The affair

Started by Janine_G, September 10, 2026, 04:10:36 AM

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Janine_G

Allison "Ally" Torneau had begun working at Jackson Pruitt's offices when she was 24.  She was thrilled to be working there and even more excited to be working for Jackson Pruitt--the hottest 40 year old multi-millionaire on the planet as far as Ally and 20 zillion other girls were concerned.  Jackson was a great boss, approachable, confident, and outgoing.  His wife, was a New York socialite, 5 years younger than he was and famously hot.  They had three children, all of whom went to Choate.  To Ally's immense pleasure, Jackson knew her name, even though she was a low level employee and the company was fairly large.  It didn't hurt that Ally was a looker and equally friendly.  This is her story.

I was sitting at my desk when my supervisor came up with a huge binder.  "Ally," she said. "I have a huge project for you, and it's time sensitive.  I know you can do it."

I looked at the binder and smiled.  I really liked Donna, my supervisor, she was a sweet, maternal 55ish year old woman with big tits and a pretty smile.  I couldn't help but think that her husband was pretty lucky.

"Sure," I said, knowing that it would be good for me if I did a good job with it. "Do tell..."

And she explained the job and the deadline.  I knew I would be working late for the next several nights.

And so I found myself the only person in my area of the office around 8 pm that first night, working on the project.  I was engrossed in the work when I heard someone walk up to my cubicle. 

I looked up and nearly wet myself. 

"Hi Mr. Pruitt." I said, startled.

"Ally, how many times do I have to tell you to call me JJ like everyone else?  What are you doing here at this hour."

I briefly explained.  He smiled at me.  "Keep up the good work." he said.  And walked to the elevator.

I finished up at around 10:30 that night, got to my apartment, poured a huge glass of wine and got out my vibrator and fell asleep thinking about JJ Pruitt. 

The next night I left shortly after he did, after he said his goodbye and thanked me for working hard.  It was a Thursday and so I decided to go out on the prowl, I needed more than my vibrator that night and I found "Tom" a 6' 4 215 lb former running back now day trader who fucked me so hard I think he knocked a filling loose.  I took a bump of cocaine and fucked him four more times until he tapped out and then I showered, sent him packing and went to work.

That evening Mr. Pruitt left earlier than usual but he still swung by my desk to see what I was doing.  He got closer than usual, and his scent was intoxicating.  He brushed against me and I shuddered with girlish excitement.  He didn't notice.  Thank god.

The next day was Saturday and I decided to go in to the office.  I didn't get dressed up in work clothes.  I wore a pair of shorts and a lycra tank top.  My hair was in a pony tail.

I was only at my cubicle 15 minutes when JJ walked up to me.  "Hey Ally, why are you here on a Saturday?" 

"I could ask you the same..." I said, coyly. 

"Ally, I don't want to sound arrogant, but I run the fucking company, and while the work you are doing is important, it shouldn't ruin your Saturday."

At the moment, I said something I never thought would come out of my mouth.  "Well, my day isn't ruined, I got to see you!"

He smiled for a moment.  I was mortified.  "I'm so sorry--that came out all wrong!  I didn't mean it!"

"So you aren't happy to see me?" he played.

"No-no-not what I meant.  I just.  Oh gosh, I'm done."

He laughed, "It's okay Ally, I get it.  Get back to work."  and he went to his office.

I couldn't concentrate.  We were the only two people on the floor and I couldn't stop thinking about him being a few feet away.  My desk phone suddenly chirped. 

I didn't even know it could make noise.  I picked up the receiver.

"Ally?"

It was JJ.

"Yes sir?"

"JJ"

"Yes JJ?"

"Can you please come into my office?"

I cringed.  Why did I say what I said?? I was so embarrassed.

"Sure," I replied.  "Be right there."

I walked in, and realized my nipples were hard and my pussy was wet. 

He stood up and looked so amazing. 

"Ally, I am going to say something, and I need you to understand that I mean exactly what I say."

I was worried now.

"Ally, I'm married, as everyone knows."

I nodded.

