Halloween Break-up Mix-Up

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He gets another guy's punishment from his ex.
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n2anal78
n2anal78
933 Followers

Cathy was in her second year of college interning in the office where I worked. Short red hair, brown eyes, well muscled legs and ass, flat stomach and firm C sized breasts she nearly always displayed in low cut shirts and dresses.

I wasn't the only guy in the office interested in her and despite the fact she was out of my league I flirted and made tentative offers for nights out which she always gently turned down.

I figured I had a better shot than the forty and fifty year olds populating the office, having just finished college two years before. The only guy my age was Danny.

Danny was the boss's nephew and ever since he had started work in the office all of the credit for my hard work went to that asshole. Danny had a hot Latino girlfriend named Monica that I had seen at the last company Christmas party. She'd worn a tight red dress with a slit up to her hip and had all the eyes of the guys in the company on her all night.

After a couple of months I had given up on Cathy, she seemed uninterested in anyone in the office. Then the last Friday of October she knocked on the wall of my cubicle.

" Hey David!" She said with a smile that as I spun in my chair to face her, caused my cock to twitch.

" Hey Cathy, what's up?" I asked.

" Nothing much, I was just wondering, one of my college friends is having a Halloween party Saturday, wondered if you'd want to go?"

" Sure." I said with a smile trying to keep from sounding too eager. Even if this were only friendly for Cathy there would be plenty of hot chicks to see I was sure.

" It's a costume party, everyone has to wear a costume. Are you alright with that?"

" No problem, should I go as something in particular?"

" Most of the guys I know are going as classic movie monsters... I think the Wolfman is hot! So animalistic!" Cathy breathed out the last phases that caused my cock to harden instantly.

" Then Wolfman it is." I answered with a big feral grin trying to seem more animal like.

" Perfect! Meet me there, here are directions," Cathy handed me a sheet of paper with directions scribbled on it. " I'll be Catwoman. Nine o'clock, see you there!" Cathy says with a smile, before she turned to go.

I shot out of the office as soon as five o'clock rolled around. I flew to the nearest costume store and picked out the appropriate costume pieces. Fury-hand gloves, fake fur to fill in my nearly bare chest, and a Wolfman mask from the store, a pair of torn pants and a torn shirt from home would complete the look.

I could barely wait for the time to leave and had to keep myself distracted all Saturday until I could excuse myself for pulling on my costume. Then I hopped in my car and followed the directions.

The correct house was hard to miss; cars were parked filling the driveway and both sides of the street. I found a spot on an adjacent street to park and walked up to the door.

Just as I was about to ring the doorbell Catwoman greeted me.

" There you are!" An excited voice said from behind a cat mask. " Monica is in the pool area."

The music was pounding through out the house; I was wondering how a student could afford to stay in such a place as I was dragged up a set of stairs. I was pulled into a room with glow sticks hung around it, barely illuminating it.

Catwoman suddenly closed the door and pounced me pushing me back on the bed.

" I'm so fucking hot!" Catwoman said as she yanked at my pants.

Before I even had a chance to realize what was going on, she had my cock out and free. She immediately took my hardening cock into her mouth, and the things her tongue was doing reduced me to animalistic groans before I could say anything.

I just laid back and enjoyed the sensations Cathy was inducing in me, and faster than any woman had ever brought me off I felt the cum boiling up my balls and shooting through my shaft down her throat.

As I breathed deeply trying to recover I suddenly felt something shoved in my mouth. As I was still wrapping my mind around that both my hands were handcuffed to the headboard above me.

Effectively cuffed and gagged the lights were turned on dazing me for a moment.

There were three women standing at the foot looking down at me disdainfully. There was Catwoman who had just given me an amazing blowjob; there was a girl in an angel costume I didn't recognize, and one in a devil outfit that I recognized as Danny's girlfriend Monica.

" You fucking cheating bastard!" Monica yelled at me angrily. " You are such an asshole Danny!"

I tried to mumble around the gagging ball in my mouth my name; to say I wasn't Danny, anything, but nothing I tried to say came out understandable. I knew I was in trouble.

" I couldn't believe when Tami told me you had been hitting on her, so we set this up. Tami telling you she'd be Catwoman so you would tell her you were Wolfman. Then you came right in, and let her suck you off, you bastard!" Monica yelled.

I didn't know what to do, I could not defend myself, and I wasn't cheating on anyone! Let alone this hot Latino that I would die to have a chance with. I was pissed off at that asshole Danny. How the fuck did I keep ending up with his shit!

