Whipping Boy

August 30, 2007 – 10:00 am

I was lounging on the couch with my legs up on the coffee table.  It
had been a hard day at work, and I was exhausted.  Elizabeth was in the
kitchen preparing supper.  I could see her cute petite frame with a
perky ass and nice curves.  She was a sweet treat to watch.  As she
carried two plates of food to the coffee table, she gave me a lovely
smile.  Her eyes twinkled. 

“Thank you darling,” I said.

“You are welcome,” she responded.

Curling up beside me, she started eating her dinner.

“Do we have anything to drink?”

“Oh, I will get it for you.  Hold on,” Elizabeth said.

She hopped up and brought me back a cold beer in no time at all.

“Thank you baby.”

As we ate the fried chicken and mashed potatoes, the television
played.  I don’t remember what the show was but I almost dropped my
food when I saw the woman character.  She was dressed in a black
leather bra and matching short skirt. Thigh high boots hugged her legs
all the way down to the three inch high heels.  She had a small
multiple strand whip in her hand.

“Ouch, I like that,” I said without even thinking.

“Oh honey, would you like for me to dress that way for you?” Elizabeth

“Please Elizabeth, ” I said with a scoff.  “You are too sweet to pull
that off.”

Elizabeth flinched.  I tried to recover.

“Darling, you know what I mean?  It would be hard to play that role.”

“Want to try and see young man?” Elizabeth challenged.

I thought about her idea.  I really did not think that she had a
chance of being tough.  She was only five foot four or so.  Part of me
still thought that it might be fun.  She might even surprise me.

“Sure, if you want to,” I said.

“It would be a different lifestyle for sure,” Elizabeth said.  “Do you
think that you can handle it?  Lets say for a month.”

“Sure honey, a whole month wow.  You would be killer in a short
leather skirt.”

“I know I would and I never wear underwear under leather.” Elizabeth
said with the most evil smile that I had ever seen on her face.

“Oh I like that,” I said.

My heart skipped a beat as I pictured her in a sleek leather outfit.

“Of course leather or not, I will expect you to obey me and take the
consequences if you don’t.  If you please me there will be rewards,
but if you don’t there will be punishments.  You have to agree to take
whatever I dish out.”

“For a month?” I said out loud as I thought.

It could be exciting.  Our relationship had always been very ordinary.
In some ways it had gotten stale.  Even if Elizabeth failed at being a
mistress, it could be fun.  Just to see her in some of the costumes
would be a great reward.

“Ok, I will do it honey,” I said.  “One month in your service.  Take
whatever money that you need from savings to buy your costumes.”

“Are you sure?” Elizabeth asked.

“Yes Elizabeth.”

“Are you ready now?”

“Sure baby,” I said.

“Oh I can tell we need to work on one thing right now.  You don’t call
me baby or honey.  I am one thing to you and that is Mistress.  Do you
understand that?”

“Yes baby, I mean Mistress,” I said.

“I can see that you are going to need some instruction and
reinforcement.  Give me your belt?”


“Because I asked for it.  Now take your belt out of those pants real
slow and put it in my hands.”

“Ok,” I said.

I did as she asked and unbuckled my leather belt around my waist and
slowly slid it through the loops until I had it completely off.
Looking at it in my hands, I saw a wide black belt made of leather.
It was smooth and sleek just like the material that I hope to see
Elizabeth in.

“Give it to me,” Elizabeth said.

I did just that.  The belt looked big in her small hands.

“Drop your jeans down around your ankles now.  I think it is time for
a little ass whipping.”

“What!!!” I yelled.  “Oh baby, please?”

“You don’t seem to understand.  For the next month, you are mine.  You
will do exactly what I tell you to do and without hesitation.  See I
told you just two minutes ago to not call me baby, and you just did.
That is out and out disrespect.  I can see that I need to show you
that I am serious. Get those pants down, now!!!”

