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Subject: {ASSM} "Her Cabin Boy" (11/21) M/F, Femdom, Bondage, Humiliation
X-Original-Subject: {ASSM} "Her Cabin Boy" M/F, Femdom, Bondage, Humiliation
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<1st attachment, "HerCabinBoy11.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 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. Even bigger thanks to Alicia who thought it was quite
good and gave it one last edit. 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 11
By Shon Richards
My next day was far more stressful than what Amy faced the night before.
Today was an exercise day. I might have forgotten about the humiliations I
participated in during the crew meeting, but Second Mate Gonzales certainly
didn't. She still held a grudge against me for making her climax in front of
Captain Drake. Drake must truly know how to irritate those who served under her
for Gonzales made sure I suffered as much as she did.
The exercise was punishing, much harder than usual. I couldn't move fast
enough for the Hispanic fitness instructor. Her hand was always coming down on
my moving buttocks with painful slaps. While I did push-ups, she would spank
me. When I jogged, she would spank me. When I lifted weights, she would spank
my thighs. Even when I did sit-ups, Gonzales found a way to strike at what
little of my ass was exposed sitting down. I made the mistake of asking about
the 'incentives' that normally accompanied my exercises. That only made her
spank me faster.
The only thing that broke up the abuse was a new exercise. Gonzales
taught me the basics of fencing. Using extremely safe rapiers with dull points,
Gonzales gave me a crash course in how to defend myself. I have to admit it was
very fun. It felt good to be able to fight back for once. All of my
frustration came out as I dueled with the Latin terror. True, she was very
muscular, and could break me in half with her tanned powerful arms, but I
discovered that fencing relied more on agility than brute strength. It was easy
to score hits off of Gonzales and even easier to score hits by hitting her
luscious breasts.
My natural skills with fencing came as a surprise to me and they annoyed
Gonzales. She cut my exercise period short by about thirty minutes, ordering me
to the showers. I gladly took the reprieve. The cold water of the shower
helped cool the welts I had on my ass. It also soothed the erection my cock
developed. Even when she was being a bitch and spanking me, Gonzales still
turned me on with her dark, sultry beauty.
I checked back in with Captain Drake after my exercises. She was
entertaining a new girl, one I hadn't seen before. The girl wasn't familiar,
but then, there wasn't much to recognize her from. She was a redhead, and she
was tied facedown on the dinner table. Drake was standing by the table;
delivering lashes with her crop. A red ass criss-crossed with lashes looks
pretty much like anyone else's.
"Hello cabin boy," Drake purred. "I'm punishing a crew woman who fell
asleep during the night watch last night. Melanie will keep me busy for a
couple of hours, so you can take the afternoon off. Just be sure to get a lunch
plate from Chef Gibson, and bring it here. Then you can do what you wish for
the rest of the afternoon."
"Aye, aye Captain!" I said. I even saluted. That's how happy I was to
get a break. I hurried down to the kitchen as fast as I could. Chef Gibson
already had a lunch platter ready. I think she always had one ready in case
Drake ever got hungry. I took the platter with Gibson's permission. The chef
was so busy, I doubted she even noticed me asking.
I didn't get half way down the hall from the kitchen when the best part of
my day occurred. I ran into Leigh. The gorgeous blonde was wearing a low cut,
shoulderless white blouse, edged with ruffles. The shirt was tight enough to
reveal the beauty of her heavy breasts and nipples. Leather shorts complete
with an oversized belt buckle added to her pirate costume. The boots she wore
were sexy and had gold buckles. Gold hoops hung from her ears, while her long
blonde hair hung freely around her face.
"You certainly look the part of a pirate today," I said with a smile.
"Ha!" Leigh laughed. "You have no room to talk. You're wearing a
checkered t-shirt, dark khakis and even a bandana! All you need is a parrot."
She was right. Barely a week out at sea and I was already dressing like a
pirate without even thinking about it. A bandana? What the Hell was I
thinking? I was becoming entrenched in Drake's fantasy without even realizing
it.
