, a couple of them landing right at the Captain's feet. The rest of the crew cheered and laughed, though not mockingly so. Those around him clapped the wolf on the back and helped him stay upright as he came, and once he was done, blushing and quaking more than ever, the Captain walked right up to him, looked him right in the eye... then grabbed him by the scruff of the neck, and kissed him deeply.

Once their lips parted, the wolf falling to his knees from the sheer intensity of his Captain's kiss, the Captain finally spoke up.

"You know the rules, friends. Last one to cum gets first pick of the treasure. The cream of the crop. Stay above deck, and go below if... sorry, when you cum. If someone tries to stimulate you, you can pleasure them in return, but I don't wanna see anyone trying to force their way free from someone's touch. I don't want any squabbling, or ill feeling. Everyone will get a share of the loot, and everyone will get to cum... just some more quickly than others. And, of course, if you don't want to take part, you're welcome to join Franklin and Lupita in the hold where they'll be playing cards to decide which order they get to draw amongst the rest of us."

The raccoon nodded across to the steps which led below deck, where a fox and a chestnut mare were sitting and chatting, fully dressed. No-one else moved to join them, but they smiled and nodded in gratitude to the Captain once again, before disappearing below deck before the festivities got started.

All that remained after that was for the Captain to look back and forth across her crew, crack her knuckles loudly as she saw several of them already looking up and down the line for their first potential targets, and then...

"Well then, let the game begin!"

Immediately, the ship's deck erupted with grunts of effort, cries of laughter, yelps, shrieks, and moans of pleasure. Half a dozen members of the crew rounded on the person standing next to them, and thus a dozen bodies tumbled to the deck either already locked together and fucking, end to end in an urgent sixty-nine, or with hands hungrily exploring between bare, quaking legs. Several figures sprinted off, preparing to lay in wait and try to bide their time so they'd be less worked up when it came time to pick off the winners of those initial lustful bouts, while others cried out after them and gave chase, determined not to let those individuals get such an obvious advantage.

Two of the ship's gunnery crew lunged for the Captain in unison, and she wailed in frustration and lust one of them grabbed her by the shoulders, the other by the knees, and they lifted her off the ground, totally prone and helpless. Before she could do anything to react the ferret holding her legs was draping them over his shoulders, and the raccoon cried out in pleasure as his tongue began to flick back and forth across her clit in the way the whole crew knew she loved. She squirmed and grunted, but knew that to fight to actively get free when it felt so good would be against the rules. Thus, she did the next best thing, and turned her lustful gaze upon the otter gripping her arms and blushing as he watched his companion eating the Captain out.

"You know... he'll betray you eventually. There can only be one winner, and if he's bold enough to... a-aah... to eat out the Captain first thing, he'll be able to make you cum before you can do the same to him. If you let me go though, if we work together to make him cum... I promise, I'll let you go. And, I won't go for you until it's just the two of us left, and we can settle this the right way... with you buried deep, deep inside my hot, wet pussy."

Barely thirty seconds later, the ferret raised his head from the Captain's pussy as he suddenly found himself supporting her weight all on his own. He barely had the time to cry out however before a saliva lubricated cock pressed between his buttocks, and didn't have any time at all to respond as he stared over his shoulder in confusion at the otter beginning to fuck him from behind. A split second later the Captain had pulled her crotch away from his muzzle, flipped over onto her hands and knees, and lunged forward to take the ferret's own swollen cock into her muzzle. He wailed as he was double-teamed and double-crossed all at once, and barely two minutes later found himself huffing in helpless ecstasy as he poured hot cum down the back of the Captain's hungry maw.

Up in the crow's nest, Jacqueline peered down and watched the orgy unfolding, still panting from how quickly she'd scaled the rigging to get herself hidden there. Her amusement and confidence only lasted a short while though, for soon afterwards she whimpered in dismay as a hand grasped at the side of the crow's nest, and a second body pulled himself up into it with her. They stared at one another, her and Francisco. She stared at the lizard's twitching cock, and he stared at the cat's already dampened thighs, and a moment later they were doing the only thing they could... fucking each other furiously high up above the rest of the crew, and each praying that they'd be the one to win out, so they could rest up and calm themselves somewhat before a final, inevitable round on the deck below.

"Nnnhh... no! Please, oh god. Ohhh god, no! I... I caahh... aahhgodfuck! Fuck! Yes!"

Near the bow of the ship, another member of the crew shrieked in ecstasy as no fewer than four other members of the crew teamed up on her, two suckling upon her breasts while two more tongued her ass and pussy in unison. No sooner had she tumbled to the deck, panting, trembling and defeated, the uneasy alliance rounded upon a couple already trying to fuck each other to orgasm, swiftly sending them both over they edge with some extra fingers and tongues in all the right places. They could have taken out even more, could have easily rendered themselves the four finalists, but they all knew how big a threat the others were. Thus, when one of them reached out from behind one of her companions and began to urgently masturbate his swollen cock, the alliance immediately dissolved. She soon found an eager canine muzzle between her legs, the dalmatian eating her even as she tried to jerk the donkey before her to climax, while the dog in turn found herself mounted by the fourth member of the quartet, completing their complete betrayal of one another as the lion's barbed erection began to wreak blissful havoc upon her body.

"Cum for me! Cum for me... oh god, ooohh nnhh.. noooooo..."

