Curate, connect, and discover
Jake Kiszka x AFAB/GN reader
18+
Warnings: graphic sexual content, oral sex (both rec), penatrative sex, swearing, alcohol use, chris appearance (he needs his own warning), etc.
Word count: 1.9k
Ok so I've never written fanfiction BUT I really wanted some pirate jakey, so little summary is you've been 'disguised' as a man on his ship for a year and your captain is drunk, horny, and desperate ermmm yeah yay!
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The year is 1689, you are disguised as a man, working as a deckhand on 'The Golden Fleet'.
The captain, Jacob Thomas, as any captain is, or at least should be, was ruthless. At the time, he is one of the most feared pirates of the seven seas. You have watched this man battle the greatest, he pulled a sword on fucking Blackbeard, the man beat guns with a fucking sword!
For the most part, the crew was scared of him, and reasonably so. No one dare disobey his orders or commands, no matter how insane, lest they want their head chopped off.
Despite all of this, you had taken a strange interest in him. Maybe even a liking. For a filthy, drunken pirate, he was surprisingly gorgeous. His eyes were entrancing, dark and deep, holding grotesque secrets of the sea. His skin was rough and tan from days in the sun on the water, working and commanding. His clothes were dark, worn down. Occasionally, he would steal new things when the ship stopped at ports. Silken shirts and nice leathers, but he usually just wore the same things till they fell apart. Over time you had taken a fondness to him, and it seems, he to you.
~
Usually, every few weeks, the ship would stop for a day at a port, not for the crews leisure, but for the captains. He needed his….fixes. He would disappear for the entire time, off with groups of maidens, whores, and when he returned, he would be in a much better mood. At the moment though, you were too far out at sea to stop. It had been around 4 months, and the men were starting to get desperate. Your captain, in particular, had been in a horrible mood. Far more angry than usual, screaming at the crew, and staying cooped up in his quarters, soaked in booze.
It was extraordinarly late at night, the moon was high, the ship was rocking with the waves and wind. You were lying awake in your makeshift bed, unable to sleep. Suddenly, you were approached by Chris, the first mate. He was standing above you. He nudged you with his boot to get your attention. "The captain wishes to see you..in his quarters." He gave you a little smile before disappearing.
You quietly make your way to Jacob's door, deep within the ship, away from the crew. He liked his privacy. You knock quietly at the worn down wood, and his voice bellows out, slurred. "Come in."
You carefully open the door, and you are met with a sight that makes your cunt weep. Jacob sits in an old chair, his legs spread open, his head hung down. His shirt was popped open, all but the last 2 buttons undone. He had a painfully obvious erection, prominent under the leather of his pants. His fingers on one side were curled around the neck of an almost-empty bottle of rum. His long hair had fallen in front of his face, and he peered up at you through it. "Birdie..c'mere" He said, beckoning you forward with his free hand.
Bird. The nickname he had bestowed upon you, when, on your first day on his ship, a seagull shit on your head. He had watched you struggle to wash it out, teasing you the entire time for it. A week later, the same happened to him, and he claims you cursed him.
You awkwardly made your way over to him until you stood between his legs. He slowly tilted his head back to look at you, taking in your features for a moment. His voice comes out low and raspy.
"Kneel."
You hesitate for a moment, frozen by shock. He couldn't be serious? You are quickly corrected that he is, when his eyebrows furrow angrily, and he raises his voice ever so slightly.
"You heard me. Kneel. Obey your Captain."
Not wanting to risk pissing him off any further, you immediately drop to your knees before him. He grins at that.
"There you go. Good." And with that, his free hand is buried in your hair, roughly shoving you forward until your nose is pressed against his crotch. You look up at him wide eyed for a moment, before relaxing a little into it, gently mouthing at him through the leather.
He groans. "Y'know what I want"
He fumbles with the button of his pants until it pops open, shoving them down his thighs until his cock springs free. He's incredibly hard, dripping with precum. This close you can smell him, every little scent, mixed together, making your head swim. It's musky. Sweat, salt, cigar smoke, booze, leather, dust, and something you can't quite place.
"C'mon, little birdie…love on my cock, won't you?"
Tentatively, you lick a long stripe up the underside of it before placing a little kiss on the tip. He takes another swig of his booze, his eyes locked on yours. He lets out a shuddering breath when you suck the head into your mouth.
He rolls his hips up and shoves your head down, forcing himself down your throat, groaning in pleasure when you swallow around him. "Fuck.." The word trembles out of him. "Natural, aren't you? You do this for the rest of the crew?"
You quickly shake your head no, and he grins, chuckling softly. Holding you by the hair, he bucks his hips up again, fucking into your mouth. He sighs. "Don't make me do all the work."
