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Subject: {ASSM} "Her Cabin Boy" M/F, Bondage, Femdom (3/21)
Date: Mon, 28 Apr 2003 21:10:07 -0400
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<1st attachment, "HerCabinBoy03.txt" begin>
This story is copyrighted by me, Shon Richards. Please don't
plunder it for your own pleasure.
I wrote this story a few years ago and even though I know I can
write better, I think it has a certain charm. This is the first
part of a FINISHED novella that involves a male sub, one
eccentric female Captain and a ship full of sexually adventurous
women. Yes, it's that kind of story. There's bondage,
domination, spanking, oral sex, anal sex, orgies, pirate lingerie
and even a little romance. What there isn't any of are
pedophilia, nonconsensual sex, and anything involving former
food.
Big thanks to Souvie and Pami who always had an interest in
this story and bugged me to post it. Big thanks to Alexis who
told me I could do better. A big thanks to all the Thigh Vs.
Thigh fans who let me know that funny erotica had an audience. I
hope this story entertains them as much as Amy and Bethany did.
I am also currently storing this story at
http://www.asstr-mirror.org/files/Authors/ShonRichards/ where you can
find every part up to now.
I happily read any e-mail sent me and even manage to respond
promptly.
"Her Cabin Boy"
Part 3
Dr. Allston had called for a lovely blonde to escort me to my
quarters. I didn't have time to catch her name because she was
soon informing me of my restrictions aboard the ship. I was
assured that I would have different privileges once the Captain
had approved of them, but it didn't cause me to relax. There was
a common bathroom; two doors down from my quarters, and the
blonde threatened me with vague dooms if I wondered any farther
down the hall. Dinner would be served to me, further limiting my
freedom aboard the ship.
If it wasn't for the fact that the blonde was tanned, about
five feet seven and possessing a husky voice, I might have been
worried about my captivity. It also didn't hurt that she was
wearing tight black shorts and a white cotton shirt that clung to
her body like a second skin. It's very hard to be intimidated by
someone when you know the exact location of her nipples, as well
as knowing that there was a slight tear in the right cup of her
white bra. Maybe that's why the Captain had all her women
dressed as rejects from a pirate porno movie, to keep any of them
from feeling confidant enough to challenge her.
Nah, she's probably just a pervert.
I spent my first night aboard Captain Drake's ship in my very
own quarters. That's not as luxurious as it sounds. My room was
maybe eight feet across, and that wide. Somehow they crammed a
hammock in there, probably to make room for the footlocker
underneath it. The footlocker contained nothing but I figured it
was for my new clothes, if I ever got them. There was another
door to my quarters but it was locked. It made me a bit uneasy
when I realized it was locked from the other side. I checked the
door that opened into the hallway, and was relieved to find it
locks from the inside. It was as bare as a cell, but at least it
wasn't going to be my prison.
A rather harried looking brunette served dinner. After being
alone for five hours, I would have talked her to death but her
appearance discouraged that. For one thing she was topless, and
it's hard to hold a normal conversation with something as stacked
as she was. Second, she had the words 'Drudge Duty' written
across the top of her head in red letters. Third, except for her
tight black shorts, every part of her tanned body was covered in
some sort of grime. I recognized flour; ordinary dirt and I
could be wrong, some chocolate sauce on various locations of her
body. Instead of wearing a bandana like everyone else, her long
hair was loose and hanging past her shoulders. That must have
been inconvenient and I could already see various knots and
tangles. It was pretty easy to figure out that this girl was
doing some sort of punishment duty. The scowl on her face kept
my mouth shut.
Surprisingly, dinner consisted of a beef stew with plenty of
meat and vegetables. I think I was expecting oysters or maybe
some sort of vegetarian platter. How the hell did these ladies
stay in such great shape eating stuff like this? I decided that
I didn't care. I was too hungry. Thankfully, the girl had also
brought me two pitchers of water to wash the meal down. It was
difficult to eat in a room with no furniture, but I placed my
plate on the footlocker and did my best. It was even more
difficult to not watch the pitchers constantly. The rocking of
the ship had me terrified that they would fall over.
