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From: PirateSummer@hotmail.com (Summer Pirate)
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NNTP-Posting-Date: 8 Jul 2003 09:58:25 GMT
Subject: {ASSM} {Pirate} (RP) "A Pirate's Wench (The Cabin Boy)" (tg) {Prose1222}
Date: Wed,  9 Jul 2003 05:10:05 -0400
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This story was reposted to ASSM for the "Summer 2003 Pirate Challenge".

The former headers were:

From: PROSE1222 <PROSE1222@prodigy.net>
Subject: new tg: -- The Pirate's Wench
Date: 1997/05/07
Message-ID: <3370FF23.7EDD@prodigy.net>
Newsgroups: alt.sex.stories.tg



A Pirate's Wench (The Cabin Boy)


It was the summer of 1594.  Peter McNabb had signed on as
the cabin boy aboard the H.M.S. Mariana.  His duties were to
bring the captain his meals and take care of the captain's
quarters.  It was generally the first post a young lad takes on
a ship and it is where he begins to learn to be a sailor.  Peter
looked forward to the adventure of going to sea and learning all
there was to sailing.  He had hoped to follow in his father's
footsteps.  His father had been a seaman most of his life and
when he would return home he always had tales of adventure to
fascinate Peter and get him to dream about being on the sea
himself.  The tales of exotic islands and bold adventures in
combat and buried treasures.  What boy wouldn't be fascinated by
all these?  Peter knew his life was about to change forever, but
he had no idea in what ways the changes were going to take place.

Peter had tried to sign up several times, but had always been
turned away.  Nobody would take him on as they thought he was
just too small to be of any use.  Peter was thirteen years old
and granted he was probably a good head shorter, as well as
thinner and weaker than other boys his age and much fairer
skinned as well.  His curly brown hair had never seen a razor in
all his years.  Still, he would not give up his dream of going
to sea in spite of the teasing he would have to endure with each
rejection.  More often than not he would be told that he looked
more like a girl than a boy and that girls were not aloud aboard
ships as they only brought bad luck.  The men knew that it was
hard on a man being out to sea.  They would go for three or four
months at a time and through out the time they would be deprived
of being with a woman.  It was common knowledge that if a woman
were allowed on a ship that it would cause tension and jealousy
amongst the crew and this would cause fights and even murder
aboard.  It was Peter's misfortune to be born such a pretty boy
that he would be thought of by most of the captains and crew to
be a female and thus bring about the same bad luck.  Peter never
gave up trying.  He would approach every ship that sailed into
the harbor and try to sign onto the crew.  He finally found a
captain willing to give him a chance and take him on as a cabin
boy.

Captain Jeremiah H. Melanson was a big burly man.  He stood
about six foot five inches tall and weighed about two hundred
forty pounds.  He was all muscle and had broad shoulders.  The
entire crew looked up to him and feared him as well.  He had
been a sailor since the age of eleven.  He had traveled the
entire seven seas over his thirty year career.  Now he was going
to take a chance on young Peter when no other captain would.  He
saw the desire in the young boy and decided to take a chance on
him.  He also did not put much stock in the old sayings about
women on board a ship. He knew that if the captain was strong
enough the crew would obey orders and keep their own petty
jealousies to themselves and not let them disrupt the sailing or
mission of their ship. Jeremiah Melanson was just such a
captain. He did however have a humorous side to him and decided
to put Peter's desire and determination to a little test. He
told Peter that as a cabin boy he would be primarily doing what
on land would be woman's work and since it was obvious to all
that Peter looked more like a woman than a man that if he wanted
the job he would have to dress as a woman while they were out to
sea.



Peter backed away from him and questioned him about it. He
was very confused and thought the captain could not be serious
about having him live on board ship as a woman. He reaffirmed
to the captain that he was really a boy, but said it was more
important for him to get the opportunity to become a sailor that
he would wear a dress if the captain required it of him. The
captain let forth a loud burst of laughter and assured him the
job was his. He was told to go inform his mother and to return
with his gear as they would set sail on the evening tide. He
ran home excited to quickly gather his clothes and to bid a
tearful farewell to his mother. He returned to the ship and
reported to the captain to be given his berth and instructions.

