Tortuga Gold

By Playbuddy

Published on Nov 6, 2010

Gay

Disclaimer: This is a work of fiction and as such is a product of my imagination and not real life. I beg your pardon if there are historical inaccuracies. The story will include descriptions of sexual activity between teen boys, and in later chapters, activity between men and boys. If material of this kind might offend you then please stop reading. To all others, enjoy! You are welcome to send comments or story ideas to Playbuddy123@yahoo.com

Tortuga Gold - 2

Chandler was still smiling when he finished dressing. He thought any fourteen year old boy would after just having gotten his dick sucked for the first time.

"Have you got something I can wear?" Tom asked softly, obviously embarrassed.

"I have some old things in the trunk over there," Chandler shrugged, "but I doubt they'll fit."

"I can't go out in only a shirt," the sixteen year old blushed.

"Sara will throw your things in the wash this morning. They might be dry enough to wear tomorrow or the day after."

Tom made a face as if to say, `thanks a lot!"

Chandler chuckled. "Let's see what we can find," he offered as he pulled on his boots.


Tom shrank under the cold stare from big John Starr. The owner of the Black Dogg wasn't happy. Chandler hadn't been able to find him anything to wear. So, now here he stood, in nothing but a long shirt. Chandler was at his side trying to explain how he came to be there. He needed clothes and roof over his head, big John was his best hope.

"He'll work to pay it off," Chandler offered.

"Damn right he'll work it off! I won't have a freeloader," the innkeeper declared.

"So he can stay, and you'll pay for a pair of breeches?"

John gave Tom another cold stare. "Not so high and mighty now are you? Where's all that gold?"

"Got a bit drunk I did, I was robbed."

Chandler gave his boss a pleading look. "I'll show him how things are done around here. You'll see, he'll be worth it."

John looked at the pair. "Well, if I don't get my money's worth out of ya, you'll wish Chandler had left you in the street," he said to Tom.

"Yes, sir," the boy whispered.

John pulled out a few coins and dropped them on the counter. "Off with ya," he grunted and turned back to his work.


Chandler snickered as Tom was taunted and teased as he walked through town with only a shirt to cover himself.

"Just you wait," Tom said with bitterness. "I'll find those two what stole from me and I'll see they get what's coming to them."

"What are you going to do?" Chandler smiled, holding back a laugh.

"I'll tell the captain," Tom said smugly. "I'm a favorite of his."

Chandler thought about asking what that meant, but decided against it. "So what will he do?"

"Captain Searle will settle accounts," Tom said softly. "He runs his ship with a firm hand. I've seen what happens when he orders the lash. It's something you won't soon forget."

"He'd do that?"

"That and more," Tom said under his breath.


Freshly outfitted with two pairs of pants and two shirts, Tom was visibly more at ease as the boys returned to the Black Dogg. The tavern and whorehouse would be his home until he got back on his feet.

"So what do you do on the Tortuga?" Chandler asked.

"I go aloft and help with the sail, mind the lines, run powder for the guns," he paused, "and whatever else I'm told," Tom chuckled.

"Did you ever get the lash?"

"They don't use the full cat on the boys," Tom said, his face twisted as if he was remembering the pain. "But yeah, I've kissed the gunner's daughter."

Chandler was puzzled.

"If ya `kiss the gunner's daughter' it means ya been bent naked over a cannon, and given your licks."

"Did it hurt much?"

Tom winced, "you don't want to know!"


The evening crowd was growing, the orders were coming in, and it was going to be a good night. But Chandler noticed Tom was falling behind. He was clumsy, slow, and couldn't seem to make his way through the place without being jostled, bumped, or caused to spill part of someone's drink. The customer's were complaining.

"You'll have to do better," Chandler warned as he grabbed two more tankards of ale and headed across the room.

Tom seemed to be doing the best he could, he was eager, but his inexperience was definitely showing.

"I'd rather swab the deck," Tom grumped as he and Chandler cleared off a table and wiped it.

