BESTING THE CAPTAIN

Author: Sparrows Mistress
Rating: PG-13
Pairing: You/Jack
Categories: General, humor

Disclaimer: Johnny’s not under my bed. Vanessa came and stole him away. Captain Sparrow is no longer in my closet. Disney took him back. :::Pouts::: Sadly, I don’t own anything but my Captain tattoo on my ankle and they can’t take that away from me! I shall fight to the death! Aye! Avast!

Summary: Getting a joke over on the legendary Captain Jack is hard. Now, you have managed to pull it off…and what a wonderful gag it is.

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CHAPTER 1

It was a Monday night and the bar was quiet for the most part. Several of the pirates had left to go exploring, some not returning for a few weeks, some would be gone for months. Tortuga was not a calm island by any means: Criminals, pirates, murderers, and people who could not show their faces in society inhabited the island. Whores running the streets, day in and day out, to make their coin seemed to be the most popular trade of choice.

Everyone called the island ‘A pirates paradise’, but you simply called it ‘Home’.

Your mother, Celeste, a French-born woman had been a common ‘lady’ on Tortuga and had started La Chambre de l'amour (The House of Love), the first Bordello on the island. She had been the most successful woman on the Godforsaken spit of land for almost two decades until she had died from pneumonia. You had been sixteen at her death, old enough to make it on your own but young enough to still be weary of the islands ways. Celeste had hidden away a good amount of coin over the years for you, should something happen to her, and you were still living off of the hidden funds instead of working. She never wanted you to lead the life she had on Tortuga.

Now, seven years later, you were ready to follow in your mothers footsteps. No, you were not a whore by any means and never really intended to be. You were past twenty years of age and still untouched which was completely unheard of, at least on Tortuga, and had set your sights on one man particularly. Jack Sparrow. Heartbreaker of all hearts in every port he visited, causer of hate and discontent with the men.

Pushing your long mane of thick hair back from your face, you watch from the window in the Faithful Bride as a ship sails into the harbor. By the sight of the sails and the flag that flew wildly in the wind, you knew it was the Black Pearl. Captain Jack Sparrow had returned once again to Tortuga and you had decided after his last visit, you would be the one that Giselle put with him tonight.

All the whores had complained after you’d made the announcement, saying that a girl of you inexperience shouldn’t try to take on the Captain. They said you’d get hurt since he ‘loves and leaves’ and you just weren’t ready for that. Giselle, who had been one of your mothers closest friends, had simply told the others to back off and leave you alone. You knew what you could handle and Elle had said years before that when you made your decision on your first man, not a single one of the whores would stand in your way. There was no better man out there to ‘break you in’ and ‘give you your first ride’. Giselle was always blunt about sexual matters. Besides, Giselle picked out who was to take Jack for the night since he was one of her clients.

You can hear the faint commotion of the sailors as they dock and tie up the ship. Raising the mug of rum to your lips, you take a deep drink of the burning liquid. It would only be a matter of time before Jack would come looking for company and all the girls would have to step graciously out of his way. He was yours tonight.

Giselle had walked in to the tavern and was searching the room for you. “Elle” you call, getting her attention. She sees your raised hand and smiles in return, walking towards the booth you had procured.

“What is it dearest?” Giselle asked, sitting down across from you with her own mug, noting the look in your eyes right a way.

“The Black Pearl just docked” you tell her, looking down at the rippling water. “Jack’s back.”

“Ye know what I said. If ye still want ‘im, ‘e’s yers. There’s no other woman I’d rather share ‘im with,” she tells you, covering your hand with hers.

You smile at Giselle; she was eight years your senior and your best friend. After mother had died, Elle had taken you in with her without another thought. Shortly after, when Giselle had come into ownership of La Chambre de l'amour, you’d both moved into the establishment and she’d turned part of the Bordello into a space for you and away from all the frequenting men.

You and mother had lived a short distance from the Bordello during your time of growing up. Celeste had never thought it fitting for you to be there around all the strange men, but now since it was just you and Elle and you were older, not much could be done. You were bound to learn about ‘things’ at some point in your life.

“Yes, I still want him very much” you breathe, your thoughts returning to the wickedly gorgeous Captain as he walked the gangplank down to the dock. He was shouting orders and pointing at parts of the ship, sending his crew to do his bidding before they could partake in the island and its ‘luxuries’. You could see the deep tan color of his skin, the sparkle of the trinkets that adorned his hair as the sun caught them, and those two braids he always had hanging from his chin.

