Date: Tue, 23 Nov 2010 06:40:40 -0800 (PST)
From: Jon D <playbuddy123@yahoo.com>
Subject: Tortuga Gold - 5

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 - 5                                        m/b/b


Chandler climbed the stairs to Sara's bedroom like one condemned. He
glanced back a couple of times in the hope that he could get out of it, but
she shooed him forward with a sweep of her hand.

"Up you go," she said, leaving no room for argument.

Chandler had obeyed the women in the tavern his entire life, he thought
about putting up a fuss this time, but then just bowed his head and plodded
on.

Once in the room, Sara went straight to her dresser. "That's it, down with
your britches," she ordered and searched in the middle drawer.

Chandler now wished Tom hadn't been quite so big. "Then again, it had felt
pretty good toward the end," he thought as he unbuttoned his pants. He
sighed, and dropped them.

"On the bed," Sara nodded as she found the remedy.

Chandler stepped over to the bed, and lay face down. He tucked a pillow
under his middle hoping to provide a little cover for his boyhood.

"Haven't done this since you were in nappies," Sara chuckled.

"I don't remember you doing that," Chandler said softly.

"I watched when you was getting changed, and some of the girls even let me
pretend to be the mum. When you was red back there they let me spread this
on," Sara held up a small jar.

Chandler blushed and hid his head in his arms as Sara sat down next to
him. She gently ran her hand over his rear end. "This will set things
right," she said tenderly. Moments later she was spreading a bit of the
salve in his crack and a more generous amount around his tender opening.

Chandler wiggled when her finger made a swirling motion around his pucker
and then gently pushed in just a little.

"Oh, nooooooo," he thought, "My sister just put her finger up my bum." He
closed his eyes in embarrassment.

"I can see why Tom would like THIS," Sara laughed softly, giving one of his
cheeks a pat. "It's so cute, so precious."

Chandler squirmed. The breeze through the window teased his bare skin,
Sara's finger near his hole, and a soft hand caressing him, were all having
an effect. Predictably, it was making him hard. He reached down and
adjusted the angle of what was becoming a growing problem.

Sara rubbed his other cheek. Then she paused. Her hand coming to rest on a
spot where it touched both globes, her little finger slid between them and
just brushed his hole.

Chandler squirmed again.

"Go ahead," Sara whispered as she touched his most private place one more
time. "Have yourself a bit of fun before you come back down," she said, and
gave his rear end a tender pat. She stood and walked to the door.

Chandler looked over his shoulder as Sara stopped, her hand resting on the
latch. She gave him a playful smile of encouragement and then quietly
closed the door.

He put his head back down and closed his eyes again, thankful the
embarrassing episode was finally over.

His dick, still pressing firmly into the pillow, hadn't gone down. He
reached for it and gave it a stroke. He had to admit the idea of a quick
jerk was appealing. "Why waste a good boner," he thought, wrapping his hand
around the shaft and getting more comfortable. He went to work.

He was only a few minutes into things when it occurred to him the throbbing
pain around his hole was starting to ease. "Fuck," he thought, "that stuff
really does work!"

A few minutes later he was groaning in happiness and squirting his first
load of the day.

* * * *

Chandler gave Big John a wary look as he came down the stairs. John turned
in his direction and looked him square in the eye. "Be a man about it,"
Chandler thought and straightened his back.

John was behind the bar. As Chandler came closer, John put both hands on
the rail and seemed to wait.

"I've been doing some thinking," Chandler mumbled softly as he drew near.

"Are you talking to me?" John challenged.

"Uh, yes, sir," Chandler said a bit more loudly. "I said, I've been
thinking. And, well, I've decided I'm going to sign on to the Tortuga."

"Going to sea are you?"

"Yes, sir, I mean, if it's all right with you," Chandler said so softly, it
was practically a whisper.

Big John gave Chandler a penetrating stare, "You sure about this? You know
the sea isn't a place for boys."

Chandler felt as if he was about to wet himself. "Time I saw a bit of the
world, chance to earn my way," he said with more conviction than he felt.

Big John's eyes bore through him, and then Chandler saw his face ease, and
a smile creep up.