Since he was to be at the captain's beck and call his berth was
in an adjacent cabin that he would share with the first mate and
the ship's cook. He was introduced to his cabin mates and
showed where to stow his gear. The two men looked at the young
boy and questioned the captain as to why he had signed on a girl
for the voyage. The captain roared in laughter as he told them
what he had threatened to do to the boy as a condition of his
employment, but assured them he was indeed a boy. They laughed
and took the boy along with them into the town to get some last
minute supplies and while in town they decided to have a few
drinks and a last fling with some wenches. They teased the boy
about getting him a girl and making a man of him, but the boy
refused. When they were done having their sex, they decided to
get the women to help them play a joke on the boy. The boy was
brought into the women and as one tried to seduce him the other
was stealing his clothes and replacing them with some of her
daughter's clothing. The boy could not achieve an erection and
the women laughed at him and said he was more of a girl and that
maybe he should be with men instead of them.

He was so embarrassed he began to cry and all he wanted to do
was get dressed and get out of there, but search as he could his
clothes were not there, only the clothes of a teenage girl. The
women laughed all the harder and told him he was going to have
to return to the ship in a dress and he would end up as the
captain's wench rather than a cabin boy. They don't know how
right they were. Peter reluctantly put on the petticoats, the
dress and shoes, but refused when they tried to add a bit of
rouge and powder or style his hair. He ran downstairs and found
a laughing first mate and cook. "My won't the captain be glad
to have such a lovely wench on board instead of a cabin boy!"

Peter blushed and tried to persuade them to stop and let him
buy some male clothing to return to the ship in. They refused
saying they would be late for the tide and that the captain
would have their heads if he missed putting out to sea. They
gathered up their supplies and began their walk to the ship.

The wenches that had stolen Peter's clothes also went along with
them and brought several more changes of female clothing which
they presented to Peter at the ship. "These are for you, my
pretty maiden. You must have a change of clothes to please the
captain. You cannot wear the same clothes for the entire
voyage. The captain's wench has a certain standard to uphold in
her station aboard. She represents the captain and will be seen
with him whenever they get to shore. Be a faithful and good
wench, my dear, and I am sure you will be well rewarded in your
service. Gentlemen, we bid you fair sailing and charge you to
keep our girl safe until your return to this port."

With that they kissed them and turned back toward the tavern
in which they worked. Peter was told to gather up the clothing
they had been kind enough to supply him and they boarded the
ship. They took him straight to the captain's quarters to show
him the way the women had dressed him and tell him about their
time on shore and report that all the supplies had been
purchased and stowed aboard. The captain laughed at Peter's
plight and ordered him to remain as he was and to help the cook
prepare the evening meal for the crew and then he went topside
and prepared to get underway. The cook immediately put Peter to
work in the galley pealing potatoes and carrots. When he would
want him to do something he would not refer to him as Peter or
boy. No, he would call him wench or girl. Peter tried to get
him to address him in a more masculine manner, but it was of no
use the cook said as long as he was dressed as a wench, and
acted more like a wench than a boy, that he would be treated and
called as a wench. The ship was well out to sea when the
evening meal was ready to serve. Peter was given a tray and
sent in to serve the captain.



