Breaking Jen

by real_first_time

story tags: punishment, strap-on, ex-girlfriend, blind-fold, lesbian,
ball-gag, piercing, lingerie, anal, tiedup




My Ex gets punished for what she did to me.

Page 1 of 3 page(s) (22097 characters)

Breaking Jen - NonConsent/Reluctance - Literotica.com

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08 Mar 2011 - 23 Jun 2012

NovDECJan  25  201020112012

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NonConsent/ReluctanceBreaking Jen

Breaking Jen by  real_first_time ©

I'm not a spiteful person. I don't carry grudges and I don't hold onto
hurt, but this was different. Jen was the one. Jen was the girl I was
going to marry one day. Jen was the world to me and it broke my heart
when the truth about her finally came out. Saying it broke my heart
doesn't quite cover it. It destroyed me.

I remember just feeling sick as I found out I wasn't the only guy, but
there were many. The lies she had told to cover the truth up, all of it
devastated me. My confidence took a downward spiral after that and I
didn't get over it for a very long time. I thought about her for years
with a mixture of heartbreak, anger and sadness. That experience
changed me profoundly and over the years I became stronger and meaner.
The women I pursued were now meaner and nastier too. I didn't want the
sweet and cute girls like Jen anymore, because at least with a nasty
girl I knew what the score was.

I expected to be treated badly and in return I treated them even worse
and the most surprising thing was that I was more popular than ever
because of it. I didn't worship girls anymore. I tied them up, I
spanked them I put ball-gags in their mouths. I watched as I made one
girl lick out her best girl-friend with her hands lied behind her back
and a vibrator teasing her pussy till they both came in a screaming
heap.

I discovered a never ending amount of girls who just wanted to be
treated badly and who didn't want romance, they wanted to be punished
and dis-respected and the more I dis-respected them, the sooner they
came.

I know it doesn't make sense. I know that's not what all the books on
relationships tell you to do and that we live in a time when equality
between the sexes is considered the ideal. At first I was confused by
it all, I mean is this really the way it is? After a while I stopped
asking questions and got on with giving them what they wanted (in most
cases, desperately).

As years went by I got more inventive and nastier. I became an expert
at teasing and punishing and I discovered how to make the most innocent
girls beg for the dirtiest things to be done to them.

To give you a quick example, one night recently I met a school teacher
at a club. She was 25 and in-experienced in most things. We spent the
first few hours chatting and talking about her aspirations and
dreams......I never left her side for the next 12 hours. It started
slowly and with each hour, little by little, things became more daring
and perverted. By the third hour she was tied to a bed in her lingerie.
By the sixth hour her ass cheeks were red and lined with welts from
being spanked with a wooden ruler. As the tenth hour passed she was on
all fours begging my friend Tracy to fuck her virgin ass with a
strap-on dildo while she attempted to deep throat my swollen cock.

It had been almost 5 years since id last seen Jen. It was very strange
to met her again. I work in the inner city and as I was walking back to
work at the end of my lunch hour I could see this familiar figure
walking toward me on the sidewalk. It was only as we were about to pass
each other that we both fully recognized each other and we stopped and
began a very awkward conversation. Jen looked like she always did, just
maybe a little older. Maybe no taller than 5'6, sandy blonde hair to
her shoulders and blue eyes. She was timid and cautious at first. She
knew very well the anguish she had put me through 5 years earlier and I
guess she half expected me to show anger or hatred. But I showed
nothing. She didn't affect me anymore and I felt calm. It felt more
like I was studying her, maybe trying to figure out how this seemingly
innocent girl had such an effect on me in the past. I could see why I
fell for her. She did all those little things that drew men to her. All
those cute little gestures and mannerisms that made you want to sweep
her off her feet and be her knight in shining armor, only this time I
didn't feel that way at all. I knew her too well and what she was
capable of.

In the end it was a pleasant conversation and business cards were
exchanged. We said our good-byes and I wondered if id ever see her
again. I didn't care either way.

Two days later I received a pleasant e-mail from Jen saying how much
she enjoyed meeting me again and asked if we could go for coffee to
catch up fully. I thought long and hard about it and in the end
suggested a cafe and a time I would be there. She emailed her reply
shortly after and the date was set.

I arrived at the cafe first and found a table I liked. My back was to
the wall and I could see everyone coming in or out of the cafe. It was
a position of control and I felt satisfied with the set-up. I saw her
arrive and nervously scan the cafe for a familiar face. I let her
search a little more before I put my hand up and waved her over. Our
conversation was tense at first but she soon loosened up and the
conversation flowed more freely. She mildly apologized for some of the
things she had done years earlier, which was nice of her I guess. It
didn't matter to me either way.

It was about 40 minutes into our conversation when she nervously leaned
forward and said quietly, "I know I was bad to you, but you know what?
I really miss all those nasty things you used to do to me. Nobody has
ever done half of those things since you. I think about it a lot."

I know what everyone reading this is thinking – what were those nasty
things I used to do to her? Well it was nothing like the things I do
now but it was still pretty fun. I would tie her up, maybe blindfold
her. Hard spanking really made her hot and she would get off soo bad
that as soon as it stopped she would straddle me and ride my hard dick
till she came loudly. It's fair to say she had a freaky side and she
would often tell me she had fantasies of me binding her to a chair and
being made to watch me fuck another girl as a way of punishing her.