"All right, I guess I look as silly as you do," I said. When I realized
what I said, I blushed. "I meant, you look like a pirate, but you're a better
looking one than I am. You're the prettiest girl on this ship."
I blushed again. In my rush to apologize for calling her silly, I
complimented her too much. At least, more than you should compliment a girl
when you're interested in her. I had come on too strongly, and now I didn't
know what to say.
"Thank you, William," Leigh said, her smile making her whole face glow.
"That's the nicest thing anyone has said to me here. Got some free time? I was
going to go see a movie."
Before I could answer, a voice I dreaded to hear said "Cabin Boy! What
are you doing there with that platter?"
I turned and it was First Mate Vogel! The stern brunette was wearing a
bright green bikini top with a wrap around white skirt on her hips. She was
scowling at me, which was usual. I was just extra afraid of her since my
encounter with Gonzales. Vogel was a bitch to deal with normally. I was scared
to see how bad she could be when she was pissed off.
"Hello First Mate," I stammered out. "I have to bring this platter to
Drake before I can have the afternoon off. The Captain ordered it so she can
continue punishing the girl who feel asleep."
Vogel surprised me by smiling. "I wanted to watch Drake while she did
that," she said. "I'll take the platter since it's on my way. You go ahead and
have fun." Her pleasant tone was so odd. I was immediately uncomfortable.
"Are you sure?" I asked. "Captain Drake did order me to do it."
"Didn't Drake tell you personally that you are to obey me as if you were
obeying her?" Vogel snapped. Her stance changed, her hand going to her sword
belt.
"Okay, sure," I said quickly. I handed her the platter. "Um, thanks."
Vogel didn't even acknowledge my thanks; she just turned and stormed off.
She must have been in a hurry to see Drake and the poor crew woman. I was just
glad Vogel's attention was on someone else for a change.
"Ready for that movie now?" Leigh asked.
I nodded, and was surprised when Leigh put her arm in mine. Maybe it
didn't mean much to her, but the close contact of our interlocked arms was
electric to me. Perhaps it's because every woman on the ship avoided me and
that Drake wasn't the type to touch me often that I found myself craving the
simple contact Leigh provided by holding my arm. More likely, I was just head-
over-heels for the lovely girl.
"I didn't know we had a place to watch movies on board," I said when we
arrived at our destination. It was a large room with a huge screen at one end.
There were chairs, benches and rugs set up through the room. Leigh selected a
rug and we sat down together.
"That's because you don't actually help sail the ship," Leigh answered.
"This is where they held classes for us in groups of twenty. I learned port
from starboard, how many whistles signal the crew for emergencies and probably
enough knot tying to keep the whole crew in bondage. Now they use this room to
show movies to help kill the time. I bet you can guess what all the movies have
in common."
I smiled. "They're all pirate movies?"
"Wow, you are smart," Leigh laughed. It was nice to hear sarcasm without
the threat of embarrassment.
The movie itself was awful. It was a black and white tale about a group
of pirates who were led by a dashing romantic hero. The hero only fought the
British, slaughtering them by the handful. There was a female love interest,
some captured noble woman, and I chuckled when I thought about how Drake would
change the woman's wardrobe. In the end, there was bloodshed, cannon fire and
of course, the romantic kiss while the sun was in the background. All in all,
it was terribly unrealistic and overly dramatic. The sad thing is, it was also
a lot of fun.
When it was over, I turned to Leigh with a rather acute embarrassment.
Somehow, since Drake was my immediate boss and I knew her best, I felt partially
responsible for her obsession. The problem was, no explanation could suffice
for the unbelievable qualities of that film.
"That was pretty exciting," Leigh said, surprising me. My face must have
had an odd expression, because she blushed slightly. "Well, it was hokey, sure.
I mean, you got all those pirates and they all looked clean and freshly shaven.
What I liked was the pure adventure. Ships appeared out of nowhere, treasure
was waiting to be discovered and there was a beautiful woman to be rescued. I
can see why Captain Drake wanted to capture some of that magic."
