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Jack's Cure

By: AnotherSparrowGroupY
folder Pirates of the Caribbean (All) › General
Rating: Adult ++
Chapters: 12
Views: 3,841
Reviews: 109
Recommended: 0
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Disclaimer: I do not own the Pirates of the Caribbean movie series, nor any of the characters from it. I do not make any money from the writing of this story.
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To "experience" the infamous Captain Jack Sparrow


(A/N: I didn’t forget about youuuuuuu! Fear not, lovelies. I’m sorry this chappie was so delayed, but my life got hectic. Anyway, here it is! … THE BOY SLASH! Dun dun DUUUUUN!)

“Well done, lad. Well done. I didn’t think ye had it in you, but you proved me wrong. …For once,” Jack added slyly.

Pulling himself from Anamaria with a somewhat sheepish, irritated expression thrown in Jack’s direction, Will made his way back to the bed, setting his strong frame down next to Elizabeth. Reaching up, he brushed a strand of tousled copper hair away from her delicate neck.

Jack restrained the urge to roll his eyes, though part of him wanted to do such out of a need to hide the pang of jealousy this intimate gesture roused in him.

“Did you enjoy yourself?” he inquired huskily, catching his wife’s eye.

“I might ask the same of you,” Elizabeth countered evasively.

Will, better at swordplay than verbal battle, hesitated a moment, trying to discern if Elizabeth was upset. After a moment he was relieved to see that she broke into a jaunty smile.

“She’s very good, isn’t she?” the governor’s daughter remarked impishly.

At that, Jack fell back against the pillows with a growl of a sigh and rolled his kohl-smeared eyes heavenward, “*She’s* very good. Of course *she* is,” he grumbled peevishly.

Elizabeth didn’t wait for her husband’s answer (it would have been awkward and half muttered anyhow). Instead, she crept over to Jack, curling her warm body against his side and resting her chin on his chest in a manner that never failed her when she wanted something from Will (including clemency).

“Oh, Jack, you know I didn’t mean that as a dig. It’s just that… well- Will didn’t get to… *experience* you,” she explained conciliatorily, trailing her elegant fingers over his smooth brown chest.

Jack tried his very best to hold onto his petulance, but it quickly fled at Elizabeth’s description of “experiencing” him. As though he were a force of nature. Unstoppable. He rather liked that. “To *experience* the infamous Captain Jack Sparrow…” He had to admit, it had a lovely ring to it.

His ego bolstered to new heights, a few of his gold teeth made a flashy appearance as he lowered his eyes and grinned at her, “Do I come recommended then, darling?” he inquired in a smoldering tone.

Elizabeth didn’t know how he managed to lower his voice to such an octave, but she could feel the vibration of the rattling growl throughout his entire chest. Smiling her own saccharine smile, she walked her fingers down his abdomen until they met the evidence of his yet-unquenched arousal and then proceeded to stroke him, honeyed eyes turning to Will.

“Most definitely,” she purred.

Will’s eyes jumped from one to the other of them, his expression quickly beginning to resemble that of a cornered animal.

Rising to crouch on his knees, Jack caught the blacksmith’s gaze, everything about his manner playful… but for his eyes. Those normally chocolate--sometimes onyx-- eyes were riveted and seemed intent… on having what they coveted.

“What say you, lad? S’bit more than crossing blades, but I promise not to cheat,” Jack assured him scintillatingly, his hands spread before him sincerely, as if welcoming Will into an emb.
.

The younger man’s expression was one of stupefied incredulity. Darting his eyes away, he watched as Anamaria climbed onto the bed behind the captain, received by a very friendly Elizabeth.

As the two women immediately entwined there limbs about one another, the lady pirate pressed a heated kiss to Elizabeth’s ear and murmured, “Go on, lad. ‘E’ll be gentle… til ye ask ‘im not to be.”

Even if Will had protested, said he had absolutely no interest in such a thing, Jack-- and the women-- would have known he was lying blatantly. Firstly, he couldn’t tell a lie convincingly to save his own life, secondly, his erection had returned as though he hadn’t already spent his passion three times already. Even the pirate had to lend him a begrudging admiration there. Entering one’s forties (though Jack would be *loathe* to admit he was that old) did tend to cut down on the number of times one could reach that brief Nirvana called orgasm.

Not to say he was losing his touch.