The Bosun grunted as he bounced another of the crew's more recent recruits upon his cock, but his eyes bulged and his body began to shake as the mouse's ass squeezed tighter and tighter, and while pre-cum drooled liberally from the rodent's cock as he was fucked and jerked off at the same time, in his eagerness to push the mouse over the edge, the badger soon felt himself spilling his seed deep into the new recruit's gorgeous ass.

"Yes! Yes!!"

The otter who had forged a temporary alliance with the Captain beamed in pride as the ship's cook soaked his face with her ejaculate, but even as she tumbled forward from where she was sitting upon his muzzle, the otter's hands wrapped tight around her ample thighs to hold her in place, he knew he was done for as she wrapped her still whimpering, moaning muzzle around his cock. She smelled so good. Her hot juices tasted so good, and that combined with the simple knowledge that he had been the one to make her squirt and cum so hard...

"Ahahhhhhh!"

He let slip a muffled wail through her still gushing depths, and she shrieked with joyous pleasure as regardless of whether or not she had lost, the plump leopard received a treasure worth celebrating; a hot load of cum spurting across her muzzle and staining her face with its glistening ribbons.

Steadily, the numbers of people remaining on the deck dwindled. Weary, blushing bodies shuffled their way down off the deck to either join the card game or share in their own consolation orgy below, leaving only seven figures remaining, many of them keeping their distance from one another as they tried to back themselves away from the near orgasmic states they had been forced into in order to send their most recent partners over the edge. The Captain however remained on the offensive, and three more figures swiftly succumbed as she saw their weakness and struck, sucking one cock to an explosive orgasm, driving a pussy to convulse and its owner to shriek in ecstasy with three urgent fingers, and even allowing herself to be claimed anally while in the midst of that prior act, only to wheel around afterwards and ride the cheeky coati until he wailed in bliss and left her ass glistening and leaking as she stood up and strode off in search of her next target.

With just four of them left, the Captain watched as two of her finest crewmen, a burly zebra and an even larger, more imposing looking grizzly bear wrestled around on the deck, cocks grinding together as they kept one another's legs and arms busy, leaving only their genitals free to pleasure one another. She was perfectly willing to watch the two of them carry one another to the edge, if not knock each other out of the contest outright with their passionate frottage, but had to divert her attention elsewhere as she heard a board of the deck behind her creak.

"Captain..."

Whether she was going to introduce herself anyway, or whether she only did so because the deck gave her away, the Captain turned to face the ginger feline with a smile.

"Jacqui."

She bowed honourably before her feline crewmate, before rising back to her feet and stepping towards Jacqueline, the two of them soon standing eye to eye, both shaking with anticipation.

"Do you have a preference for how you'd like to cum, Jacqui? My tongue on your clit? My fingers at your g-spot?"

The cat blushed, but nodded even as her face glowed with a bashful radiance.

"If I'm going to lose to anyone, I... I want it to be you, Captain. And, I... I know exactly how I want it to happen."

The raccoon's eyes gleamed, and she leaned in closer still to Jacqueline's face.

"Tell me. Tell me, and... I'll make it happen."

The cat trembled, but shook her head with a soft giggle.

"No, Captain... you won't..."

The Captain blinked, and then, at the last second, saw the reflection in Jacqueline's gorgeous green eyes. It was too late though, too late for her to react. All she could do was scream in frustration and lust as the zebra grabbed her by the shoulders and lifted her off the ground, only for Jacqueline to lunge forward, grab at the base of his cock, and stuff his huge erection into the Captain's glistening, needy pussy.

"Ah! Ahhh, goddammit! You idiot!"

The raccoon wailed as no sooner were they locked together, she felt the fingers of one of the cat's hands feverishly attacking her clit, while she heard the zebra grunt as her other hand no doubt began to cup and squeeze his balls.

"Oh god!"

She shrieked as the zebra snorted and plunged deeper into her, stretching her wide open and stimulating what felt like every single nerve ending in her entire pussy from entrance to its deepest reaches.

"Ohhhgod, fuck! Yes! Yes! O-oh... oh, fffahh... oohhmyfuckinggod, yes!"

The Captain's screamed echoed across the boat as her juices soaked not only the zebra's cock but Jacqueline's hands too, shifting away from the raccoon's throbbing clit to wrap around the glistening, increasingly arousal dripping base of the zebra's cock, and pumping it vigorously even as the Captain's pussy milked and squeezed him. With a bellowing whinny, he lost control in a matter of seconds, and as the zebra toppled to his knees with the Captain still cradled in his grasp, the few spent figures who had remained on deck to watch the orgy's end cheered for her, and let their voices ring out in congratulation amidst the Captain and the zebra's cries of pleasure.

In that moment though, her victory secured, Jacqueline didn't give even a moment's thought what was meant to be her primary reward; to the first pick of treasure she had won by outlasting every other member of the crew interested in participating in their little bonding ritual. Instead, all she could think about was the other prize which the winner of this competition won. A prize that she had never been lucky enough to win before, but which she had been dreaming and fantasising about winning from the first time she tasted the Captain's pussy on the day she was recruited to the crew.

Treasures came and went, regardless of their beauty or value. She would claim her prize, then either sell it, trade it, or eventually have it stolen by some unscrupulous individual from another crew if she tried to hang onto it for any sentimental reasons. Such was the pirating way. But... a night, a whole night in the Captain's cabin, in the Captain's bed with her? The memories of that reward would last a lifetime, and once she'd lived them, nothing and no-one could steal them away.

By Jeeves

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