Anyway....back to the conversation. I told her that I remembered doing
those things to her and that it was a long time ago. I told her there
were things she had done that I didn't think I could ever forgive her
for. And besides all of that I am a very different person now and the
things I do in the bedroom are much more extreme than the things I had
done to her before. "Like what!" she said almost immediately. She was
very curious but I really didn't want to have this conversation with
her anymore. I thanked her for the meeting and we said our good-byes. I
knew I hadn't seen the last of her.

Like clockwork, two days later I received a follow-up e-mail from Jen.
She thanked me for the coffee and then went on to say... "I can't get
the last part of our conversation out of my mind. I'm very distracted
by it. I'm dying to know what you mean when you say that what you do in
the bedroom now is much more extreme. Would it be so wrong if I asked
you to show me what you mean?"

I'm almost ashamed to admit that when I read this e-mail all I saw was
an opportunity for revenge. The wheels began to spin in my head and I
immediately saw a great way to make Jen pay for all that hurt she put
me through. That thought made me feel great!

I'm not a monster. I don't get off on just hurting people. There has to
be intense pleasure for the girl in everything I do. It's giving
pleasure that gets me off and I've never seen a girl come harder than
when she is pushing her boundaries and living out her dirtiest dreams.
Sometimes a little pain and adrenaline turns a great experience into
something they will remember for the rest of their lives.

Jen would be no exception....but she had hurt me badly and if I was to
give her what she wanted there would have to be some cruelty involved.
Just for me. There had to be some kind of payback for what she had done
and it wasn't going to be a simple spanking. It would be a real
experience and she wouldn't even have to say a word of permission. I
would make it so her own body would betray her and give me permission
to punish her.

I e-mailed Jen back with a warning. I told her that she would
experience much more intense pleasure than she thought she could handle
but she was going to pay for the hurt she had put me through at the
same time. I told her that her pleasure would also be her punishment
and she would go through the most intense sexual experience of her life
so far.

I thought there was maybe a fifty percent chance she would say yes. I
still didn't care either way. It was a whole week this time before she
e-mailed back. Here's part of the message she sent.

"......and I know I'm going to regret this but god I have to
know....I'm thinking about it all the time. I know you will make me pay
for being a bitch somehow...god...i think that's turning me on more.
Tell me what you want me to do and I'll be there..."

I told her to keep the weekend free. She would arrive at my place on
Saturday evening dressed like a slut...that is what she would be for
the weekend...tight dress..heels..nasty/sexy lingerie..the works.

This was going to be fun. I called a good friend right away and made a
few arrangements. I discussed my ideas for Jen's punishment with Tracy
(yes, the Tracy that strap-on fucked the school teacher earlier). Tracy
practically squealed with excitement and added a few touches of her own
to the arrangements.

I should tell you a little about Tracy. She was a nurse once upon a
time but now she works as what she calls a 'Body Art Technician' ,
which just means she does body piercings and make-up at a local beauty
shop. Her hair is always dyed black and I would describe her as a
slutty emo/goth chick. You know the kind, short skirts and fishnet
stockings with boots. I find her extremely hot and she has an equal
opportunity policy with both males and females.

I told Tracy to bring her full bag of tricks with her and not to worry
about any costs, I would cover it all. We finished discussing Jen's
punishment and Tracy ended the conversation simply by saying

"Oh my god you are so evil, I love it...so all we have to do is make
this little slut come five times in 24 hours huh? Baby, I could make
her come 5 times in one hour., but I'll be there..I can't wait!"

I'm not a big fan of drawing things out but ill simply say all the
preparations went without a hitch, like it was destined to happen or
something.

8pm on Saturday night I hear a quiet knock on my front door and open it
to see Jen standing in front of me. She looks nervous and a little
scared but she flashes me an uneasy smile and I smile back. I had to
take a moment and remind myself why this had to happen, because what I
saw in front of me almost made my knees buckle.

She was dressed in a red evening dress that stretched tight against her
body, almost like it had been painted onto her skin. Everything was
red, heels, stockings.... everything. Her hair was pulled back tight
and weaved into a single ponytail that reached to her shoulders. I had
never seen her like this. The dress hugged her breasts tight and I
could see her nipples faintly pressing through it.

I regained my control and told her to come in. She had seen my reaction
to her dress and she looked pleased. 'I can't let her see any weakness
again' I thought to myself, and for the rest of that night and the next
day, I didn't let her see that again.

I needed to re-focus and I reminded myself that this was about
punishing her. I had to focus on what needed to be done. I walked
toward the main room and instructed her to follow. I took a seat on the
leather couch and just as she was about to sit next to me I interrupted
her. "No. Stand in the middle of the room and face me while I enjoy the
view". She did as she was told and I sat there with a glass of wine in
hand and studied her body. There was soft music playing in the
background and I told her to move her hips to it. Her movements were
slow and sensual and I gave her more instructions. "Slide your hands
over your body and make sure you pay attention to your breasts. I want
to see those nipples stiffen through that tight dress"

She did what she was told and I could see her nipples begin to press
against her dress. She was warming up now and her breathing had begun
to get just a little faster.

This went on for maybe a minute until I got up and walked up behind
her. I slowly pulled the zipper on the back of her dress down to her
hips and automatically she began to shimmy the dress slowly down her
body toward the floor.