Jack rubbed his aching head for the fourth time. Watching the new members of his crew fumble with the sails, the anchor, tying up the boat, and going over the list of supplies to be restocked made him remember why he didn’t take on boys with no experience.

“Gibbs!” Jack shouts, the older man came running up to him within moments.

“What be wrong Jack?” he asks. Jack looks at the man whom he’d known for years. Gibbs with his graying hair, fairly impressive sideburns that Jack couldn’t grow himself, hardened eyes, his chubby cheeks, and rounding belly was how the man had looked for the past twenty years that Jack had known him and the man had yet to change. Gibbs stared questioningly at Jack, wiping the sweat from his brow with the back of his thick arm.

“What do ye think is wrong?” Jack mutters, pinching the bridge of his nose, hoping to make the pain in his head go away. “I ask ye fer sailors and ye bring me whelps. These boys make Will look good at sea!”

He truly hoped that Giselle had a good woman picked out for him tonight; he was going to need it. After being at sea these past few months with his crew, trying to be as patient as possible without killing the new boys or Gibbs for that matter, he’d never been so anxious to dock.

”Now Jack, don’t be crude. They’re learnin’,” Gibbs tells him, staring with pride at the new members of the crew that he had recruited.

“That’s me point. I wanted men who knew what they were doin’!” Jack rubs his head for the fifth time as he walks away, cringing as he hears something crash below deck. Tossing a glare over his shoulder, he left Gibbs to take care of the boys he’d enlisted and went off in search of Giselle.

Retying the sash that held back his hair, he walked toward the Faithful Bride. He shrugged off his brown jacket as he walked. There was no need for him to wear it on such a beautiful Caribbean day. Shaking hands with several people that he knew, he nodded to others, and some he simply passed without another thought. He saw no reason to engage in conversation with everyone, especially those who made his own skin crawl at the horror of their crimes (something he would never admit, mind you) and he chose to keep to himself.

Stepping through the doorway of the tavern, Jack walks straight for the bar. He missed the taste of the rum they offered on Tortuga and they were unwilling to sell it to him to take to sea. After grabbing his filled mug, he sees Giselle. She’d always met him in the tavern when he came into port.

“Oh my God” you whispered, finally seeing Jack for the first time in months. “He just came in.” Giselle could hear the nervousness enter your quiet voice which she rarely heard. Giselle rolls her eyes as you start running your fingers through you hair like a love sick teenager, hoping to finally impress her beau. After the hair, came straightening out the dress and the giggle Giselle tried to smother stopped you.

“Just stop” Elle tells you. “Jack’s a fine man and I’m glad ye picked him. He’ll treat you well,” she said and turned her smiling face to Jack who returned the look. With a nod of her head, he started towards the table. “Don’t worry lass” Elle whispered, moving over in the bench for Jack to sit next to her.

“Giselle!” Jack exclaimed happily, pressing a chaste kiss to her cheek. “’ow ‘ave things been since me last visit?”

“Very well Jack. La Chambre de l'amour is thriving and a lot of the girls are off the street. It’s so much safer for them to be in a house with people watching over them incase the man gets out of hand. We’ve only had a handful of incidents in the past year.” Jacks eyes caught the swell of Elle’s breasts over her dress and you notice the glance at yours as well.

“Wonderful. Any work that needs ta be done while me crew and me are here?” Jack asks, taking a long drink of his rum.

Giselle smiled at the thoughtfulness but shook her head. Jack was always lending a hand to her when he was docked. “No, but thanks. We’ve not really had any bad weather so everything is good. Jack, I’d like for you to meet someone” Elle said, gesturing to you. Jacks eyes locked with yours and he smiled that heart-melting smile you had always seen upon his lips when he was at the house. “This is Celeste’s’ daughter, (        ). I believe you’ve met her,” Elle said, smirking at the expression on his face.

“Aye, that I ‘ave” Jack murmurs, lifting your hand from the table and pressing a kiss to your palm. “I was very good friends with yer mother” he tells you. “I’m sorry she’s not ‘ere ta see ya all grown up. She’d be quite proud of ye.”

“Thank you Captain” you reply. “I do miss her terribly but Elle has more than made up for my lack of mothering.” You smile lovingly at your friend and return your level gaze to Jack.

