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Subject: {ASSM} "His Punishment"
X-Original-Subject: Story:  "His Punishment"
Date: Mon, 17 Jun 2002 08:10:02 -0400
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This story contains FemDom/male sub, spanking, paddling, cropping, oral, anal,
and humiliation. If this offends you please don't read it. If you have any
comments or questions, please email me at:  p8730@aol.com


                                           "His Punishment"  

Like the occasional golden shower, the crop was something I endured but didn't
really like to much. But accepting the demands of my evil little Mistress
Jennifer was my lot in life. Honestly speaking, I really wouldn't have it any
other way! Mistress Jennifer always knows just how to use me. She knows when I
need a good punishment session, even though I will be in pain for weeks from
her severe disciplines! Mistress Jennifer knows how to cause those deep
guttural moans and groans to escape my lips as she deep fucks me long and hard
using her favorite monster dildos! Mistress knows exactly how long to stay
seated on my face as she rides on my mouth and tongue through countless
orgasms, having me work both of her holes! Mistress Jennifer is also very adept
to inflicting lots of pain to my cock and balls when she is in the mood for
some agonizing torments! And Her wicked little mind never fails to come up with
new ways of punishing, teasing, and tormenting my bound body! She is always
trying out new toys, gadgets and techniques that she has acquired from various
sources!

Suddenly out of the silent darkness there came a deep dulling ache in my balls
as Mistress Jennifer had a firm grip and was squeezing them harder and harder! 
I moaned in agony as the aching deepened! She just gently squeezed my balls
very firmly and did not let up!

"What should I do with my precious slave pet?  I think you need to endure a
nice long punishment scene I am afraid, as you know better than to be sniffing
my dirty panties from the hamper!"

Mistress Jennifer was correct, I had been sniffing her panties, and that would
most likely be something Mistress usually condoned had it not been for my other
hand masturbating while I inhaled her intoxicating scent!  It had been two
weeks since I was last allowed an orgasm, and I just couldn't take it any
longer! I waited until that moment when Mistress Jennifer was outside working
on her garden, and I thought I could get a quick release before she came back
in, but Mistress Jennifer knows me too well, and probably sensed I was up to no
good! 

This was why I had come to be secured face down to the whipping horse in the
first place! I knew from past torments that I was in for a long and severe
punishment session this time!  So now laying helpless, naked, face down, ass
raised and legs spread, and Mistress Jennifer squeezing my balls till they were
blue! This was her way of telling me how severe my punishment session was going
to be! The longer and harder she squeezed, the longer and harsher my punishment
would be!

I watched as Mistress Jennifer retrieved the paddle and a crop. Both of which
would be used to set my ass on fire this time! I knew that after she was done
it would be very hard to sit down for a while!

Mistress Jennifer then brought out the inflatable butt plug and a red rubber
ball gag. First she held the butt plug to my lips and told me to get it good
and wet! I tried to coat it by licking and sucking on it, but Mistress pulled
it from my mouth only after a few seconds! 

"Now now there slave, this IS a punishment session you know, I want to make you
feel some pain you know!"

I almost wanted to laugh at her remarks, if she only knew how much pain that
inflatable butt plug really caused me, lubed or not! But then again, I am sure
she probably did know, or else she wouldn't have chose such an evil toy! The
plug could expand as big as her wrist, and then if I moved at all with it
widening my rectum like that, the shifting of my body would cause me even more
pains down there!

Then I felt the wet tip against my asshole, and without any warnings, Mistress
stuffed that butt plug in deep and hard in one massive thrust! She then began
to pump the bulb causing the toy to grow and press against the walls of my
rectum! 
I did manage to let out a couple of low moans that turned to whimpers as the
ever expanding toy increased to it's maximum size! Just to emphasize her point
even more, Mistress Jennifer squeezed my balls again, and this made my moans
even louder!

"I see what we have to do next my slave! I figured you would be very vocal
during this punishment session!"

Next, Mistress Jennifer grabbed a stool and placed it right in front of my
face. She then removed her panties and sat down on it right in front of me. She
grabbed my head and told me to start licking! Once she started moaning and
coming close to own pleasurable moment, she let go of my head moved away a few
inches! Next, Mistress Jennifer was holding the red ball of the gag in her hand
and started to rub it up and down her wet slit! Then she inserted it into her
hole and proceeded to rub her clitty as her orgasm approached. Her moans grew
louder as I watched her body quake from her self induced orgasm!

As she subsided from her pleasure, she pulled the red ball from her very wet
hole and pushed into my mouth! After attaching the gag to my head, she got up
and moved the stool away.