As soon as the dress had fallen I stood behind her and pulled her
toward me hard. The sudden jolt took her by surprise and I held her
body firmly in place while I let my other hand explore her body. I
started at her thighs and teased my hand all the way up her body before
pausing at her lips. I paused and then slipped two fingers into her
mouth. She immediately sucked on them and worked her tongue in slow
circles. Her breathing was harder now and she began to grind her ass
into me as I stood behind her.

She wore a tight lacy g-string and push up bra and her tits just sat up
as if inviting me to tease them. She had stockings and a garter belt
and spiky red heals. When I asked her to come dressed like a slut I had
no idea she would be such a natural at it.

I pulled my fingers out of her mouth and slid my had back down her body
until I was pressing on the thin lace of the g-string that barely hid
her pussy. Her hips began to grind forward to meet my touch and I
pressed a little harder against her pussy until I could feel the
wetness flowing out of her and begin to seep through.

"Do you know why you are here tonight?" I asked her softly "Yes" She
continued "I am here to be punished for what I did to you" "And are you
ready for that" I asked "I don't know, but I want you to punish me, I
deserve to be punished"

That was all I needed to hear. I took her by the hand and led her to
the master bedroom. She obeyed every order. First I blindfolded her and
then I began to tie her down to the king sized bed. Each wrist and
ankle was tied to a corner post of the bed until she was spread like a
starfish. I was amazed at how willing she took to it and I knew that
the more helpless she got, the more turned on she would become.

This next part was cruel but necessary. I had to pick up Tracy from her
work and once we got back she would change into something more
appropriate for Jen's punishment. I propped Jen's head up with pillows
and removed the blindfold. "Im leaving you like this for a couple of
hours. It'll give you time to think about what you did. When I get back
things are going to get interesting for you. Do you understand?" She
nodded but was clearly confused and frustrated. She was completely
helpless and it would be a long 2 hours for her.

"Luckily I've arranged some entertainment for you while I'm away" and
with that I switched on the big plasma screen TV at the end of the
room. Suddenly a porn video of a girl getting fucked in the ass by a
famous porn star lit up the screen. "Oh I almost forgot" I said as I
opened a draw and removed the ball-gag that was inside. "You can't be
serious!" was the last thing she was able to say before I gagged her
and shut her up.

I took one last look at my handiwork and was very satisfied. There she
was, tied up and spread wide. She looked like a total slut in her heels
and nasty red lingerie. I turned the volume up on the TV until the room
was filled with moaning and screaming and I turned and gave her one
last piece of advice. "I wouldn't let yourself get too comfortable" I
reminded her "In two hours your punishment really begins" She nodded
meekly and I closed the door behind me as I left the room.

I had set up the porn she was now forced to watch to start with nice
normal vanilla porn, but by the time I got back with Tracy she would be
watching hard-core punishment of innocent girls being whipped and
fucked by masters and mistresses until they came begging and screaming.
If it worked like I thought it would, Jen would be frantic and soaking
wet by the time Tracy and I even entered the room again. I had tied her
down so there was no way she could touch herself let alone get free. I
always knew Jen had filthy little bondage fantasies, and I knew she
would never act upon them. I was going to use everything I knew about
her to punish her tonight.

It was a 20 minute drive away and Tracy was beyond excited when I
picked her up from the beauty shop. She was dressed in her work clothes
but even then she was dressed in a tight black outfit that showed just
about everything. She had brought two shopping bags with her. I could
see clothes and lingerie in one bag and mysterious items in the other.
I told her how I had prepared Jen and had left her there waiting for
us. "Oh that is soo hot" she continued "I'm gonna have your little slut
purring like a kitten. She's gonna come so hard she won't even know
whats happening"

Tracy was a special kind of girl. She liked a little pain with her
pleasure. Her make-up was dark and her lipstick was black today. She
had two piercings through her lower lip and one nose piercing and as
you probably guessed she had her more private areas each pierced. She
was curvy and voluptuous a lot like Jen was, only Tracy was the darker
nastier version of Jen and I loved that about her.

It must have been about an hour now since I had left Jen when Tracy and
I arrived at my place. We could both hear the sounds of whips and
screams coming from the porn playing in the bedroom and by now Jen
would be watching some truly sick and nasty things being done to
willing female slaves on the TV.

Tracy walked up to the bedroom door and listened closely before
returning to me. "Oh my god I can hear that little slut thrashing about
on that bed of yours. She must be a dirty little whore to get that
worked up!" I couldn't resist and I listened at the door too. I could
her Jen squirming and rubbing against the sheets. Her breathing hard
and frantic through her nose because the ball-gag was plugging her
mouth. There was no way for her to get herself off. She was tied facing
up and spread-eagled to each post of the bed. All she was going to do
was make herself more frustrated.

Jen clearly hadn't heard us come home or she would have stopped. For
all she knew it was still just just me she was waiting for. She had no
idea Tracy was here. I couldn't wait to see the look on her face when
Jen laid eyes on her.

Tracy wrapped her arms around me gave gave me a deep kiss. I could feel
her tongue stud tease and dance about my mouth before she pulled away
and informed me she was going to change into something hot. She grabbed
the bags she had brought with her and disappeared into the bathroom.