"I want to fuck you right now, and I think you might be interested in fucking me, but this is a workplace and I am the CEO.  This has to be consensual and you have to know that if you don't want to, there won't be any punishment or retribution.  I am going to give you a piece of paper to sign that simply says that though--that this is consensual and you understand that you can say no at any time now or if this ever happens again without any impact on your career or your standing in the company.  I've already signed it."

I was stunned and couldn't believe the way he approached this, but even though there was something formal about it, I felt like I would melt.  I signed the form and he kissed me with the most amazing kiss ever, he nearly knocked me over.  Then I went wild, knelt before him and whipped out his cock, which was massive.  I wasn't sure I would be able to take him in my pussy.  He bent me over his desk and fucked me better than any sex I had ever had.

And so began the affair.  I'm a good fuck.  JJ might be better.  We fucked a lot, and I never felt any pressure.  And we were clearly not exclusive--he was honest that he had another woman he was fucking and he was staying with his wife.

After a few months he told me he had broken it off with the other mistress.  I fucked him harder than ever and in the afterglow, he came clean and said, "I need to tell you the truth about the other mistress.  My wife found out and beat the shit out of her.  She is one crazy bitch.  If that makes you want out, I understand."

"JJ," I said, mounting him again, and beginning to gyrate my hips, "I'm the youngest of five girls.  I can fight, don't worry, but let's just not let her find out..."

It was the holiday party that I met Lori for the first time.  My gosh was she stunning.  And confident.

We exchanged polite pleasantries and hit it off.  She was a little taller and heavier than I was with great fake tits and dyed blonde hair.  I couldn't help it, but I liked her.

She got a little drunk and told me about the fight with the other woman.  She mentioned that it wasn't the first time she had fought over JJ.  In fact, she shared, that she had been the interloper and that JJ had been engaged when they first met.  The fiancee found out and she and Lori had thrown down in the parking lot of a Residence Inn.  The other woman had hurt Lori badly but in the end, Lori had just outlasted her and ended up winning JJ more or less.

I suddenly got a little nervous if Lori found out, how things would go.

Despite this conversation at the party, something on the wild side of me was triggered. 

I started marking JJ.  He wouldn't notice, but I was sure his wife would eventually pick up my cues.

Sure enough, after a little extra perfume, a nail scratch on his back, a bruise on his arm, and so on, she was on to him.  He shared that she had confronted him that he was again fucking someone and they had argued.  He didn't know but she had been fucking her tennis instructor for months also, and the only reason she cared about JJ's affair was her ego.

JJ and Lori sponsored a spring picnic at their house in Amagansett and the whole office and their families typically went.  I attended and like most of the young women, was dressed to the hilt.  I looke so hot.  JJ wanted to fuck me so badly, but we both knew that was not going to happen.  Lori and I were very friendly. 

A young intern, 2 years younger than me, and very attractive, starting hitting on me.  I wanted to fuck him, so I kept him on a string.  JJ and talked a little and no more than anyone else.  At one point, I was talking to him and Lori walked over and looked at both of us.  I knew right away that she had noticed the same thing I had.  JJ had tensed up when she came over to us.

She smiled at me.

Then she walked away. 

The intern followed me like a puppy dog.  I was so horny.  I took him to a gazebo in a secluded corner of the estate and let him stick his dick in my ass while I rubbed one out.  There was no way I wasn't going to cum from this fuck and I didn't think his little immature dick would do the trick, so I gave him the ass of a lifetime and made sure to use it to bring myself happiness. 

When we were done, we returned to the party separately.

Lori came and found me.  "I know it's you Ally.  It's time for you to leave, but I want you back in this house at midnight, so don't go far...oh, and wear something....comfortable..."

I smiled and said, "Sure thing, Lori.  Looking forward to it."

And I left.  JJ saw me leaving.  He didn't chase after me, not that I expected him to.

I thought about not going.  But then I knew what was going to happen and I knew that I could take Lori.  I didn't know what would happen with that though.

I didn't have the right clothes for this.  I put on a bikini I had and pulled on a cover up.

When I got to the house the lights were on and a note said, 'just walk in and come to the sun room in the back'

When I arrived in the sun room, I was surprised to see JJ strapped to a chair with his dick out.  He looked almost bemused.