As the evening wore on, Tom seemed to fall further behind. Big John noticed.

"I paid you good money in advance, I expect better!" he thundered when Tom came to the bar for another order of drinks.

"I know, I know," Tom said irritably as he turned. "Fucking bastard," he muttered under his breath.

There was no doubt John had heard the lad's statement, for a moment later, he kicked Tom in the ass so hard the boy was sent sprawling. He landed on his stomach, and the drinks he was carrying were sent flying. One grizzled deck hand caught most of it straight in the face. He rose with a bellow and made for the boy.

Tom felt himself being hauled to his feet by the brawny seaman. He instinctively turned his head and closed his eyes. He expected a fist in his face. Just when he thought he was a goner, the man roared in pain, let go of him, and doubled over, grabbing his crotch. Chandler had kicked him square amidships.

As the man fell, he knocked over another customer, who spilled his drink on a third, and the fight was on. The entire tavern broke out in a brawl. Fists flying, shouts, grunts, groans, and bellows erupted. Chandler ducked under a table and pulled Tom under with him.

"Now we're for it!" Tom hollered, curling into a tight ball.

Chandler did the same. "John will settle it down," he yelled.

The fighting went on for maybe twenty minutes. One by one, John tossed the worst of the lot out the door after knocking each of them out cold. He seemed to like the way they rolled end over end into the street.

Finally there was order. "You two! Get your arses moving and clean up this mess!" John bellowed, seeing the boys under the table.

There was a yelp as he gave Tom another kick in the ass, the second shot to his already sore bum.

With a smaller crowd, things returned to normal. The next few hours were relatively quiet.

"What will he do to us?" Tom whispered, helping Chandler take out some trash just before closing.

"Well, we don't have a cannon, but I think the odds are pretty good we're gonna kiss the gunner's daughter," Chandler said with a sad look.


There was a slight breeze coming ashore, and Chandler made certain the window was open as wide as possible. Then he lay down on the bed next to Tom. They were side by side, face down and ass up. They had both pulled up their nightshirts in the hope that the cool night air would help put out the fire on their backsides.

"I don't suppose this is your first then?" Tom asked softly, giving Chandler a wry look.

Chandler shook his head `no'.

Both boys had been expecting they'd have to pay a price for the brawl they had caused, but didn't know how severe a price. With the last of the customers shown out and the door locked, they found out.

John had calmly walked up, took each by the back of the neck, and had marched them out the back door. He pushed Tom down to a squatting position to wait his turn and then bent Chandler over an empty barrel lying lengthwise on the ground. He roughly pulled the boy's britches down and then took off his belt. Chandler didn't have to wait long.

"He went easy on you though," Tom offered, "he really gave it to me!"

Chandler gave Tom a wide eyed look. "Went easy on me?"

"Well yeah, I mean he held back with you. But he gave me ten of his best!" Tom argued.

Chandler snorted, "Fuck you!" If anything John had gone easy on Tom! . The boys were quiet for a couple of minutes, both dealing with the pain in their rears.

"Sorry," Tom finally mumbled, "It was my fault, I should have tried harder."

"Wasn't all your fault," Chandler whispered. Then he chuckled, "After all, I did kick that bloke in the balls!"

Tom grinned, then they both laughed.


There wasn't much said the next day about the goings on the previous night. John barked a few orders and the boys jumped to work. After awhile, John left to do some business, which made things easier.

"You should think about signing on to the Tortuga, and heading out to sea. No future in a place like this!" Tom said with disgust. He was on his hands and knees scrubbing a spot on the floor. He dipped the brush into the soapy water, shook it, and started again.

"Yeah, look at where it got you!" Chandler laughed from a few feet away. He was on his knees doing the very same thing.

"But I had gold in my pocket, didn't I?" Tom bragged.

Chandler shrugged, conceding the point.

"Captain Searle will find us another prize to go after, then we'll all be rich. You just wait and see."

Chandler smiled, he couldn't help it when Tom was bragging and carrying on. "Have any more stories then?" he chuckled.