As you can tell, I was dreadfully bored if falling pitchers
kept me occupied.
I got to bed early and enjoyed a rather restful night in my new
hammock. It didn't take me nearly as long as I thought to get
used to being suspended in the air, and I rather enjoyed the
gentle rocking motion. I would have easily slept till noon if it
weren't for the rather loud banging on my door at eight in the
morning.
"Get up you lazy scurvy dog!" a voice yelled from outside. I
nearly fell out of the hammock; finding out that leaving a
hammock was much harder than getting into one. Running to the
door, I came face to face with my employer once again.
Captain Drake was wearing a far different outfit from the one
she was wearing last time. She was wearing a tight white ruffled
shirt that came off her shoulders. The top half of the shirt
didn't really start until about halfway up her breasts. Her
nipples were visible through the sheer whit material, and I
wondered if that was going to be standard for the rest of the
crew. The shirt covered her arms, ending in feminine black
studded gloves.
She was wearing very short pair of black shorts that looked
painstakingly torn at the edges. These shorts only came down
halfway her lovely pale thighs. The majority of her legs were
covered in black shiny boots that came up just shy of knee. The
heel appeared to be four inches at least, but Captain Drake
didn't bother with a point on her heel. She was much more
sensible, both of her heels were wide and gave her plenty of
support while she towered over her crew.
The accessories really caught my eye. She had a scabbard tied
around her waist and her hand always rested on the jeweled hilt
of her rapier. A red wide- brimmed hat held her long red hair
back, exposing her forehead in a sexy, almost tomboyish manner.
A large gold hoop earring hung from her right ear and she tilted
her head towards me so I had to notice it. A black velvet choker
encased her neck, adorned with a silver skull on her throat.
"Well, do I look the part of a Captain about to engage in
debauchery on the High Seas?" she asked.
"Yes," I said simply. I didn't know what else to say. She
looked like she would win first prize at a Halloween costume and
she was certainly extremely sexy. I just didn't know how
seriously I could take going through a whole voyage with her.
How was I going to keep from laughing?
Captain Drake's gray eyes darkened, and she said "Turn around
please, Mr. Rosen. Remove your pants."
I did as she said, thinking she wanted to inspect me again. It
was easier to pull my pants down this time since I wasn't looking
at her. Almost immediately I felt her hand lash down and deliver
a barehanded slap onto my ass. I was stunned, both by the
unexpectedness of the blow, and by how powerful it was. My
underwear gave me little protection against her leather-clad
hands. I felt that blow, and my cheeks were stinging beneath. Of
course I cried out.
"That was your first lesson, William," Captain Drake said.
"Always address me by my title of 'Captain', or you shall have a
very difficult voyage. Leave your pants off today as a reminder
of your disobedience. Am I understood?"
"Yes, Captain," I said. Now that I had my pants off and my ass
was burning, I found it much easier to not laugh at my employer.
"Very good then," she said. "Let us go to my quarters, and
I'll instruct you on your duties. Then we can tour the ship and
give it a good inspection."
"You've already seen your room, and today we'll equip you with
your wardrobe. We don't have much of a dress code here, although
you will find it easier the less you wear. That way you don't
have to track down your clothes at the end of the day when you've
been forced to strip."
"What is the other door for, Captain?" I asked.
"That leads into my quarters and it is only lockable from my
side," she answered. "It'll be rare that I'll lock the door. I
prefer to have you ready to assist me as soon as I call. Be sure
you are prompt when I do call, or I'll have you sleeping at the
foot of my bed."
"Yes, Captain," I answered. Something told me she wasn't
kidding.
My thoughts of her sanity were replaced with sheer awe when she
revealed her room by going through the doors in the hallway. It
was huge, easily forty square feet. The far wall was completely
made of windows, and I could see out onto the ocean's horizon.