"This should keep you quiet slave, and we will come back to your tongue and
mouth so you can clean up my juices you made down there. And I am sure you will
have some mess of your own to clean up too!  You wanted to masturbate even
though I didn't allow it then! Well, I am going to allow it now, and I plan to
milk all of the cum from your cock and balls today! And Yes slave, you will be
licking it all up too, no matter how many times I can get you to orgasm!"

There I lay, helpless to do anything but ponder those vivid scenes that
Mistress Jennifer has promised, and knowing my Mistress they will be every bit
as intense as she has described, and usually more so! 

Mistress picked up the paddle and disappeared behind me now. Then without any
warnings at all,  a hard swat pierced the air as the paddle landed squarely on
my buttocks! Then another and another. Now she was swatting away, going from
one cheek to the other, over and over again. Each hard swat caused my hips to
jerk and that in turn pushed my bound ass higher with each blow! But it was the
other pain that was a reaction to each swat that made me moan into the gag, the
huge inflatable butt plug was pushing hard against the walls of my butt each
time my hips would jerk from a swat of the paddle! 

The paddling was steady, and I could feel the burning of my flesh, so I new my
cheeks were getting redder with each swat! Over and over the paddling
continued. I lost track of the time and was beginning to feel the numbness on
my butt from the prolonged spanking session. Then Mistress Jennifer just
started to really swat hard! This really made me jerk in my bondage! She was
hitting me with all of her strength now, really leaning into each blow!  I was
crying openly, the tears running down my face! All the while Mistress was
orally chastising me for being so disobedient!

Fortunately for me, the paddling had stopped. I soon realized that Mistress
Jennifer had placed the stool back in front of my tear streaked face. Next she
unstrapped the ball gag and wiped my face dry with a towel she had nearby.

"There now slave, I can't very well have you getting my thighs all wet with
your tears now can I?" "I expect you to devote all of your oral attentions to
me for the next hour or so, because I want you to bring me off three times
slave, is that clear?"

I mumbled out a yes reply, followed by the necessary thank you Mistress
response!

Eating out Mistress Jennifer was hardly a punishment, even for an hour at a
time! She truly tasted delicious, and I was intoxicated by her heavenly scent
anyway! This would be pure pleasure on my part to lick and suck her pussy
through three orgasms! But, then I saw Mistress pick up her riding crop and I
now knew that there was going to be some catch!

"And slave, just to keep your mind on your work, I am going to give you ten
swats of the crop every ten minutes, so, it would be best on your part to give
me the best oral servitude you can muster! But, I can wait as long as it takes
too, so however you want it slave!"

I started sucking and licking Mistress Jennifer the best I could! I licked her
slit from bottom to top, and jabbed my tongue deep into her hole. Then I would
swirl it around her clit, and lick her slit some more. I also sucked on her
lips and gently teased her pussy licking and sucking around her clit, but not
giving this little sensitive nub any attention just yet! That would come later
as her moans increased and her hips started to pump!

But all too soon, I felt the first of many stinging swats of the crop! Her
swats shot through my cheeks as if I was being cut with a knife! I moaned
loudly into her pussy! My cries muffled by her cunt, but the sounds
reverberating through her crotch! The ten lashes were fast and furious, and
then as the pain subsided, I hurriedly licked and sucked with more fury! And it
continued that way, over and over, as I worked to give Mistress Jennifer three
great orgasms! The first of her's was quick and relatively easy on my part, but
the second and her third proved to be much more difficult, as my ass was on
fire from a flaming paddling to this cropping every ten minutes! I lost track
of all time, and even forgot what orgasm Mistress was on! After nearly two
hours, Mistress Jennifer's flood signaled her third orgasm, and as I dutifully
cleaned her pussy dry, she took the liberty of giving me one final cropping,
and she didn't stop and ten swats either! She got up from the stool and went
around behind me to swat my cheeks from a different angle! I cried out in pain
as I had nothing to silence my moans now! Mistress must have felt some
compassion because the cropping suddenly stopped!

"You big baby! You need to remember why you are here in the first place slave!
It was you who decided to break the rules and disobey me! So, you are getting
punished for that, just remember that from now on!"

Next I felt Mistress Jennifer's hands on my balls and stroking my cock. My cock
was actually hard, and she was milking the precum from my penis which flows
steadily as I orally satisfy her! Then she coated the shaft with the precum and
really started pumping my cock harder now!

"Do you want to cum slave boy?" Cum for your Mistress now slave boy!"