The captain was busy going over several maps and plotting the
ship's course. Peter set the tray on the captain's table and
proceeded to pour the captain a mug of ale. Once the table had
been set he asked the captain if he could finally return to his
cabin and change into his male clothing . The captain did not
answer him. He just looked the young lad over and smiled. He
told the boy to sit and then asked the boy to describe what took
place in the town to learn the turn of events from the boy's
perspective. As the boy recounted the day's events, the captain
studied the boy's movements and appearance. Peter recounted how
the first mate and the cook had forced him to go into the women
and how the women had forced him to remove his clothes. He then
related how the women laughed at him when his penis would not
get larger for them and how they had teased him and told him he
should be a girl since he were useless as a man and made him
dress in the clothes he had on. He also told the captain how
they gave him some more dresses on the dock and told him to be a
good wench and serve the captain well. As Peter's tale came to
an end he again asked the captain for permission to return to
his cabin and dress as a male once more. The captain then told
him to bring both his male clothing as well as the new clothes
he had been given and return to the captain's cabin and that
then they would discuss the way he was to dress.

Peter was not sure what the captain had in mind, but he knew
better than to disobey him. He hurried to gather his male and
female clothes and return to the captain. The captain had him
place both sets of clothing on the bed and told Peter to stand
in the middle of the floor. He walked around the confused lad
and then had him undress. He again walked around him looking
him up and down. The boy was frail and white, his penis almost
nonexistent, but it was a penis nonetheless. The captain
reached out and touched Peter's hair and fluffed it about a bit.
He then had Peter dress as a boy and again looked him over. "I
have made up my mind," bellowed the captain. "It is quite
obvious that the women were right about you when they declared
that you seem to be more of a girl than a man. I have looked at
you in every way to try to judge you as best as I could and
aside from the weak excuse of genitalia there stands nothing
before me that I deem to be a male about you. Therefore you
shall serve me as my wench and at our next port of call I shall
hire on a new cabin boy. You shall remain a wench and serve as
my mistress until there is a way to see that you are not a woman
either in your actions or your body changes. You are weak and
easily prodded into the female dress and role. Fear not, you
shall still receive a lesson in sailing a ship before we return
to our home port, but you will not serve on my crew. You will
serve only me as my wench and concubine. Now take off those
clothes and throw all your male clothing out the window and into
the sea. Your dresses you may hang in my closet and you shall
sleep in my bed. I shall see that you have some finer clothes
when we reach our next port and that you are taught to present
yourself in the manner befitting a proper young lady. You shall
no longer be called Peter as long as you remain in the female
role. Do you have a preference of choice in a new name more
fitting to your role as my wench? If you do not then I will
make the choice and declare your name to be Elizabeth after our
sovereign queen. Now Elizabeth it is time for you to learn the
duties of being the captain's wench."

Peter dropped to his knees pleading with the captain not to
degrade him this way. His tears fell like a heavy rain.

"Captain, please do not shame me in this way. I will work hard.
I will do whatever you say, but please I beg of you do not make
into your wench."

"It is for your own good, Elizabeth. Look at you! Would a
man grovel and cry upon his knees? Wouldn't he fight before
giving in to such a thing? Yet you sit here at my feet crying
like a woman. You lack the courage of a man and you do not even
attempt to defy those that would do this to you. Had you
returned to the ship naked, I would have considered keeping you
as a cabin boy. You submitted to the women without so much as a
struggle. It was not the first mate and the cook playing a
joke. No it was what was inside you. Do you not see how much
like a female you truly are? No, my decision is made. You
shall share my cabin and be my wench. Now stop this incessant
whining and rid yourself of those male clothes and get yourself
dressed properly for me."

Peter sadly obeyed the captain and even threw his male
clothing into the sea. he dressed in the clothes he had worn
back to the ship and set about placing the other female clothes
in the wardrobe and drawers. He was in deep thought as he
pondered the words the captain had spoken to him. He could not
deny that he had not acted at any time as a true man would. He
had somehow thought that going off to sea might make a real man
of himself, but now he must face the facts, and live as a woman.
His emotions were drained as he considered all that might
entail. He was flushed with embarrassment, as he considered the
humiliation he would suffer from the crew and the degradation of
serving as a wench. He was old enough to know what that would
mean. He was not simply a servant to keep the house clean and
do the laundry. He knew that some of his new duties would be to
keep the captain satisfied sexually. He dreaded that as he had
never had any experience with a woman and had no idea what to do
or how to do it. The only time he came in any contact with
women in a sexual way was what little had taken place just prior
to finding himself in a dress. They had touched his genitalia
and tried to stretch it, but when there was no reaction from it,
they gave up and the dressing began. He was going to have to
rely on the captain to teach him what he should have to do and
knew that when they pulled into any port the captain was going
to hire some women to train him in the art of being female.