Slowly, you bob your head up and down along him, sucking and lapping at him lightly. His head falls back against the chair. Uncontrolled, slurred moans and curses spilled from his lips. You pick up the pace, hands grabbing at his thighs, his moans getting louder.
His hips stutter up, and that is the only warning you get before your mouth is filled with his release. He leans forward, his fingers digging into your hair as he moans breathlessly, writhing a bit, nearly dropping the rum bottle. After a moment he slowly pulls you off but grabs your chin, shoving your mouth shut, forcing you to swallow. He smirks when you do.
"There. Thanks, bird."
His calloused fingers cup your cheek for just a moment, running his thumb over your bottom lip, swiping away the saliva and cum left there. After a minute, he rises from his chair, setting the bottle down, he stumbles over to his bed. "Well, come on, then. I won't wait all night."
You scramble to your feet and over to his bed. He reaches over and grabs you by the shirt, throwing you down on to the bed with a little thud. His was much more comfortable than your own. His fingers hook under the edge of the shirt and pull it upwards. "Cap'n-" You gasp out, but it was too late.
He stares down at the cloth tied tightly around your chest curiously, one of his eyebrows quirked up in question. You look up at him, wide eyed and fearful. He runs a hand across it, and when you don't wince in pain, his curiosity grows ever stronger.
You struggle to form an answer, just looking up at him. "What- why?-" Jacob says softly, confused. His fingers find one end of the fabric and he unwraps it, pulling it off of your body. You turn your head away, hiding your face as you tremble beneath him, horrified.
"Oh, bird…." He looks at you in awe as he realizes. His hands run across your chest, squeezing lightly. After a minute he speaks quietly. "..'M not gonna kick you off the ship. Well, with a deal. You stay open to me, let me have you whenever I please, and this stays our little secret, Al-right?"
You nod quickly. "Yes- yes- anything you want, Captain." You say quickly, still shaking with the shock of it all. His hands slip down your stomach to your pants, unbuttoning them and tugging them down and entirely off of you. He shoves your thighs open and dips his head down.
He groans at the sight of your soaked cunt. Without a thought to it, he pressed his face against you, inhaling deeply as his nose brushed against you, his tongue delving inside.
He almost whines at the taste of you. It makes you cry out, your back arching up off the bed. His nails dig into your hips, holding you down as he lapped at you like he was a starved man, and your cunt was his very favorite meal.
He continues this for a few minutes, bringing you right to the edge. And when he knows you are about to release, he stops, grinning as he watches you struggle in frustration.
He lifts his head up, and, Gods, was he a sight. His eyes hazy, his hair a mess, his lips, shaded pinker than usual from kissing and sucking at you, and the best, his entire chin, lips, some of his cheeks, and the tip of his nose glistened with your slick.
He gets up to kick off his own pants, and abandon his shirt. You drink in the sight of his naked form, the only thing left being his jewelry. Doubloons that dangled from his neck. Carefully crafted, and carefully stolen rings of silver adorning his hands, and the hoop earrings that you got a glimpse of every so often when he pushed his hair back.
He climbed back atop of you, kneeled between your thighs. He pushed your legs up, one of his hands gripping the back of one of your thighs, the other, wrapped around the base of his cock. He gave himself a few quick strokes before pulling you up by the hips and lining himself up, letting his tip graze against you.
With one push, he was buried completely inside of you. His head fell forward, giving a loud groan, almost a growl. He stilled for a moment so you both could adjust to the feeling, before beginning to slowly rock his hips, starting out in time with the ship. He was fucking you in time with the waves. What a man.
"Fuck, you really are a little bird. Singing so pretty for me…"
The mixture of both yours and his moans fill the small room. His fingers had a grip on your hips that you knew would leave a bruise by sunrise. He sped up his movements, grunting through gritted teeth.
You could feel yourself quickly getting close again, and, by the sloppiness of his movements, it seems Jacob was too. You scramble to hold on to him, nails digging into his shoulders. He snarls, pounding into you roughly. "Come on. Fuckin do it!" He growls out the words lowly.
And with that, you felt the coil deep in your stomach release, crying out as the waves of pleasure washed over and through you, making you tremble. He was close behind you, giving a final thrust before spilling inside of you, his mouth open, his head hanging back.
You both were panting as you came down from your highs. After a moment, he slowly pulled out, making you whine. He smirked as he watched his cum dripping out of your cunt. "What a mess." He sighed, but had no intention of cleaning it up.
He climbed out of bed, retrieving his booze, and tossing a scrap handkerchief at you, letting you wipe yourself off. After taking a long drink of rum, he flopped back down on the bed and threw one arm over you, cuddled up close.
"Thanks, birdie."