Mistress pumped my vigorously and soon I was shooting a nice load of hot cum in
her waiting palm! Mistress Jennifer brought this up to my mouth, and while
holding the back of my head with her other hand, she force fed my all of my
cum! Mistress ordered my to lick it all up, and get used to the taste, as this
would be the first of many cums I would eat today! 

"I am going to milk you dry slave boy! You wanted to cum so badly, well here is
your chance! I am going to make you cum till you are dry, till you cannot shoot
another drop! And Yes slave boy, you will be eating all of it too!"

After a short break, Mistress returned and was wearing her monster dildo! This
toy was fitted to a special thick leather base over a protruding shaft. It was
strapped to her waist like any other strapon dildo, but this one was custom
built for us by a friend in the leather business! He made the base out of extra
thick black leather, and it had a built-in peg which supported the larger
dildos! The one Mistress was wearing today was the twelve inch toy! I knew this
one well, as it was always borderline unbearable for me to accept both it's
thickness and it's length! I am sure Mistress Jennifer chose it because of that
too! After a session with this toy, it was truly hard to walk straight let
alone do anything else normally too!

Our friend in the leather business also decorated the base support piece with
some very sharp chrome pointed studs! And, the creative talents of our friend
also used larger sized pointed studs at the bottom of the base, and they were
clustered like two actual sized balls! Once the dildo was secured to the
harness, it resembled a huge horse cock, with two equally huge balls, only the
balls were a series of sharp pointed metal studs! The smaller sharp studs all
around the rest of it resembled pubic hair, and Mistress loved wearing this
piece! She would really work at driving the full length of her toys deep into
my rectum so that the sharp spikes would contact my flesh! She also knew that
the larger ball spikes would have a good chance of hitting my own balls as she
slammed into me during her furious anal rape sessions!

It was then that Mistress Jennifer's leather spike covered pubic mound was
directly in front of my face again, her hand holding the huge weighty dildo
hanging poised and ready for her assault of my asshole! It was a thick shiny
12" black dildo, and it contrasted nicely with Mistress Jennifer's pale milky
white skin! I knew from my past painful experiences just how long those twelve
inches would feel, as Mistress Jennifer drove the entire length of her dildo
deep into my rectum! And despite those vivid memories I could still feel the
strange stirring deep within my stomach as I almost ached for the need to be
fucked! Soon I would be feeling her deep thrusts has she drove the huge dildo
into my depths as hard as she could! Then I would be feeling the pain and the
punishment that I deserved as Mistress plowed me hard and deep, not stopping
till she was good and ready to! I never knew how long the reamings would last,
but they always lasted far longer than I could tolerate, and my asshole would
be sore for days following! 

Slowly, Mistress Jennifer fed me the huge bulbous head of her dildo, hanging
like the head of a real cock as she held the toy in one hand and my head with
her other hand! Mistress then, kneeling on pillows and straddling the whipping
horse, slowly inched that huge punisher into my mouth! I knew it was my job to
suck and lick her monster toy, as I also knew if it wasn't lubricated well
enough, it would be much more painful when she started to fuck my asshole with
it!

 -oeWell, slave, you had better get this cock good and wet because I am in the
mood for some very serious fucking today and this is all the lubing it and you
are going to receive! -  

I winced as my jaw opened wide to accommodate such a huge penis! I licked the
head and started to lick the shaft, but I knew I wasn't going to be able to get
more than an inch or two of it's length lubricated! I could move my head at
all, and Mistress Jennifer controlled her huge cock, so if she didn't pull it
out and allow me to lick the shaft, there would be no way for me to get it
lubricated!  

 -oeSuck me off, slave!  I know you like to eat cum, too bad this one didn't
spurt any, I am sure it could gag you with a huge load of hot cum! So day I am
going to have you suck a real cock and really learn how it feels to have a hot
load emptied into your mouth as I have my way with you too!"

My cheeks were bulging, and tongue licking as I tried in vain to get this toy
very wet!  My mouth watered at the dildo's warm and firm softness, and it's
lifelike contours.  Before long my wet drool slicked the first couple of inches
of the ribbed rubber shaft, and then Mistress Jennfier slowly withdrew the huge
toy and allowed me to slick the shaft with my tongue. I did just that, and when
the dildo was covered with wetness, Mistress said it appeared to be ready! 

Mistress Jennifer walked behind me once again, and this time I felt the butt
plug as she deflated the bulb and the pressure subsided! Then the plug was
removed from my widened hole, but the hole would soon be stretched even further
and deeper than that plug could ever do!