“Can’t see that with Giselle” he murmurs quietly and receives an elbow to the ribs from Giselle, followed by a scowl.

“Yer not to old to get beat Jack” Elle reminds him. “If yer not nice, I won’t give you any company tonight” Elle threatens.

“Calm down Giselle” he says, resting an arm around her shoulders. “Ye know I’m teasin’ ya.”

“(        ) is goin’ with ye tonight” Giselle says, ignoring Jacks weak attempt at an apology. “No better man for Cel’s daughter than our Jack” Elle said, pinching Jacks cheek like you would a kids. “I’ve already gotten your room at the inn.”

“You mean I won’t be at the house?” you ask Giselle quickly.

“Jack doesn’t come ta the house. I know him well enough and you’ll be safe. I’d let him take you ta the Black Pearl if he wanted” Elle replies, pressing a kiss to your cheek before shooing Jack from the booth so she could leave. “I have things ta do so you both have a lovely time” she coos, winking at you before leaving the tavern.

There was a long ackward silence and you felt Jacks eyes on you the entire time. Glancing up to see where his eyes were locked, you find it odd that they are staring into yours.

“What?” you ask, not rude but questioning.

“I can see your mother in you” Jack comments, smiling at the memory of Celeste.

She’d been an angel dropped onto the island with her big heart, helping everyone that she could before she would help herself.

“Thank you. Elle tells me how much I remind her of mother everyday” you whisper, taking a drink of the rum from your mug to calm your nerves. You’d thought of nothing else but Jack for months and now that he was back and within your grasp, you’ve never been more terrified of anything.

“Would ye like some dinner?” Jack questions, drinking down the last of his rum from his mug. “We can walk to the inn and take something upstairs. I really don’t feel like eating around people. Everyone seems ta think I ‘ave all the time in the world when I’m ‘ere” Jack tells you, taking your hand in his before you can object to the notion.

You make light conversation as you walk with Jack, his muscled arm around your waist as he leads you through the streets. The inn wasn’t that far from the Faithful Bride and the keeper, Billy, knew Jack to well. Billy already had the key out and was tossing it to Jack when he walked through the door and into the throng of people that were already there for the evening.

“’ave one of the girls bring us something up to eat, would ya Billy?” Jack hollered over the crowd, nodding when Billy complied and went off into the kitchen.

Jack opened the door to his room and ushered you inside. The room was as it always was: A large bed already made up for him, the armoire to the left, a table and two chairs to the right. The small trunk for blankets was at the foot of the bed. The room was not fit for a King by any means but Jack loved it for the simple fact that it had a spare room with a tub inside. A bath, with hot water would be in order tonight.

You both hadn’t been in the room for five minutes before a knock came at the door, letting you know that dinner was there. Jack let in the serving girl who set the laden tray down on the table and took her leave quickly.

“Thank God fer ya Billy” Jack whispered reverently, picking up a piece of chicken from the pile and taking a bite of the seasoned meat. “I’m goin’ ‘ave ta ask ‘im to come on me ship again. He’ll say no but it’s worth a shot” Jack tells you, pulling a strip of the white meat from the piece in his hand and offers it to you.

If you want him to want you, seduction is key, Giselle’s word rang in your head. You walk forward with your hands clasp at the base of your back, thrusting your chest forward as you take the piece from his fingers with your mouth.

“You’re still new aren’t ya?” he says with a smirk. “Most girls would ‘ave passed right by the chicken and gone straight fer somethin’ else with their mouths” he tells you bawdily.

You face flushes at the comment and he knows that his assumption is true by the color of your normally pale skin. You pick up a bunch of grapes and pull one from the sprig, popping it into your mouth. “You’re right” you concede, chewing quietly on the fruit.

“I knew that” Jack replies, not cockily but with his experience of women, he can spot a virgin at a hundred yards. “But thanks for confirming me suspicions. The next question on me list since the first was answered: Why did Giselle pick you fer me tonight if she knew ye were a virgin?”

“Elle didn’t pick me. I picked you” you tell him, sitting down onto the bed and staring at him with those wide innocent eyes. “Now that I’m here though, I’ll admit I’m a bit scared. I didn’t think there was much talking between clients and whores.”

Jack put down the chicken and wiped his hands on one of the clothes the girl had left on the table. “Yer not a whore ( ), far from actually. You’d be a whore if ye left me bed after we’re done and hopped into another but I know you won’t.”