It was almost 30 minutes before Tracy emerged from the bathroom and my
jaw dropped in wonder. She was dressed in black (did she ever wear any
other color?), She wore shiny black high-heeled boots that laced
tightly all the way up to her knees with thigh-high fishnets stockings.
She wore a tiny little g-string and a tight corset that made her
breasts almost spill out over the top. Her shiny latex gloves went all
the way up to her elbows and her black hair was pulled back so tight it
almost seemed to be stretching the skin on her face.

God when Jen saw Tracy she was either going to come on the spot or
faint. Tracy carried a black leather case in one hand (it looked like
something a doctor would use) and she held a riding crop in the other.
It was time for her to go to work on Jen. I myself was dressed in
expensive designer label shirt and pants. I felt a rush as we
approached the room and I motioned for Tracy to enter first. I wanted
Tracy to be the first thing Jen saw. I wanted her to see this evil and
beautiful vision. I wanted her to see her tormentor.

Tracy opened the door and strutted in the room as if she owned the
entire world. I heard a sudden ruffle of sheets as Jen was jolted into
reality and tried to straighten herself. I entered the room and closed
the door behind me. Jen stared startled at the both of us until she
finally just stared at Tracy and watched her every move with an
expression that looked like utter panic. The sheets around her were
tussled from all the writhing about she had done in the last couple of
hours.

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Breaking Jen

by real_first_time (UID 1077695)

My Ex gets punished for what she did to me.

Page 2 of 3 page(s) (22110 characters)

Page 2 - Breaking Jen - NonConsent/Reluctance - Literotica.com

2 captures

02 May 2011 - 29 Jul 2011

JunJULAug  29  201020112012

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About this capture

COLLECTED BY

Organization:  Alexa Crawls

Starting in 1996, Alexa Internet has been donating their crawl data to
the Internet Archive. Flowing in every day, these data are added to the
Wayback Machine after an embargo period.

Collection:  Alexa Crawls

Starting in 1996, Alexa Internet has been donating their crawl data to
the Internet Archive. Flowing in every day, these data are added to the
Wayback Machine after an embargo period.

TIMESTAMPS

The Wayback Machine -
https://web.archive.org/web/20110729131406/http://www.literotica.com:80
/s/breaking-jen?page=2

NonConsent/ReluctanceBreaking JenPage 2

Breaking Jen by  real_first_time ©

Tracy took the initiative right away. She placed the bag and the riding
crop on the corner table before heading towards the TV to switch it
off. By now there was a screaming slave girl on the screen being double
penetrated by two mistresses. Tracy looked back at Jen and began to
speak. "Oh you were enjoying that weren't you baby-girl" Jen just
continued to stare at Tracy. "You want it bad huh baby. Your little
pussy is aching for a bad girl like me to give you what you deserve.
Lets find out just how bad you want it".

With that Tracy switched off the TV and slowly walked towards the bed.
Jen shot an alarmed look at me. All I could do was smile back. Tracy
walked slowly towards the head of the bed. She stretched out a gloved
hand and let her fingers trace a line up Jen's leg as she walked. Her
breathing doubled as Tracy's hand eased up her inner thigh and she
finally pressed the palm of her hand over Jen's lace covered pussy and
made tiny circular movements before she withdrew her hand and examined
it.

"Your little slut is dripping wet. She wants it bad. Do you want me to
punish her now hon?" Jen immediately looked at me and shook her head in
protest. I ignored her and simply nodded to Tracy who wasted no time.
She got onto the bed on all fours and positioned herself right over
Jen. She looked coldly into her eyes as she spoke to her victim. "This
gag is about to come off. You will accept my tongue into your mouth and
you will let it explore you. Are we clear?" Jen nodded with what looked
like fear in her eyes. "That's a good girl. You know how much you
deserve to be punished for what you've done. Are you ready to worship
your mistress?" She seemed to panic as the gag was removed.

As soon as the gag came off the two of them locked lips and Tracy's
tongue probed Jen's mouth. Tracy started to grind her own pussy into
Jen's as she let out a low mean purr. Jen was starting to pull and buck
against the ropes that tied her arms and legs but she was held fast.

A curious thing began to happen. Our captive let out a quiet moan at
first but it began to get louder as she responded more and more with
each deep kiss. Her mouth was still filled my her mistresses tongue but
every time Tracy ground her pussy into Jen's the moans seemed to build
to a kind of
"mmmm........ahhhm........ahhhhh........hmmmh........ohhhh........gnahh
h" rhythm.

Tracy broke away and spoke directly to me. "Oh this is too easy. I
think we can start teaching this little slut a lesson now....tell her
how it's gonna be will ya hon? I've got some things to get ready"

"With pleasure" I replied "Oh god please keep going" Jen begged "Please
you can't stop it...Please!!!"

I approached her and told her how things needed to go" "You are here to
be punished right?" Jen nodded.

"Well then..It's 10.30 right now. Tracy and I have until 8pm tomorrow
night to make you come 5 times. Do you understand?" Jen nodded but was
confused and frustrated.

"Ok thats fine, I can come for you 5 times in 20 minutes if you want,
just please keep going!" "It's not going to be that easy" I replied.
"Each time you come its going to get a little harder for you, but Tracy
and I have all day and we are willing to take our time to make it
happen".