Tom sat back and grinned. "Will he notice if we help ourselves to a bit of rum?"

Chandler chuckled. "He might, but once a barrel's been opened it's hard to tell."

Tom got up and tossed his brush into the pail. "Time for a drink then!" he laughed.


An hour later Tom and Chandler were happily sitting on the floor behind the bar laughing, puffing on a pipe, and trying to out do one another with their stories. They were well on their way to being drunk, but weren't quite there yet, just happy, very happy!

Chandler giggled. "So what makes you the Captain's favorite?"

Tom tried to look serious, but broke out in a giggle. He touched the side of his nose with a finger, winked, and laughed.

Chandler thought the gesture funny and laughed as well.

Tom smiled, leaned over, and put his hand between Chandler's legs. "You become the Captain's favorite, when you know how to anticipate his needs." Tom giggled.

Chandler grinned. He looked down, fumbled a bit, and finally managed to undo several buttons on his pants. He pulled his shirt up and pushed it out of the way. A few curly hairs peeked out from the gap. "Mates stick together," he said with a chuckle, the rum talking.

Tom reached down to his own pants. A bulge was forming and he needed to loosen things up. "If one mate does for another, the first has to return the favor."

The boys looked at one another with mischievous smiles. It was a dare!

Chandler paused briefly, but then nodded, agreeing to the deal. He reached down and pulled out his cock. "But you have to go first," he grinned.

Tom reached down and wrapped his fingers around Chandler's dick. The younger boy rested his back against the wall and spread his legs, eagerly anticipating what was to come next.

Tom slid his hand down. The skin making the little hat over the top of Chandler's dick pulled away and the soft spongy head appeared. He stroked the shaft a couple of times and it grew hard.

"Nice, but it needs a bit of rum," Tom smiled and reached for his cup. He made a show of pouring a tiny stream of liquor directly over the top.

"Hurry up," Chandler laughed, impatient.

Tom stroked him one more time and then went down.

"That's more like it," Chandler moaned softly as Tom finally took him into his mouth.

Tom sucked gently, swirled his tongue around the shaft, and licked at the drops of rum that had trickled into the crop of hair at the base. Chandler grunted each time Tom took him deep into his mouth. He especially liked it when Tom let him push the head against the back of his throat. At one point Tom's nose was deep in the curls of Chandler's bush.

"Gawd," Chandler grunted as he tried to pump his cock in and out a few times.

Tom made a hole with his lips and let him thrust. Chandler liked the feel of his cock going in and out. After a bit, Tom resumed sucking and worked the shaft with his hand.

"Uh, Uh," the pitch of Chandler's voice was rising.

He put both hands on Tom's head. He guided him, first by slowly easing down and then speeding him up.

"Almost," he mumbled as he arched his back and rolled his head from side to side against the wall. "Suck it," he grunted and thrust upwards, urgent to get as much of his dick inside Tom's mouth as he could.

Tom made a muffled gagging sound, pulled back a bit and just managed to regain his momentum when Chandler unloaded.

"Gaaaawwwwwwwd," Chandler moaned and once again pulled Tom's head tight against his crotch.

Tom felt the boy's dick jerk, and then three hard squirts hit the back of his throat. He quickly swallowed after the first two, and held the third in his mouth. When Chandler finished, Tom used his tongue to swirl the warm pudding around the mushroom head and then sat back admiring his handiwork, the cream slowly sliding down Chandler's dick.

"Been saving that then?" Tom chuckled as the white ooze clung to the sides of Chandler's cock.

Chandler, his eyes closed, nodded a silent `yes."

A couple of minutes passed and finally Chandler opened his eyes and looked around. Tom was getting to his feet. He pushed his britches down to his ankles and stroked himself hard.

His huge dick inching closer to Chandler's mouth, Tom smirked, "Open up then."

Chandler looked up from his spot on the floor.

"Mind your teeth," Tom said with a wink.