“How do you know that? Maybe all I want from you is to take me so I can go on to other men” you challenge and he laughs in your face at the absurdity. Jack sank down to the floor between your legs, one hand resting on your knee while the other held your face.

“I know because I knew Celeste. She raised ye right” he told you with the most seriousness in his voice and you could see it in his eyes. “Cel loved ye very much and she would never let her little girl be brought up to live the life she had. Once ye give yerself to a man, you’ll stay with that man. I’ll be the same one ye take ta yer bed whenever I return to Tortuga and no other man will be there in my place when I’m gone. It took Cel a lot to let go of her pride to do what she did.”

You bat your eyes quickly, making any traces of tears diminish before they can fall. You knew he spoke the truth about your mother. She’d done everything possible to keep you out of the Bordello, wanting a better life for you than the one she’d made for herself. Her dream for you was to get off the island, marry a man and have the life she’d dreamed of for you. She’d often said that she’d wished that Jack would take you off to somewhere else and give you the chance to start over but Jack was never up to the challenge. Cel knew, but never mentioned, how Jack felt towards you and having you that close within his grasp at sea, you wouldn’t have lasted long around his charms. Cel noticed they way he always looked at you when he was docked and between her and Giselle, they knew no finer man would do for you.

“You knew her well” you comment, smiling into Jacks mocha brown eyes. “I remember you coming around when I was younger. You served on the Flying Phoenix for a few years didn’t you?”

“Aye luv, I did. She was the first ship I sailed on. I stayed on with Captain Madison until I was in me twenties, and I saved up enough to get me own ship. I’ve sailed the Black Pearl ever since. You couldn’t ‘ave been more than a child then. How can you remember that far back?” Jacks asks, cupping your face in his hand. You can feel the calloused patches on his skin as they rub against the delicateness of your own.

“You’ll think me stupid, but I always pretended that you were mine when you were here, we just couldn’t let anyone know because you were so much older than me and mama wouldn’t have approved. She loved you, just not that much” you tell him, smiling. “And I wasn’t such a child. I’m about ten years younger than you are Jack.”

“So” he drawled in his smoky voice, “You would pretend that we were together? Like this?” he asked, crawling up between you legs so that his mouth was just a slightly above yours. You could feel his breath on your skin, warming your lips.

“Kind of” you whisper in return, your fingers toying with his chunks of hair that had fallen forward.

“Maybe like this?” he asked, his warm lips pressing against your throat in little nibbling kisses and your breath caught at the feeling of his lips on your skin.

A moan passed between your lips as his lips trailed farther south, worshiping the generous swell of your breasts over the silk of your dress. Your arms wrap around his shoulders, holding his to you as you relish the feel of his body against yours.

“Jack?” you gasp, feeling the back of your dress tearing under his questing fingers. “Jack?” came his name a bit louder.

“Aye luv?” he asked, fiddling with the strings of your corset. “Just lay back” he whispered, pressing your body back against the mattress. “Let ol’ Jack take care of you for the night.”

Jack woke up groggily, shielding his eyes as the suns offensively bright rays sweep the room. Pulling the sheet from the bed and wrapped it around his waist, he wonders where you’d gone to. After the night you’d both had, you’d probably gone down to the bar to get some breakfast; which is where he was headed as soon as he was dressed.

He saw the dress that you had worn the night before, the burgundy silk was lying gently over the wooden chair next to the small table where he’d placed it after tearing it. Well, breakfast in bed is more fitting this morning, he thought with a cheeky grin tugging at the corners of his mouth. If your dress was torn, where were you?

“Lass?” he calls, tying the sheet at his hip and starts to search the room. “Ye can’t hide ferever” he taunts, throwing open the doors of the armoire to try and scare you. Nothing but two empty hangers. The adjoining room yielded nothing also as he searched.

Walking back to the table, he grabs up your dress and tosses it onto the bed. With his eyes still making a critical search of the room, he reaches down for his breeches but encounters nothing but wood. Turning to investigate, he sees that both chairs are empty.

“Where. Are. Me. Clothes?” Each word was punctuated with more and more irritation as he drew out the sentence. His breathing coming in pants as the anger grew inside of him. If there was anything that you didn’t mess with, it was his clothes and effects.