"Look you're not making any sense" Jen gasped "You can make me come
right now. God I want you to"

I was getting frustrated now. I slapped her hard across the face and I
had her full attention. "Listen clearly to every word I say,
understand? " She nodded, still shocked by the harshness of the slap I
had given her. "The first time you come it will be easier for you. The
next four times probably wont happen as easy. There is a way you can
escape being punished. All you have to do is resist coming..If you can.
Do you understand better now?" Jen nodded and I could tell she was
beginning to get it.

"Ok then. Tracy and I are very good at this. If you manage to hold out
and not come it would be a miracle, in fact for a slut like you it
would be impossible, but you have till 8pm tomorrow night to hold out.
If nature calls we will drag you tied and gagged to the bathroom and
you can do it in front of us before we resume again. Are we clear?" Jen
nodded.

"Good! I told you the first time will be easier. You will even get to
be blindfolded while Tracy and I bring your wet little pussy to your
first climax of the night. Maybe then you will understand whats ahead
of you. Oh and make all the noise you want. We like that".

It was all set in motion now. I quickly blindfolded Jen and Tracy
entered the room with an ice bucket and a fine bottle of wine. Now that
Jen was blindfolded Tracy quickly got to work and set up everything she
would need on the bedside table.

It was an interesting list of items.

A set of piercing needles and a selection of rings and studs A riding
crop and a decent range of dildos (regular, double ended and strapons)
A bag of Vibrators, plugs and Anal beads. And finally a selection of
lubes.

Tracy and I had planned all this days earlier but now that it was
actually happening we both felt an evil rush and we couldn't wait to
finally tell Jen what was going to happen. The plan was a simple one.
Jen had hurt me badly in the past and I wanted to remind her how much
of a slut she had been. As I told Jen earlier, her first climax would
be easy because she didn't know what the consequences were yet. But
after the first time she would know everything and I wondered how she
would react to the sensations we were about to give her.

Maybe you have guessed already but I'm gonna spell it all out for you
anyway. We were about to tease and and punish Jen to a crashing orgasm.
But there would be a price for each time she came. If you read the
first part of this account you already know Tracy does piercings and
make-up for a living. At the height of Jen's first climax she will get
a piercing needle pushed through one of her nipples and a ring will be
attatched.

The first nipple will be numbed with ice first, all the other piercings
won't be numbed at all. After the second nipple is done Tracy or I will
pierce one of her pussy lips, then the other. If she comes the fifth
and final time Tracy will pierce her clit with a small Barbell stud and
then Jen will be free to go.

If at the end of all this Jen has both nipples, pussy lips and her clit
pierced, then she only has herself to blame for being such a slut that
she actually came 5 times despite knowing what the price was.

"Ok stud" Tracy announced loudly so Jen could hear every word "I'm
gonna warm up this little whore and then cool her down with some ice
cube torture. Did you hear all that you little bitch?. Answer when I
speak to you!" "Yes" Jen replied quietly. "Yes, what!" Tracy yelled.
Jen paused for a few moments, not sure what to say at first before
replying "Yes Mistress". "Good girl" I replied. She was learning fast.

Tracy began to work on Jen. She picked up the riding crop and ran the
tip of it up and down Jens body. I popped the bottle of wine and
watched the show for a while. Tracy spent 15 whole minutes caressing
Jens body with the crop. And Jen was starting to twitch and squirm. She
was still blindfolded and she began to whimper and beg. "Oh god please
fuck me.....Ill be good for you Mistress." After there was no reply she
tried a different tactic and started speaking to me instead. " Please
Sir, I know you're watching. You can fuck me hard while Mistress
punishes me" "Thats enough out of you bitch" Tracy snarled and
immediately she began to whip Jen hard with the crop and set her skin
on fire with every little sting of leather. I watched as she spent 5
minutes turning Jens belly and thighs red. Jen was moaning and pleading
constantly now. But even Tracy wasn't prepared for the sudden scream
Jen let out when she finally felt a hard smack from the crop sting her
pussy through the soaking g-string. She let out a tortured "FUCK OOHHHH
FUCK" and began panting like a dog.

Tracy and I stared at each other in disbelief. She waited a few moments
before slamming the crop much harder once, and then twice into Jen's
pussy and she screamed even louder. "FUCK ME MISTRESS!.... FUCK ME!. We
both nodded to each other and we began to act quickly. I grabbed the
ice bucket and placed it by the bed. Tracy immediately took a pair of
scissors from her bag and snipped the bands of Jens bra exposing her
full breasts. Her nipples already looked rigid and excited and Tracy
began to torture Jens nipples with harsh blows from the riding crop
until they were red and painful.

She now focussed her blows on the right nipple and Jen began to scream
louder. The moment was approaching fast and Tracy handed me the crop.
It would be my turn soon. She grabbed some ice from the bucket and
teased Jen's aching right nipple with the ice until she was begging
once more. Tracy quickly grabbed the first piercing needle and
positioned it right beside the nipple ready to strike. She was
straddling Jens body to keep her still and everything was ready. "Not
until I say so, you got that?" Tracey nodded back and it was time. I
pulled Jens g-string to one side and grabbed one of the ice cubes from
the bucket. I pushed the cold hard ice cube deep into Jen's hot pussy
without any warning and she screamed. "OH SHIT OH FUCK" That was my
cue. I began to beat Jen's pussy with the riding crop in a slow hard
rhythm aiming for about where her clit would be and she began to scream
once more.