"Oh." I said.

"I've been here before." he shrugged.

Lori walked in from another room, she was wearing the most unusual attire I had ever seen, and so I immediately dropped the sheath and was standing in my bikini.

"I'm gonna beat the shit out of you in front of MY husband, you homewrecking cxnt.  And then, I'm gonna fuck him in front of you, and then get my strap on and fuck you into submission in front of him.  Then you're gonna leave, and never touch him again."

I chuckled.  "Bring it, bitch."

And suddenly she was on me.  Fists were raining down on my face and chest and I was backpedaling.  And it hurt.

As my back slammed into the wall, she leaned against me and started punching me in my ovaries and then my pussy.  I had never been punched in the pussy before.  It hurt more than I expected.  I hadn't even thrown a punch yet.




tommyfighter

Thanks, you have me turned on!

Janine_G

Now, I had been in a lot of fights in my life, mostly against my sisters.  I had gotten my ass kicked dozens of times by them but in fights against people outside of my family, I won.  Always.

I looked over at JJ who was now fully erect as his wife was beating me up.  I was not going to let this bitch get over on me.  She slammed a punch into my belly button, and it knocked the air out of me.

I went all "little sister" on her.  I began to swing wildly, punches hitting her anywhere, largely ineffective, but disruptive enough to break the cycle and then I headbutted her.  I missed her nose, lucky for her, but it still stunned her, and she stumbled back.  Finally, a chance for offense.

I swung my first actual punch--a right hook, perfectly into her left tit.  She took the blow but took a step back.  My second punch was right hook as she turned and gave me her kidney.  I was strong, and I connected solidly.  Kidney punch.  Her knee buckled and she dropped and I swung a roundhouse kick right into her chest and that knocked her tits out of the stringy top and caused her to stumble back and almost fall.  I could tell by her face that I rattled her.

She charged at me and we grappled, but she drove forward and drove me to the carpet.  I knew that I was in trouble as she maneuvered and straddled me.  I thrashed and bucked wildly and swung up at her big chest which hung in front of my face basically.  I could her sweat-slick thighs gripping my torso and the coarse pubic hair on my belly.  I was pretty sure she was wet, also.  She knocked my arms away and struck me in my face.  My nose exploded.  It hurt so bad.  She bounced on my stomach and knocked the wind out of me and then hit me 10 or 12 times.  I was grabbing at her wrists and protecting myself so the punches weren't great, but they did damage.  She slipped her hands into my bikini top and dug her nails into my tits--holy shit that was excruciating and instantly grabbed hers in retaliation.  I don't know what my face looked like, but I knew I was hurting her--her face twisted in pain and flushed.  We dug our nails in and squeezed hard.  Unfortunately for me, my right nipple is pierced and she found it.

She twisted it until I screamed in agony.  I jammed my thumbnails into her nipples, bucked wildly, made her scream in pain and finally was able to flip onto my belly and then get up and get her off of me.

As I spun back to face her, she kicked me in the belly. I guffawed and bent over.  She uppercut me in my face and then axe-handled my back, I fell to my hands and knees.  She moved behind me and straddled me, yanking my head back and shaking it furiously before she dragged me backwards.  I couldn't catch my feet and my head was on fire.

I grabbed at her wrists, digging my nails in, but she pulled one hand free and punched me over and over in my face and tits again before ripping my top off.  My pierced nipple was bleeding a little--I didn't realize until I saw it. She pressed her knee down on my chest, and I couldn't catch my breath.  She grabbed my bathing suit bottom and pulled it up in a wedgie... holy that was agony.  The fabric dug into my clit so badly.  I was losing.

I actually tried so hard not to, but I couldn't help myself at that point.  I started to cry.  I wasn't done, but I was frustrated and hurt.  I didn't know what to do.  She dug her nails into my face and clawed my cheeks.  I was so pissed.  I grabbed her pussy.  It was right there.  She shrieked and went wild, pounding me all over and then getting up and dragging me again by my hair.  I tried to fight back, but she was so strong and wild.  Stronger then Ainsley, my oldest sister.  She dragged me across the room and basically shoved me face down, then pressed her knee into my back and pulled my head back.  I thought my back was going to break.  She screamed with exertion and then let me go.  I was in bad shape.  She started to kick and stomp me and I curled up to protect myself.