Heavy red curtains hung on the wall yet I had a feeling that
Captain Drake rarely ever closed them. That certainly didn't
seem her style.
Paintings hung on the other walls. A quick glance saw that
they were all actual paintings and not just posters or prints.
The art style was interesting though. They were all in the same
bold colors and subject matters of cheap romance novels. Tall
muscle men with long blond hair and swooning damsels with
enormous breasts were depicted in every painting. What made
these paintings unique was that no romance novel cover was ever
this pornographic. On romance covers, no man ever dipped the
damsel so that he could stick his cock between her legs. There
were also nipples, cum shots and bite marks depicted, which made
my underwear very tight.
There was plenty of furniture, almost every kind you can
imagine, and all of it appeared to be in gothic style wood.
Chairs were everywhere and all of them had manacles on the legs
and arms. Three huge wardrobes dominated one wall. They were
large enough to clothe a small army or one wealthy psycho woman.
A large desk was in the corner with a suspicious rug and chains
underneath where the legs went. A dinning table was toward the
center of the room and it had seats for eight. Like the desk, it
too had a large number of chains and collars underneath it. I
had the feeling that Captain Drake kept her servants very close
on hand, or leg as the case may be.
A good ten feet from the windows was the true center of the
room: the bed. Four-posters with an impressive red canopy, the
bed could easily accommodate eight people if it had to. The
frame was very solid and was decorated with various metal hooks
and rings. The pillows faced the window. I envied Captain Drake
for having such an impressive view to wake up to every morning.
The sheets were satin, which did not surprise me in the least. A
chest was open at the foot of the bed with sextoys and chains
spilling out of it.
My legs shifted uncomfortably as I thought about the hedonistic
acts that must have occurred in this room. It was hard enough
trying to appear calm with my erection so obvious in my
underwear. I swore to myself to never forget to call her Captain
again. The embarrassment was just too much to bear.
"Let me explain your duties, William," Captain Drake said as
she sat in a regal looking armchair. "In the morning you will be
awaken by the servant girl who will bring your breakfast. You'll
have twenty minutes to wake up and eat. Then you may use the
shower in the common bathroom down the hall so that you can clean
up."
"The common showers, Captain?" I said. "I looked at them last
night, and there's no stalls or anything. Are we the only ones
who uses them?"
She laughed and said "Of course not! I have my own private
bath and shower. You and the rest of the crew will just learn to
share. Be warned though. You're the only man on this ship and I
will not tolerate you having sex with the other crew. You're my
status symbol and a constant reminder of my power. Maybe they
can fuck you with my permission, but never without. If any one
of those sluts approaches you for sex, report them and you will
be rewarded. Disobey me and you'll be severely punished."
She said it so casually. It wasn't the casual manner of one
appearing to intimidate, but the manner of one who was stating
the facts. In fact it was almost as if she was daring me,
curious if I was smart enough to elude her. She didn't have to
worry. The only one planning head games in this room was she.
Captain Drake played with her earring for a minute, twirling it
in her gloved fingers. We waited each other out.
"You'll have an hour total to prepare for your day," she
continued, apparently satisfied with me. "Then you'll come in
here and wake me up. There's no telling what I'll have you do
when I first wake up but I suggest you obey me. Most likely I'll
have you dispose of whoever was entertaining me last night. Once
I have awakened, had my breakfast and taken my shower, then your
duties begin in earnest."
The next hour was spent on my duties. It came as a relief to
discover that my role wasn't completely as a sex slave to this
woman. My chores included polishing her dozens of various
leather articles of clothing, cleaning the windows to her
bedroom, and general dusting duties of the room. I also was
responsible for the maintenance of her chains, leather bonds and
sex toys. Keeping her toys stocked with fresh batteries was
perhaps my most important job.
