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  
/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 21
By Shon Richards

Leigh and I were bound for twelve hours, a strange reward for our 
efforts in freeing our Captain.  At first, we were bound in chairs, our 
hands and ankles firmly secured.  We were gagged so that we couldn't 
even talk to one another.  Blindfolds were also used, plunging me into 
a world of zero stimulation. In a way, the darkness was comforting.  It 
prevented me from trying to interpret any visual signs from Leigh which 
forced me to relax.  In fact, once I sat in darkness and silence for a 
few minutes, I was finally able to relax from the stress of the past 
week.   
 
I meditated like this for what felt like both hours and only minutes.  
I couldn't hear anything, but sometimes I swore I heard a delighted 
scream from somewhere.  My imagination ran through thousands of 
possible scenarios, trying to guess how Captain Drake would reward us.  
Would my beautiful Captain suck my cock till I was dry?  Would she 
spank me without mercy while I licked her boots?  My cock was as hard 
as my devotion for Drake as I thought of the wonderful possibilities 
that were waiting for me.  What about Leigh?  When I thought about how 
the beautiful blonde was also promised a reward, my heart raced.  I was 
looking forward to seeing my two favorite women together, and my cock 
ached to think of what my role may be with them. 
 
The blindfold was finally removed by Dr. Allston, who had brought us 
lunch.  The black doctor was completely naked and there were fresh 
welts on her round buttocks.  My mouth opened to ask her a dozen 
questions but she laid a finger on my lips and smiled warmly.  I obeyed 
her, and kept silent though I was jealous of the pleasures she 
undoubtedly had been given by Drake. She fed me two sandwiches by hand 
and helped me drink a glass of water.  I did as she commanded and ate 
in silence, stealing glances at the bound Leigh.  Then she freed me to 
use the bathroom.  Obediently I returned from the bathroom, and meekly 
I allowed her to shackle me to the wall.  My hands were bound behind my 
back to prevent my masturbating, but at least now I could sit or stand 
as I wished.   
 
I assumed Dr. Allston repeated the same thing with Leigh, at least, it 
sounded like she did.  I was happy to be able to stretch my legs, but I 
was still blindfolded.  The gag prevented me from talking to Leigh, 
which I was desperate to do at this point.  After all we had been 
through, I wanted to tell her how appreciative I was of her.  On this 
voyage I had discovered new wonders in my submission, new delights that 
I would have never known if it hadn't been for my Captain.  Yet, if 
Drake was my guide, then Leigh had been my companion.  Leigh was the 
one that I shared my submission with, the one that reassured me that it 
was all right to give myself completely.  Drake demands obedience, yet 
Leigh admired it in me.  I realized I couldn't have one without the 
other. 
 
Dinner was delivered by Chef Gibson herself.  Her visit was exactly 
like Dr. Allston's.  The only difference was that Gibson's smile was 
even wider.  After eating and using the bathroom, I was bound back in 
the chair, blinded and gagged.  I had noticed that it was growing dark 
outside during my break.  My heart seemed to be beating impossibly loud 
in my chest, as I knew that our reward was coming closer.  My cock, 
which had been hard ever since this morning, ached and throbbed for the 
release that had been promised it.   
 
Some time later, gentle hands helped me to my feet.  My foot shackles 
were removed, but my blindfold, gag and wrist cuffs remained.  
Carefully, My unknown captors guided me through the halls of the ship.  
I could only assume that Leigh was being brought with me, but to be 
honest, at that point I would have gladly gone alone if it would have 
reunited me with my Captain.  My captors giggled constantly, making 
comments on my erection that never dropped.  My cheeks burned as they 
ridiculed my naked desire.  The last of my dignity was chipped away by 
my tormentors as they pointed out how badly I was craving Drake.  This 
anonymous humiliation purified me, reducing me to my truest state.  I 
was a naked man going to his Captain and I couldn't be happier. 
 
A door opened and as I walked in, I knew she was there.  I was forced 
to my knees, and I had the biggest smile on my face.  I heard another 
person drop to their knees, and I knew Leigh was here as well.  My 
smile became even bigger.  At some unknown signal, the women who 
brought us here were dismissed and I heard them leave.  When the door 
slammed, I almost moaned in anticipation.  
 