Mistress placed the large inflatable butt plug right in front of my face, on
the stool. She said she would come back to that and if I made too much noise
while I was being punished, she would use it as my gag! She asked me if I would
be able to accept the anal punishments without getting too loud or crying out?
She also said that if I were to get too loud, she would stop the fucking and
gag me with this used butt plug and I would receive fifty swats with the crop
for making her stop! But if I knew I would get too loud, I could accept the gag
now before she started, but that she then would start with a full hard thrust
too!

I didn't know which one to take, neither one sounded too good for me anyway! I
know I would probably be moaning pretty loudly at some point, but how did I
know what was too loud for Mistress Jennifer? And, if I had to endure any more
punishments to my butt I don't know if I could take it, especially another
fifty hard swats of her crop!

I reluctantly told Mistress Jennifer that I thought I couldn't be too quiet for
a hard anal reaming, and that I should be gagged. I hoped that she would find
this to be a pleasing response and give me the red rubber ball gag, but I
thought wrong! Mistress held up the butt plug and pushed it into my mouth! It
was still warm from being imbedded for the last few hours in my hole! Mistress
secured it in place and went back to her position behind me. 

Soon, I felt the wet tip against my hole, just sitting at the entrance! Then
Mistress Jennifer grabbed my hips and with a very hard and deep thrust, she
drove the massive dildo as deep as it would go on her first thrust!  I could
only moan as a deep guttural feeling from deep within me tried to escape my
lips, but only could be heard as a low moan! 

Mistress true to her word just withdrew the dildo the entire length, then
repeated over and over driving the huge toy deep with each and every thrust!
The louder my moans the harder and further she drove the dildo into me! Then I
felt the spikes against my balls and scrotum! Soon, each thrust was punishing
my backside and balls with pricks of pain from the spikes! Over and over again
Mistress drove the dildo deep inside of me! She was making me feel every inch
of her huge thick twelve incher! 
I was fucked hard and unmercilessly by Mistress. It didn't let up for a very
long time, just thrust after thrust! Mistress didn't care about speed, just
long and deep thrusts, burying the dildo it's entire length with each thrust!
Over and over, I thought I was being drilled in two! The pain was deep, more
like an ache than a pain! 

I was told it was over an hour that my fucking continued! One brutal deep
thrust after another. I was truly fucked senseless!

Here I was, naked, bound face down, bent over the back of a whipping horse, my
butt had to be flaming red, and my asshole fucked unmercilessly by my Mistress
Jennifer! All the while I was gagged I still couldn't believe how lucky I was
to have a Mistress like Jennifer, whom loved her role as my Dominant, and me as
her slave. I was committed to her, my body was her's to do with as she wanted!
I longed for these sessions, but regretted them all the same! I was actually
more ashamed of myself for disobeying Mistress Jennifer than I was at being
punished so severely!
 
True to her word, Mistress Jennifer continued to milk my cock and feed me load
after load of my own cum! I think I stopped after four orgasms, at least there
wasn't much coming out after that anyway! The huge dildo was left deep inside
of me after Mistress grew tired of deep fucking me! And, somehow through it
all, I managed to let out a few load moans when Mistress squeezed my balls hard
following the fourth orgasm. That she said would cost me and grabbed her crop!
Mistress proceeded to setting my ass on fire again, although it was supposed to
be only fifty swats, she kept on starting over from one as I was to count them
out, but failed when the crop landed on my upper thigh and caused me gasp
instead of saying a number! Funny how it was always when we approached the
forty to forty-five numbers! I don't know how many times we started over but my
ass can tell you it was plenty!

Mistress Jennifer finally removed the dildo from my hole, and the cool air
rushing in told me that my hole was plenty dilated! Mistress told me she liked
to see it opened like that and would keep working on it to get it to stay open
longer! Then she grabbed both of my balls with her hands and squeezed while
telling me to never disobey her again! She just kept squeezing, all the while I
was agonizing and aching in pain! She just kept talking, orally chastising me
and telling me how much worse it will be for me if there ever is a next time or
occurrence where I am caught masturbating again!

Mistress Jennifer finally released me, and helped me to my feet. I couldn't
really stand anyway, so I just knelt at her feet and kissed her there. Moving
up each leg I thanked her for allowing me to be her personal slave, and that I
wouldn't be so selfish again to take matters into my own hands and try to give
myself personal pleasure!
When I reached her pussy. I inhaled deeply and kissed her there. 

Mistress helped me to the bed where she laid down and I gave her another couple
of orally induced orgasms!

-- 
Pursuant to the Berne Convention, this work is copyright with all rights
reserved by its author unless explicitly indicated.
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