He was still wholly capable of giving even the most seasoned whore a runaround and leaving her tuckered for quite a bit. And he was quite sure that he would be ready and willing (never mind that it might give him heart failure) so long as there were two women in the room engaging each other in lurid activities.

Jack’s reverie was shattered when Will cleared his throat quietly, “I suppose-- This once-- Yes, I’ll-- try- it,” he faltered clumsily.

“It,” Jack echoed reproachfully, approaching the boy slowly.

“Honestly, Will. Your father was never afraid to say, ‘Jack, I want you to fuck me’,” the pirate murmured salaciously.

Everyone’s eyes turned to Jack in stunned silence. With one simple word, he had managed to create a red haze of arousal that was so thick, one could feel it filling the bedroom. Of course, one had to take into account the fact that he was using a most powerful weapon (that lazy drawl that had such a strong tendency to bottom out into an outright growl), and that he had whispered it just as his lips were brushing Will’s ear, and that he had just divulged the nature of his relationship with one, Bootstrap Bill Turner.

“I thought you said you weren’t *that* kind of pirate,” Will managed to force out.

Jack simply pulled back a bit and smiled clandestinely, “How silly of me to have forgotten to add ‘most of the time’,” he replied.

Will managed to pull in a ragged breath, “Jack--- I want you-- to fuck me.”

Though these words had Jack practically aching to fulfill the that appeal, he managed to keep calm on the exterior, raising an eyebrow as he lowered his gaze to the sheets beneath him, sucking his teeth contemplatively, “Your father was no whelp coming into his own right concerning bedroom matters, boy. S’captain to you,” he ordered lowly.

“*Captain,*” Will corrected, his voice soft but burning with intensity as he kept his eyes willfully on Jack’s seemingly apathetic form, “I want you to fuck me.”

Jack’s gaze snapped up and he reached out with a deft movement that reminded Will just how very opposite of lackadaisical Jack could be in those rare moments when his eyes shined as brightly as they did now. Gripping the boy by the back of the neck, Jack tossed him forward, Will landing hard on his flat belly.

“All right then,” the pirate purred languidly, approaching Will from behind.

The boy’s eyes locked on the exhibit set before him. Elizabeth had gotten Anamaria on her back and was preparing to repay the favor granted earlier. Both women smiled sinfully at the boy as the pirate reached down to tug his hips upward, angling that perfectly sculpted rear for his own disposal.

“Now we can both watch,” Jack remarked, referring to the Sapphic goings-on between the newly deflowered Mrs. Turner and his first mate.

However, Will’s ability to pay attention was severely crippled by the sudden give of the mattress as Jack approached from behind. His ears perked as he heard Jack spit into his palm, his body tensing in anticipation. Those steely muscles rippled beneath his skin when the round globes of his rear were spread gently and he felt the tell-tale heat of Jack’s lubricated erection press against the rosebud of an opening.

“William, lad,” Jack sighed, “you’re gonna have to ease up, mate. As much as I hate to interrupt, ladies, perhaps one of you might be able to lend some aid to the boy?” the older man requested ascetically.

Elizabeth was hard pressed to give up her chosen to task, so Anamaria, who was already mewling in delicious agony as the governor’s daughter plundered her with a very clever tongue, shifted toward the about-to-be-plundered William and slid beneath his stooped form, taking his erect organ into her mouth with ease. This gave both Jack and Will a perfect vantage of everything Elizabeth did between the valley of Anamaria’s wide-spread thighs.

Both moanmoaned simultaneously.

Will’s body began to relax as Anamaria worked him gently with her mouth, the moans produced by Elizabeth’s ministrations muffled by his thick length. The would-be sounds tickled him maddeningly and his breath rose to an audible pant almost immediately as his dark eyes settled on Elizabeth who intermittently suckled the dark woman’s clitoris.

Jack took this opportunity to begin pushing forward, the head of his arousal meeting resistance almost immediately. In truth, he should have taken the time to stretch the boy with his fingers as one would with any virgin. But Jack had greedily wanted to feel Will’s body in an untested state. With a gentle but merciless motion, he continued to press forward, a part of him delighting in the small, pained sound Will made as he did so. He delighted even more in the tight heat of Will’s body as the crown of his member finally pushed past the tight ring of muscles.

