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Subject: {ASSM} "Her Cabin Boy" M/F, Femdom, Spanking, Bondage (2/21)
Date: Sun, 27 Apr 2003 04:10:06 -0400
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<1st attachment, "pirates2P.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 happily read any e-mail sent me and even manage to respond promptly.
"Her Cabin Boy"
Part 2
Early in the morning I went down to the harbor, looking for my possible
future place of employment. The piece of paper Ms. Drake gave me only listed
the dock number, so I was unprepared for the splendor that was waiting for me.
Towering above me, Ms. Drake's ship was an opulent yacht, and I felt excited to
know that I had been chosen to sail upon it. It looked like a smaller version
of the 'Love Boat'. I looked for a name on the ship, and I saw that it was
called "The Saucy Wench." It was good to see that my boss had a sense of humor
about this idea.
When I walked up the ramp to get on the ship, more of the splendor aboard
was revealed to me. The ship sparkled with a crisp cleanliness. Everywhere I
looked, there were women busy doing ship stuff. Not only were they women, and
not only were they gorgeous, but they were also wearing sexy pirate outfits.
Everywhere I looked were shirts tied into bikini tops, very skimpy shorts, and
bandannas. It was like stepping on board a horny sailor's wet dream, and I had
to resist dropping to my knees and thanking God I was here.
A passing brunette noticed me gawking. She came right up to me with her
hands on her hips. I smiled at her until I noticed the very real looking sword
on her hip. Sure, she had long flowing hair, a great tan and cleavage barely
constrained by her white button-up shirt, but the way she held the hilt of her
sword had me believing she wanted to use it. The sexy looking thigh boots were
also a nice touch. It's an image I would have gladly bought at an art store had
I had seen it yesterday, but now that I was face to face with a sword-wielding
beauty, it was starting to lose it's charm.
"I think I'll give you ten seconds to realize you don't belong here," she
said, and she did a great job of being intimidating despite her cherry red
lipstick.
"Actually, I do belong here," I said as I passed her the paper Ms. Drake
gave me. "I'm the new cabin boy." After I said that lame declaration, I
realized I had lost any status I might have had on this cruise.
"Cabin boy?" she said, sighing with something I hoped wasn't
disappointment. "Take that door over there, go down the stairs, and go through
the second door on the right. Don't go anywhere else, don't talk to anybody,
and if I find you where you shouldn't be, you'll get a one-way ticket to the
water. Do I make myself clear?"
"Yes ma'am." I said as I scurried to the door. Great, it looked like I
had all the prestige of being top mattress on this ship. So much for having the
respect of the other ladies.
Of course, I followed her directions to the letter. It wasn't easy. I
had to pass by three pretty women, and one of them tried to chat with me! I
could only offer her a weak apology before running off. Who knew if the deadly
brunette was watching? Ducking into the doctor's office, I felt like I was
safe. Well, as safe as the only man aboard a ship full of beautiful women can
feel. Ms. Drake didn't lie, the entire ship was filled with gorgeous women, and
I felt a bit conspicuous.
I jumped when the door on the opposite side of the room opened. The woman
stood there as I composed myself; I could tell she wasn't too amused by my
skittish behavior. She had a very stern look on her face, which was a shame,
because she was one of the most beautiful looking black woman I had ever seen.
Standing tall, she carried a sense of nobility with competence in her manner.
Her face was sharply defined, high cheekbones resting under bright open eyes
that looked intensely at me. Her black hair was pulled back into a tight
ponytail, further highlighting the beauty of her face. The only thing that
ruined her status of Unearthly Beauty was her clothes. White hot pants that
hugged the top of her buttocks and a white tank top with a red cross over the
right nipple made her look like she was starring in a nurse porn video. The
white heels didn't help either. Still, I couldn't help but feel that I had seen
her somewhere before.
"Excuse me," I said as I tried not to laugh at the silliness of her
nurse's outfit. "I'm supposed to see the doctor today about my physical."
"Mr. Rosen, I've been expecting you," she said as she shook my hand. In
her heels she was almost as tall as I was. "I'm Dr. Allston, and I'll be doing
your examination. Please step through the back and remove all of your clothes."