The captain continued to try to get his attention and finally
had to shake him to get him out of the bewilderment he was in.

He was ordered to remove the supper dishes and take them back to
the galley and to help with the washing. He was then told to
return and spend the rest of the night in the captain's bed.

The captain was easy on the lad that first night. He took
delight in showing him what a real man's genitalia looked like.

He let him touch it and admire it but nothing but his hands had
to touch it that night. The captain knew there would be plenty
of time and that treating a woman gently was far more
pleasurable than simply doing her and falling asleep. He had
learned from his wife that a woman can be a valuable companion
as well as an outlet for his sexual needs. He only had to treat
her gently and gain her trust and confidence and all else would
become wonderful. This even worked with a common street wench.

It was his gentle strength that drew the admiration from his
crew as well. They knew that if he were to lose his temper it
would be for a just cause and that they would always be treated
fairly. They knew that his wrath was something to be feared as
they had seen it on several occasions, and none cared to be the
one to cross him. He ruled his ship with fear and justice and
the crew served him willingly and gave all they had to give.



They were pirates on the Spanish main. Their mission was to
disrupt the Spanish fleet and their pay would be all the Spanish
gold they could capture. They had seen many a battle, but they
were more than able for the task. They had never as much as
lost one man nor was the ship ever damaged in battle. They had
fought with Lord Charles Howard's fleet in the battles against
the Spanish Armada just six years prior and now were tasked with
continuing to establish England as the ruler of the sea and the
new world. They were renowned amongst their peers and feared
upon the sea. They would be on the sea for six months before
seeing land and ports on the coast of South America, but they
would see battle before then on more than one occasion. In the
meantime they worked the ship kept the powder dry and ready and
the guns cleaned and oiled.

Each new day Peter too would have his duties to perform. He
was responsible for all of the captain's meals, and the tidiness
of his cabin. He had to learn to sew to tend the captain's
mending. Each night he would be at the captain's side in his
bed and soon learned what it meant to be the captain's wench.

What bothered him about it the most was that he seemed to enjoy
his new role. He knew he shouldn't, but he found it enjoyable
to belong to someone and to be treated the way the captain
treated him. In several weeks he had grown far more comfortable
in his role as a woman than he ever had in his thirteen years as
a boy. The captain too was pleased with him as a woman. Peter
felt loved for the first time in his young life.



Elizabeth as he finally got used to being called would often
stroll upon the deck and the crew eyed her and envied the
captain as they often wished they had a wench to satisfy their
needs rather than their hands. Elizabeth was actually quite
pretty and the captain had hoped to buy her some clothes to help
her show off her beauty all the more. But until such time as
they reached a port or raided a merchant ship, she would have to
make do with the clothing given her by the maidens at the
tavern. They were not fancy but they were a bit more revealing
than a proper maiden would wear. They certainly advertised her
place as a wench. Peter in many ways was thankful and at the
same time a bit disappointed that he did not have the bosom of a
true female as he knows how much attention would be drawn to
them, but he desired that attention at least from the captain.

He wanted to please him at all cost and if he could grow breasts
he would have to give him that pleasure.