I slowly unsnapped my jeans and started to pushing them over my ass.
They were tight and hugged my ass tightly.  As they slid off and down
my legs, I stood there in my underwear with my jeans sitting on top of
my shoes.

“Shorts too,” she said.

I took the same steps of pulling them down over my ass.  Somehow I
felt a little fear about what was coming next and drew out the time
that it would have been required to take them down.  Elizabeth didn’t
seem to mind.  The slower that I moved the better she enjoyed the
show.  She had a wild look in her eyes and a stupid smile on her face.

When I had slid my shorts down to join the crumpled jeans around my
ankles, I looked up at her.

“Turn around and put both hands on the arm of the couch.”

I did as she asked.  Secretly, I had to wonder whether she had enough
strength to affect me.  Elizabeth was a little thing.  I wondered to
myself whether I needed to make it sound like it hurt even if she only
tapped me.  Decided to wait and see what she had in her.

“Are you ready?”

“Yes baby,” I said.

I wanted to know whether she was going to stay with her rules.  It did
not take me long to get the answer.  I heard the belt swishing through
the air an instant before it made contact.  The belt stung me all the
way across my ass.  The popping sound of the leather sinking into my
skin was louder than the preceding air whistle.

I stood up shocked and turned around and faced her.  She was smiling.
Rubbing my ass, I tried to speak.

“Ouch,” I said.  “That stung.”

“Good,” Elizabeth said.  “It is supposed to sting.  The sting will help
you remember your place better.  Now I did not tell you that you could
take your hands off that couch.  This is going to take an awful lot of
work.  Get your hands back on that couch arm, and stick that ass out
as far as you can.  I am going to warm it up for you.”

I slowly turned and grabbed the arm of the couch.  Pushing back my
ass, I could feel the skin stretch over my ass muscles.

“Oh yes, now my little slave is figuring it out.”

I didn’t even hear the swish before I heard the next crack of the
doubled belt.  Even as it burned into my skin, I held my position.
She kept going.  The next one hit full force on the right cheek taking
the full force of the flat belt.  It seemed to force all the air from
my lungs.  Before I could catch my next breath, she sent another
lashing into the tender underside of my ass.

“mmmmmmmmmmmmm,” I cried as the groan escaped my lips.

“You like that don’t you?” Elizabeth said.  “You like being my little
slut, don’t you?”

Before I could answer, she landed two more lashes into the same spot,
the belt seem to find its way into my butt tuck and setting my skin on

“Now the way that I figure it…” Elizabeth said.


The belt struck my left cheek that time.  The virgin skin yelled in
agony.  The second lash was right behind it. 

“You owe me about…”

Whack.  Whack

They found my left butt cheek and stung worse than the other side.
She was finding her mark at will now.  I gripped the arm of the couch
with white knuckles.  Determined to not let go, I tried to take deep

“twenty of these…”

The next one was harder than any so far.  It cut into my ass like a
branding iron.  I could feel the heat rising in my skin and knew that
it had to be starting to turn pink.

“Maybe next time you will…”

The next lashes came with a upward swing.  They were so hard that I
found myself rising onto my tip toes with each lash.  The end of the
belt caught the upper part of my thigh.  I pushed upward as far as I
could in some hopeless attempt to avoid the brunt contact.

“think twice about calling me baby.”

Elizabeth must have enjoyed the reaction from the upward swings because
she started making them all upward moving.  The bottom of my ass
started to become noticeable more tender than the rest of my ass.  She
made contact with the next one, and it drove right into my brain.

“Ouchhhhhhhhhhhhhhhhhhhhhhhhhhhhhh Ohhhhhhhhhhhhh Elizabeth, God you
are killing me.”

“I like it when you groan,” Elizabeth said.  “You found a way to make
me happy.  But don’t call me Elizabeth.  I am Mistress or Mistress
Elizabeth.  Anything else will be punished severely.  I think you know
that I will do it now, don’t you?”

“Yes,” I said.