I had no idea how to clean a chain or fix a vibrator motor
before I started working for Captain Drake, but after two hours,
I knew enough to open a hardware store. I had to give her
credit; she wasn't a wimpy rich snob who didn't know how to get
her hands dirty. She personally taught everything I learned. It
was weird sometimes receiving instructions on cleaning from a
woman who was carrying a sword and had her breasts an inch away
from falling out. As weird as it was my erection never went
away.
"I have almost forgotten about your clothes," she said as she
snapped my underwear band. My face turned red, but I didn't
protest. I was just glad to be finally getting some clothes on.
Captain Drake went to a chest that was sitting by her door, and
tossed me some clothes. It consisted of a loose red and white
striped shirt, a pair of black shoes and a bandana. That was it.
No underwear or pants to speak off. When I didn't get dressed
right away, Captain Drake fixed me a meaningful glare and
fingered the pommel of her sword. I got the hint and slipped on
the shoes and shirt.
"Place the bandana on your head, like this," she offered as she
adjusted herself. Captain Drake came really close to me at this
point and I could smell the salt of the sea on her hair. This
close to me, I found myself stuck on where to look at her. The
valley of her cleavage was so blatant and arousing, I couldn't
bear to look down. Her face on the other hand was just as sexy
with her wet scarlet red lips and bright gray eyes. No matter
where I looked my erection just kept growing.
"Fuck me for a horny slut, but I can't wait any longer,"
Captain Drake said, echoing the thoughts in my own mind. She
reached down, and held my underwear with one hand. With her free
hand, she drew her sword; the rapier making a hissing noise as it
left the scabbard. I closed my eyes involuntarily as the sword
came down and then breathed a sigh of relief as she sliced my
underwear open at the waistband. The remains of my underwear
fell to the ground, landing at her black boots.
Deftly, she stepped behind me, sheathing her sword at the same
time. Grabbing my wrists in her gloves, she held my hands behind
my back as she snapped on the handcuffs that she had just taught
me to clean. My hands behind my back and my underwear in shreds
on the floor, I felt a panic attack as a sense of helplessness
came over me. How well did I know this woman, and could I trust
her?
I heard the sound of her shorts and scabbard joining my
underwear on the floor, and I decided I didn't care. She stepped
in front of me, her ass nude and inviting as she walked away to
the bed. She sat down and spread her long legs, keeping her
boot-clad feet squarely on the floor. I could see right between
her legs and at her nicely trimmed public hair. Her hair was
shaven into small V-shape of hair, and I was relieved that this
crazy woman didn't have it in the shape of a skull or something
else equally ludicrous.
I started to move toward her, and she held up her hand.
"No, no, my dear cabin boy," Captain Drake said. "Approach me
on your knees, or approach me not at all."
"Captain?" I said, my voice almost slipping into a whine.
"Do as I say, or else I'll just masturbate and make you watch,"
she threatened, and her hand dipped down between her legs.
Stunned by how easily she was able to touch herself with me in
to room, I almost just stood there. It took me a second to clear
my head and I reluctantly fell to my knees. She laughed at me,
and I felt my face flush further with embarrassment. Now that I
was on my knees, there was no going back. I began the long crawl
to her, my journey made awkward by my hands behind my back. My
cock swung heavily between my legs, bouncing with my need and
from my humiliating crawling.
Somehow I made it to her, and as I tried to rise, she placed
one of her boots on my shoulder. Her boot forced me back down to
a kneeling position. I looked at her, and she was shaking her
head mockingly.
"Not so fast, my cabin boy. You haven't swabbed the decks
yet," she said.
Swabbed the decks? What was that, some kinky new word for oral
sex? I looked at her confused, and she simply smiled that
infuriating smile at me.
"Clean my boots, Cabin Boy, with your tongue, and then we can
play," she said.
I looked at her, torn between being offended and being aroused.
Licking her boots? I couldn't even imagine that level of
humiliation. I imagined how I looked already, with my hands
bound and my cock waggling between my legs. There was no way I
was going to add to that degradation!