Chandler swallowed hard. Seeing the size of the job in front of him, he was reconsidering his promise.

Tom gave him a stern stare. "It's what Mates do," he whispered.

Chandler slowly opened his mouth, Tom grinned, and pushed the head of his cock past Chandler's lips.


Tom took things slowly. "Use your tongue a bit," he whispered as Chandler looked up from the floor. "That's it, swirl it around." Tom inched his cock in and out of Chandler's mouth, letting the boy get used to the feeling.

Chandler's eyes were wide and showed worry.

"That's it, you're doing great," Tom whispered, pushing in a little further. Chandler's eyes got wider still.

"Now relax your jaw," Tom whispered. He held his cock firmly at the base and thrust forward. Chandler shook his head as if to say `no more' and grabbed Tom's legs.

Tom had expected that and held steady. He pulled back a little and then rocked forward.

"Got a nice mouth, you have!" He smiled as he established a rhythmic fucking motion. "Bit of practice, you'll be all right!" He chuckled.

He continued for several minutes, gradually putting more and more of his cock in Chandler's mouth.

Soon Chandler's eyes were pleading for him to stop.

Tom looked down, "Want a bit of a break then?"

Chandler nodded.

Tom pulled back.

Chandler coughed, his eyes watering. He moved his jaw from side to side as if to limber it.

"You're doing all right for your first time," Tom giggled.

Before Chandler could react he pushed his knob back inside. Tom teased him with a quick in and out a few times. Chandler took the hint and pursed his lips.

"That's it, make a little cunny for me," Tom smiled.

Chandler rolled his eyes at the remark. The cock in his mouth continued its entrance and exit, speeding up as time went by. He held tightly to Tom's legs while the older boy bent at the knees and used him.

Tom finally felt the moment approaching. "Ready for it then?" he grunted.

Chandler seemed to panic and pushed Tom back, pulling his lips off the boy's dick.

Tom groaned at losing the nice warm mouth. He closed his eyes and quickly began to stroke. No more than three or four tugs and he grunted, "There it is!"

Chandler just managed to turn away as a torrent of boy juice sprayed from the end of Tom's dick and covered the side of his face. The first shot made a line from his chin to his ear, the second from his ear to a spot over his forehead, with a splash into his hair. The rest was evenly spread between the two.

"Fucking goooooood," Tom whimpered as he pumped. The squirts kept coming, one after another, five in all. When they had finally come to an end, Tom's grunts, groans, and heavy breathing eased and he gained control of himself. He looked down and saw the mess he had made of Chandler's face.

Chandler cautiously opened his eyes and looked back at the boy that had just spunked him. "That's all of it then?" he asked hesitantly.

Tom slowly worked his hand from the base of his cock to the head, squeezing out a final pearl of cum. It hung from the tip. "Just this last bit." He smiled and stared at Chandler. "Open up," Tom whispered. The boy's stared at one another a moment. "It's what mates do."

Chandler hesitated, but then dutifully opened his mouth. Tom gently placed his knob inside. Chandler closed his lips, and got his first taste of another boy.


Neither Chandler nor Tom could have said how long it was that they sat on the floor after getting each other off. After cleaning up a bit, the rum had flowed again. It wasn't surprising that they never heard the footsteps.

"And what's this?" A woman's surprised voice interrupted a fit of boy giggles.

Chandler stared up from where he was leaning against Tom, no longer able to sit upright unassisted.

"We're having a break," Chandler laughed and raised a tankard of ale.

"Yeah, that's what it is, a break!" Tom laughed as well. He clinked his mug against Chandler's.

Sara tried to look stern, but couldn't. "Drunk, the both of you!" She shook her head, "and sitting on the floor with your boy things hanging out!" she laughed.

Chandler looked down, his mind befuddled. "She's right!" he chuckled. "My thing IS hanging out!"

Tom, just as drunk, looked down as well. "Mine too!" he giggled.

Sara couldn't help but laugh herself. "You two better get upstairs. If John sees this he'll take the hide off the both of you."