I felt the belt swish across my ass again.

“Yes, what?”

I felt the belt come down on my ass three more times.  I was breathing
so hard with each lick that I could barely get enough air.

“Come on slut, you know the right words,”

The belt came across my left cheek and the tip flickered into my
crack.  A scream escaped my lips before I could hold it in.  Mistress
Elizabeth must have loved it because she came back with another lash at
the same spot.  I screamed again without shame.  The pain was intense.

“Oh I like that,” Elizabeth said.

“I don’t,” I cried back.

“Wrong answer,” Elizabeth said.  “Take your shoes and pants off.  I am
taking some clothes off too.  I would suggest that you finish first.
Get them off, now!!!”

She started unbutton her blouse.  I looked over her shoulder and was
rewarded with a glimpse of white chest and a black bra. Her fingers
worked on the next button.

“Your time is running out little boy,” Elizabeth said.

I just could not seem to take my eyes off of her.  I knew that her
cleavage was about to become visible.  I had seen her breasts a
thousand times, but now they seem so much alluring.  With a few more
buttons, she opened up the blouse and lifted if off her shoulders.  I
still had not moved an inch to take my jeans off.  I could not take my
eyes off of her. She folded her shirt and laid it on the ground.
Reaching for her pants snap, she opened her jeans.

“You are brave little boy.  I am almost done.  I guess you want to see
what I will do when I win huh?”

She slid her jeans off. Each inch of skin that was revealed was that
much more seductive.  I could barely stand to watch her undress.  It
wasn’t until she stopped that I realized how much trouble I was in.

“I am done,” she said.

She stood in her black bra and panties.  I could see the nipples
standing erect under the thin material.  The panties were soaked in
the crotch.  It was at that point that I knew how excited that she

“I see that you aren’t,”  Elizabeth said.

“I am sorry.  I will hurry,” I said.

“Too late little boy,” Elizabeth said.

“Bend over and put your forehead on the seat of that couch.  Hurry!!!
I want it done now!!!”

I stared at her only to feel her push me against the couch.  I let my
body fold over.  Elizabeth got on the couch and put one knee on either
side of my head.  With her panties resting on the back of my head, she
sat facing my ass.

“Nice view,” she said.

I groaned from the pressure of her weight pushing my face into the

Bring the belt down over her head, she let it land lengthwise on my
right cheek.  My whole body vibrated from the hit.  I felt her rock
her pussy back and forth over the back of my head.

“Ohhhhhhhhhhhhhh, I like that.”

She rubbed her panty covered pussy against my head again moving in
slow back and forth movements.  The belt landed on my right side
across the cheek and down the thigh.   The tip flickering to the inner

“Oh your ass is so warm now, but I do have to address your lack of
obedience.  Do you think that twenty will be enough?”

“For what?”

“You do not answer my questions with a question.  I guess you need
thirty instead, do you agree?”

“Yes,” I said.

“Yes, what?  I can not believe that you still have not figured that
out.  I guess we need to work on that first.”

She started whipping my ass in a rhythm as she rocked back and forth
over my head.  She would bring the belt down on my ass and then as she
pulled back over her head, she would rub her pussy forward.  As she
brought the whip down again she would let it slide back.  It came down
over and over so many times that I lost count.

“Yes what?” her voice crept into my mind.

I could not answer and felt the next whacks drive into my ass harder.
The back of my head was wet from her dripping pussy.  Elizabeth was
making as much noise as I was.

“Oh My God, I love your ass.  You are setting my pussy on fire.  Yes

I groaned with each lash. 

“Oh yesssssssssssssssssss,” Elizabeth moaned in pleasure.  “Oh it is
building inside of me.  I am so hot. Ohhhhhhhhhhhh.  Have you figured
it out yet?  Yes what?”

“Yes ma’am?” I asked.

The belt came down again.  I jumped from the pain.  My ass was so
tender.  Each lick made it cringe in agony.  Elizabeth moaned louder.

