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04/08/2021 

Fucked Up At Work
Category: Roleplay Stories

"God... I love your cock, James. Mmmmmmmm. Fuck me, baby. Goddddddddd!!!!"

Deep dicking my girl Diane in the back of her van in the parking lot at my job. It's almost time for me to head in, but... I'm having a little fun before work.

"Mmmmmmmmm." Diane's tongue is working overtime in my mouth, swabbing me down full boar. It's throat fucking me while I squeeze the holy hell outta her milk shooting melons... while my dick does its nasty thing inside her milky splashed cunt. We've been fucking for forty minutes. I already came once inside her so I'm going for two cum dumps. Her pussy's gripping and pumping my cock real nice, sucking out the jizz making its way up my dick from my over working balls.

Diane's legs are wrapped tight around my waist as we swap spit and tongue fuck, pulling my dick in as far as humanly possible. She wants my cum again... Real bad.

I speed up driving my hips so fast and hard into her, my dick being forcefully thrust all the way in and out, faster and harder... over and over and over and over. The van's rockin' and my cum some a knockin'. Boom!

"Oh MY GODDDDDDDDDDD!!!!!!" Diane hugs me tight, cumming with me, our mutual sex milk mixing perfectly inside her pussy oven. Damn... My cock pumps hard. Each lurch from it sending massive tingles of pleasure raving throughout my body. I growl with delight, deep kissing Diane, her naked, milky titties beautifully rubbing on my chest. I lean down and suck ravenously on them, drinking down all the creamy milk that shoots into the back of my mouth as we ride out our mutual BIG O.

"Damn, baby... that was awesome!" Diane kisses all over my face.., licking me too. She even bites my neck, so horny and hot. We kiss some more, sloppily swapping spit, then I dive in and suck, bite, lick, kiss, and suck some more on those luscious, milk shooting hooters of hers. Diane grins away, happily hugging me tight to her heaving, milky bosom.

"I'll call you when I'm done with the abortion."

"Ok, sweet tits." We laugh. Yeah... she's getting an abortion. Diane doesn't want her jealous hubby to find out that I knocked her up... for the third time. Fuck him. Dumbass has no clue how much of a slut his bitch is for me. Ha.

We smoke as we chill in the back of the van. Diane kisses down my chest and tummy, licking, kissing and sucking my cock clean. Balls too. That bitch can suck balls like nobody's business.

"I want this dick in my ass tonight. Don't forget, baby." Diane gropes my dick, smiling so slutty at me. She licks my lips and softly bites my neck, knowing I dig that.

"You got it, sweet tits." I lick her lips back, getting in some sweet titty fondling while I'm at it.

I kiss her again, then get ready to head inside. I wave as she pulls off. She blows me a real slutty kiss and waves back. Cool chick. One great fuck too. I pimp her too. One more thing her dumbass, jealous husband don't know about. Ha.

I down the beer I popped open in the van, toss it towards into the trash can outside the door and head inside. I work for my mom Beth (Beth Chapman) at her grocery store. It's cool. She's an awesome boss... and mom. My girl Sam (Canadian/Latina porn chick Samantha Mack) also works here. My best friend Spence (The King Of Queens) does too. Some more cool peeps as well.

"Hey, James." Spence waves from the Fruits and Vegetables section. He's stocking.

"Yo." I head over. My girl Sam meets me there, hugging and kissing me real, real sexy. Those massive tits of hers pressing perfectly into my pierced nips under my shirt. I've been dating Sam for about two years. Super-hot broad. Long dark hair. Massive, massive tits. Great ass. The most gorgeous, kissable lips ever. Tattoos. Super fucking hot.

"Hey, handsome." She sniffs me. "Who'd you fuck?" Sam smirks. She has an amazing sense of smell.

"Diane dropped me off."

"Oh really? I assume you drank some milk then." Sam smirks even sluttier, kissing me again, nice and deep, really sucking hard on my tongue. "Yep. You sure did." Her sense of taste is pretty freaking amazing too. I sneak in a hug booty squeeze on that big fucking booty too. God... I love my girlfriend. She turns me on so fucking much!

"Hey, Spence... check out these melons?" I tease my boy. I get behind Sam and pull down her black spandex sports bra inside her buttoned down black store shirt. Her massive titties flop out over the bra. His beady eyes almost pop outta his head when he sees those giant enhanced hooters. Sam grins, shaking them for him. She loves showing off her body... and I love helping her do it. Spence gulps hard, shaking his head and drools, dropping the melons he already had in his hands. My girl's melons are much nicer than those anyway. Haha.