The blindfold was ripped from my head from behind, and my eyes shut 
instinctively to block the light, but there was none.  The Captain's 
quarters were dim with only the light from two oil lamps burning on 
either side of the bed.  I saw that Leigh was to my right, her face 
flushed with excitement and fear.  I tried to turn behind me, but a 
hand grabbed my hair and stopped my movement. 
 
"Eyes forward, both of you," I heard Drake say kindly behind me.  My 
wrists were freed.  "Cabin Boy, get on my bed and shackle your ankles 
and wrists, spread-eagle." 
 
It was the hardest command I had performed for her yet.  I had no 
problem with binding myself. She had that much control over me.  No, 
the hardest part was willingly leaving her side and not dropping at her 
knees in worship.  I had been without her for so long, it was torture 
to walk to the bed, lie on the softness of her bed and secure my legs 
and arms.  Can you imagine how hard it was to manipulate the shackle 
around my wrist with one hand, knowing that as soon as I completed the 
difficult task that I would be unable to touch Drake at all? 
 
As I laid on my back, my erect cock constantly taunting me with it's 
throbbing, I got my first look of Drake since she had banished me.  
Ashlyn stood behind Leigh, looking refreshed from her imprisonment.  
The tall redhead wore a flowing white shirt with pillowy sleeves that 
was open to her navel.  She was going without panties, her red bush 
peeking occasionally from under her shirttails.  Drake had recovered 
her boots though, those long leather sheaths that clung to her 
beautiful calves.  One of her large rim hats adorned her head, set 
rakishly at an angle while her long red curls settled around her 
shoulders.  I moaned at the sight of her. 
 
"On your feet, sailor," Drake growled, but their was a smile on her 
lips.  She lifted Leigh by her bound wrists, guiding the submissive 
blonde to her feet.  Drake pushed Leigh towards the floorboard of the 
bed, facing towards my bound form.  Drake kicked Leigh's legs apart and 
quickly snapped shackles around the blonde's ankles.  Drake then 
withdrew a cord that was hanging from the ceiling of her poster bed and 
tied the end of it to Leigh's wrists.  Leigh cried out as Drake pulled 
down on the cord and the pulleys pulled Leigh's wrists skywards.  Poor 
Leigh had to bend forward over the restboard till her head was level 
with my urging cock.  Her eyes looked directly at my cock and we both 
blushed. 
 
"Now this is a bed I can sleep happily in," Drake said as she covered 
her mouth for a yawn.  Panic ripped through me.  She couldn't go to 
sleep, not now! 
 
Drake laughed cruelly, her eyes alight with wickedness.  She walked 
over to my side, and calmly stepped onto her bed.  Her beauty towered 
above me as she stood on her bed.  The shirt clung to her breasts, both 
revealing their pale beauty and hiding her pink nipples.  She looked 
down at me with her hands on her hips.  Drake looked to my cock and she 
looked to Leigh and then she looked back to my cock.  Her eyes were 
mischievous and I was afraid that her teasing would be forever. 
 
"Please, Captain. . ." I moaned.   
 
Drake's smile was genuine, yet inscrutable.  She took one step towards 
me on the bed, swaying in her sensual manner on the rocking bed.  With 
both feet on either side of my chest, Drake looked down at me while her 
hands reached towards her sex. 
 
"You have always obeyed me, William," Drake said, her fingers playing 
with her bountiful bush of pubic hair.  "If I told you that I wanted to 
go to sleep and that your reward was only that you can suck my boot 
while your girlfriend watched, would you obey me?" 
 
I wanted to protest that Leigh wasn't my girlfriend, but it was 
futile.  Drake had known my heart better than I did.  I didn't know if 
her question was another test, or if it was an honest command, but it 
didn't matter.  Demanding anything from Drake would have been 
unnatural.  I worshipped her because no matter how I answered, Drake 
would do as she wished.  It would be easier to bargain with the Ocean 
itself. 
 
"I would obey," I said, and Drake answered me by placing her boot heel 
on my chest.  I craned my head up and found the tip of her boot at my 
lips.  I opened my mouth and sucked at the leather.  Drake laughed at 
my submission, and she moved her foot in and out of my lips.  Drake 
fucked my mouth with her boot tip, humiliating me in front of Leigh who 
witnessed it all.  Tears formed at my lips as I realized how totally 
she owned me.  I didn't care if this was all I received.  It wasn't the 
sex that had dominated me; it was the joy of serving a worthy Mistress. 
 
