#03.22.24

Summary: Jack cheers up the reader with a little special treat (A/n: lol)

Word Count: 780

Date Posted: 03.22.24

Prompt: Can i request a jack x reader were jack sees the reader having a bad day and decides to try and drink her/their (idc if its fem or neutral:D)troubles away. So jack tries to cheer them up and he turns it dirty;) if not that's okay to:)

TW: AFAB Language was used, with P in V penetration.

Note: N/a

🔞MINORS DO NOT INTERACT🔞

|| Masterlist || Request Here || Fandoms/ Characters || Req by @1deadpool26

Being part of Jack’s crew was always an adventure. There never seemed to be any rhyme or reason for his actions, yet somehow, things seemed to work out in his favor more often than not. Like Gibbs, you were loyal to Jack. Unlike Gibbs, your unwavering loyalty landed you marooned with Jack during the original mutiny. 

And again, now after Barbossa dropped you, Jack, and Elizabeth on the very same island. 

“Here,” Jack handed you a bottle, thunking down on the sand next to you and the small fire you had built. Elizabeth was out wanding the beach, doing god knows what; you didn’t care. It's not that you didn’t like Elizabeth; it's just that you didn’t care much about what she did. It’s the bed she made; she’s gotta lay in it. 

“Thanks,” You took the bottle, taking a long swig. You didn’t have to tell Jack that it was a shitty day; he was feeling it too. 

“Give me a smile, Love,” Jack caressed your cheek, “You know I hate it when you’re sad.” 

“Not much to smile for, Jack,” you countered, shaking your head. “We’re stuck here again.” 

“Aye, but we’re together.” He leaned in to whisper in your ear, kissing the lobe. You sighed, relaxing into his familiar touch. With his free hand, he stroked your bodice, making his way to your corset ties and undoing them swiftly. Once untied, he unclipped it, letting fall loose to the sand. “And I know what will make you smile.” 

You rolled your eyes but made no move to stop him, letting undo the ties that held up your well-fitted trousers. Jack slid his hand down your pants, finding your sensitive clit with precision, using two fingers to rub it in slow, deliberate circles. 

You couldn’t help the sigh that escaped your lips, rocking your hips up against his finger.  You lost yourself in the feeling of him pressed against you as he continued to kiss down your neck to your collarbone, leaking little hickies and bruises in his wake, claiming you. 

“You’re a tease,” You growled at him, “Man up and fuck me like you mean it.” 

Jack just laughed at your frustration and pulled your pants around your ankles, making just enough space for him to get between them, repeating the action for his own trousers, freeing his long, thin member. He lined himself up with your entrance, sliding in with ease as you moaned. It had been a while since the last time he’d sunk his cock in you; you had missed the feeling. 

He gripped your hips, propping them up against his, forcing you to lay back on the sand. Jack rocked gently into you, allowing you to warm up to his intrusion. Slowly but steadily, he began picking up the pace, sloppily kissing anywhere he could reach. 

“Jack,” You moaned, hiding your face in your arm. His hand shot out, gripping your jaw as he forced your eyes to his. 

“Don’t hide,” His smile bordered on sadistic. “I want to see your pretty face as you moan for me.” 

Jack adjusted his positioning, hitting that spot that never failed to make you squeal and writhe beneath him. It felt amazing, but purposely, it wasn’t enough to get you to tumble over that edge. It only got you riled up until you were teetering on the edge of the cliff, waiting for the gust of wind to send you over. 

“I swear, Jack, if you don’t make me cum, I will shoot you,” You threatened, arching you back into him, craving more than he was giving you. 

Again, he laughed, reaching under your shirt to tease your taut nipples. Every pinch sent waves of painful pleasure through your body, right down to where that hot coil was tightening at the base of your stomach. 

“Fuck, Jack,” You moaned again, brows furrowed in concentration, willing yourself to fall over that edge. You let out slow breaths, each inhale making your pleasure burn hotter, and the coil tightens. “Fuck, Jack, I’m gonna cum.” 

“Come for me,” Jack demands as you stumble over the cliff, the coil bursting as aftershocks roll through you. Your pussy clenches around his cock as you spasm, the sensation forcing him to the edge. 

Swiftly, Jack pulls out, only managing to stroke himself once or twice before he spurts thick beads of cum over your exposed stomach. He collapsed next to you, using his shirt to clean you up. 

“I knew I’d make you smile.” He grabbed the abandoned bottle, taking a long swig. You just hummed in response, eyes closed in satisfaction, a soft smile on your lips. 

“I guess you did.”