I kiss Sam's cheek... and pat her delicious rump... and head to the back to see my mom.

I knock on my mom's office door, then head in. She's standing at her desk, grinning wide. "Hey, mama."

"Hey, handsome."

"Good numbers, huh?"

"Oh yeah... groceries too. Hahaha."

You see, mama moves other things... namely drugs... besides groceries through the grocery store. It's been a real good month so far.

"Tom's done a great job. I need to thank him properly for that... You too, my love." Mama hugs me tight, shoving her tasty tongue right down my throat. I'm assistant manager here at Beth's Food World. Part of my duties are getting some of the high end customers that live around here to come shop here. I'm pretty damn good at my job too. I've got quite a few famous friends... and they all shop here.

Tom by the way is the store manager. He and mama have been friends for a long time. Tom and my dad used to be business partners, but my dad got mixed up with some very unscrupulous peeps and ended up in prison for the last couple of years. He's got five more to go I believe. Big time embezzlement scam. White collar stuff.

"Mmmmmmmmm... mama's baby's got such a big, beautiful dick. Yummy. Mmmmmmmm.", She hits her knees, yanking down my black and gold striped sweatpants and pulling out my ten in her, licking all over it, playfully biting all over it too.

My mom worships my twitching cock, kissing ever inch, lovingly rubbing her very sexy milf face all over it, purring happily as she goes.

I just grin... and film it. I upload my videos to porn sites because I love the attention. I save the better ones for my own site. Sam's in a bunch of those. My sister Tina too. Cosplay and roleplay like crazy in those. The shorter, more amateur stuff goes to the porn sites. Good promotion for me and my site.

I grab the coke covered mirror from mom's desk and snort a line. Ahhhhh.... Good shit.

Mom bobs away on my fat fucking dick, slurping it so loud and messy, spit hanging from her mouth to the floor. I fucking love it all.

I bend her over her desk and eat her pussy from behind, my tongue dirty dancing in her spasming twat, tip tapping away on mama's pulsating pink folds. God... she tastes great. I suck hard on that phat pussy, tongue fucking it fast and furious as I violently suck on it. She squirts right in my sucking mouth and I keep fucking sucking.

Mama shakes that big butt and pussy all over my face, reaching back and playing with my hair as she screams and creams, basting my tongue with all of that delicious pussy milk.

I fuck her ass, Slapping the fuck outta it as I pound it out, her huge titties smashes down into the desk as she happily takes ten fat inches of her only son's dick right up her gorgeous big rump. Fuck yeah! I pound it our right, slamming my hips into her thoughts, my huge dick pummeling those bouncy bowels big time, her tight anus winking and trembling from the brutal ass banging. Her desk slides had way across the floor from the force.

"FUCK!!! FUCK YOUR MAMA'S ASS, BABY!! FUCK ITTTTTTTTTTT!!! HOLY FUCK!!!!!!" Mama squirts again and again... and again. So much pussy milk shooting everywhere. Jesus. It's like a cum hurricane up in this bitch! OH HELL TO THA YEAH!!!

I pull out and mama wheels around, dropping to her knees. She wraps those 38Fs around my cock so damn quick. She pumps away, violently and greedily. She laps at my tip and gets what she wants. I start cum dumping all over her fucking face and tits, right into her wide open mouth. Splattering her tonsils and tongue. I cum a lot... and I cum an extra lot for mama. She fucking loves it. Happily lapping it all up and down. She ravenously sucks me dry, sucking out every single drop of dick milk in me. Jesus... it feels awesome! I film it all and hoot and holla. Fucking awesome day at work already!

After mama licks her face and titties clean, I help her up and we kiss, nice and cummy. I suck her huge titties for awhile, a little bit of a cummy aftertaste on them as well. I gorge myself on my mom's awesomely hefty and perfect fun bags, squeezing them both hard as I furiously suck them both. I motorboat them and suck them for fifteen fucking amazing minutes.

Mama hugs me tight to her awesome bosom, playing with my hair and cooing very happily the whole damn time.

We each do a line of coke afterwards, kiss some more, then get back to work. I love my job.

I run into Jennifer Aniston on the cereal aisle. She's getting Raisin Bran. She's one of my close personal famous friends. She's really helped with the celebrity shoppers too. She's a sweetheart. One helluva awesome fuck too.

"Raisin Bran, huh?"

"Oh, hey, handsome. Yeah... gotta stay healthy. I'm not getting any younger."