"It is because you serve without hope or expectations of reward that 
you are my most treasured sailor," Drake purred.  Her beauty flickered 
in the oil light.   
 
I sucked on her boot tip until she removed her boot from my chest.  To 
my amazement, she stepped back and sank down to over my cock.  
Squatting down, her pussy hovering over me, Drake reached down and 
gripped my cock.  She pointed my cock up, aiming me at her most secret 
cove. 
 
"Tonight, you shall receive what I wish to give you," Drake said.  She 
lowered her sex onto my cock, holding me straight as she slowly impaled 
herself.  I shuddered as my cock pushed past her nether lips and was 
greeted by her liquid fire.  Drake's eyes were locked with mine and she 
moaned with me as she sank fully onto my cock.  Her legs shifted 
forward, straddling me completely.  My thighs thrilled to the touch of 
her leather boots and my chest tingled where her hands grabbed at me.  
My cock was being anointed by her juices; slippery and flowing like a 
spring.   
 
"Ride this storm out," Drake laughed.  Her head tipped forward and her 
wide brimmed hat obscured her face.  I felt the power of her thighs as 
she began to grind on my cock.  Back and forth she rocked, slowly at 
first but with the familiar motion of the tides.  The hat denied me the 
sight of my Captain's face but her passion was evident in the motion of 
her hips.  I felt her hands scratch my chest as her hips picked up 
speed.  My cock was gripped in a shackle of wet flesh, stunned by how 
right my Captain felt to me.  No other woman would ever fuck me like 
that again. 
 
Leigh moaned behind Drake and between my legs.  I felt sorry for her 
that she could only watch yet at the same time I was just thankful to 
finally be fucked by my Captain.  I imagined how it must have looked to 
Leigh, to see Drake's pale buttocks clenching with every thrust.  Leigh 
must have been able to see my cock as well, surging and pumping into my 
Captain's wonderful sex.  Leigh's moans mingled with mine and Drake's 
yet they were moans of denial while ours were moans of releasing 
passion. 
 
It was too much after too long.  To my shame, I had my climax within 
minutes.  I so wanted to last longer, to really enjoy my Captain to the 
fullest, but I was far too aroused.  I strained at my shackles, my body 
trying to contort and escape my bonds as my orgasm was fired from me.  
Drake froze as my cum was released.  Perfectly still, Drake clenched 
her sex around my climaxing cock, milking my streams of bliss.  I cried 
out in rapture as Drake's vaginal muscles kept clenching and tightening 
until every ounce of me was in her. 
 
"You've created a mess, cabin boy," Drake laughed.  She rose from my 
cock and turned towards Leigh's bound form.  Drake moved to between my 
legs and reclined on my crotch.  I moaned as my sensitive cock was 
smothered in her curly hair.  Drake rested her arms on my bound legs as 
she moved her crotch towards Leigh.  Even from my position, I could see 
Leigh's eyes widen at the sight of Drake's nearing pussy. 
 
"The Cabin Boy has made a mess, girl," Drake said with her most formal 
tone.  "I expect you to clean every drop.  Swab my deck well, and I may 
reward you." 
 
"Yes, Captain," Leigh answered, her eyes smoldering with the thought of 
her task.   
 
Drake moved her lower body further down the bed so that her sex was 
inches under Leigh's face.  Leigh's bent over position was perfect for 
her chore; it forced her head to be right where Drake's pussy awaited.  
Leigh's blonde hair tickled Drake's thighs and I felt Drake shiver 
pleasantly.  Drake's hand reached behind her and grabbed my shrinking 
cock.  My Captain wasn't forgetting me for a moment. 
 
Leigh was serious about her duty.  She used her pink tongue to lick all 
of my cum from Drake's pale thighs before entering into the Captain's 
red pubic hair.  The mirror gave me a wonderful sight of the way Leigh 
eagerly licked.  Drake's thighs were quivering from the unbridled 
passion of the beautiful blonde. 
 