The captain had gone slowly with Peter as he taught him to
fulfill the female role in their cabin. The first few nights it
was just his hands that were used to explore the captain's
muscular body and the captain showed Peter affection in return
as he held the lad close to him in a warm embrace. They each
slipped into bed naked so Peter could get used to a body laying
next to his through the night. On the third night out the
captain pulled Peter into an embrace and as he drew him close to
his body, leaned down and kissed him on the lips. That night
Peter's lips and earlobes felt the warmth of the captain's lips
and the tickle of his tongue. Peter's own lips paid homage to
the captain's cock as he kissed it for the first time, yet
nothing more. It was several more days before the lips would
open to receive the penis into the mouth. That night he
realized what happens to a man as he reached a climax. The
captain spewed a heavy load of white cream into Peter's mouth.

The lad gagged at first but tried after finding the taste sweet
more than salty to gather and swallow as much as he could. He
knew the captain was pleased and that he would try to satisfy
the captain every night in this way. It wasn't until a week or
two later that he discovered that he had another spot that the
captain would enjoy putting his penis into. The first time was
very painful and Peter wondered if the pain would ever go away.

It did as the lubrication of cream and blood mixed and the pain
began to subside and Peter was feeling a satisfaction himself
inside as the warm cock filled him deep into his bowels. Each
time after that became easier and more pleasurable. He was now
fully the captain's woman and the captain wanted for nothing
from his wench.

They had been on the sea about two months when they came upon
their first merchant ship. Elizabeth was ordered to remain in
the cabin until the battle was over. The merchant ship knowing
she was out gunned surrendered without firing a shot. On board
was a wealth of gold and jewels as well as a mother and her
daughter returning to Spain. Their clothes were fancy and grand
made of satin and lace. The captain took all the daughter's
clothes as a gift for his wench. Then after a bit of thought
decided that the mother and daughter should be brought aboard
his ship and kept for a time to help Elizabeth learn more about
being a woman in dress and deportment. He wanted to be able to
present him in any town as a lady and not a lowly wench. The
ladies had no choice. They surrendered themselves and their
belongings to the captain. The crew of the merchant ship were
made prisoners in their own brig until the captain could decide
what was to be done to them. He said that if the ladies
cooperated and performed well that they would be set free and
allowed to go on their way without cargo or guns. The ladies
initially thought Peter was truly a woman at first until the
truth was made known to them and they were asked to give him
lessons on being a woman. They laughed and made fun of him, but
they did teach him how to wear the clothes properly and to add
powder, rouge and lipstick to enhance his appearance. He was
taught to style his hair and to brush it and then braid it each
night to keep it looking nice at all times. He learned to
conduct himself as a lady and not a whore as they had called
him. Peter learned his lessons well and in only a few days was
dressing and conducting himself as a woman of excellence, yet in
the captains cabin and bed he was still a wanton wench desiring
to please all of the captain's needs. The mother and daughter
were given to the crew to use for two nights before returning
them to the merchant ship and releasing their crew. The captain
thanked the ladies and let the crew of the merchant ship know in
no uncertain terms that these ladies were fully responsible for
the sparing of their lives.

Elizabeth quickly adjusted to her new wardrobe and lifestyle
and she was adorned with jewels with each new conquest. Finally
they came to a neutral port and set in for some supplies and
liberties. The captain took Elizabeth ashore with him to visit
the colonial governor and his family. It seems they were old
friends from past visits to this island. He introduced
Elizabeth as his new mistress and confidant. Elizabeth was
welcomed and taken by the governor's wife to freshen up and
given a warm bath to wash away the months of sea water she had
been through. It was during this bath that she became aware of
the pretty young girl's true identity and she laughed as Peter
told her his story and confided in her his love for the captain.
She kept his secret from the governor and helped the lad
further develop his disguise and deportment. The captain and
his crew remained in port for about a week before returning to
the sea. True to his word the captain did take on a new cabin
boy. Elizabeth, however, was not abandoned and she was elated
when the cabin boy was told that he would be her assistant and
would serve all her meals as well as the captain's. Elizabeth
took on more of a wifely role and remained at the captain's side
throughout the entire voyage happy and content to be the
captain's wench.

-- 
Pursuant to the Berne Convention, this work is copyright with all rights
reserved by its author unless explicitly indicated.
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