Wow, if the ship doctor looks like this, I couldn't wait to meet the rest
of the crew! I was so excited by the constant parade of beauty that it didn't
register with me that she asked me to get naked until I was in the back room.
Removing my shirt was easy enough, but when I began to unzip my pants,
another lady walked in with the doctor. Instead of the sexy clothes the doctor
was wearing, this new lady was wearing less. A simple white bikini with a red
cross over the right breast was all the young blonde had on. If it wasn't for
the fact that she was small breasted, I doubt she would have been able to stay
in that small top. I was a little embarrassed to undress in front of the
doctor, but at least her superior manner was professional. This new woman
looked younger than me, and her eyes immediately dropped to my groin, definitely
not putting me at ease. Even her hair was lacking Dr. Allston's
professionalism, the blonde had hers hanging on either side of her face in a
bell cut, furthering the impression that she just got out of high school.
"Jamie is my nurse," Dr. Allston said, talking slowly as if to a child.
"You might as well get undressed in front of her because she'll be helping me
with the examination."
That reassurance didn't ease me at all. With Jamie watching my every
move, I took off my shoes and pants. Embarrassed by such constant scrutiny, I
nearly fell over when I pulled off my socks. Jamie didn't move at all while Dr.
Allston gathered the equipment she needed. What the hell was a nurse for?
Making sure I was as uncomfortable as possible?
It came time to take off my underwear, and of course, I had a huge
erection. I didn't even want to see Jamie's face as I removed my underwear as
quickly as possible. Despite my not looking at Jamie, her over dramatic sigh
told me what she thought of my manhood. I probably blushed; at least, my face
was feeling extremely hot. I was relieved when Dr. Allston approached me and
told me to sit down while she checked my blood pressure.
As I sat on the cold vinyl of the chair, I had to wonder why I needed to
be nude to check my blood pressure. I was also gripped by a terrible sense that
I had seen Dr. Allston before. I was sure that if I had meet such a beautiful
woman before I would know about it, but as I racked my memory I couldn't recall
any such moment. I kept trying though; it helped me to keep my mind off of how
cold my ass was at the moment. It also helped me not think about why Jamie was
smiling at me so much.
"You have that look like you recognize me," Dr. Allston said as she placed
a thermometer in my mouth. Knowing I couldn't answer, the lovely doctor kept
talking. "Six years ago, I was runner-up for the Ms. North Carolina pageant.
You might not remember my name, Sharletta Allston. I lost out to a blonde; big
surprise there. Captain Drake saw my performance, and noted that I had listed a
career goal of being a doctor. She offered me an outrageous amount of money to
attend school, and have plenty of luxuries, if I was willing to serve five years
as her physician. After spending a week with her and seeing the decadent
lifestyle she lived, I couldn't turn her down. Plus I think she likes having a
beauty queen as a doctor. She shows me off to her guests every chance she gets.
Not many doctors become celebrities in their practices, do they?"
"Does Ms. Drake hire all of her staff from beauty pageants?" I asked when
the thermometer was removed.
"No, she goes through the usual channels for her skilled labor, though she
does lean towards beautiful women who are open to being bisexual. She also
cruises strip bars for employees, looking for the prettiest women who would be
willing to do something a bit more sexual for much higher money. While I'm
thinking about it, it would do you good to start calling her 'Captain' whenever
you discuss our employer. Some wealthy people have unusual fetishes when it
comes to being addressed. Count yourself lucky that "Captain" is all she wants
to be called."
I thanked her for her advice, which she ignored as she told me to stand
up. Clutching my balls without any warning, she told me turn my head and cough.
I had heard about exams like these, but never in those stories did they mention
having your balls clutched by a Nubian beauty. Coughing was easy; trying not to
throb as my cock rested on her arm was much, much harder.
"Now, I am going to have to test your thresholds," Dr. Allston said.
"Part of my duties include making sure the Captain is aware of your physical
limitations, so that her games and experiments in no way cause any harm. This
will also help me if you were to get hurt, as I can gauge how much more than
your limits you endured. Are you ready?"