She punished me for fucking JJ in a brutal fashion.  I didn't want to lose though.  I kicked out as she lifted a leg to stomp me and snapped my foot into her knee.  The knee buckled and gave out.  She crashed to floor, obviously in pain and rocking back and forth.  "Oh you bitch..." she moaned.

I clambored over to her and got on top of her.  I hit her a few times in the face and was incredibly satisfied when I heard the crack of her nose with one of my punches and she screamed.  She punched back and now we both were crying.  She grabbed my tits again--all I could think was "Fucking whore, let go..." and I said that out loud. But she didn't.  Instead, she went right for that fucking nipple piercing again and I leapt off of her and pulled away.  As I backed away, she got to her feet and charged into me, driving me into the wall, driving her shoulder over and over into my ovaries as I pounded on her back until she grabbed my pussy.  She pulled my labia viciously and I wailed and slid to the floor.  She came with me and we wrestled and she got on top, yet again.  She was able to break free-she proved she was stronger again, and then as she straddled me, she grabbed my hair and banged my head into the floor several times until the room spun and became blurry.   I think I must have become unconscious for a few seconds because when i became aware of what was going on, my clit was in agony and my bikini bottom had been torn off.  I heard the sounds of sex before I could focus, but ultimately, I was able to focus on Lori in a reverse cowgirl position with JJ still strapped to the chair and her bouncing on his cock. I had lost round one, was stripped totally naked, but was not ready to quit.  I tried to get to my feet, but my body gave out.

Jesus, I thought, that bitch really beat the shit out of me. 

I struggled to my hands and knees and Lori noticed me, so did JJ. 

"Told you, whore, I know how to keep my man.  Now stay down or I will really fuck you up."  She started to bounce faster.  I could see she was hurt too though.

I wanted to fight her still.  I struggled to my feet, unsteady at first and leaning against the wall.  JJ erupted inside of his wife.  I took a better step forward.  She saw it and dismounted. Cum ran down the inside of her thighs.  We moved towards each other, her much more steady than I was.

My punches were heavy and slow, hers were crisp and painful. She probably landed two for every one I did.  I was once again getting the shit kicked out of me. 

I was tough though, and I swung a wicked punch that caught her in her liver.  I could see the color drain from her face.  I went in with everything I had, at least five or six punches.  She grabbed my hands.  Test of strength.

We knew she was stronger.  I couldn't match her.  I was losing ground, so I kicked her between her legs.  Then I followed with a knee.  And another, and another.  Then I grabbed her pussy, drenched with cum.  It was gross, but I dug my nails in.  She sobbed.  I headbutted her face, this time perfectly into her broken nose.  She went down hard.

I kicked her over and over until I was sure she was battered.  Her breathing was ragged. I had definitely done a job.

I undid JJ from the chair, he was hard again.

"Holy Shit, Ally, no one has ever beaten her before.  Holy shit."

"Fuck me in the ass." I said, wasting no time.  I wanted him to cum and it was the fastest way he did.

When he drove his cock into me, I thought he was going to rip me apart.  I forgot how big he was and just how badly my body was beaten.   If it wasn't his second orgasm of the night, he would have finished before Lori began to stir, but alas, he was ejaculating just as she got to her feet.  Almost exactly as we did when she was fucking him, we charged at each and as we crashed together, our boobs crushed between us, I knew I was in for trouble.  She lifted me from my feet with a scream and slammed me to the ground.  We rolled about clawing and scratching at each other and somehow found each other's pussy. We tore at each other, but my clit was so damaged that I couldn't take the pain. 

She worked me with a cruel vengance I could not imagine.  I couldn't win.  I caved. 

"Please," I begged, "I give Lori, I give.  You win.  You fucking win."

That night she fucked me with a strap on that I think was made for a horse.  I literally could not walk afterwards, and couldn't fuck for almost a month. 

She won, but a month after our fight, I met JJ at a hotel and fucked his brains out again.


tommyfighter

Ally lost this one but would love to hear about her other fights.