“Close little boy, try again.”

Whack, the belt came down on my crack.  The belt looped around and
flickered against my balls.  I screamed.

“Yes Mistress,”

“That is it.  You are doing so well. You need to answer that way each
time.  I think it is rude to just say yes and no, don’t you?  Does not
give me the respect that I deserve?  You agree?”

I must not have answered fast enough.  The belt hit my crack again and
again licked around and into my balls.

“Yes Mistress, ” I said. 

It was almost as if someone else had said it.  My mind was in a fog.
I knew that I wanted to do whatever I could to stop that belt from
hitting my balls.  If it meant saying the earth was red, I think I
would have done it.

“That is much better little boy,”

“Thank you Mistress Elizabeth.”

“Oh you do accept training after all.  Now we never did get those
jeans off your ankles did we?  I told you that there would be
consequences if I undressed first.  We decided on thirty didn’t we?”

“Yes Mistress,” I said.

“Good, then open up that ass.”

“Do what?” I asked.

“Grab your cheeks and pull them apart.  These thirty are going on your
cute little asshole.  Oh, and these are going to hurt.  And do you
know what?  I am going to cum when it is the most painful. I am going
to rub my pussy all over this head of yours.”

“Shit Elizabeth, I can’t do that.”

“What did you say?  Get that ass open now or I start lashing your back
and it will be with more than one belt.  So, open it up now.”

I reacted immediately.  I had known that it was a mistake to say as
soon as the words came out of my mouth, but there was no way to take
them back.  Further, I knew that she would whip my back.  At this
point, I would not put anything past my Mistress.  She was horny and
wicked.  With all the power, she was in control. 

I pulled my cheeks apart as far as I could.  I knew that she could see
the white streak caused by the pressure of my fingers.  At least she
will know that I am trying to obey.  With any luck, she would take it
easy on me.

The first lash hit squarely on my asshole.  My eyes were blinded with
a flash of light as the pain rushed through my body. I could hear my
screams erupting out of my mouth and into the couch.  The pressure on
the back of my head became more intense as she rocked her pussy
against me.  I was being used like a toy for her enjoyment.

The next lash hit down the crack and snapped against my balls.  I
screamed again even more loudly and was rewarded with another push
down ward.  The next one hit the inside of my cheek almost catching my

“Oh my God, yes, oh yes, oh it is building little boy, I feel it
growing inside of me.  Oh it feels so good.”

More lashes came down on my asshole.  I could feel it swelling from
the blows.  The tender skin that is usually protected inside of the
crack became red and on fire.

“Here it cums you bitch.  I feel it. Oh slut you love it when I cum
beating your ass, don’t you?”

“Yes mistress.”

“Tell me how much?” Elizabeth commanded.

“Yes Mistress. Cum Mistress.  Please cum beating my ass.  Whip this
slave’s asshole.  Please cum Mistress.”

She brought down a flurry of blows as her squeals became louder.  The
pain flooded my mind.  I was in a fog.

“Cum Mistress.”

She screamed at the top of her voice and exploded.

“Uggggggggggggggggggggggggggggggggggggggggggggggg I am cumming bitch.
All over you. Oh My God, I am cumming again. MMMMMMMMMMMMMMMMM.”

I felt her fall limp against my back and ass.  I tried to breath but
found it difficult to take anything but shallow breaths.  After about
ten minutes, she got up and smiled at me.

“Oh you were good.  Just imagine you have thirty days of this.  I hope
you start learning faster or your ass will be a very tenderized piece
of meat.  You did good at the end.  If you keep that up, you will make
a good slave.”

“Thank you Mistress.”

“Oh pet, you are very welcome.  Just keep trying hard.  I don’t want
you cumming without my permission, do you understand?”

“Yes Mistress.”

“Now go take a shower and get ready for bed.  You get a blanket at the
end of the bed tonight.  You have to earn the bed and your next cum.”

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