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From the day she was born in the middle of a terrifying typhoon Jackelyn Teague had yearned for adventure and knew early on in her life that the best way to seek such a thrill would be to spend the rest of her days sailing on the wide welcoming ocean that had always seemed to call out to her, not caring one bit about the many protests from her family on how she would never be a proper pirate like her cousin Valerie or Grandmama.
The song of the sea was just too much for her to ignore however, the sounds of waves crashing against the sides of the ships she would frequent as a child becoming a pretty melody that she wished to hear every day for the rest of her life, the tune reminding her so much of the songs that her mother had taught her alongside the native language of the island that she hailed from before her Grandmama had ripped the two of them apart and taken over all of Jackelyn's lessons when the girl had turned 6 years old.
But despite her families lack of faith in her abilities Jackelyn was determined to make her own fate in life by following in her father's footsteps to become a captain of her own ship rather than just be some ordinary pirate like the majority of her relatives had resigned themselves to being or become the pretty little obedient wife to another pirate who would leave her at port and forget about her until he needed a bedwarmer.
And became a captain of a ship she did, on three ships in fact over her 30+ years of life.
First, there had been The Barnacle, an old yet well taken care of abandoned fishing boat that she and her original motley crew had called home for almost a year during their search for the Sword of Cortés, going on many grand adventures together involving mermaids and betrayal until The Barnacle was eventually destroyed by a cannon blast meant for her father's own ship The Misty Lady.
Then there was her beloved Black Pearl, or as she was originally named the Wicked Wench.
She had captained that incredible ship three times during her short lifetime, the first occurring when she was on the cusp of adulthood serving as First Mate under Captain Morgan, a dear friend and mentor who had died at the hands of Armando Salazar in the Spaniard's attempt to clean the seas of piracy; the older man bleeding out in her arms while she could do nothing to help his injuries or lessen his pain.
With his dying breath, Morgan had gifted to her the mysterious black compass that he had always carried with him as well as leadership of the small army of remaining crew that had not yet fallen in battle, the men all looking to her, a young woman who had not yet seen her 18th year and had no experience in captaincy to either bring them victory in escape or ruin in death. Taking matters into her own hands Jacklyn had decided to do neither, however, choosing the route of revenge instead for the loss of her friend and mentor, not caring about the consequences that may occur if they failed.
With the help of her newly gifted black compass Jacklyn was able to lead Salazar directly towards the Devil's Triangle and commanded her small crew in an act of genius that allowed them to escape just in the nick of time with a bootleg turn while Salazar and the rest of his pirate hunting crew were forced to enter the caves dark caverns where all that awaited them was death and despair, the memory of hearing the Silent Mary explode still bringing a smile to her face to this day.
That battle had ended up changing her life forever, as it was the day that Jacklyn Teague had died and Jack Sparrow had been born, her actions during the fight granting her the moniker that would eventually bring fear to pirates and navy officers alike; her birth name since forgotten by everyone asides from those who had been closest to her.
Jack had been forced to leave the Wench soon after the battle had been won however, the ship far too damaged to sail properly and without the funds to restore her Jack had no other choice but to sell the wonderful ship, splitting the profits that she had received with the rest of the crew before using her cut to pay for passage back to Shipwreck City where she would spend the next few months trying to find her place in the world of piracy once more, going on several voyages with her father and meeting Hector Barbossa for the very first time.
The second time that Jack had captained the Wench had been after she had faithfully served the East India Trading Company for 5 long years.
She hadn't expected to ever give up the life of piracy that ran through her veins but Jack hadn't been given much of a choice at the time, having become an outlaw in the eyes of the Brethren Court after helping Christophe-Julien de Rapièr, a man and friend that she had believed to be innocent of being a rogue pirate who had been responsible for destroying several other pirate vessels, escape Shipwreck City only for the accusations against him to turn out to be true.
In the escape, Christophe had kidnapped Jack and forced her to work aboard his ship the La Vipère until he had decided to abandon her in a longboat out in the middle of the ocean while he sailed off to find the mythical island of Kerma.
Jack hadn't ended up on that boat all on her own, however, another one of the crewmen having jumped in after her so that he no longer had to serve under the mad Frenchman. Robert 'Robby' Greene was an honest fellow and devote Christian of the highest calibre whom Jack would quickly become fast friends with during their two-day journey back to land, with their friendship only growing when they had both been assigned to serve aboard The Fair Wind not long after signing up with the company.
