Date: Thu, 10 Apr 2008 13:52:35 -0400
From: Nifty Author <niftyauthor@gmail.com>
Subject: Sex and pain: Jack part 3

Many thanks to Chase for his suggestions, and for editing this story.

by niftyauthor@gmail.com

"Jack, I hope we are not interrupting", said the younger of the two, -
an elegantly dressed, tall, lean man in his early forties, some gray
in his short, perfectly styled dark hair, giving the other, a
salt-and-pepper-haired man in his late forties of average height and a
more solid built and an unmistakable air of entitlement, a wink.  They
crossed the room and were now standing next to master Jack and the
stool, on which I was kneeling.

"Not at all, Chief!  I am just done warming up the boy for Mr. Werner
and you."  He turned to Mr. Werner: "Are you ready for some
after-lunch sport, sir?"

"Is that what you call it, Jack?  Sport... I like that", Mr. Werner
chuckled, looking me over.

Master Jack grinned at him, "What do you think sir?  Is the slave to
your liking?"

"Let me see now, Jack".  Mr. Werner was looking at my naked body, then
at my face, then he was sliding his hands up and down my exposed body,
then fingering my cock and balls, then my asshole.  All I could think
was: "I hope he likes me, I hope I can please these new masters".  A
half-smile spread across his broad face.  His light blue eyes shone
with cruel lust.  "Jack, I should have you pick all of my boys for me.
 This one is an exquisite specimen...  He even looks a little bit like
my son... who, of course, is nowhere near this boy's physical shape
... ", Mr. Werner sniggered.

"I am glad you approve, Sir", replied master Jack, taking a few steps
back and giving Mr. Werner space to maneuver.  In the meantime, the
taller newcomer, 'Chief', walked over to the wooden chest with all the
punishment tools, and was picking out whips.

Mr. Werner was now tracing the red welts on my chest in fascination.
"Such a hot body was made for other men's pleasure", he murmured, as
he dragged his fingernail across a welt drawing a tiny drop of blood.
My eyes welled up again.  "Bleed for me baby", he whispered.

"Yes, master".
"Would you like to add some to his back?", asked Chief, offering Mr.
Werner, one of the two leather whips he was now holding.

"Oh yes", Mr. Werner replied, "I will start, and you join in".

The whip sung through the air and a line of burning pain exploded just
under my shoulder blades.  My body jerked, making the legs of the
stool rattle against the concrete floor, but I managed not to scream.
Mr. Werner groaned with satisfaction and swung again, putting another
line of scorching pain across the first.  I jerked and moaned, but
managed to keep my precarious position on the stool.

"Beg for more", he said in a raspy voice.

"Please Master, whip me more!  Whip me harder, Master!  Make my
worthless slave body hurt for your pleasure.  Your joy at my pain is
my only purpose!", I cried out, meaning every word.

"Yes!" He groaned loudly as he brought the whip down again and again
on my poor back.  Chief joined him, whipping from the other side.  I
was now screaming continuously, my body convulsing wildly,
instinctively trying to get away from the awful pain.  There was only
a tiny corner of my mind left that somehow managed to keep me from
falling off the stool, which was shaking non-stop, the loud rattle
reverberating around the concrete room.  Horrible as this was, I felt
strangely connected to the two masters, who were controlling my body
completely with their two whips, like a marionette with strings.  The
whip strikes were now coming horizontally from both sides, and through
the constant background of pain I was aware that, as the whips wrapped
themselves around my sides, their black leather tongues viciously bit
into my skin there, and with each bite, my cock, which had gone soft
when the whipping started, jerked to a new hardness and squirted more
and more pre-come.  I was almost delirious with lust and pain flooding
my entire being.

