Imagine you're a pirate and you try to win Jack Sparrow over when you see him with another woman.

*Requested by WonkruHeda*

"Captain (y/l/n), the Black Pearl, dead ahead!" One of your crew mates, Baxter, called out from the crow's nest. You looked up at Baxter, confused and also surprised. You walked towards the bow of the ship, took out your telescope, and looked through it. Just as Baxter suspected, it was indeed the Black Pearl as you could easily recognize it. You put down your telescope and just stared at it, from a far away distance this time, with your mouth agape. "Jack..." You whispered, feeling your heart fluttering at the same time.

"So, what should we do, Captain? Should we avoid the Black Pearl and that filthy Captain Jack Sparrow?" One of your crew mates from down below asked. You turned around to face him and said, with a sassy tone, "That shall not be necessary, sir. As Captain of the Dark Star, I say we'd give Captain Jack Sparrow a little surprise of his life. Set sail to the Black Pearl." "Aye, aye, Captain (y/l/n)." Your crew mate said, and, then, he walked off. You turned back to the Black Pearl and whispered, "I can't wait to see you after all these years, Jack."

***

Years ago, you were a crew mate to Captain Jack Sparrow and the first woman to set sail on the Black Pearl, despite first mate, Gibbs, believing that women are bad luck when they're on ships. You joined the Black Pearl after running from the law when you expressed yourself about supporting pirates and saving Jack's life when the Royal Navy threatened to execute him in front of the public. Jack was very impressed with your sword fighting skills, especially whenever you did spins and splits during a duel, he said he could use someone like you to protect him and his crew with your sword fighting skills. After getting adjusted to your new life as a crew mate, you felt the Black Pearl was officially your newfound home.

Being a crew mate on the Black Pearl for five years was a good life for you. Jack and the crewmen, even Gibbs, got the hang of you and your sassy attitude. If the other crewmen were being weird around you, your inner sass would appear and you'd give them a good come back or a threat. Jack even complimented about liking a woman like you that's got a lot of sass.

Since that day, you've developed a huge crush on Jack. You thought it was just a phase, but whenever you looked at him at every single moment of the day, your heart starts beating and your face would feel hot. But you didn't have the nerve to tell him that you love him because you were thinking him and the crewmen would laugh at you or you were worried that Jack didn't love you back. So you would hide your feelings and blush from him and his crew mates by name-calling Jack, ignore him, or sometimes you would stay away from him.

One day, when Jack made a stop on Maroon Island, your feelings for Jack were starting to increase more and you felt like you wanted to run away from your feelings. Then, on the day the Black Pearl was set sailing back to the sea, you secretly packed all your belongings on the Black Pearl and stayed on Maroon Island, without Jack, Gibbs, or the other crewmen knowing. When you watched the Black Pearl sail off, you regret for what you did; all because you have feelings for Jack and you didn't want to admit them. But you quickly got adjusted to your new home on Maroon Island for a bit.

Later on, you bought a ship, named it 'Dark Star', and found crew mates to join your ship. You set sail out to sea for the next three years, fighting off enemy pirates or the Royal Navy, searching for treasure, and many other adventures that you never thought you would encounter in your life. But unbeknownst to your crew mates, you had your heart set on searching for Jack and finally telling him that you love him.

***

As the Dark Star was getting closer to the Black Pearl, you took out your telescope and looked through it to see where Jack was. You spotted him at the steering wheel and there was a dark brown haired woman standing next to him. You growled in jealously when you saw her, with a smirk on her face. You put down your telescope and put it away as you walked towards the rigging. "Captain (y/l/n), where you going?" One your crew mates asked you, curiously. As you grabbed onto the rigging, you turned around and said, "To the yard, young one. I'm about to make my entrance to Captain Jack Sparrow." Then, you started climbing up to the rigging. "She's so awesome." A crew mate said, while looking up at you. "Aye. She's one great lassie." Another crew mate said. "Don't think I can't hear you two down there." You said, as you got to the top of the yard, grabbed a rope, and stood up, waiting for the right time to make your entrance.

The Dark Star finally got closer to the Black Pearl, causing the crewmen from the other ship to mutter, in confusion. "Oi! What's this? I'm out here enjoying me self behind the wheel with a bit of my rum and I see a good-looking ship I don't even know next to my beloved Black Pearl. Where's your captain? I oughta give him a piece of me mind." You heard Jack shouting from down below, sound a bit drunk as usual. Now it was time to make your entrance. "You got it, Captain Jack Sprarrow!" You shouted back from the top. Then, you hopped onto the rope and started swinging all around the Dark Star and the Black Pearl.

When you got closer to where Jack was, you released the rope and landed directly in front of Jack, who looked at you, surprised and impressed. "Wow. So that's how you make an entrance, Captain." He said. You chuckled and said, "It's good to see you again, Jack." But before Jack could say something, the woman standing next to him turned to you, with her arms crossed. "Who are you and how do you know Jack?" She asked, in a Spanish accent, with a hint of jealousy. "Oh, how very rude of me, señorita. I am Captain (y/n) (y/l/n) of the Dark Star and a former crew mate to Jack Sparrow." You introduced yourself, as you tipped your captain's hat.