When Jack had been greatly rewarded with The Wicked Wench by Cutler Becket, a vile man whom Jack hoped to never encounter again for the rest of her days, she had immediately given the title of First Mate to Robert, knowing that there was no one else better for the job after he had stopped her from chasing after too many women or drinking too much during their years friendship, having complete and utter faith in the man to have her back in battle and step in if she ever went too far with one of her mad genius plans.
Robert had even followed her into the world of piracy once again after she had decided to betray the company to instead free the slaves that they had been ordered to transport, the man remaining faithful to her no matter what she did, unlike another First Mate she would come to know.
Jack had no idea where Robert was or if he was even alive however, having last seen him while the Wench had been burning as punishment for her treachery, ordering Robby to leave her so that he could go off and fulfil his dream of returning to a life on land and start a farm like he had confessed to her, watching him swim away and hoping with all of her black heart that he would find his buried treasure from one of their earlier adventures and live out the rest of his life in peace.
The third and last time that Jack would captain The Wicked Wench would be after the ship had been restored by Davy Jones himself, sacrificing 100 years of service aboard The Flying Dutchman ferrying the dead in exchange for 13 years as captain of the newly rechristened Black Pearl, with the less being said about the two years she was actually able to stand behind the helm of her beloved ship the better.
And then finally there was her sloop, the nameless ship that she had captained after Barbossa's mutiny, having stolen several sacks of gold to pay for the small ship so that she could continue on with her life of piracy, spending the next several years of her life attacking and destroying merchant ships mainly around the Spanish Main and becoming known as one of the most infamous pirates on the seven seas.
However that had all changed two months prior, when the sloop that had helped her become a fearsome pirate once again sinking to the bottom of the ocean during a terrible storm that had also taken the lives of the entire crew, Jack being the only survivor thanks to her rescuer Anamaria, the youngest daughter of a smuggling family that had come across Jack's unconscious body clutching onto a piece of driftwood by chance while on a job.
Jack had stayed with Anamaria for a while, sleeping and tumbling around in the sheets with the younger woman until she was more than well enough to travel, borrowing the gorgeous smugglers boat The Jolly Mon and setting sail for Shipwreck City in hopes of finding her father; having no other means of obtaining a proper ship without the help of her old man whom she hadn't seen since before Barbossa's betrayal.
Of course, her run of bad luck had only continued when she arrived at the port penniless and in tatters only to find out that her father wasn't even there, having left the city and his duties as Keeper of the Code the week prior to go off and rescue her Uncle Jack, whom she had been named after, from hanging from the gallows in London; the man having always been a far better singer than he ever had a pirate.
So instead of crawling back to her Grandmama, the cruel old bat who had nearly killed her 3 times during her childhood and whom was still somehow alive and kicking despite nearly reaching her 100th year, and begging the woman to let her stay in the family home until her father returned Jack had befriended and shacked up with 2 wonderful women named Giselle and Scarlett.
What would eventually lead to Jack's downfall during her short stay in Shipwreck City would be the fact that neither Giselle nor Scarlett had known about the other, Jack always staying a few days with each woman, sharing in food and nightly pleasures that they couldn't get from the men that hired them, before returning to the opposite woman; the cycle lasting for almost a month before the truth eventually came to light.
It turns out that the two women were best friends, spending their nights watching out for one another while they worked the streets, waiting for sailors and all types of scum to come calling with what little coin they had, the two lovely ladies making sure that neither's clients got too rough or ran off before paying for their services.
While they weren't working the two women liked to talk, about practically everything and everybody on the island, from the auctioneer that sold wenches as brides to the pretty young pirate captain who had been giving them more pleasure in the span of a few weeks than they had received in the last year while laying down with a client or with the men they would occasionally pick up from the local pub.
How it hadn't come to light sooner that Jack had been frequenting both of their beds was nothing short of a miracle, but when the truth of the matter did eventually come out the female pirate knew that she had to make her way out of Shipwreck City sooner rather than later, not wanting to share the same scars on her face as she did on her back; their nails practically ripping her to shreds during their many nights of passion together.
And so here she was again, sailing across the open blue in a tiny boat with only the handful of provisions and the bottle of rum or two that she had managed to grab during her speedy escape from the island to keep her company, while the early morning sun rose steadily behind her and an unknown horizon laid in front of her, miles of unending ocean surrounding her from every direction and not a single spot of land in sight; just the way that Jack liked it.