Just thinking of John and what they had gone through the night before was enough to get the boy's thoughts focused.

"I'll get a couple of the other girls and we'll cover for you. You go sleep it off." Sara chuckled. "And put those things away!" She motioned.

Tom awkwardly got to his feet and started to pull himself together. Chandler did the same.

"You won't tell on us will you?" Chandler asked softly with a blush.

Sara shook her head, "Upstairs with you."

The guys held on to one another for support and staggered toward their room.


Chandler hurried from table to table, making sure the customers were all well supplied. He didn't want a repeat of the previous night, but his head ached and the smell of rum was turning his stomach.

Big John glanced his way, and Chandler hustled even faster.

Tom was keeping equally as busy.

"Do you think he knows about this afternoon?" Tom whispered when the boys met to clear a dirty table.

"Don't think so," Chandler eyed the boss once more.

"Gawd my head hurts," Tom mumbled. They both winced when there was a loud crash when several jugs were knocked off a table. "Remind me not to drink on an empty stomach."

Chandler looked down at the half eaten meal he was clearing from the table; the grease had grown cold and the whole thing looked nasty. He gagged, got control, but then quickly put his hand to his mouth and ran for the back door.


Lime Street was just waking up the next morning as the boys made their way from the Black Dogg toward the harbor. A handful of shopkeepers were taking down the wooden shutters they had put over their windows while others made ready for the day.

"Your head still hurt?" Chandler asked as Tom squinted from the sun.

"A little."

"Some breakfast might help."

Tom nodded and they made for a stall selling fruit.

Provisioned, they strolled aimlessly. A dog trotted by, stopped, lifted its leg and peed.

"Need to get out to the ship and talk to the captain," Tom said taking a bite and chewing.

"You still think he'll help you find the two that robbed you?"

Tom nodded, `yes'

"How do we get out there?"

"We?" Tom smiled.

"Well, we're mates right?" Chandler argued.

"Captain Searle don't let anyone aboard what's not crew."

Chandler was about to argue the point further when Tom stopped in his tracks.

"That's them!" He said in surprise.

"You sure?"

"Sure as my name's Tom Piper." Tom looked around and pulled Chandler out of the middle of the street to a place where they could hide.

"The brawny one, on the left, is Tawse he's the deck master and always carries a short length of rope; been known to use it on occasion as well. The taller one is Bill Phelps. Some of the men call him Blunderbuss, but not to his face. He's one mean son of a bitch and better than anyone else on board with a gun. I had to do Tawse a few favors, if you know what I mean," Tom said softly.

"So you'll tell the captain and he'll take care of it?"

Tom nodded. He continued to stare at the two men. They were sitting on a stack of crates deep in conversation. "Look at `em," he said angrily, "Like they bloody well own the place."

Chandler looked just as Bill took a furtive glance around and then pulled a leather wrapped bundle from under his shirt.

Tom sucked in a deep breath, "That's the Captain's!"

"What?"

"That pouch belongs to the Captain. It's always in his cabin, locked in the trunk at the end of his bed.

"How do you know that?"

Tom blushed, "Been in the captain's cabin many a time. See the red wax from where the seal was placed?"

Chandler looked where Tom was pointing. "Uh huh."

"Those is important papers," Tom whispered as he watched the men more closely. They continued to talk, glancing around as if making sure no one was paying them any attention. "They're up to no good!" Tom sat back. "I just know it!"

Chandler was growing nervous. He nudged Tom and pulled at his shirt. "Come on, let's go."

Tom stared a moment longer and then turned back.

"Best keep quiet about this," Tom warned Chandler.

"Think it through before telling the captain," Tom whispered to himself. "This is the stuff what gets men hung!"


Thanks for reading and thanks to those that have written me with comments. A special thanks to Jon B. and Richard G. for ideas for this chapter. If any others have thoughts, please send them to Playbuddy123@yahoo.com Enjoy! Jon

Next: Chapter 3


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