And then it happened.  I don't know whose strike it was, but his whip
landed across my ravaged back, wrapped itself under my armpit and
around my left pectoral, and like a venomous snake, bit into my
aureole, the whip's tip snapping right at the nipple, already raw from
Jack's earlier torture.  It felt like a new fountain of pain shooting
through my core, through my heart, which must have skipped a bit.
Seemingly in slow motion, my body flew up, like a steel spring kept
long in compression and finally released. I was momentarily
weightless, surrounded by air as I felt an incredible mind-blowing
surge of come rush through my very being and shoot out of my throbbing
cock in a long graceful ark.  Still in slow motion I saw the stool hit
the floor; and then it was me falling, crashing on the hard concrete
floor, my body convulsing in a seizure of unending orgasm, squirt
after squirt of come leaving my spent flesh.

Mr. Werner and Chief started kicking my naked body with their loafered
feet almost as soon as I hit the floor, long before I stopped coming.
Yes, I thought, I deserved it.  How dared I quit my whipping position
on the stool before they were done with me?  I then saw Mr Werner rip
his fly open, exposing his pulsing hard meat, at least eight inches
long and wide like the rest of him.  He and Chief  picked me up like a
rag doll and threw me across the stool that Jack just picked up off
the floor.  My ass was sticking up, cold air from the vent in the
ceiling blowing at my exposed ass-hole, my hands and feet dangling at
the floor.

"Hook your feet at the back legs of the stool, and grab the front ones
with your hands, faggot!", yelled Chief.  I mechanically obeyed, as I
felt Mr. Werner roughly grab my waist.  Then I felt his fat cock.

"Take it, you fucking bitch!", he roared at the top of his lungs as he
shoved it into me in one brutal plunge.  The pain that ripped me from
inside almost made me retch.  I nearly blacked out, and when my senses
fully returned, it still felt as if I was impaled with a tree-trunk.
Mr. Werner was driving his meat all the way in and all the way out of
me with every merciless thrust.  My throat was horse with screaming,
but he was screaming his joy at raping me louder.   I felt Chief's
shoe hitting me under my chin -- he was tapping it with the tip of his
loafer.  I raised my head, and saw his cock sticking out of his open
fly.  It was long, not as thick as Mr. Werner's, and beautiful.  I
raised my head and my back more and stretched my neck, moving my hands
higher up the legs of the stool, in order to rich it's tip with my
wide open mouth.  Chief  roughly grabbed my head in both hands,
painfully pulling on my hair, and with my throat conveniently extended
in an almost straight line,  slid all of his nine inches all the way
in, completely blocking my air intake.  My throat muscles spasmed
around his slender shaft, as I instinctively but fruitlessly tried to
get air.  His iron grip on my head only became stronger as he loudly
moaned his pleasure, screaming, "Oh yes! Yes! Yes baby! Milk my snake,
you fucking faggot slave!"  Just before I blacked out, I could feel
his cock spasm, as his come pumped into me.

A painful hit in the balls brought me back out.  I greedily gasped for
air.  As it filled my lungs, I realized that even as Mr. Werner had
jammed his fist into my balls, saving my worthless life, he never
stopped raping my ass, and his thrusts were now coming with brutal
force, threatening to send me flying off the stool, to which I was
holding on for dear life.

Chief  grabbed a handful of my hair, and pulled my face up to his
still hard cock.  I sucked the remainder of his delicious come out of
the cock that nearly killed me, savoring its salty flavor.

Mr. Werner was now giving his all to me with the desperation of a man
nearing his orgasm.  He slammed all the way in and collapsed on top of
me, painfully digging his fingers into my chest, as I felt his cock
shoot volley after volley of come deep into my guts.  He was
blubbering his mind-blowing orgasm, biting the back of my neck...

"Sloppy seconds!" I heard Chief say, as I felt Mr. Werner pull his fat
cock out of my burning ass-hole.  The stool, with me on it, was
roughly turned around, and I was now facing Mr. Werner's still raging
hard-on, dripping with come and my own ass juices.  He roughly smacked
me across the face and pushed his cock in my mouth.  I willingly
swallowed it all the way to the balls, and started to milk it with my
throat muscles.