No, I wasn't ready at all. Thresholds and limitations? I knew Captain
Drake was a bit kinky, but now I had visions of bizarre sexual tortures running
through my head. Funny enough, being nude in front of these two women took away
any confidence I had in protesting. Jamie's constant scrutiny and Dr. Allston's
ease around my constantly throbbing erection made me too self-conscious to have
any complaints. Somehow, in their sexy outfits, I felt like the prudish
outsider. That was why I just nodded my head and waited for her instructions.
"Good, first, you need to stand up, and bend over this table with your
legs wide apart," Dr. Allston said. I didn't like where this was going.
"Jamie, get the paddle and begin with light taps."
"What?" I thought. I still didn't say anything, though I was a bit
nervous as I bent over the table. Dr. Allston calmly reached under my legs and
pulled my cock down, as it would be hanging just off the table. I was
completely still as she did this, I wasn't used to having my cock touched so
casually by a stranger. Jamie was a bit too excited in my opinion when she
jumped off her seat. Keeping my mind on the generous money and the things I
could buy with it, I kept still as this first test began.
"Just tell me when the pain is too much, and you want to stop," Dr.
Allston said as she pulled up a chair right beside my ass.
As Jamie lightly rubbed a large flat board against my bare ass, I steeled
myself. Maybe I should have wimped out and starting screaming right away, but
there was a question of my ego. After being stared at all morning by this weird
girl, I wasn't going to give her the satisfaction of showing weakness. Of
course, I haven't been spanked since the third grade, so it was easy to start
off brave.
When the first blow landed on my ass, I realized that bravery was going to
be harder than I thought. The blow landed square on my cheeks, and it was more
shocking than painful. The second blow landed a little further down, but a lot
louder. I was embarrassed by how loud it was, as if I had some sort of control
of how my ass sounds when being hit. Jamie gave me no time to recover as she
landed another blow, this time a little off center from her previous hits. My
ass was being carefully covered with spanks, and no inch of it was to be spared.
As Jamie continued to spank my defenseless ass, my hips would jerk in shock, and
I couldn't help but imagine that Jamie was gloating in the way she made me
'dance.' I gripped the table till my knuckles turned white, trying not to give
in to Jamie's spanks.
Dr. Allston just sat there, watching. Sometimes, I would turn my head and
look at her over my shoulder, and I was surprised to see her smiling. A feeling
of pride replaced my embarrassment. Who would have thought my bare ass could
make a beautiful doctor smile? That eased the burning I felt in my buttocks, I
felt more like a performer than like a victim. I didn't mind the little jerks
my body made, or the inevitable way my buttocks must be turning red. Also, my
erection was steadily growing bigger next to the table's edge. It was
impossible to prevent, knowing the sophisticated and intelligent doctor was
looking at my nude body and gaining some small joy was an incredible turn-on.
Heck, even Jamie was turning me on. No matter how much she freaked me out, I
suspected that she was getting her kicks out of me too.
The pain became too much, and I finally signaled for them to stop. I
didn't have much choice, every section of my ass was on fire, and all I wanted
to do was sit on something icy and soft. Unfortunately, that wasn't made
available to me, as Dr. Allston moved right on to the next test.
"Tell us when it hurts to much," the doctor said. Before I could ask her
what she meant, Jamie grabbed one of my nipples and started twisting.
It was harder to hide my discomfort then. I simply bit down on my bottom
lip, and tried not to contort my face too much. Jamie smiled wickedly as she
would twist one way and then the other. Worse, my cock was bouncing slightly
with throbs. I was still pretty horny from having Dr. Allston sitting right in
front of my erection.
When my nipples felt as large as silver dollars, I finally consented that
it hurts. Jamie stopped twisting and stepped back. It was only by supreme
concentration was I able to resist touching my nipples. I don't think I'll ever
squeeze a woman's nipples again. The little guys were sensitive! Of course, I
just stood there as Jamie stared at me. I might be trying out for the job of
cabin boy, and I might have to endure some rather embarrassing crap, but a man
has to have his pride. On second thought, I would have gladly given some of my
pride for a nice cup of ice.
It was then that Dr. Allston began taking blood from me. I normally
dislike needles, but I was almost grateful that it was only needles. Taking
blood is less humiliating than being spanked, although I really wished they had
let me put my clothes back on. I felt vulnerable sitting down nude while they
took blood samples, especially since Jamie never moved farther than three feet
from me. My eye was on that girl; she certainly enjoyed her job too much.