"Has she?" I asked. "I mean, do you feel the same excitement on this ship
that we saw in the movie?"
"Oh most certainly!" she said. Leigh brushed her long hair out of her
face, a gesture I found quite erotic in its simplicity. "In the movie, the
pirates never knew when they would be in a ship battle and might die. Here, you
never know when Drake might organize something like the poker game last night.
Sure, three girls had a chance to win gold, but they also ran the risk of being
sex slaves to the rest of the crew."
"That's right, I forgot about Sidney," I interrupted. "She had to serve
the entire crew last night. How did that go?"
Leigh looked away, embarrassed. She placed a finger in her mouth as she
debated telling me. Her innocence and tact were a breath of fresh air after
dealing with Captain Drake. I didn't pressure her, but I was sure she was going
to tell me anyway. She had a look of mischief on her face that reminded me of
Drake when she had something devious to brag about.
"Everyone got a turn with Sidney," Leigh whispered. "Most of them made
her perform oral sex, while some had her do kinky stuff like sucking their toes
or eating their ass. What I did was let someone sit on Sidney's face while I
played with her breasts. They were so round and attractive, I was curious what
it would be like to touch them. I mean, guys always loved to touch mine, I was
curious what the big deal was. Sidney was too busy eating women to protest, so
I played with her tits for as long as I liked."
My cock was growing inside my shorts as she talked. She was leaning very
close to me, and I was aware of her own breasts pressing against my arm. The
thought of this lovely lady feeling another woman's breasts was turning me on.
It was almost as erotic as the warmth of her breath as she whispered.
"Did you like it?" I asked quietly.
"Very much so," Leigh confirmed. "They were so soft, and also kind of
heavy. I played with her nipples very lightly, and they became hard quickly.
I'm kind of embarrassed to admit this, but I was proud of myself for making her
nipples harden. I can see why guys spend so much time there. I'll certainly
not mind the next time a guy plunders my chest!"
She laughed at her joke, and I laughed with her. I laughed to help cover
how aroused she had made me. I could just picture her with Sidney, playing with
the brunette's breasts, experimenting as she kneaded and pulled.
"There you are cabin boy!" I heard Drake. I jumped to my feet. My hands
were crossed in front of me, trying to conceal the monster erection Leigh had
inspired in me. Drake was standing in the doorway with a smug looking Vogel
behind her. I couldn't understand why Drake looked so pissed.
"First Mate Vogel told me what you did, Cabin boy," Drake said. I noticed
she was carrying her black paddle with the skull and crossbones on it.
"What was that, Captain?" I asked.
"She told me how you told her that I had ordered you to find her and tell
her to bring a platter up," Drake said, crossing the room. The other members of
the crew parted from where I was. All except Leigh.
"But," Leigh said but I stopped her with a touch on her arm.
"Is that what she said?" I asked. I was kicking myself. Damn! That was a
simple framing! I saw now how Vogel planned to get her revenge, and there
wasn't a damn thing I could do. It would be my word versus that of her First
Mate. I'm sure it didn't help that Leigh was found sitting here with me. That
was why I hushed my friend. I knew I was screwed, and I didn't want her to
catch any of it.
"That's what my First Mate said when I questioned her," Drake said. Now
she was standing in front of me. Wow, she was still beautiful even when she was
about to kick my ass. "It appears I have been too easy with you, boy. You will
have to be punished as an example to the crew."
I raised my chin. "I accept my punishment for the good of the crew," I
said.
"Your crime of shirking your duty and passing it to another is a terrible
offense," Drake said loudly, speaking to everyone assembled there. "But your
willingness to accept punishment is commendable. Strip your pants down William,
and bend over."
This part was always the hardest. I unbuckled my shorts in front of the
crowded room, keep my eyes down the entire time. It was extremely hard to do so
with Leigh in the room. Being humiliated in front of my only friend was a new
level of shame for me. My hard cock popped free from my underwear, to the
appreciative whistles of the other women. I bent over as quickly as I could to
hide my cock, but now that just left my ass exposed. I was extremely self-
conscious about my ass showing, but there was nothing I could do. A wave of
helplessness washed over me, along with anger at Vogel who had set me up.