Chief loudly and painfully smacked my right butt-cheek, over and
over...  All I wanted at that moment, was for him to smack my left
butt-cheek as many times for evenness...  He didn't.  As soon as he
stopped, he roughly mounted me, and proceeded to savagely fuck me.  He
was slamming into me again and again, changing his angle a little
every time, clearly trying to make it hurt as much as he could.  And
it did hurt.  A lot.  But I was also loving it.  His dick was
beautiful: long and slender.  It was still in my mind's eye from a few
minutes ago when he was raping my mouth, and at the same time it was
possessing me completely through my ass-hole, taking me to an amazing
trance-like state.

Mr. Werner, nearing his second orgasm, pulled his fat member almost
all the way out of my throat, leaving just the bulbous head inside my
mouth.  I was tasting his copious pre-come, rolling my tongue around
his swollen cock-head as quickly as I could, trying to make the orgasm
as pleasurable for him as possible.  Mr. Werner let out a loud
guttural moan. His cock-head started to pulsate.  Thick sticky come
filled my mouth burst after burst, as he continued to moan and curse
loudly.

"Open your mouth, and show me my come, bitch!"  I did.  "Now, swallow
it!"  I did.  It felt completely natural.  It felt right.  I was
fulfilling my purpose, satisfying these men's depraved need...  He
then put his cock-head back into my mouth.

"Keep it open, I want to see the flow", he started pissing in my
mouth, and I started swallowing.  His piss tasted bitter.  But it
seemed right that it should be so.  "You better swallow every drop ...
Spill any, and I will skin you alive".  I believed him.  There was
nothing else in the world than his bitter piss flowing out of his dick
and into my throat.

The flow subsided and stopped.  I sucked the remaining piss out of his
cock, and licked my lips.  I did not spill a single drop.  I looked up
at him hoping for some recognition, but none came from him.

Now Chief painfully dug his fingernails into my shoulders, drawing
blood, as he thrust the last few times into me, even harder and deeper
then before, sending volley after volley of come deep into my
ass-chute, adding it to Mr. Werner's come already there.  I wondered
if he was going to piss up my ass now.  I wanted him to...

... And then it was over.  They pulled out of my abused body, tucked
in their spent dicks, pulled up their zippers, and adjusted their
ties.  Chief  was taking Mr. Werner out for drinks to celebrate
closing their deal, and share in the camaraderie and afterglow of the
'sport' they had with me.  But before they left, Chief  had to give
the slave a tip:  he dragged me off of the stool, told me to stand up
at attention, which I did as much as I could.  Then he proceeded to
slap me left and right across my face, once, twice, three, four, five
times, sending my spit and then blood, after he broke my lip, flying.

"Th-thank you, S-sir", I managed to say.

"You are welcome, boy.  You have to try to be a better slave... Legs
-- shoulder width... Bend over and touch your toes... Legs straight,
butt up... relax it now... good..."

He picked up a cane with a split end from the bucket, and proceeded to
give me a caning that was going to make me a better slave.  Cut after
cut of the flexible cane whistled through the air and viciously bit
into my ass.  I did not know that there was more pain left in me to be
extracted, but he did it expertly.  I was bawling like a baby.  Tears,
snot, and saliva were freely flowing and running down my face.  He
finally stopped.
"Stand up".  I stood up but could not stop my convulsive sobbing.

"That's a good slave", he smacked me on the cheek, kinda hard, but
also playfully, and with a smile.

"Th-th-thank you, S-s-s-sir", I managed to stammer through my tears,
and smile back at him.

"You see Werner", he said as they were walking out, "this treatment is
the only thing that keeps these animals happy!  The faggot slave
enjoyed this more than we did."

"Oh, I think I enjoyed it more", I barely heard Mr. Werner chuckle.


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