He opens the small trunk beside the armoire: Nothing. Jerking out all the drawers of the dresser and slinging them onto the floor: Each one was empty. Out of shear desperation, he checks under the bed: Dust bunnies. Jacks head popped up and his piercing brown eyes shot to the dress that lay on the rumpled covers of the bed. You were definitely in trouble, big big trouble.

Walking through the streets of Tortuga, heading for the Faithful Bride, Jack made quite the spectacle. Every single man, woman, and child stopped and couldn’t control their laughter at the hilarity of the picture he made. The gales of mirth rang in his ears, feeding the rage that was inside of him.

Captain Jack Sparrow: Legend, the most fearsome pirate in the Spanish Main, prodigy, marvel and phenomenon walked the streets in a dress. The murderous gleam in his eyes did nothing to smother the laughter directed at him from the islanders but only spurred him forward.

Stomping barefoot through the doorway of the bar, he spotted Giselle instantly.

Her flamboyant hairstyles gave her away, as did the silk dresses she wore since she herself no long ran the streets.

Jack weaved through the tables to the corner booth in the back where she and a few other girls sat. Heads turned as he passed, coughing to cover up the snickers at him. One of the girls locked eyes with him and her jaw dropped. She quickly started trying to get Giselle’s attention but by the time she had, Jack was standing beside the table.

“Where is she?” Jack growled.

Giselle turned and looked up, choking on the drink she was going to swallow and instead, it spewed in a mist from her mouth. Laughing at the sight Jack made, she slumped back against Scarlett with her arms wrapped around her middle.

“Where is (        )?” he repeated through his gritted teeth.

“I honestly don’t know. She didn’t come back last night. Figure she was still with you” Giselle commented tartly, not liking his tone. “Looks like my girl bested the Captain” she purred, wiping the tears from her face as she started laughing again with the girls. Giselle had never been as proud of you as she was at this moment. Only you could have pulled something like this over on Jack and he deserved it.

Jack glared at the table of cackling women, wondering why they thought this to be so bloody funny! Didn’t they realize that a Captain, especially one such as himself, couldn’t be running around in a dress? It was far from fitting for a dreaded Captain who wanted to strike the fear into people.

“I swear to God! When I find that woman, I’m going to---“ Jack trailed off as his gaze moved to the door.

You were leaning against the frame, his hat pulled down far over your face with a smirk of pleasure adorning your lips. Jack looked you up and down, his mouth dropping open. You were clad in ever stitch of his clothes. His white shirt that was open, exposing a generous view of cleavage, his faded blue pants were loose on you but you’d remedied that with his belt and sash. Underneath the brown leather jacket that seemed to swallow you, the butt of his pistol and his cutlass shown. His brown boots came up to your knees and he could tell they were too big for you from the way you were standing. You’d even gotten some black coal and smudged around your eyes.

“Aye Sparrow? What will you do?” you question in your sweetest voice, lifting you head slightly so you could see the picture he made.

The red silk dress was positively ruined now after he’d s torn it, getting the fabric onto his muscular body. There were splits in the waist and arms from the thickness of him and you couldn’t imagine a better way for the dress to be marred. The dress’ fate was well worth the sight of him at this moment. His dreaded hair was flying wildly around his head without his bandana you’d used on your own hair.

You start to saunter through the bar, your mischievous smile playing upon your lips. “Will you make me walk the plank? Swab the decks of yer ship?” Jack’s blood was beginning to boil again, but this time from passion. Something about you strutting around in his clothes, your hips swaying seductively as you walked, was driving him mad.

“I’ll be having me clothes back” Jack murmured, the low tone rumbling in his chest as he starts towards you.

Jack didn’t stop until his body was pressed against yours, his arms wrapping around your torso. He had no idea what drew him to you. Breasts and hips were always a big thing to him but with you, he couldn’t get past those eyes. Those big, adoring, sparkling eyes. Your mothers eyes.

“Nay Sparrow,” you taunt in French. “You won’t be having them back quite yet. You tore my dress and I find it fair that I took yours. If you want them back you shall have them back when you have stripped them from my body.”

Jack understood bits and pieces, his French being incredibly rusty, but he got the majority of it. “If that is the way you want it” he purrs as he swings you into his arms and heading for the door, the entire bar in stitches at the sight.

“Great” Scarlett snaps through her laughter. “I’ll never be gettin’ ‘im back again!”


THE END

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~I still can’t quit laughing. Please review, Jack in a dress was just too good!~

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