But, my willpower weakened as I knelt between Captain Drake's
open legs. There her pussy was, literally a boot away from my
face. The sunlight reflected off of the little bit of moisture
that was leaking from her sex. Even when I tried not to look at
her aroused pussy, my eyes kept seeing her explicit paintings
around the room. There was no denying how turned on I was and
there was also no denying that she possessed the wealth needed to
pay my salary.
Closing my eyes, I slowly bent my head, and extended my tongue.
The leather tasted like salt but I licked a few inches anyway.
I didn't know how much licking Captain Drake expected of me but I
continued anyway. Her other boot was planted firmly on my chest,
holding me back while I licked her other boot. Pinned by her
heel, the only way I could reach certain spots of the boot I was
licking was by extending my neck, and sometimes reaching far out
with my tongue. Sometimes she would laugh at me as I tried to
reach her boot, and the shame I would feel would just be
terrible. I felt so degraded, and yet I didn't care if it meant
I would be able to fuck that pretty pussy again.
When her boot was shiny from my licking, she released her other
boot from my chest. I was relieved when she placed both boots
back on the floor. To my embarrassment, my cock was still as
large as ever. It was a reminder that no matter how degraded I
felt, she still turned me on. I hated her for it and yet, I
still wanted her.
"Not bad for your first time, my pretty cabin boy," she said,
and a small piece of my shame faded. She called me pretty? That
wasn't something I was used to hearing from a woman.
"Now, I wanted you to bring that mouth over here," she said,
taping her sex with her gloved finger.
I nearly stumbled as I crawled between her legs on my knees.
She laughed again, but I ignored her as I dived between her
thighs. The soreness of my tongue was forgotten as I clove her
pussy lips with my tongue. The salt of her boots was replaced
with the salt of her juices flowing onto my chin. God, she was
so wet! I felt a surge of pride to know it was for me. My
tongue found new life as it lapped at the never-ending wetness
that was pouring from her sex.
"Oh, yes!" Captain Drake growled, and her gloved hands grabbed
the hair on my head. Tangling my hair in her fingers, she pulled
me deeper between her legs. The boots were still firmly on the
ground and I realized my captain had more self-control than I
ever would.
My tongue found her clit easily. It was very engorged.
Stroking her clit with my tongue, Captain Drake shivered and dug
her fingers tighter into my hair. This was my revenge, for as I
sucked her clit between my lips, I would flick it savagely. Her
moans escalated as I bit lightly on her clit. When I could tell
her breathing was getting too fast, I released her clit from my
lips, and began licking her pussy with wide strokes of my tongue.
This time I was laughing, as Captain Drake moaned her
frustration at how I cheated her orgasm.
"You did that on purpose," I heard her say, without any
resentment. "I'll just have to find a chore for you that you
can't cheat so easily. Stand up!"
I did as she said and she removed something small from her
nightstand. It was a small leather ring, which she then slid
onto my cock. She wrapped it down onto my base, right where my
cock emerged from my balls. My cock throbbed in her gloved hands
and she snapped the ring tight, very tight around my cock.
"There you go. Now you are ready to serve me," Captain Drake
said as she grabbed a handful of my shirt collar. She pulled me
down onto her, and slid my cock right into her treasured love
chest. With my hands tied behind my back, there was no way to
support myself so my upper body simply collapsed on top of
Captain Drake. My Captain grabbed a few pillows and placed them
under herself, which at least gave us an angle to work with.
I was still trying to find a way to be comfortable when I felt
her hand slap down on my ass. "Fuck me Cabin Boy!" she
commanded.
Her slap made me jump but her command made me move. As awkward
as my body was, I made the most of my hip motion. My cock
plunged into her pussy, sinking deeply into her liquid heat.
Pulling out was harder but somehow my hips managed to pull back
enough to allow myself a decent thrust back into her. It was
difficult work but it was also fun. Squirming on top of my
captain, I could feel her breasts pressing against her shirt as
they pressed against me. Her hands were firmly on my ass and
pushing me to fuck her harder.