"Pleaseee... your way hotter than chicks half your age."

"Well... aren't you sweet... And sexy." Jennifer kisses me, still clutching her cereal. Real nice tongue action. I make sure to squeeze that gorgeous booty of hers. I love it so much. Small, but nice and firm and smackable.

"OH MY GOD... IT'S JENNIFER ANISTON!" Some random dude gets all excited. Don't blame him. Jen looks even better in person than she does on the big... or small... screen. "Can I please have your autograph? God... you're beautiful. Please."

"Sure." She signs his paper he hands her, smiling really nice. Dude takes out his camera.

"Could I please get a pic with you, for my Insta? It would really mean a lot." He begs, looking all pouty.

She thinks about it for a second. "Ok... sure." Dude hands me his phone and poses next to Jennifer. She plays nice, smiling so beautiful. Dude's grinning from ear to ear.

I decide to kick things up a couple of notches.

I reach over and pull down Jennifer's tight brown top. Her braless breasts plop out over the lowered neckline. Those world famous nips of hers on full, rock hard display.

The fan's eyes almost shoot out of his head. He gawks real hard at Jen's amazing breasts. Those very perky C cups with those huge, thick nipples. Damn... She's got some awesome fucking titties. I get in some titty groping while the dude watches and goes nuts, not believing his eyes. Jen smirks at me, blowing me a slutty kiss as I manhandle her luscious jugs.

"Ok... here you go." I take a pic of topless Jen with the goofy fan. He's real happy with it, staring a hole through Jennifer's breasts as I take the pic.

I hand the happy dude his phone back and lead Jennifer to the back, nodding for the dude to follow us.

We spend the next ten plus minutes double fucking Ms Aniston in the back next to the vegetables. Her filming everything with my phone... big premier coming up on my site. He's against the wall, his small dick in her pussy. I'm behind her, kissing her and fondling her titties, my big dick wedged nice and tight up her tight, awesomely comfy butt.

We see saw up her holes perfectly... til he cums. He doesn't last long, spurting up her thumping twat in about two minutes. I rush myself, butt fucking Jennifer nice and fast, thumping that amazing ass so hard, driving her into him and him into the wall. She screams and squirts two times in a row, her cum mixing with his, pouring out of her pussy as I get ready to cum dump up her tight clamping ass.

There it goes. My thick dick milk spurts out in waves, flooding her booty with my super sperm. So much cum launching from my lurching cock. Jennifer's bowels pounding around my cumming cock.

"Holy fuck! Thank you. This is the greatest day of my life. Woo-hoo! Oh yeah!" Jennifer and I laugh at how excited the fan is. He takes some pics of her and me kissing, and me titty molesting her.

I get my phone from Jen and film her perfectly sucking me dry, slurp city all over my throbbing cock, on her knees as the fan cheers her on and takes pics. She plays it up, double deucing for the camera... mine and his.

After they leave, Sam and I make out for a few in the lounge, smoking some good weed as we chill. "Mmmmmm. My man tastes so good. Yum yum." Sam licks all over my face, nice and slow, playfully nibbling on my ear lobe... and neck. Oh hell yeah!

I smoke and smile, rubbing her legs while she sits in my lap, making my day even better. "Hey guys. Sam... Tom's looking for you." Our friend Nancy walks into the break room. She grabs some coffee, waves and walks back out.

"Oh well. Work calls. See you on my next break, stud. I wanna ride this real hard." Sam giggles, grinding on my lap. We suck tongues and swap spit... some huge titty groping mixed in... then Sam gets up, flashing me real quick, and blowing me an extra slutty kiss before heading off to talk to Tom.

I grin a smokey, horny grin as I watch my woman strut out the door. Big ass wiggling all the way. She shakes it for me as she walks, waving back to me too. Damn... my chick's hot. And she doesn't even hassle me about the other chicks either.

"Damn... I just saw the hottest customer ever in here. My God!" Spence walks in, plopping down on the sofa next to me. I pass him the smoke as he goes on and on about her.

"I'm in love."

I laugh. "Dude... did she say hi or something? You fall in love with any chick that says hi to you." I laugh again as Spence puffs, then passes back to me.

"Umm... I do not. But yeah... she did." He's really predictable.

"Did you get her number?"

"No. I forgot to ask."

"Forgot... or got turned down?"

"I forgot. She didn't turn me down." I pass back, slowly blowing the smoke upwards, relaxing on the sofa.

"Well... is she still in the store?