"Now, while I run some tests on your blood, Jamie will supervise your
exercise tests," Dr. Allston said.
"All right," I said as I moved to put my clothes back on. Dr. Allston
held her hand up and shook her head.
"You must remain nude for these tests as well," the lovely doctor told me.
"This will see how you perform under public nudity as well as test your physical
prowess. Please follow Jamie to the ship's gym. This shouldn't take more than
three hours."
Jamie moved to the door and swung it open, her impish face smiling at me
in daring expectation. I had become used to being nude in front of these two
ladies, but walking through that door was another matter! This ship was
crawling with beautiful women, how the hell was I going to walk out there? I
stood there for a moment, my mind wondering if the money was really worth it.
In the end, it was Jamie that caused me to walk out there. The look on
her face told me that she expected me to balk, and I had grown to dislike her to
the point that I would do almost anything to prove her wrong. There was
satisfaction as I noticed her brown eyes widen when I boldly walked through the
door. Jamie quickly moved ahead of me to show where the gym was located.
Focusing on her bouncing blonde hair as she walked ahead, I tried to ignore the
whistles and stares of the other crewmembers. If it weren't for my anger with
Jamie, I would have surely bolted for a closet.
Walking butt-naked through a ship full of women was hard, but it was
nothing compared to my next ordeal. Once Jamie brought me to the gym, the
earlier discomforts were soon surpassed by new tortures. For three hours, I ran
laps, did push-ups, sit-ups, jumping jacks, stretching exercises, some small
weights, and more laps. Through out it all, Jamie merely sat down while she
barked orders and took notes. I didn't know the human body could stay in that
much constant motion for three hours. It was sometime in the second hour that I
began to wonder if maybe I could stop and get another spanking. It would
certainly be more preferable!
The nudity was the worse part. Although I was too sore to care about what
Jamie was seeing of me, I couldn't ignore having my equipment bouncing around
like that. Worse, whenever I was lying or sitting down for an exercise, Jamie
would make me do them near her. Then, she would do these maddening flashing
games where she would cross her legs in those very tight white bikini bottoms.
Sometimes she would run her fingers up my arms as I was straining. Despite my
hostility towards her, she was turning me on. I felt betrayed by my cock as it
grew and got in my way.
After three hours of near exhaustion, Jamie told me to stop and gave me a
bucket of cold water and a towel. That's it. Without even the luxury of a
shower I had to clean myself. Again Jamie watched as I tried to cool down and
towel off. I have to admit, the cold water helped to kill my erection, but it
was still humiliating to have to wash in front of Jamie. I found myself missing
the mysterious Captain Drake. At least when I was under her attention, I felt
like I was never being ridiculed.
When I was reasonably dry and no longer sweating, Jamie led me back to the
Doctor's office. We passed by several women again but at this point I no longer
cared. I was too sore to mind their giggles and too used to Jamie's comments to
really be bothered by pointing fingers. Spending my future wages in my mind, I
was able to ignore most of the walk over.
"You'll be glad to know your tests came back negative," Dr. Allston said
when we returned. "Now, for the final examination, we just need you to sit in
the chair, and get comfortable."
That was easy enough. My mood immediately improved as I realized that I
was going to be hired after all. The previous humiliations were forgiven and I
knew then that I really wanted to have this job after all. Sure, it was a
strange job, and sure, there was a sense of terror sometimes, but it was a
chance to become part of something truly unique. As I sat in the chair I braced
myself for the next test, more determined than ever to surpass it.
"While under Captain Drake's employ," Dr. Allston began while she pulled
up a chair close to mine; "you will be placed in stressful erotic situations.
We need to see that your body can take what the Captain is going to dish out."
She placed these pads on my chest and my wrist, with wires trailing to a
monitor. I was relaxed until Jamie came up behind me and snapped two sets of
handcuffs to my wrists. My wrists were handcuffed to the arms of the chair, and
I discovered that she did the same thing to my ankles! If my pulse wasn't
racing before, it certainly was now!
"Now for the purposes of this test, we are going to have to ask you to
restrain your orgasm," Dr. Allston said. "Not only are we testing your
endurance under stress, but the Captain also needs to know if you have enough
self-control to last her games."