It was when she started spanking my ass with her leather-gloved
hands that I got pissed. My hands were bound and my mouth was
sore, and she still wanted more from me! Angry, humiliated and
frustrated, I gave her all I had. My hips crashed into her hips.
I pumped as fast as I could into her pussy. Her moans turned to
grunts as the force of my cock rammed her. With my thrusts, I
spanked her pussy as hard as she had spanked my ass. It was
petty of me, but it made me feel good to replace her knowing
smile with groans of shock.
Watching her lips part and cry out, I felt my cock begin to
surge with cum. I pumped faster as my orgasm approached, but
something strange happened. The familiar tension I felt when I
was about to ejaculate stopped, and stayed at the same level.
Still thrusting away at my Captain furiously, I soon figured out
the source of my problem. It was the damn ring around my cock!
Somehow it was too tight to allow my cum to travel up my cock.
In this perpetual state of near ejaculation, the pleasure of sex
was attaining a new level that blew my mind. My cock was alive
with sensation and I could feel every tiny fold of her pussy as
it gripped me with every thrust. Faster and faster I pumped,
trying to overcome that leather ring and reach the orgasm I
deserved.
While my body was on top of Captain Drake, trying to fuck her
with no hands, her body was squirming with the approach of her
first orgasm. I felt her fingernails dig deeply into my ass,
causing me to cry out. She cried out too as I felt her hips buck
with her climax. It was amazing; I'd never felt a woman twitch
so powerfully. It was like she was being electrocuted- the way
her hips shook and undulated almost threw me from the bed.
That's why her nails were so imbedded in my buttocks; I wasn't
going anywhere but deeper.
"Oh yes!" she cried out. "Fuck me, fuck me, fuck me!" she
commanded. I obliged her, stabbing her repeatedly with my cock.
The bed was shaking with my impacts as I tried to throw myself
between her legs. From the twitching of her hips, I could tell
when she climaxed. Six orgasms I counted while I still hungered
for just one.
"You're starting to slow down, Cabin Boy," Captain Drake said.
I looked into her gray eyes and could only moan as answer. She
was so sexy, even crushed under me with her red hair spilling
from her bandana. The damn ring around my cock prevented me from
climaxing and I was ready to do anything to finally cum.
"Does my cabin Boy want to spurt all inside me?" she asked as
she rolled me onto my back.
"Yes, my Captain," I answered. My heart was racing as I lay
there. My hands were underneath me but she was climbing onto my
legs, facing me. My cock was red with lust and glistening with
her juices. Captain Drake held my cock with her gloved hands and
I thought I was going to cum right then. I didn't though, the
damn ring made sure of that.
"So you want your hard cock, in my pussy, and you want to fire
all of your cum into me?" she asked, smiling because she knew the
answer.
"Please, my Captain," I moaned. I was embarrassed by how badly
I wanted her after all she had done. Worse, my hips betrayed me
and lifted the lovely Captain slightly.
She laughed and said, "I do love a Cabin Boy who knows what he
wants." This shamed me further but then she released the snap on
the leather ring. I gasped as my cock immediately felt as it was
ready to climax. With a single fluid motion Captain Drake
mounted me, sliding my cock right up into her sex. As soon as
her bush came down on my balls, I ejaculated.
The orgasm was so fucking powerful. I sat up with the force of
it, and Captain Drake grabbed my hair and kissed me fully.
Sitting up, with this wonderful woman sitting on my cock, I shot
myself into her as I kissed those hungry lips. Lost in her
kissing, I don't think I even moved as my cock simply drained
itself of its burden. It felt like I came for an hour though I
know that at best it could only have been a few seconds.
When my cock finally began to wilt inside Captain Drake, she
broke our kiss. My hostility for this woman was gone. She had
taken me to a higher plane of sex and I was willing to follow her
through Hell if it meant repeating that magic again. Turns out,
she had other places for me to go first.
"Now that you have served your Captain," she said as she
unfastened my cuffs, "it is time you learned how to clean your
Captain." <1st attachment end>
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