"Enough teasing," Drake growled.  The Captain twisted a long lock of 
Leigh's blonde hair and pulled the younger woman's face down.  Leigh 
and Drake moaned together as Leigh's mouth penetrated Drake's treasured 
chest.  Drake's hips undulated as Leigh's lips disappeared under the 
red bush.  Leigh's eyes were closed, losing herself in the flavors that 
were mixed together.  My cock was coming back to life with the 
knowledge that sweet Leigh was now licking my seed from Drake's own 
juices. 
 
"There. Right there," Drake commanded, her back arching as Leigh hit 
some special spot with her mouth.  My Captain's back was bowed and her 
hair was now rubbing freely on my cock and balls as she writhed.  Her 
hat fell off as Drake twisted passionately.  Unable to control herself, 
she released my cock and used both hands to pull Leigh's blonde head to 
her sex.  Her leather boots dug deep into the bed as Drake had her 
climax at the tip of Leigh's tongue. 
 
"That was a good swabbing," Drake said when she caught her breath 
again.  "But your reward is not yet to come."  She laughed as she 
watched Leigh pout in silence.  Drake wiped a strand of cum from 
Leigh's face and placed the finger at Leigh's lips.   
 
"You missed a bit," Drake said, and Leigh moved to suck the offending 
remnant with her mouth.  Drake laughed as the blonde sucked at her 
finger, delighted to have such submissive toys to play with. 
 
"Cabin boy, your sword has emerged again," Drake said sternly.  She 
stroked my cock, which had in truth regained its erection.  "Are you 
trying to tell me that I am no longer able to satisfy you?" 
 
"Never, Captain!" I replied breathlessly.  Her stroking was flooding my 
senses. 
 
"Good, but it does appear that I have more rewards to hand out," Drake 
hinted right before she took my cock into her mouth. 
 
"Yes!" I hissed and Drake's lips slipped past my tip and continued 
sliding down the length of my shaft down to my hilt.  Oh, I had 
forgotten how much I missed my Captain's mouth!  Her tongue was all 
over my cock, lapping and stroking me with the expert touch that was 
Drake's signature.  I could barely see her as she sucked me down; her 
wide brimmed hat was obscuring her face and my cock.  It was okay. By 
denying me the chance to see my Captain's beauty, it left me to rely 
even more on the ecstasy she was giving me.   
 
I jumped as her hands caressed my scrotum and I relaxed again as her 
mouth sucked harder.  Her fingers massaged my balls gently with a 
pumping motion.  She was coaxing my scrotum to release another 
pleasurable orgasm through my cock and into her waiting mouth.  Drake 
rose and lowered her head over my cock, fucking me with her mouth.  I 
watched as her pirate's hat bobbed over my lap and I strained at my 
bounds as she sucked harder.  My earlier orgasm had left me exhausted, 
but I could feel my body preparing to give her another tribute of my 
lust. 
 
My restraints held me tight no matter how hard I pulled at them.  I 
wanted to wrap my legs around my Captain and pull her closer to me.  I 
wanted to free my arms and grab her hair as I fucked her mouth.  I 
wanted to escape and fuck her with all of my passion but my Captain had 
wisely kept me bound.  As she sucked so vigorously at my cock, I was 
forced to let go and just enjoy myself.  With all the intrigue I had 
dealt with recently, it was a huge release to know that all of the 
plotting was over and now was just a time for climaxes. 
 
I moaned and my eyes rolled back as my cock impossibly erupted again so 
soon after my last orgasm.  It was an intense sensation as my cum flew 
from me and into Drake's waiting lips.  The shackles bit my wrists and 
ankles as I convulsed.  My cock gave up its bounty in shuddering gasps, 
and Drake's tongue collected every bit of what I gave her; her head 
never ceasing in it's bobbing. 
 
Finally, Drake removed my cock from her mouth.  She rose up, smiling 
with a string of my pearls on her lip.  Drake didn't say a word as she 
climbed from between my legs and off the bed.  Leigh and I were silent, 
me because I was in stunned bliss and Leigh because she had watched the 
whole act with longing.  
 
Drake walked quickly behind Leigh and Leigh actually managed to flex 
her ass towards Ashlyn despite her bounds.  Leigh was offering her poor 
sex which had yet to be touched tonight.  Drake stood behind Leigh and 
placed her hands on Leigh's ass.  Drake squatted down and placed her 
still closed mouth at Leigh's waiting pussy.  I watched with joy as 
Leigh's eyes widened in shock. 
 