"Uhh... I guess."

"Well...get off your pasty white ass and go out there and get her fucking number, dumbass." I shake my head at my buddy. He's helpless sometimes. All the time around chicks, pretty much.

"Oh... yeah. I guess I should." Spence hands me the blunt and gets up, heading back out to find the hot chick he's crushing on. I shake my head again, puff once more... Nice and deep... and go out to watch Spence do his thing. It's always pretty funny. I'll give him that.

A couple of minutes later, I'm watching Spence try and mack on a really hot redhead. Great tits and ass. Beautiful face. Like a big titty Becky Lynch. I nod my approval of his love choice.

I watch him struggle for a few, shaking my head more than once at his failed attempts. He finally gets frustrated and walks off so no take pity on him. "Hey... my buddy really likes you. He said you're the most groegous girl he's ever seen."

"You mean that guy that just stormed off?"

"Yeah... he's gets frustrated sometimes. He's a nice guy though. I told him to come get your number so that's what he was trying to do, but as you can tell, he's pretty gameless." We share a nice laugh at poor Spence's expense. Chicks tells me her name is Becky... what a coincidence.

"Could you please give him a chance? I know that's asking a lot, but he's my best friend and I feel bad for him so I would really appreciate it. He wasn't lying either. You're really gorgeous by the way." I give her my most charming smile as the other customers pass by us on the health food aisle.

"Sure. But... on one condition."

"I'm all ears."

"You agree to take me out too. And I don't have to fuck him either. You though... I just might." She gives me her sexiest, most tempting grin. It works. Not much though needed.

"You got a deal."

"Great. Here..." She writes down her number and address... and name for Spence. "Don't lose that number, handsome. I expect our date asap." She raises her eyebrows all sexy and all at me. A sweet grin added for extra, sexy effect. I'm digging this chick. All decked out in a tight ass workout outfit. Blue and white spandex pants and gray and white sports bra. Long red hair in a ponytail. Smokin' hot.

"You got it. Nice to meet you by the way, I'm James."

She walks right up to me and grabs my bulge, rubbing it as she grips it. People walk by and watch. I just grin. I'm definitely digging this chick. "Nice to meet you, James. I'm your next girlfriend, Becky." She leans in and kisses me, tongue right down my throat. She smirks right at me, then licks up on my lips, waving as she pushes her cart away. I think I may have found my next girlfriend. Fuck... relationship destiny right here at Beth's Food World... possibly... and on the health food aisle of all places.

"Here, dude. I guess she liked you after all." I cheer up Spence real quick in the fruit and vegetable section when I hand him Becky's number.

"I knew it! Yes! I knew she couldn't resist my charm. Yes!" Spence celebrates. I hold in my laughter.

I pat him on the back and head to the back to stock some stuff. Sam meets me, hugging on me from behind as I'm checking the bread.

"Babe. Tom just gave me a raise. A big one. And he fucked me... and Beth."

I laugh. "Was that why he gave you the raise?" We share a nice little eyebrow shake and smirk.

"Noooo. He said no was doing such a great job. I haven't missed a day in forever. And he and Beth were already fucking when I walked in his office. So I just joined in. He's got a really nice cock. He fucked us both in the ass, bent over his desk. God... I love that. Yum yum. Beth ate my pussy while he ass fucked me. It was so much fun." Sam gets all hands with me, rubbing me from face to crotch... and back up... several times. Smiling so sweet the whole way. Those lips just make me hard when I think of them. So thick and full and luscious. Red lipstick. Blowjob lips if there ever were any.

While Sam gets in her knees and starts spitting all over my cock, lapping it all up right away, getting set to blow my cock off, mom checks on Spence. He's falling behind on stocking fruits and vegetables cause he's so excited about getting Becky's number. I never told him about my date with her as part of the negotiation. No need for him to know about that.

"Spence... you're falling behind. What the hell's wrong???" Mama gives him a boss bitch snarl, arms folded under those heaving 38Fs.

"Uhh... I... ummm... I'm sorry, Beth. I just uhh... Umm... I..." He stammers it up real good.

"What's this?" Mama grabs the piece of paper from the top of the melon box with Becky's number and address on it. "Oh... you're too busy getting some girl's number to do your damn job, huh?" More boss bitch snarling at Spence. He gets real scared, real quick.

"I uhh... no... I mean... Umm... I.... I'm so sorry. I really am." Spence begs for moms forgiveness. His look of sheer terror makes mama crack a smile. She laughs at Spence's predicament. He's shaking, looking at the floor. Mama loves to bust his balls... like we all do... so she's going hard on him to have some fun.

