Everyone was peacefully asleep in the Spare household, except for Jessie, whose heart was pumping a mile a minute. Jessie knew it was midnight, but she wanted to be in denial. Jessie looked out her window, and sure enough, the moon was in the middle of the sky. Everything was dead silent, which was a good sign. But her heart was thumping inside her so quickly that she was afraid somebody might hear it. Jessie sat down on her bed and put on her boots. Then she opened her drawer again and took out that same knife and put it in her boots, it was her only protection. She let out a small sigh of hope and tiptoed toward her door and opened it quietly. She didn't even shut it, afraid that noise would wake up her Aunt who was a few doors away. She quietly walked down the hallway, stopping every minute or so to make sure she wasn't being followed. She then made her way down the stairs and made it to the door. It was a big, heavy door, but it was surprisingly quiet when opening it from the inside. She opened the door slowly and slid out into the crisp air outside. She closed the door and it made a loud thump. "Bloody door!" Jessie said under her breath and ran as fast as her legs would carry her. She arrived at the end of the driveway, and looked behind her, nobody seemed to be following her. She slowed down to a walk to catch her breath when she heard something behind her. Without thinking, she opened the nearest door and ran inside. She saw a man sleeping very soundly in a chair and then she saw swords hanging everywhere. Must be in Mr. Brown's blacksmith shop, Jessie thought to herself. She walked over to Mr. Brown and poked him; he didn't move and he seemed to be still soundly asleep. Might as well get a couple of necessities, thought Jessie and looked around. She saw a pistol and belt on a table; she picked up the pistol and looked at it curiously. This might come in handy, she thought to herself. She picked up the belt and adjusted it to fit her waist and put it on. She reached down for her knife inside her boot when she heard Mr. Brown move. Jessie put the knife in her hand like a sword and looked up, but Mr. Brown just shifted his position in the chair. A sword, that's what I need! Jessie said to herself. She put the knife in her belt and picked up the pistol and put it in her belt also. She walked over to the swords and took down a nice looking one. It was light and evenly waited, but that didn't really matter to Jessie, she was just glad it was made out of metal, not wood. She put it in her belt and made her way to the door, but not without getting some additional shots and powder for the pistol, which she had no idea how to use. But she could threaten somebody with it. She opened the door a little and popped her head out of the door and looked around. She saw nobody so she slid out the door and continued her way to the docks.

It hadn't took Jessie very long to get to the docks, she still was afraid somebody was following her so she ran there. She looked around and was glad nobody was around. There were a few merchant vessels around, and even though it was late at night, merchant vessels were usually heavily armed. Jessie chose to stow away in the smallest of the few. From what she could make of it, the smallest would have the least amount of crew, and the least amount of crew, would mean the least amount of her getting caught. So she explored the ship a couple of times, making a plan for an emergency escape. Jessie could see the moon disappearing and the sun trying to emerge from the horizon. So Jessie quickly made her way towards the cargo, which, to her surprise, was already there. And to her surprise, it was rum. Which was actually good news for Jessie, she wanted to become a pirate, and a merchant vessel filled with rum would most likely get pillaged by pirates.

Jessie waited behind two barrels of rum for the ship to take off. She already heard the crew moving about, and somebody else yelling out orders. That must be the captain, Jessie thought. And soon the ship started moving. Jessie let out a small sigh of relief and sat back to enjoy the ride. Jessie started to doze off when she heard two crew members make there way down to the cargo. Jessie made herself as small as possible and just hoped they wouldn't see her.

"It ain't gonna hurt if we just take a couple o' barrels of rum. We ain't gonna take all of 'em, eh?" The one man said with a grin.

"I guess you are right, 'tis just a few barrels. 'dats all!" Said the other and they both made there way over towards Jessie. Jessie could hear them coming closer and closer, until they took a barrel of rum a few barrels away from her and went back up to the top deck. She heard them grunting and complaining the whole way back up how heavy the barrel was. That was way too close of a call, Jessie thought to herself. This can't happen again, Jessie told herself. She carefully looked over the barrels of rum to make sure nobody was around. She then took her knife out of her belt and cut the lid off of a barrel of rum. She jumped into the barrel and some of the rum overflowed, but she didn't care. She placed the lid of the barrel on top of her head and curled up in the barrel, all but her head was submerged in rum. This knife sure is coming in handy, thought Jessie. She would of never thought that a small knife she found on the streets of Port Royal would come in handy this much. And however crazy her plan of hiding in a barrel of rum was, it worked. Two more crew members came down and took more barrels of rum up to the top deck, but they never noticed the barrel with Jessie in it.