" Well we are going to punish you so that this is mistake you won't repeat ever again." Monica said with a sadistic grin.

The Angel, dark haired fair skinned vixen held up a box. She began pulling out various items in the box, which I couldn't see very clearly.

The Angel and Monica then each grabbed one of my legs and pulled them back over my head. With a click my legs were cuffed to the top of the headboard with some straps that held them up and spread.

The position is not one I would call comfortable, but it hurt less than I would have expected. The problem being of course I went from being quite helpless to being completely helpless and entirely vulnerable.

Catwoman removed her mask revealing an Asian face. The Asian girl, Tami, began setting up a video camera, and soon the red light was on recording my situation.

Another moment and I felt something cool pour down my ass crack. Realizing what was about to be my fate I started to try and yell and shake my head in refusal. This only elicited laughs from my captors.

" What Danny? Not was willing to take as you are to give?" Monica asked cruelly as she approached me.

Suddenly I felt something being pushed against my anus. In an instant it popped in and I screamed into the gag. It felt as if I were being ripped apart.

" Don't cry yet, Danny. That was only a medium sized plug, we are going to get the large one in you before we are done." Monica said with another laugh.

Then I felt a sharp sting on my ass cheeks as I was lashed with something, a whip I presumed. Time and time again I felt my ass punished with the sharp bite of it until it all faded into a dull fog of pain that didn't really hurt that much anymore.

Then the plug was pulled from my ass and the emptiness left behind was its own torture as much as it was a relief.

Monica stepped around wearing a strap-on that must have been nearly 8 inches long and an inch or inch and a half thick.

" If I didn't have to keep that gag in your mouth to keep you from yelling I would make you suck this like a little cock whore. I guess I'm going to have to settle for your next to virgin ass."

With that Monica came up on the bed, and I could feel her line the head of the cock up with my ass, then she pushed in. I felt filled and tight before she had gotten more than a little in me, but relentlessly she kept pushing in.

I began to yell again with my throat feeling raw, but still she pushed forward until her thighs touched the back of mine.

I was horrified to find my cock had hardened up during this, and even now was leaking pre-cum. This did not escape notice.

" Hey look Mon! He's getting off on this!" Tami said pointing, to my distinct embarrassment.

Monica looked down and as she pulled out and thrust back in looked angrier. " You fucking asshole! I've never seen your cock get that large! You are a fucking ass whore aren't you?!"

Monica continued pounding in and out of my ass, all I could do was weakly moan as cum seeped from my cock head. Monica began to moan and I think she came at least once as she abused my innocent ass.

Finally Monica pulled out of my ass. Then I felt the strap-on replaced as something even larger was shoved in my ass. The large plug I assumed, but thanks to the abuse I already had suffered it wasn't more than my ass could take with undue pain.

My legs were released and they limply fell to the bed, even so they re-cuffed my ankles to the footboard.

My cock was still standing hard and Monica looked at it hungrily.

" Guess it won't hurt, one last ride for the road." Monica said quietly as she climbed on to the bed.

She lined my still leaking cock head with her cunt and slowly lowered herself down on me. I moaned now with pleasure into my gag as her tight cunt wrapped itself around my cock.

" You are fucking huge Danny!" She said in awe with two inches left to go. " Bigger than I've ever felt you."

She lifted herself back up and then pushed back down, this time taking my entire length, she suddenly came on my cock, with a shudder and a series of moans.

She then began lifting and raising herself off my cock, fucking herself with ever increasing volume to her moans.

The entire time my eyes followed the movement of her tits, I wanted to suck and touch those and the desire was perhaps the greatest torture.

With one last downward thrust she screamed again, this time the tight grip of her cunt squeezed an orgasm out of my cock and I shot my load deep into her. The sensation of my ass squeezing down on the plug was incredible and re-doubled the force of my orgasm.

After regaining her strength Monica climbed off of my cock and looked back at me with clear regret.

" It's a shame you are a cheater, I thought we could really be something." Monica now said sorrowfully. " Especially now that I know how to make you a better lover."

Even if it were not for the gag, I didn't have the strength to respond. I just lay there limply with my cock still hard despite the second orgasm.

" Tami, can you go check things downstairs. After I clean up, we'll leave him up here for someone to find." Monica said as she moved to a side room.