"Wondered if you'd have the stones to tell me straight up or you'd just
sneak off in the night." John's smile was growing.

"I can go then?" Chandler grinned.

"It's a hard life," John said softly.

Chandler nodded. "I know, but I want to try it," he replied.

John reached for two cups and poured a measure into each. "To the Tortuga,
and all who sail in her." He raised his glass.

Chandler nodded, raised his own glass, and took a big swallow.

Big John laughed as Chandler's eyes nearly popped out, and he choked,
coughed, and half gagged.

"Good stuff that!" John roared as Chandler put both hands to his burning
throat and made a face.

* * * *

Three days passed and Chandler made ready. Tom had stayed two of the
nights, which caused Chandler to have to ask again for Sara's help as a
nurse. His ass was grateful she agreed. She even offered to make up a bit
of the secret formula in case he had need of it when he was aboard. He
happily accepted.

The girls all chipped in a few coins to match what John had given so
Chandler could buy several changes of clothes and the things he'd need once
at sea. It didn't amount to much, but then again he wouldn't be allowed to
bring much either.

"Ready," he finally announced on the last day.

"Take care, love," Sara whispered and gave him a tender hug. She had tears
in her eyes as she gave him a kiss on the cheek.

One by one the rest of the girls all gave him the same, all with tears.

"Come back safe and sound," John said gruffly, and held out his hand.

Chandler sensed he was putting up a bit of a manly front for the girls.

"Yes, sir," he whispered, and shook his hand. Unable to resist, he then
quickly wrapped his arms around the big man. John returned the embrace and
then turned him toward the door.

"Off you go then," he said softly.

Chandler took one last look at what had become his family, and headed down
the street.

* * * *

The Tortuga had been brought from her harbor anchorage to the quay where
she was safely secured with several mooring lines.

As Chandler drew closer he saw a plank leading from shore to a spot on
deck. Sailors were busily rolling barrels, carrying sacks, and other such
stores on board.

A haggard looking bearded fellow sat writing at a small table.

Chandler took him to be someone that must be in charge and stopped in front
of him.

"What's your business?" the man grunted as he eyed another delivery.

Chandler fidgeted. "I'm your new Cook's Boy," he said softly.

"Cook's Boy?" the man barked.

"Yes, sir, Tom Piper said he spoke to the Captain, sir."

The man looked him over from head to toe. "You must have been the runt of
the litter." He chuckled.

Chandler blushed.

"I'm Crandall," the man croaked, and then coughed a long hacking cough. He
sorted through some parchment on the table and finally found what he was
looking for. "Sign here!" he tossed the paper at Chandler.

The boy looked down, and then back. "Can't write, sir," Chandler whispered.

The man looked at him a moment. "No matter, make your mark then."

Again Chandler stood mute.

Just as he was about to give it all up and run away, he heard a shout.

"Chandler!" Tom called from on deck. "Wait there!" he laughed.

Chandler was relieved when Tom raced down.

"This was the boy I was telling you about!" Tom gushed as Crandall looked
on.

"I've got work to do here!" he bellowed. "Make your mark and get aboard!"

Chandler gave Tom a pleading look.

Tom dipped the quill in ink then put it in Chandler's hand and wrapped his
own over it.

"Like this," he whispered and wrote `Chandler' on the crew list.

Mr. Crandall gave it a quick look, blotted the ink, and nodded. "On board
and report to the galley."

"Yes, sir," Chandler said softly.

"I said `On Board!'" Crandall bellowed.

Chandler jumped, Tom grabbed him by the shirt and both boys took off at a
run.

"Welcome to the Tortuga!" Tom laughed as they hurried up the plank.

* * * *

"What's a galley?" Chandler asked as the boys reached the deck.

Tom rolled his eyes, apparently wondering how Chandler could be so
clueless. "It's where they do the cooking!"

Chandler gave Tom a look of embarrassment and stared at his feet, "Sorry, I
guess I don't know very much."

Tom gave him a gentle poke with his elbow, "You'll learn quick enough," he
said, leading the way around piles of boxes and coils of rope.

Chandler focused on watching his footing and wasn't paying a great deal of
attention to where he was going. A moment later, he bumped straight into a
big man.