"I'm already tired from spanking today," Drake said. "Here's the paddle,
Leigh. Give him ten good slaps."
"Me, Captain?" Leigh asked, surprise in her voice.
"Yes, you!" Drake snapped. "And don't go easy on him. If I think you're
going soft on him, I'll let every woman here have ten spanks with him. So do
your best if you want him to suffer the least."
My eyes were clenched as Drake talked. Part of me hoped Leigh would spank
me, to avoid being spanked by everyone. A deeper part of me hoped she would
balk, as I don't think I could stand to have the sexy girl spanking my ass. I
was terribly vulnerable, bent over, grabbing my ankles. It seemed like an
eternity before Leigh made her decision.
"Yes, Captain," I heard from Leigh. Then the first blow hit my ass. It
was a strong blow that nearly knocked me over with its force. My ass was
already sore from my workout with Gonzales. Leigh's blow just brought that pain
crashing back. I cried out, and instantly felt shame for crying out from the
first blow. One thing was certain, Leigh wasn't going easy on me.
The next blow followed immediately, as did the next. I clenched my eyes
and bit my lip but still I cried out from each slap. I could feel the eyes of
the crew on me, knowing that the assembled women were staring at my reddening
ass. The welts I already had were covered with new ones, bringing me
indescribable pain. After the fifth slap, I lost count of the blows. All I
knew of the world was the heat in my exposed ass.
"That was almost brutal," Drake complimented. Only when I heard her voice
did I realize the spanking had stopped. "Now Vogel, take William to the Brig
and have him bound standing up. Make sure he has a full erection, and put a
cock ring on him. Leave him like that till nightfall."
"That's it?" Vogel said incredulously.
Drake turned a cold eye towards Vogel. "I know that for William, boredom
is the worst punishment you can give him. The erection will give him reason to
think about how if he had obeyed his Captain, he might have had a chance to use
it. Now do it, and don't presume to tell your Captain how she should punish her
cabin boy!"
After Drake's admonishment, Vogel quietly led me away to the brig. I had
to leave my pants behind, of course. Following behind Vogel bare-assed, I was
subjected to many snickers from passing crew women. Those that didn't snicker
simply watched, many of them with a look of dread. They knew I was going to be
punished, and for some reason, that shamed me even more. I wanted to scream
that I was set up, that I was being punished unfairly, but I knew I couldn't.
By herself, Vogel roughly bound me as the Captain had ordered. She
selected a smooth metal post with a raised platform for me to stand on. This
meant that when I stood with my back to the pole, my cock was pointing straight
across from her chest. It made my nudity all the more unmistakable, as my bare
crotch was that much closer to eye level with anyone passing by. My hands were
tied behind me with soft fur-covered cuffs, which were fastened on a hook so
that I couldn't slide down the pole and sit. My ass was pressed against the
cold metal, and I bit my tongue to keep from crying out at the cold touch on my
hot welts. From a box, Vogel retrieved a cock ring and snapped it onto my hard
cock. She smirked at my erection, and I felt myself blush. What kind of a
pervert was I that I had an erection now of all times?
"Why did you set me up?" I asked Vogel, not expecting an answer.
Vogel looked to the door before answering. "It was to teach you a
lesson," she said. "Never forget, Drake can be manipulated by her jealousy and
her stupid pirate obsession. I, on the other hand, am in control of my
emotions. I run this ship because I don't waste time and energy playing games.
Keep that in mind the next time you cross me, or I ask you to do something that
Drake might not like."
She left then, while I was stunned on the pole. I had never seen such
treachery on this ship! Her utter contempt for Drake also surprised me, as well
as frightened me. She was right; Drake was easy to manipulate, and I knew that
if I tried to report Vogel, nothing good could come of it. I also didn't like
the last bit she said. It sounded too much like she would be asking me to
disobey Drake in the future, a thought that frightened me more than Vogel's
vengeance.