Will was caught between pain and ecstasy. The feeling nearly drove him mad as he tried desperately to thrust into Anamaria’s welcoming mouth and at the same time remain tensed and guarded against Jack’s entry. Finally, he let himself relax and shuddered as he felt the alien sensation of Jack pushing inside of him. By this time Elizabeth had Anamaria frantically bucking against her mouth, though her screams were gagged by Will’s urgent thrusting.


The motion of Will’s hips aided Jack greatly. Resting his calloused hands on the lad’s straight hips, he gently pulled him backward, thrusting forward evenly. Will’s eyes went wide and he gave an audible gasp as the erection inside of him suddenly grazed the small bundle of nerves that would have any man seeing stars.

“There’s a lad. That’s the spot, eh?” Jack murmured, obviously very pleased with the boy’s reaction.

Drawing in a deep breath, Jack finally let his eyes drift from the slightly dimpled curve of Will’s lower spine and take in the sight before him. He had Will bent over on hands and knees of course, his length buried deep inside of his body as the boy’s hips thrust frenetically against Anamaria’s mouth and all the while, Elizabeth worked mercilessly between the lady pirate’s thighs. It all caused a short synapse in Jack’s already chaotic mind, and he wasn’t sure if he could live through this or if he would die fucking his best friend’s son as requested. (As Will had requested, certainly not William senior, as thouldould have been a bit strange and perverse, Jack decided).

Leaning forward, the pirate reached down and gently patted Anamaria’s cheek, halting her before she brought Will to completion. As she pulled away, Will was about to protest when Jack pulled back and then thrust forward once more. As his groin met Will’s sculpted rear, he rolled his angular hips as he had done with the women, penetrating him as deeply as possible. It was a sensation Will wasn’t at all sure that he liked. However, Jack didn’t really care at that moment. He only knew that he wanted; *needed* to reach release soon or die trying.

The hand that had previously brushed Anamaria away took over for her, wrapping around Will’s throbbing length and pumping it almost brutally as he continued to rut with Will from behind. Listening to the bestial growls and grunts that escaped the pirate’s throat with each motion and nearly dying as that strong, weathered hand grasped and stroked him, Will finally gave in to the sinful pleasure of it all, moaning as he arched beneath Jack’s body.

“Good boy,” Jack growled tremulously, his hand giving Will a squeeze of approval.

Pulling back and making sure to find that delicate spot within the blacksmith’s body once more, the pirate angled himself at it the moment he felt Will shudder with delight as he passed over it. With an animalistic ferocity, he did all he could to stimulate that magical little cluster of nerves, simultaneously pumping Will as quickly as he could.

The boy’s eyes went wide as pleasure utterly devoured him and he was drowned in his own euphoria. It was the hardest climax of his life, lasting for nearly fifteen seconds as he trembled, unable to even thrust into Jack’s hand as he spilled his hot seed into the pirate’s grasp.

This was precisely what Jack had been waiting for.

Suddenly pulling himself from Will’s body, he fell back, sprawling across the disheveled sheets, so close to the edge he could barely think.

“ ‘Lizabeth, Anamaria!” he called urgently.

Both women were immediately at his side upon his beckoning.

Holding the hand coated in Will’s product out to Elizabeth with an arch look, “You, clean this up, and you…” he then turned his attention to Anamaria, “know what to do.”

The darker lady smiled wickedly and nodded, taking Jack’s pulsing erection in hand and began pumping him slowly, agonizingly. Elizabeth watched as lady pirate’s lips parted and she held her mouth open at the crown of Jack’s length expectantly, licking and nipping the sensation flesh every now and then, but never taking him in totally. Jack fancied watching, after all.

Breaking from her stunned reverie, the governor’s daughter quickly grasped Jack’s hand by the wrist and brought it to her lips, lapping eagerly at the milky fluid which was still warm, unmindful of its brackish flavor. She watched Jack intently, who watched her right back, his breathing shallow as he trembled in forewarning. Glancing between the two women, he finally growled fiercely, his free hand gripping the sheets tightly. His eyes remained steadfastly opened the entire time, watching as his spunk entered Anamaria’s mouth, which consequently led to an immediate second orgasm that had him whispering a stream of obscenities breathlessly.

Finally settling back against the pillows with a long breath, his eyes found Will and narrowed incredulously.

“Sweet Christ, boy, how many times does it take?!” he demanded, glancing accusatorily at the hardening erection between the blacksmith’s thighs.
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