"What the..?" The man barked and turned. It was the man Tom had told
Chandler about, Tawse!

"Sorry, sir, won't happen again," Tom hurriedly explained, pulling Chandler
out of the way. "New Cook's Boy," he explained.

Tawse looked Chandler over from head to foot. "I'm the Deck Master you
little turd, run into me again and you'll regret you ever did," he said,
all the while thumping Chandler in the chest with the hard end of a thick
rope.

"Ye..Ye..Yes, sir," Chandler stammered.

Tawse's expression changed. "Then again, a young lad like you might come in
handy."

Tom stepped between Tawse and Chandler. "He's the COOK'S boy!" Tom repeated
firmly. "You keep your hands off him or the Captain will know about it!"

Tawse snickered. "Mind your manners," he said to Tom "or you'll be kissing
the gunner's daughter."

Tom stood his ground.

"You lot, back to work!" Tawse yelled angrily when he saw several other
sailors had stopped to take in the exchange.

Tom grabbed Chandler. "This way," he said with a quick glance back at
Tawse.

Chandler shot Tom a worried look as they came to the companionway stairs
and headed below deck. "Don't worry about him," Tom whispered as they made
their way. "I'm planning something special for that toad."

* * * *

Chandler was immediately struck by the cramped quarters below decks. The
ship seemed massive when he was standing on the quay.

"Keep your head down," Tom warned as he bobbed and weaved through the
narrow passage toward the front of the ship. "We're heading for the bow,
and this here's the gun deck," Tom explained slapping a cannon as they
continued making their way. "Back there is the stern, so when you go that
way, say you're headed `aft.'"

They reached a narrow ladder and Tom hurried down, motioning for Chandler
to follow. "This here's the crew quarters, the galley is just over there,
and below us is the powder magazine, the hold, and sail locker. Below that
is the ballast. Captain's quarters are in the stern."

Chandler looked confused.

"Stern means, it's way in the back."

Chandler nodded, though he doubted he'd remember everything Tom had just
told him.

"Drop your things here," Tom said as he raised the top of a small storage
locker, "Time to meet Thatcher."

"Who's Thatcher?" Chandler asked softly, seeing dozens of men busily
stowing gear and provisions.

"The cook."

Chandler took a deep breath and tried to relax.

The boys made their way back toward the center of the ship.

"This is the galley, and this here is Thatcher. This is Chandler," Tom
announced.

Chandler looked up to see a man much younger than he expected. The lad
looked to be no more than about twenty years old, with a thin line of
whiskers on his face that ran from ear to ear.

"Nice to meet you, sir," Chandler mumbled.

"No time for chit chat," Thatcher grumped as he stirred a large cauldron
over a bed of coals. The firebox was held off the floor by a frame filled
with rocks and sand. "We've got a hundred and fifty men to feed." He handed
the spoon over to Chandler. "Stir this, and mind it doesn't burn."

Tom snickered as Chandler took over. He gave the boy a slap on the shoulder
as he quickly headed off. "See ye after supper then," he smiled and was
gone.

Chandler looked down into the pot he was stirring at the dark gravy and
lumps of what he assumed was meat.  He took a sniff and was surprised how
good it smelled. He looked at Thatcher and smiled.

* * * *

To his relief, Chandler found there were more than just the cook and
himself preparing the meal. Some additional sailors had been assigned to
help, though he didn't know exactly how they had come to be chosen. He did
note that they didn't seem particularly pleased.

Two hours later, a ladle of gravy was poured over bread for each man
aboard.

Everyone finally fed, and others assigned to clean things up, Chandler was
free to go.

"Doing all right?" Tom asked.

"Tired," Chandler said softly, looking at the men. Some headed topside and
others spread themselves out on the deck.

"Not done yet," Tom said under his breath and nodded aft. "Captain wants to
meet you."

Chandler gave him a worried look.

"This way," Tom indicated and headed through the passageway.

* * * *

Chandler stood by nervously as Tom knocked on the Captain's door.

"Come!" The Captain said firmly.

Tom's look seemed to ask, `Ready?'

Chandler nodded and the boys stepped into the cabin.