Tami left the room, and the Angel approached my limp form. She slowly touched my still hard cock, and then began to stroke it.

Without a word she pulled down her panties from beneath the skirt of her costume and straddled me backwards.

She must have been really excited by what she had witnessed because her dampness was very apparent. She lowered herself down on my cock with a moan taking my entire length in one push.

She began raising and lowering herself on me, I noticed her finger sliding into her slit and figured she was fingering herself as she fuck my cock. The thought of that turned me on greatly, and watching her ass go up and down me turned me on more.

Suddenly she whimpered and her cunt squeezed my cock tight, once again I felt a tight cunt in the state of orgasm and once again my cock spurted out a little more cum though now it surely was mostly spent.

Before the Angel had recovered enough to get off me Tami burst into the room. " That's not Danny!" She said.

Monica came running in the room with her devil costume only half on, her boobs bouncing in front of her. " What do you mean?"

The Angel suddenly got off of me and looked at me worriedly.

" Danny is at the pool table with a bunch of people, he's not wearing a mask anymore." Tami says clearly agitated.

All three girls look at me with concern.

" We are so sorry, we thought you were someone else." Monica says now very contrite.

" Please don't call the cops!" The Angel pleads.

" Don't give him ideas Angela!" Tami whispers angrily then looks at me guiltily.

" If we take the gag off, do you promise not to yell?" Monica asked approaching me.

I didn't have the strength to more than nod.

Monica released the gag from me and Angela and Tami quickly worked to release the cuffs on me. Monica reached between my legs and pulled the plug from my ass, which caused me to gasp weakly.

I still couldn't really move so Monica and Angela helped pull me to a sitting position.

I reached up and took the mask off my head.

" Who are you?" Monica asked.

" David, Cathy invited me, I work with Danny at..." I whispered out, my throat was raw from the yelling and screaming I had done into the gag without success.

" That bitch!" Tami and Monica said as one.

" Huh?" I asked not comprehending.

" She knew about this plan. The bitch set you up, she must be sleeping with Danny and she's the one he is regularly cheating on me with." Monica said very angrily.

" Well then, I know the best way to get them back." I said with a smile despite the pain.

" How."

" The four of us make a nice sex show downstairs in front of them."

" What?" The three girls said shock.

" You liked what you did with me, and other than the abuse, I liked having you fuck my brains out." I said with a bigger smile.

" You are very kinky, David." Angela said with a smile.

" And your cock is so nice." Tami said with her own smile.

" I go you one better, promise me you'll never cheat and I'm yours for more than tonight. Just never cheat on me, although there may be more nights like tonight, only when I say it is okay." Monica said firmly but smiling also.

" Well I know the punishment of cheating." I said with a smile.

" Well then, let us go down stairs and begin our revenge." Monica said with a smile and then she gave me a soft passionate kiss.

The four of us got our costumes on and we went down stairs arm and arm together. For the rest of the night Danny and Cathy would see Wolfman with three hot women all over him, one Catwoman, one Angel, and hottest of all one She-devil that gave Wolfman a none too discrete blowjob on the couch near the pool table.

I was in heaven, let Danny get my credit at work; I got his girlfriend and for tonight at least, three of her hottest friends. I think the balance has tipped back into my favor.

n2anal78
n2anal78
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mfj77mfj77about 2 months ago

Not much revenge. Looks like Danny and Cathy got off scott free. Now MC, Monica, Angela, and Tami did seem to get some just desserts. At the minimum, one would think Monica would have made sure Danny was small and inadequate compared to the MC.

AnonymousAnonymousalmost 2 years ago

Klasse!

roi@gmx.de

AnonymousAnonymousalmost 3 years ago

No comments in long time. Pretty much the same thoughts. Good story. If you would have given us the revenge scene could have made this way better. Show us how much Cathy and Danny regret the backfire.

TiredXTiredXabout 5 years ago
Decent...

But the mc"s to much of a push over, after getting "brutally" violated there should have been some actual repercussion for the 3 girls other than oh well I got tied up and anal raped let's date. The erotica was good but the overall ending kinda made the story fall flat.

ProfDavrosProfDavrosabout 8 years ago
Fun setup nicely done!

Loved this twisted tale of retribution gone wrong.

It could be lengthened for added reader pleasure by increasing the things done to David, teasing him lots, a little CBT, forced to service the women (plus a few others from the party) orally etc.

I'd like to hear about the offered "more nights like tonight".

In any case, I love your work, more please!

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