An hour passed by, and my legs began to get a little sore. My cock was
trapped by the cock ring, and it was distracting me terribly with the constant
arousal. I found myself fantasizing about what I could have done with my free
time if I hadn't fallen for Vogel's trap. I thought about sneaking to the
bathrooms with Machiko, or maybe helping Drake punish her crew. Briefly I
fantasized about Leigh, but it was too painful. I was so humiliated to be
stripped and spanked in front of her.
The second hour was pretty much like the first - boring. Halfway through
the third hour, after I had hummed all the songs I knew, the door to the brig
opened. I tensed myself, expecting Drake to punish me or worse, Vogel to mock
me. To my relief and shock, it was Leigh who entered.
"Leigh? What are you doing here?" I asked. "Get out before you get into
any trouble!"
A frown was on her lovely face. "I had to check on you," she said. "I
feel so bad for getting you into trouble. It's all my fault!"
I smiled, feeling in a much better mood. Leigh was worried about me!
"It's not your fault," I said. "Vogel set me up and I fell for it because
I enjoy spending time with you so much. It's my fault if anyone is to blame. I
should have suspected something from that bitch Vogel."
Leigh came closer, and I became more aware of my nudity. I felt ashamed
that my cock was so erect in her presence, even though I knew the ring was
partially to blame. She didn't seem to see my cock though. Her blue eyes were
looking straight up at my face.
"Then you're not mad about the spanking?" she asked.
I laughed. "No, I know you were just trying to save me from being spanked
by the crew," I said. "I can't thank you enough. I know if I was in your
shoes, I wouldn't have been able to do it."
A smile broke on her face as her worries disappeared. Leigh then jumped
up on the platform and gave me a crushing hug. The feel of her arms around me
was almost as blissful as the press of her large breasts against me. Wow, I
couldn't believe how worried she was for me!
"I'm so glad you don't blame me," Leigh said, her face buried in my chest.
"You're the best friend I have on this ship."
With all this close contact, my cock throbbed against her waist. I
blushed as Leigh broke her hug and looked down. I started to stutter an
explanation but Leigh ignored me.
"Hush, it's not your fault the big guy noticed me," she said. Big guy? A
woman's never called my cock a big guy before. I decided I liked it. My
enjoyment lasted for about five seconds, because she then unfastened the cock
ring.
"What are you doing?" I whispered. The door was closed, but I whispered
out of sheer terror.
"It's not right for you to be punished," Leigh said, setting the ring on
the floor. She then grabbed my cock. "The least I can do is make it up to
you."
Before I could ask her any more questions, she began stroking my cock with
her hands. I moaned instantly, my hours of arousal finally being relieved. I
couldn't believe this sexy girl was touching my cock!
"Leigh, you'll get in trouble too, and I couldn't stand it if that
happened," I whispered between moans.
"Then we better be quick," she said, an impish smile on her lips.
"Afterwards, we'll get you hard again and put the ring back on. You'll still be
turned on, but at least you'll get a small reprieve."
"We'll have to be fast, so that no one will notice," I breathed between
gasps. Her hands were stroking me quickly, a nice soothing motion from base to
tip.
"I know how to make it faster," Leigh said. She bent her head down and
started licking at the base of my cock, her hand still stroking me. I moaned
and pulled at my cuffs. God it felt good! Her tongue lovingly covered my balls
with her saliva. Her hand slowed in it's stroking, jerking only the tip of my
cock.
Leigh's tongue moved up, licking my cock slowly. She kissed and licked
every inch, tilting my cock this way and that so she could get the entire
circumference of my cock wet. Looking down, I watched as her blonde head moved
and darted around my cock. Occasionally, her blue eyes would see me, and she
would smile a friendly storm at my gasping face. From my angle I could also
look straight down her low cut blouse and into her impressive cleavage. She
wasn't wearing a bra, and I could see the weight of her breasts sag as she bent
over.