"New Cook's Boy, Sir," Tom announced.

"Name?" The Captain said, putting down the quill he was using to write in a
leather wrapped folio.

"Chandler, Sir."

"That's it?" The Captain asked.

"Yes, Sir."

"Named after a candle maker?"

"My mum's idea," Chandler mumbled.

"I run a tight ship, no malingering, do your work and we'll get along
fine."

Chandler blushed at the way the Captain was staring. "Yes, Sir."

Chandler saw the Captain give Tom a look. Tom acknowledged it by moving his
head slightly.

"Time for you and the Captain to get acquainted," Tom whispered as he
turned to face Chandler and placed his hands on his shoulders.

Chandler looked into Tom's eyes and the boy raised his eyebrows. Chandler
knew what was coming next.

Chandler turned around at Tom's urging. Tom's hand on his back signaled it
was time for him to bend over.

"He's not as big as me," Tom whispered in Chandler's ear as he reached
around and undid the younger boy's britches. "Show him you mean to be a
good member of the crew," he said softly, as he gently pushed Chandler's
pants down over his ass and gave his rear a soft pat.

"Ready for inspection, Captain," Tom said smartly.

Chandler looked back to see the Captain stand and undo the front of his own
britches.

Tom hurried over, got to his knees, and pulled out the man's dick. Without
hesitation he opened his mouth and the Captain slid the soft thing between
his lips. Tom immediately went to work licking, sucking, and tugging. Just
a couple of minutes later there were noticeable results.

The Captain pulled back and put his hand on Tom's chin, causing him to look
up. "That's the way I like it," he said softly, "look what that sweet mouth
of yours has done."

Tom smiled, and gave the man's cock a gentle pull. "I aim to please,
Captain."

The Captain took over, and stroked his dick a couple of times. "Hands on
the door," he said to Chandler as he stepped closer.

Chandler took a step forward. Already bent at the waist, he put both hands
on the rough wood.

"Captain," Tom asked gently just as the man was spreading Chandler's cheeks
and was about to get to work, "he's new, perhaps you'd be kind enough a use
just a bit?"

The Captain stuck a finger out, found what he was looking for, and
pushed. The hole wouldn't give. "Right," he mumbled and gave Tom a nod.

Tom hurried to a drawer and pulled out a jar. Seconds later he was on his
knees again lubing the Captain's cock. Chandler looked back as Tom
skillfully wrapped his hand around the stalk and then rubbed the knob.

Moments later Tom slid his finger up Chandler's bum in one push, and gave
it a couple of firm twists. Chandler grunted.

"Ready, Sir," Tom announced.

The Captain stepped up, centered his weapon, and pushed. The flared head of
what appeared to be an average six incher, stretched the tight ring,
widened it, and finally overcame all resistance, gaining entrance to the
boy's bottom.

"Tight as a drum," the Captain grunted as he pushed down on Chandler's back
causing him to bend over further. He nudged the knob in a bit more. The
boy's ring clamped down tight.

"Uh, uh, uh," Chandler took in several quick breaths, moaned softly, and
tried to get accustomed to the intruder. The thing hurt going in, but the
pain was easing.

Tom watched as the Captain slid in further, taking the boy about the waist
to steady himself. Another push and a little more cock disappeared.

"Tightest bum I've had in a long time," the Captain mumbled in
satisfaction.

Chandler closed his eyes as the Captain forced inch after inch up his rear
end. Tears came, but he bit his lip refusing to make a sound as the thing
went deeper and deeper.

"There's the end of it," the Captain groaned when he had finally delivered
his full length into the boy.

Chandler grunted as the fat head slid over the magic spot deep in his
ass. "Your love bump," Tom had joked when his finger had teased him there.

The Captain pulled the lad's shirt up and rubbed the bare skin of his back
as he thrust in and out of the boy with increasing speed. Chandler's hands
against the door were the only thing keeping his head from being slammed
into it.

The Captain's cock was now sliding in and out easily, with practiced
efficiency.

From the corner of his eye Chandler saw Tom had reached into his
britches. "Permission, Sir?" Tom asked.

Chandler looked back to see Tom stroking his bulge, his eye's pleading.