A familiar figure came towards the top deck of the Black Pearl with an empty bottle of rum in one hand and his other hand flaring in the air. "Why is the rum always gone?" Captain Jack Sparrow asked, a sad look on his face. The crew of the Black Pearl stared at the Captain in disbelief that they were out of rum. Bo'sun stepped out of the crowd,

"Maybe it's because we drink it," he said in his thick accent.

"Aye" Pintel replied, but not moving out of the crowd.

"Aye" Ragetti mimicked Pintel and laughed to himself.

"Well, if that be so…" Jack stopped himself, looking straight ahead at something and started fiddling with his rings.

"Then we must get more… LOTS more!" Jack said with a big grin on his face. "DRINKS ALL AROUND!" he yelled, flaring his arms upward.

"Aye Cap'n. Where be the heading?" Jack Sparrow's first mate, Barbossa, asked.

Jack seemed to think on that for a moment and then looked straight at Barbossa, "That be the way" he said pointing his finger straight at Barbossa, he then put his hand back and then pointed at Barbossa again. Barbossa looked at Jack, and then he turned away and looked at the way Jack pointed. "Aye" Barbossa grumbled to Jack, couldn't he just use simple commands? Like North, South, East, West? "You heard the Cap'n! All ahead. That way!" Barbossa pointed, like Jack did. Soon, they were nearing a small merchant vessel. "Cap'n, that be the ship we want to pillage?" Barbossa asked Jack. Jack opened his compass and it pointed towards the small ship. Jack nodded and pointed to the ship a couple of times and then put away his compass. "Ships a bit small, ain't it Cap'n?" Pintel asked from behind Jack. Jack whipped around to face Pintel, and just pointed at him continually. "I just need my rum, mate." Jack said and turned around to look at the small merchant vessel again. "It is a bit small" he mumbled under his breath and stuck his tongue out, like he was disgusted at it.

They soon were close enough to board the small ship and Jack walked across a wooden board to get to the other boat. He saw the crew of the other ship obviously frightened. "Don't worry gents. We're just going to tie you all up on yer mast, and then pillage and plunder our weasely black guts out!" Jack informed them and threw his empty run bottle behind him. He then heard it shatter when it hit the deck of his ship. The crew of the other ship stared wide-eyed at Jack and didn't move. Barbossa sighed, It's easier to pillage and plunder when all the crew that we're pillaging and plundering from are dead, he thought to himself. "Pintel, Ragetti, see if there be any rum on this sorry excuse of a ship!" Barbossa yelled. Pintel and Ragetti went below decks and were pleased to see barrels and barrels of rum. "Lookie what we have here!" Pintel said proudly to Ragetti. "Lookie what we have here!" Ragetti quietly mimicked Pintel. They picked up a barrel and quickly went towards the Captain. They then put the barrel before Jack and Pintel stabbed a sword into it. Then he took it out and rum started pouring out of it. "RUM!" Jack yelled loudly. The rest of Jack's crew looked toward Jack and cheered, but then went back to tieing the other ships crew to the mast. Jack went down on his knees and bent down even further, and then he opened his mouth and let the rum pour into it. "RUM!" he yelled again. He then stood up, pretending to cough. "Errrrm, there be anymore?" he asked. "Barrels and barrels of it Cap'n!" Pintel said proudly. "Barrels and barrels" mimicked Ragetti. "Will you stop that?" Pintel asked Ragetti who looked hurt but stopped for the time being. "Then get them, get them all!" Jack said and angled his hands up, but towards where Pintel and Ragetti had come from.

Jessie heard Pintel and Ragetti come and go, come and go. Getting more and more barrels of rum and carrying them off. She had no idea they were pirates, yet alone, the crew of The Captain Jack Sparrow. When they picked up the barrel she was in, she heard them say this one is extra heavy; it must have a LOT of rum in it. Jessie rolled her eyes and grabbed her knife and pushed it through the barrel. It just grazed Ragetti's arm. "Something touched me!" Ragetti said. "Oh shut up" replied Pintel. But then Jessie jabbed her knife on the other side and grazed Pintel's arm. "There's something in this barrel!" Pintel said. Then Jessie's head popped out of the barrel, the lid flying off her head. "'Ello boys!" she said and grinned. She then pulled out her pistol and aimed it at Ragetti. But then Pintel and Ragetti pointed their pistols at her. "Bloody pistols," she grumbled while Pintel and Ragetti pulled her out of the barrel and towards the Captain. Pintel spotted Jessie's sword. "Where'd ye get such a purty sword?" he asked. "Out of a sea turtles rear end, now what do you want with me…." She asked, but stopped when she saw Jack. "Captain. Jack. Sparrow?" She asked, obviously awestruck.