"Please don't be mad at me. I'm so sorry. I'll make it up to you. I promise. I'm so sorry." Dude's trembling. Mama just has to bust out laughing.

"Calm down, Spence. I'm not mad at you. I'm just busting your balls. Relax. Here." Mama blazes up, puffs, then passes to Spence. They're in a corner at the front of the store where Spence is stocking fruits and vegetables and its pretty quiet right now.

Spence catches two beady eyeful of mamas massive titties. She didn't put them fully back in her spandex top after Tom fucked her and Sam earlier. They're creeping out of her skin tight top.

Mama looks down at her titties and back at Spence. She puffs and passes back to him, blowing the smoke at him. She chuckles. "I see you like my tits."

"No... I mean... yes... I love them. I mean... I... uhhh..." Spence is stammering again.

Mama laughs. "Yeah. I know you do. Go ahead. Take a good look." She pulls her top down, those massive natural hooters flopping out so big and heavy and perfect. Milky white orbs of total awesome! Spence can't stop drooling at them.

The blunt falls out of him mouth to the floor. He reaches down and picks it up the wrong way, burning his fingers. Mama chuckles again. He hands her the blunt, still gawking super hard... and super goofy... at her awesomely impressive hooters. She shakes them side to side, jumping them by flexing her pecs. What awesome titties!

Spence licks his pudgy lips, his eyes glued to my mother's ultra bouncy 38Fs.

She finally puts them away, Spence still staring. He shakes his head to clear it, snapping him out of his massive titty haze. His boner perks up real hard in his beige khakis. My mom notices it, smoking and blowing the smoke right at Spence.

"Follow me." She grabs his boner and leads him to one of the bathrooms. Spence happily follows along, being pulled by his rock hard weiner.

Back in the back...

"God... you've got the creamiest cum, baby. Yummmmmmmm!" Sam's gulping it down, smili g up at me with those uber sexy lips wrapped nice and tight around my cumming super cock. It races outta my cock and is quickly... and I mean quickly... swallowed down by my woman. Sam makes short work of my cum... and I cum a lot. She sucks me so damn dry. Fuck! I film it all with her phone, making sure to take plenty of pics too. Gotta get those thumbnails.

We share some Molly afterwards. Just one pill each. Don't wanna get too fucked up at work after all. (Wink)

"Jesus, Spence... how much do you comweeldea?" My mom mumbles around Spence's cock, sitting on the toilet in the ladies bathroom.

"Huh? Ahhhhhhhh"

"How much do you fucking cum??? Jesus... you're still cumming." She's gulping it all down. Spence is just standing there, grinning from ear to goofy ear, so proud of himself. His six inch weiner is pumping out a ridiculous amount of dick milk. My mom drinks it all, sucking it down, bobbing that wavy blonde haired head on that fat, hooded dick fast and furious.

Spence finally finishes cumming. Mama pulls off of his cock and look in awe at it. "Damn... that's a lot of fucking cum! Whoa!" She wipes her mouth and playfully smacks Spence's spent cock, tickling it with her long pink fingernails too. It jumps like crazy from the sensation. Spence growls uncontrollably too. Mama laughs.

"HA! At least I know you're good for something now." She stands up and oats his face, walking out of the stall to check herself in the mirror. A female customer looks at her, then at Spence, doesn't say a word, but gives mama a thumbs up on the way back out the door. She laughs. Spence just stands there and looks goofy. Spence being Spence.

My sister Tina stops by later. She's a nurse. She rides me in the break room while Sam sucks my nuts. We all smoke and suck and fuck. I fuck Sam real hard as Tina rides my face. My kinda break. Tina and Sam share my load, cumswapping for my camera, kissing and gulpijng down not one, but two loads of cum... and a big ol' load of piss too. They share it all, passing my cumming/pissing dick back and forth. Awesome break, dude.

Oh yeah... I ass fucked Diane after work like I promised. Everything went good at the doctor so she was ready for it. I drank a few mouthfuls of that sweet titty milk too. Her dumbass husband still has no clue about anything.

Spence and Becky go out on their date. He spills a drink on her at the restaurant so she leaves him there. Poor dude. She and I hook up though. As yes indeed, Becky did end up being my new girlfriend. Two and counting. Jennifer may be number three.

I love working for my mom. She's awesome... and the job is fun as fuck. Especially getting... Fucked Up At Work.

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