The Captain apparently nodded or something, because seconds later Tom was
happily undoing his pants. His cock sprang out and slapped against his
stomach.

"Thank you, Sir," he whimpered, as he reached down and started to stroke.

The Captain groaned, pounded in and out a few times, and groaned again.

Chandler felt full; his ass quivered each time the man thrust into his
bottom. The knob explored new places with almost every thrust. The slapping
sound of the Captain's balls seemed strange. Tom's had never done that.

Again and again the Captain thrust, several times practically lifting
Chandler off his feet. The way it was, he was on his tip toes most the
time, the cock in his ass forcing him to rise up.

"Give it to me hard, Captain," Chandler whimpered, now feeling
needy. "Deeper Sir," he begged in a whiny, boyish way.

The captain obliged and rammed his tool home.

"Thank you, Sir," Chandler whimpered and raised his ass up for more.

The fuck went on for a goodly length of time. Toward the end, Chandler was
thoroughly enjoying it. His hole, though complaining at first, had finally
yielded and good feelings were coming from deep within. As a result, his
cock was responding with a stiffness of its own.

Glancing back, Chandler could see by the expression on Tom's face he was
getting close. The grunts of the Captain, the thick knob rubbing him deep
inside, Tom's groans, all became too much. "Permission, Sir?" Chandler
begged.

The Captain paused ever so briefly, pulled back slightly, and rammed in
particularly hard going even deeper than before. Chandler took that as a
`yes' and reached for his own cock.

Tom repeatedly moaned, "Bugger him, bugger him, bugger him."

Chandler pushed his ass back in rhythm to the captain's thrusts, begging
for more of his Captain's hard shaft.

Suddenly Tom went silent.  "There it is," he grunted, satisfaction in his
voice.

Chandler looked back just in time to see four long squirts fly from the end
of Tom's cock and spatter onto the floor. Little white puddles formed where
the stuff landed. Tom groaned, jerked again and again, milking the last of
it.

The Captain was next. With a groan, Chandler felt a hard thrust and the
familiar warmth of cum spreading through his rear end. He knew his insides
were being filled with the stuff.

"Push back, boy!" The captain said urgently as he thrust in again.

Chandler did as he was told and pushed his rear end back onto the stiff
pole, wiggled it a bit, and pushed a second time. While he was fucking
himself on the cock in his ass, he was jerking and nearing his own moment.

"Bugger!!!!" Chandler grunted, and with a high pitched whimper, started to
squirt. Rope after rope of juice shot out as he frantically tugged. He
couldn't remember the last time he had shot that big a load. "Bloody good,"
he groaned as he stroked a few more times.

The cock in his ass felt wonderful, but it was starting to shrink. In time,
it slid out.

All three steadied themselves and caught their breath.

Chandler slowly rose from his bent over position to a standing one. He
turned and looked back at the Captain, afraid to move further until told.

The Captain spread Chandler's ass cheeks and using his middle finger, he
probed the boy's hole. He gave it several hard twists and pulled it
out. When he did, it was covered in white cream.

Chandler looked into the Captain's eyes and instantly knew. He turned
around to face the man and opened his mouth. The Captain slipped the slimy
thing between his lips. Chandler sucked the man's sperm from it, and used
his tongue until the Captain slowly removed it.

"Boy," the Captain said firmly and looked at Tom.

Tom hurried over and got to his knees as the Captain turned to the
side. The man offered his cock. Tom pulled on it, taking the first layer
off in his hand and then cleaned the rest with his mouth. When he was
finished, Tom sat back and waited.

"Back to your quarters," the Captain finally announced.

The boy's pulled up their britches and got themselves together.

"I think you'll be a fine addition to the crew," the Captain said to
Chandler as the boy's reached the door.

Chandler turned to look, but the Captain was already back at work, his
quill scratching at the pages.

Tom shot Chandler a grin. "I think he likes you!" Tom giggled and they
closed the door behind them.


* * * *

I hope you're enjoying this story. I appreciate reader reaction and
comments, so please take a minute and write me at Playbuddy123@yahoo.com My
thanks to Andrew and to Jon B. for suggestions and help for this chapter.
Jon