"OH GOD FUCK ME....UNNNHHG....OH FUCK....AWWWW...OH FUUUCK! Her body
tensed and she screamed. "Now!" I yelled at Tracy and she thrust the
needle through Jen's right nipple in one quick move.

Im not sure how to describe what happened next. Jen paused for a split
second as her body went rigid. A few moments later her screaming
sounded more like a wild animal and her body convulsed as the pain and
shock seemed to multiply her orgasm ten fold. "Oh shit..oh shit
..awwwwww fuck" was all Jen could get out as Tracy quickly slid a
nipple ring into the hole she had made and fastened it tight. Jen was
still shuddering and had started to pant like a dog again.

"Oh God, what the fuck did you do to me?" I removed her blindfold and
told her to look at her new jewelery.

"Oh you fucking bitch don't you fucking come near me, I swear I'll make
you fucking pay I swear......." Jen was stopped in mid sentance by a
sudden slap across the face from Tracy. "Listen to me you little cunt
you came here to be punished so don't you dare speak to me like that
ever again or you will really suffer, you got that?" Jen nodded. She
seemed startled and scared now. "We already told you that all you have
to do is not come" Tracy continued to speak. "But next time you come
for us we pierce the other nipple. After that we do both your pussy
lips and to finish we are gonna pierce your little clit and give you
some nice jewelery for it"

If I was to go into every detail of what Tracy and I did over the next
two hours it would take an entire novel to cover it. But the violation
of Jen was legendary. We tore off her soaking g-string and shoved it
into her mouth to shut her up. She became our personal 'fuck toy' and I
rammed my hard dick all the way into her in one stroke while Tracy
straddled her face. I have no idea if Jen had any experience with girls
in the past. She hadn't when I knew her but Tracy was going thoroughly
test our new little whore.

We both took a short break and admired the view. Jen was still tied and
spread for easy access. The bra and g-string were now gone and she lay
there spread for us in heels, stockings and garter. I noticed that she
had removed all the hair from her pussy. I approved.

Tracey peeled off her g-string and we discussed our plans making sure
Jen heard every word. "Make sure you're ready to do her other nipple,
I've got a feeling this may get loud" I instructed Tracy. She placed a
needle and nipple ring on the bedside table ready to go and we got
ourselves into position.

It became very interesting reading Jens reactions to everything. She
was clearly trying to clam herself down and control her body. We knew
what she was doing but im not sure if it was working. Her pussy stayed
soaking wet and both nipples stood up straight and sensitive. Even the
nipple that wasn't pierced yet was stiff and erect. Tracy leaned in and
began to lick and bite the un-pierced nipple. She reached over and
lightly tugged on the new nipple ring. Jen grunted . There were strong,
new sensations coming from freshly pierced nipple that she wasn't used
to. Every time Tracy tugged on the ring, newly awakened nerve endings
were shooting pleasure messages to Jen's brain and for the first time
since we pierced her, she let out a small moan.

"Oh thats so hot baby" Tracy whispered. "I'm gonna make your other
nipple feel even better" Jen's control seem to be slipping a little but
she was still holding on. Tracey continued to lick and bite Jens left
nipple while she lightly tugged on the nipple ring on the right with
her fingers.

"Use the big one in the bag" Tracy instructed me and I took the largest
vibrator from the bag. It had a large head that was almost the size of
a tennis ball. It was not for penetration but large enough to vibrate
her entire pussy and clit. I pushed it against Jens pussy and moved it
in slow circles until her juices coated the head and it was slick and
ready. Jen began to moan at the sensation and I wondered how she would
take it when I actually switched the thing on!

Tracy was starting to drive jen crazy again and it was about to get
worse. Tracy removed the soaking g-string from her captive's mouth and
gave her a long kiss before returning to Jen's nipples. "She's ready
hon. Lets go" Tracey instructed. I switched on the vibrator and Jen
instantly knew she was in trouble. "Oh fuck...Oh god please
stop......please......I can't control it!" That was exactly what I
wanted to hear and I turned the vibrator up to high. "OOOHHH
SHIT....OOH SHIT PLEASE DON'T!" Jen was fighting it with every ounce of
strength she had. She was grunting and she got louder.

"GNAAHH, FUCK.... IM NOT GONNA COME..IM NOT GONNA COME...OOOOHHH FUCK!

She came suddenly and violently just as Tracy thrust the needle.
"AWWW...YOU BITCH...YOU BITCH!!! OHH GOD!" Tracy attatched the new
nipple ring and Jen continued to shuuder for at least a minute. She
continued to pant like an animal. She looked angry and turned on at the
same time.

Jen began to yell at us as she tried to take control of the situation.
She knew she was powerless to fight what was happening so she began to
shout orders at Tracy and I as if 'she' was the one controlling us. I
actually thought that was a pretty smart idea, but she didn't know
Tracy like I did. It was a big mistake. "Fuck me you evil little bitch"
Jen yelled "Fuck me like a whore you cunt. Go on ...fuck me..both of
you get over here and fuck me good!"

"Let's give the slut what she want's" Tracy said. "I wasn't going to
use this one on you. It's for a more advanced slut than you, but you
asked for it" Tracy went to her bag and pulled out a huge thick
strap-on dildo. Even I got worried then. It wasn't regular size. It was
as thick as someones forearm and at least 14 inches long.