The licking continued up my cock till Leigh reached my tip. She flicked
her tongue over the small opening of my penis and I pulled futilely at my cuffs.
It was so hard to stand there while she was doing such wonderful things to my
cock. I wanted to touch her, I wanted to grab those lovely breasts, I wanted to
hold her head to my cock and most importantly, I wanted to shower the gorgeous
blonde with kisses. Instead, all I could do was thrust uselessly, and shift my
knees as I tried to hold myself up.
"Ready?" Leigh asked, and before I could respond, she placed my cock into
her lips. My knees buckled as her wet, warm mouth engulfed me. She deep-
throated me easily, my cock disappearing into those luscious lips. Her breasts
bounced inside her shirt, against my bare legs. Back and forth her mouth moved;
her breasts bouncing against me the whole time. Her hands moved to behind me,
clutching my ass and pulling me to her.
I watched, fascinated, by the friend I had who was willing to suck me in
order to lessen my suffering. Ever since the first day I had seen her, I had
wanted to be intimate with her. Now it was finally happening, and all because
of a misplaced sense of guilt. It could be easy to love a girl like that.
I couldn't take such pleasure for long. I gritted my teeth, trying to
quiet the cry of ecstasy I was feeling. My cock jetted a stream of cum, which
Leigh faithfully lapped. Her head slowed, but didn't stop moving. As her lips
stroked my cock, I continued to empty myself; my buttocks clenching with each
expulsion. The suction of her mouth seemed stronger and her breasts seemed
larger as they continued to bounce against my leg. She kept me in her mouth
till my cock melted to nothing.
"Feel better," she asked, wiping a stray bit of cum from her lips. To my
continued surprise, she licked the cum from her finger.
"Yes," I groaned. "Thank you Leigh. I don't care what happens to me now.
When this is all over, remind me take you out sometime."
The blonde beauty smiled. "I'll hold you to that promise. But first, we
have to get you hard again."
I laughed, knowing that wouldn't be a problem. In fact, after just a few
encouraging strokes and a few kisses from Leigh, my cock was back to full
attention. I was a little sore, but I was immensely satisfied. I didn't mind
when Leigh snapped the ring back on, for I had plenty of memories to keep me
company.
"Goodbye William, I hope to see you tomorrow," Leigh said, kissing me on
the cock as she left. I said goodbye as well, and watched her until she had
left the room.
I lost track of time after that. Leigh occupied my thoughts, while Vogel
occupied my dreams. My legs became very sore from all the standing and leaning
on the metal pole did little to ease my discomfort. In time, I became bored
again, but I was certainly happier. If Leigh was willing to give me a blowjob
when I was being punished, then maybe she would go out with me!
Drake eventually entered the brig, looking as beautiful and deadly as
ever. My heart raced, and I felt guilty. I just prayed that something wouldn't
give away what Leigh had done. No matter what Vogel thought of our Captain, I
was still in fear of the stern older woman.
"You've had a long day, cabin boy," Drake said as she ripped off the cock
ring. "Just keep this lesson in mind when you think next to disobey me."
"I'm sorry Captain, it'll never happen again," I said meekly as she undid
my cuffs. I rubbed the circulation back into my wrists.
"Don't be so timid, William," Drake said with a surprising measure of
kindness. "You've served your punishment, and you might learn your lesson.
Nothing else has changed. You're still my cabin boy. By tomorrow, I'll have
begun to forget about it, and so will the rest of the crew."
Then, as to prove her point, Drake pulled my head to her lips. She kissed
me hard, as we stood there in the brig. I was torn by guilt over my
indiscretion with Leigh, yet at the same time overwhelmed by the sexuality of
the powerful Captain. Her kiss was powerful, demanding and sensual. Only till
I was breathless did she break the kiss.
"Now go get something to eat and get some rest," Drake said, slapping my
ass kindly. "Tomorrow is going to be a busy day."
Just like that, all was forgiven. I shook my head. The women in my life
were crazy.
To be continued,
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