"Oh William, she's giving me your cum!" Leigh moaned.  My cock twitched 
in sympathetic desire.  Leigh twisted and pulled at her bounds as Drake 
gave her the oral pleasure that Leigh had craved all voyage.  Leigh's 
bare nipples were very red and very hard.  I watched with lust as 
Leigh's eyes clenched and her mouth hung open in desire.  Her heavy 
breasts heaved and moved as her breathing became ragged.   
 
"It feels so good," Leigh babbled, all shame forgotten as she gave 
herself to Drake's tongue.  "I can feel your thick cum as Drake's 
tongue licks me!  Oh, she's at my clit!" 
 
Leigh's blue eyes bore into mine.  She was trying to convey everything 
she was experiencing by that stare.  Leigh was such a true submissive 
personality, she was trying to share the wonderful bliss that was 
rightfully hers.  I smiled at her, happy beyond words for the 
fulfillment she was enjoying from Drake.   
 
"Oh, oh, oh!" Leigh cried out, her back arching under the pressure of 
her orgasm.  As I watched, Leigh shivered from head to toe.  Her hair 
flew and her breasts shook with wild abandon.  As Drake stood up behind 
Leigh, Leigh hung limp in her bonds. 
 
"This is thirsty work," Drake laughed as she poured herself a tankard 
of wine.  "You two have served me well."  My Captain sat down beside my 
body on the bed.  Her hand lazily played with my shrinking cock. 
 
"Unfortunately, tonight is the last night you will be my cabin boy, 
William," Drake said and my heart lurched.  "Tracy will be my cabin 
girl, and I intend to make her life an intense, pleasurable heaven." 
 
"You have no need for me anymore?" I said, my voice choking with 
emotion. 
 
"Of course I need you," Drake laughed.  "With Vogel demoted, and 
Gonzales too submissive for her own good, I'll need a First Mate I can 
trust.  Some members of the crew might have more experience but none of 
them were willing to rescue me.  It's a bit of a jump from cabin boy to 
First Mate, but it's my ship so if anyone has a problem with it, they 
can spend some time in the brig." 
 
I was overwhelmed.  "But, but, but, I don't know how to run a ship!" 
 
"The women know how to run it, and you're a quick learner," Drake said, 
waving off my protest.  "Just keep them in line, and keep them 
disciplined, and you'll be fine.  The women will enjoy having a man 
dominate them and they will obey every word if it might result in you 
fucking them.  With me giving them the female domination and your youth 
and vigor as contrast, we'll keep this cruise fun.  Of course, I'll 
still reassert myself over you from time to time.  I don't want you to 
be as neglected as I left Vogel." 
 
"I don't know what to say," I said, and it was true.  I couldn't 
comprehend what she was offering me.  Full use of the crew women?  A 
position of command?  The knowledge that Drake would need me even more 
than she does now?  It was too much to comprehend.  I would be serving 
my Captain, dominating a ship full of beautiful women, and have the 
promise of my Captain's attention.  It was much more than I could have 
ever expected. 
 
"Say yes, William," Drake laughed.  "As for Leigh, her reward will be a 
new position as well." 
 
"Yes, Captain?" Leigh asked, a weary smile of bliss still on her lips. 
 
"As First Mate, William will have a lot of temptation from the crew.  I 
don't want him going easy on the crew every time he wants a piece of 
ass.  I am promoting you to be William's cabin girl.  You'll share his 
quarters and serve him in every way he demands." 
 
"Thank you, Captain!" Leigh said quickly.  "I accept with all my 
heart!" 
 
Drake chuckled.  "Excellent.  I'm going to release you two now, so that 
you can move in to your new quarters.  William, I expect you at my 
quarters at noon tomorrow, ready for training." 
 
"Yes Captain," I said happily as she released my shackles.  My life had 
taken many unexpected turns on this voyage but I had a suspicion that 
my real adventures were just beginning.

The end.

	It has been fun digging out this old story for your enjoyment.  The kind 
letters and frequent requests were quite unexpected.  I want to thank every one 
that wrote in and gave this silly story a chance.  It has been my pleasure to 
entertain you.