"Oh god no I can't take that. I cant take that much. No ..Please NO!"
She looked at me and started to beg "Please stop her..Please don't let
her do it!"

"Do you know what you're doing?" I asked Tracy "Watch and learn stud"
she said "As soon as I use this we are gonna need another piercing
needle very quickly"

I squirted half a tube of lubricant onto Jen's pussy and made sure she
was slick and ready as Tracy put on the Strap-on and fastened it tight.
It looked obscenely huge and Jen was shaking visibly. Jen was a small
girl and I couldn't see how she could take a thing like that.

Tracy crawled onto the bed and nestled herself between Jen's legs. The
tip of the strap-on was pressed up against her pussy now and Tracy
started to speak to Jen. "Baby-girl is about to get fucked by this big
nasty cock. It's gonna violate your pretty little hole and hit you in
places you never even knew you had. Does that scare you?" "Yes I'm
scared Mistress". Jen replied. Tracy shifted her weight and the dildo
pressed harder against Jen's pussy. She shuddered and Tracy continued
to speak. "I'm giving you a choice now and it's your last opportunity.
We will stop everything right now. We will set you free and that will
be the end of everything if that is what you chose. No more pain. No
more coming and screaming. The ride will end"

I couldn't believe what I was hearing. We didn't discuss this. She was
going to let Jen off the hook just like that and just let her go!

Tracy continued. "But....you can also chose to stay. We will be cruel
and disrespectful. We will make you come in new and nasty ways and you
will have sensations you never knew you could have....whats it to be?"

Jen looked at me and I nodded reluctantly. It was all going to end and
I felt empty.

She stared up at Tracy and let out a long sigh before closing her eyes
and saying the words. "Fuck me like a whore Mistress. Hurt my pussy.
Make me come for you"

Tracy instantly thrust hard but the dildo didn't move at first. It
stretched and probed Jen's tight pussy until it found it's mark and the
first 3 inches disappeared into Jen. "OH GOD FUCK ME. OH GOD.... OH GOD
FUCK" The strap-on continued to ease in and it was at least 6 inches
deep now. "Quick hand me the needle" Tracy called out "Shes gonna come
before im all the way in". I quickly handed her the needle. The dildo
was in about 8 inches when Jen came hard and tracy pierced her left
Labia. Jen screamed and for the first time ever, I saw Jen squirt and
ejaculate pussy fluid that came in a constant stream despite her being
filled by a huge strap-on.

Tracy fastened the labia ring and leaned over and whispered in my ear.
"See what I mean? We got her hooked now, no way shes gonna stop. Im
gonna kiss her deep and play tonsil hockey with her while I fuck her. I
want you to slowly release each rope while I do that. Then enjoy the
show, cause you are up next stud".

Tracy didn't lie. She locked lips with Jen and ground the strap-on into
her as she did. I released one of Jen's hands and immediately it snaked
down Tracy's back and grabbed her ass. It was the same with the other
hand and as soon as the legs were free they coiled around Tracy and
pulled her close as they kissed and fucked.

It was now 1am. It had only been three hours but Jen's transformation
was amazing. I told Tracy to pull out because Jen was about to come
again. She would have come over and over if we let her but it was Jen's
turn to please us now and she had some work to do.

I sat on the bed beside Jen as she lay there. Her pierced nipples were
permanently stiff and her pussy looked red and abused. She looked
directly into my eyes as I spoke to her.

"You know that everything is different now don't you" "Yes" she
replied. "You could have stopped it but you didn't. You've felt things
you didn't know you could feel and you couldn't turn back now even if
you wanted to" "I know" she responded.

Something happened next that I wasn't ready for. I had hated her for so
many years. I thought of her as the cold bitch who tore my heart out.
It never even occurred to me that she had any feelings at all. What
Tracy and I heard next added a new dimension to Jen's punishment.

"I give myself to both of you. You don't have to make me come anymore.
I want you to do the last two piercings and make me your whore. The two
of you can have me any way you want. I can't go back now.....I need
this....I never wanted to hurt you........"

"Do you have any idea what you're asking?" I said. Jen started to cry
"God yes. Punish me. Fuck me. Make me your whore. Make me feel those
things again. I don't want to fight this anymore."

I sat leaning against the head board of the bed as Jen leaned on me for
support and I wrapped my harms about her to hold her tight. It felt
more like I was hugging her than holding her down. I guess maybe I was.
Tracy leaned in and gave her a kiss before positioning herself between
Jen's legs and she was ready to pierce her other labia.

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Breaking Jen

by real_first_time (UID 1077695)

My Ex gets punished for what she did to me.

Page 3 of 3 page(s) (9704 characters)

Page 3 - Breaking Jen - NonConsent/Reluctance - Literotica.com

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Breaking Jen by  real_first_time ©

"Your gonna feel this." Tracy warned her "Just be a brave little girl
for us and you'll be fine" "Its ok, I want you to" Jen replied. Tracy
did it quickly and Jen squealed. She dug her fingernails into my arm so
hard I thought she would draw blood. But she was brave and I have to
admit I was beginning to respect our new little slave more and more.