Jack stumbled backwards, flabbergasted. "No way. (y/n)? The woman who's got the best sword fighting skills that I can't keep my eyes off and has the best sassy attitude I've ever seen in a woman? And...the one who abandoned the Black Pearl three years ago without telling me?" He said, while looking at you, shocked and sounding bummed. Inside, you were sad to hear that from Jack. "Yes, it is me, Jack." You said, a bit gloomy.

"You look fantastic after all these years and now you're a captain of your own crew, (y/n)!" He exclaimed, excitedly, as he ran over and wrapped his arms around you and spun you around. This completely shocked you because you were expecting him to be mad at you after all these years. But you were glad that he wasn't mad at you. In fact, you were happy to be this close to Jack. He set you back down and said closely to your face, with a scent of rum on his breath, "It's good to see you again, love." You blushed a bit and your heart started fluttering when he was close to your face. "It's good to see you again too, Jack." You said, smiling.

But, then, your smile faded when you glanced at the woman, who was glaring at you. Jack stepped away and you stepped forward to the woman, with your arms crossed. "And who might you be if I might ask?" "I am Angelica and Jack is mine." She said, sounding controlling. You glared at her and you stepped closer towards her, with your hands on your hips. "And what makes you think you're his?" You asked. "Because I am with child. His child, chica." Angelica answered, rubbing her stomach, dramatically. You turned and glared at Jack. "I don't ever recall doing that with her. She'd stowaway just yesterday." He said, with his hands up, in defense. You looked back at Angelica. "You were drunk." Angelica added, while glancing at him. "I've actually never been that drunk." Jack said, without you or Angelica looking at him.

"What makes you think you're his?" Angelica said. "He likes himself a woman who's got a lot of sass and really good sword fighting skills." You said, with courage. Angelica, then, smirked at you and took a couple of steps back. "Well, then, what would you say we challenge each other to a duel to see who is really the one for Captain Jack Sparrow?" She said, as she drew her sword. "Oh, Jiminy." Jack said. "Oh, really? You're willing to challenge me to a sword duel, even if you are with child?" You asked, sarcastically, while crossing your arms. "Get on with it, chica." Angelica said, pointing her sword towards you. "Alright, then. But I feel I must warn you that I happen to be a natural at sword fighting." You said, as you draw out your own sword. "She is, Angelica." Jack said, in the background. "We'll see about that." Angelica said.

Then, she stepped forward and swung her sword at you, but you dodged out of the way. You laughed at her failed attempt. "Great way to start a sword fight, señorita. You've gotta do better than that." You said. Angelica, then, turned around and she swung her sword at you again, only this time, you blocked her sword with yours. The two of you started dueling, with Jack's crew and your crew watching. While that was happening, Jack grabbed a secret bottle of rum from the inside of his coat, popped the top off with his mouth, and started drinking it. "Now this is a good show. Glad I saved me rum for this." He said.

***

After ten minutes of sword dueling, you could see on Angelica's face that she was getting tired. You, on the other hand, didn't feel the least bit tired. But you had to admit, this sword fight was definitely challenging because of her sword fighting skills, including using unexpected spins. But you haven't shown her your special skills yet. Angelica did another swing at you with her sword and said, "Give it up, (y/n). I am the best sword fighter than you and Jack is mine." "Oh, really?" You said, with a playful pout, as your sword hit Angelica's. Then, you began to say, "Because, on the contrary, Angelica..." You, then, did a split, with your foot in between her legs. "It is I who is the best and is Jack's girl." You finished, and you kicked Angelica's leg and she fell down. The crew mates cheered for your special skill.

You rolled over, got up, and stood next to Angelica, who was laying on her back, and you pointed your sword at her. "Well, Angelica, it looks like we know who's the one for Jack." You said. Angelica growled as she pushed your sword out of the way as she picked up her sword and got up and put it away. "Take him! He's yours! My father would never even approve of me wanting to be around that filthy, drunken pirate! I wouldn't want to have a child with him anyway!" She yelled, in anger. "I could agree with that one." Jack intervened. She stomped off the deck and demanded someone to take her somewhere away from Jack and saying something angry in Spanish. You chuckled as you put away your sword.

"I always knew you were the one for me, love." You heard Jack from behind you. Your heart started flutter and your cheeks were starting to feel hot as you turned around and faced Jack, who was standing close to you. "All this time, Jack?" You asked. "Since the moment I first saw you." He said, as he tucked a strand of your (h/l) (h/c) hair behind your ear, which made you blush even more. "I felt the same way as you did too. For all these years, Jack. I was wrong for abandoning you and the Black Pearl years ago. I regret it since that day you sailed off. I ran away because I was hiding my feelings from you, Jack." You explained.

Jack chuckled and grinned at you as he wrapped his arms around your waist and pulled you closer towards him. "There's no need to run and hide your feelings from me anymore, love, because you and I both know that we love each other. I love you more than the sea and no matter how many bottles of rum I drink, (y/n)." He said. You chuckled and said, while wrapping your arms around his neck, "I love you too, Jack, no matter how much of a drunken klutz you are and how much I have to sass you around." Then, Jack smiled even more as he leaned down and pressed his lips against yours, with his eyes closed. You closed your eyes and kissed him back immediately, while every crew from Jack's and your ship cheered in the background.