"Orgasm?" I said.
"Yes, please hold off as long as possible," Dr. Allston said with a smile.
Jamie then placed a blanket on the floor in front of me, and sank to her
knees. This won't take long," she said as she licked her lips and grabbed my
cock.
I don't know who was smiling more. Me, because I was getting oral sex
from this tormentress, or her, because she was thinking she could make me blow
this test quickly.
Her hand around my cock, Jamie placed her blonde head over my cock,
obscuring my view. That didn't matter, because I could feel everything her
tongue was doing. My cock was semi-limp from all the weirdness, but that was
soon remedied. Hardening in Jamie's mouth, I sighed as her lips contracted
around my throbbing member. I couldn't believe how wet her mouth was, or how
loud her sucking was in the small examination room.
My hips were grinding into the chair before I knew what was happening. I
almost ready to climax! Gripping the arms of my chair, I focused elsewhere,
anywhere but the sweet heaven of Jamie's mouth. It wasn't easy, I mean, I had a
pretty girl that I didn't like giving me head! I could feel her small breasts
pressed against my thighs as she worked. Behind her, in a mirror, I could see
her white bikini bottom riding up on her beautiful ass. Her legs were slightly
humping the floor as she sucked, a sight that was very erotic.
I knew I was losing, but I tried anyway. I couldn't remember a single
sport statistic; no matter how hard I tried. Neither did thinking about school
help at all; I kept thinking about how I would love to brag about this to my
school buddies! Even trying to distract myself by focusing on my grades didn't
seem to help. The truth of the matter is, it's very hard to think of anything
when someone is sucking down the length of your cock. Also, Dr. Allston was
studying me intently, and having that beautiful ebony delight watching me wasn't
helping a bit.
Resigned to losing, I decided to enjoy myself. Jamie had moved her hair,
and was looking right at me as she drew my cock from her mouth. Blowing me a
kiss, she then popped me back into her mouth slowly, allowing me the pleasure of
watching her lips part for the tip of my cock. I noticed she had these small
freckles all over her shoulders, a little detail that I could only appreciate
with her sitting between my legs.
Up and down, sideways and around, Jamie's mouth stroked and sucked at my
cock. Her breathing got stronger, sending gusts of hot air onto my balls. My
legs strained against their cuffs, as I had this incredible urge to wrap my legs
around Jamie and pin her forever to my cock. She was tight against me, and I
swear I could feel her nipples through her bikini on my thighs. Saliva was
dripping down my cock, slipping between her fingers and wetting the chair under
me. Moaning, I knew my resolve was gone.
Thrusting my hips, I tried to fuck her mouth. Never had I been so selfish
and never had I cared more about my orgasm than I did for the woman who was
giving it to me. It felt good, very good. The frustration and tension of the
last four hours were erased as I happily plunged my cock into her red, red
mouth. Jamie kept with me though, never complaining. In fact, she started
moaning louder. I couldn't understand what she was saying with my cock in her
mouth but it was encouraging.
Finally, and with much more force than I expected, I climaxed. Jamie
froze as my first eruption exploded into her mouth, and then she popped my cock
free of her mouth. Still pumping me with her hand, Jamie proudly displayed my
spraying seed.
"See, I got him," Jamie bragged.
"That you did," Dr. Allston said as she marked the time on her sheet.
"But if any of his semen lands on the floor or the chair, you'll receive twenty
spanks and your shore leave will be canceled. Also, only use your mouth."
For once, I got to laugh. In a flash, Jamie's mouth was back over my
cock, licking my still ejaculating member. As I watched her lick my thighs, and
the chair, my laughter died a bit. What the Hell had I gotten myself into when
an employee was licking my thighs clean? Worse, how quickly did it take me to
laugh at someone licking my thighs clean? Four hours? I was having serious
doubts about what my new job might do to me.
Dr. Allston interrupted my thoughts. "You've passed our tests,
congratulations. As soon as Jamie has you sufficiently cleaned; we'll show you
to your quarters. Welcome aboard."
Despite my fears I was thrilled to join. I only hoped I would still be
thrilled when I had to serve Captain Drake herself.
To be continued
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