"That's a brave girl" Tracy said "We're gonna give you a few moments to
get over it before you begin pleasing us" "I don't need to get over it
mistress" Jen said "Please hurry. Please finish it. Please do my clit
and make me your whore. Please mistress"

Tracy and I nodded to each other and we decided to get it done quickly.
I could tell Tracy was just as surprised as me about Jen's
transformation. This all must have been building up inside her for
years and she was finally becoming who she really was.

Tracy grabbed a little piece of ice that was still left in the bucket
and worked it over Jen's swollen clit. "Ok baby im about to pierce the
hood of your clit." Jen was breathing hard. She thrust her hips up and
forward and braced herself against me. "Make me your whore mistress"
Jen said just moments before tracy pierced her clit.

"OH SHIT.....OH MY GOD....." Jen went rigid. Her hips bucked when it
was done and she started to shake. "You've got to stay still while I
put a little barbell stud in your clit. Do you understand?" Jen nodded.
She was unable to talk. She was holding her breath and almost turning
blue while Tracy fixed the barbell to her clit and when Tracy finally
told her she could move Jen just stayed rigid and shaking. "Oh thats
fucking hot baby-girl" Tracy continued "Look at her...she's on the edge
of coming and she doesn't know which way to turn. I know just what she
needs" Tracy flicked Jen's freshly pierced clit with her tongue and
then got out of the way as Jen exploded.

"OOOHHH GOD....." To actually try and write down what came out of Jen's
mouth would be impossible. She grunted and screamed. She didn't just
come. She gushed her pussy juices and sprayed the bed at least a foot
away.

She lay there in my arms while Tracy exited for a quick bathroom stop.
She was dazed from the exertion but she looked up and started to speak.
"God I am so glad we met again baby. I did this all for you. I'm yours
now. I'm your whore.....You and mistress can punish me and fuck me
whenever you want. I don't want anybody else. Not ever."

"I'm glad to hear that" I told her. "All you have to do is make Tracy
and I come and you will be my whore." "I'll do anything" Jen replied.
"Get on the bed on all fours then whore. Your mistress will be back
soon." Jen immediately obeyed.

Tracy came back into the room and I told her what I had in mind. "Our
new whore is gong to eat you out while I fuck her tight little ass.
Does that sound acceptable?" "Oh fuck yeah hon. She got me so hot that
im gonna come all over her pretty little face" Tracy replied.

She wasted no time in getting into position and spread her legs to give
Jen perfect access. "Eat my pussy you little bitch" Tracy ordered. Jen
got to work and ground her face into Tracy's pussy. Her clit was
pierced just like Jen's now was and I could see her teasing tracy's
pierced clit with her tongue before diving in and devouring her as if
she was eating a ripe peach. "Oh shit! Eat me you little whore!" Tracy
screamed as she grapped the back of Jen's head and started to grind her
pussy in circles. She was lost in the moment and had reverted to moans
and grunts as she fucked Jen's face. Not once when we were dating did I
ever get to fuck Jen's ass and I was going to make sure she felt every
inch of me now. I grabbed some lube and squirted it on Jen's tiny
little asshole while she was on all fours and buried between Tracy's
legs. She responded immediately to my touch. She thrust her knees
further apart and pushed her ass up high until her tiny little asshole
was exposed and defenceless. "Beg for my dick you dirty little whore!"
I ordered her. She paused just long enough from eating Tracy to beg.
"Please fuck my ass Sir! Fuck it hard!" I nuzzled the tip of my dick
against her tiny little hole, grabbed her hips tight and then thrust
hard. Her ass resisted at first and her sphincter fought the invasion.
The stand-off ended when the head of my dick suddenly found it's mark.
With one brutal push I went in all the way up to my balls. "OH FUCK!!!
OH GOD AWWWW SHI.........." was all she go out before Tracy pushed
Jen's face back into her pussy and continued to grind her hips.

We settled into a fast and hard rhythm and we continued to fuck our
slave from both ends. Jen was being a good little whore for us. Every
now and then she would pause to scream "FUCK ME!..FUCK MY ASS" before
getting back to Tracy's Pussy. I wasn't going easy on Jen. My thrusts
were deep and I pulled out of her almost all the way before punching my
hips forward and ramming my dick into her all all the way.

Both Tracy and I were about to explode on Jen. Her ass was so tight
that it was only a matter of time before I came. "God I'm gonna come!"
Tracy Screamed. "Me too baby" I replied and we both just went wild and
fucked Jen harder until we both exploded at the same time. "YEAH YOU
LITTLE BITCH...FUCK AWW FUUUUCK!" Tracy screamed and she began to
shudder. I could feel myself pumping what felt like gallons of come
into Jen's ass and only after we had all stopped convulsing did we
finally collapse into a heap on the bed. Totally spent.

We stayed in that position for maybe half an hour. The cruelness and
punishment was replaced by tender kisses and caresses as Tracy and Jen
locked themselves together in a steamy embrace. Soon I joined them and
the three of us ended the session held tight in each other's arms.

The anger and aggression was gone for today but there would be other
days like this and more punishment to come. Jen was mine now. Hell they
both were mine. This was only the beginning.

END.

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blind-fold –

lesbian –

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piercing –

lingerie –

anal –

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Story Tags: punishment; strap-on; ex-girlfriend; blind-fold; lesbian;
ball-gag; piercing; lingerie; anal; tiedup

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