Coworker

Story by Crownedclown13 on SoFurry

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#3 of Sir


Hey guys, any feedback on these random stories would be nice. with the tumblr shutdown i will probably be here more! hope you all have been well!

Miles snorted, getting another pile of accounts to handle by weeks end. This was his supervisors typical bullshit, whenever he looked to be getting ahead in the week she would magically find more work for him to do. Miles had been working at PGMA Investments for the better part of 10 years now, and he was good at what he did. He never took all of his vacation days, worked from home when he was sick and always ALWAYS got his assigned work in on time regardless of whether or not it had been assigned to him officially at the start of the week or pawned off on him midway through.

Part of him was aware that that was the issue. Being a good employee sometimes worked against you because why would Clare promote one of her best workers? Who else would she drop the projects she had mismanaged on Monday upon?

The pig rolled his eyes and sighed, looking up at the grinning tabby. "So you will have it in Friday before 6 yeah?" their whole floor was set to leave the building at 4. "I don't think Mr. Garret would look to kindly on his pet projects being ignored, though he might understand if it put the customers first I suppose." She shrugged. This project wasn't for Mr. Garret it was for Mr. Morrison. He wasn't even in the office on Fridays. Clare was as clueless as she was needlessly overpayed.

"Of course." Miles gave her his best 'fuck off' smile "Anything else I can do FOR you?" he emphasized, knowing full well she was dumb enough to miss it. God...it burned Miles to no end that she was salaried above him and handed her work out to others. That she was in a decent apartment in the city with a parking spot and Miles was a month late on his gas bill thanks to his child support.

"Oh no, I don't believe you have been assigned anything else this week." She grinned, "Such a team player, can I refill your coffee?" she asked, feigning kindness.

The pig told her to fuck off, but in a professional manner that maintained his employment status. Then he got back to work, doing what he did best; balancing numbers, imputing payments and finding the numerous errors in excel files that led to misleading charts and figures. Miles glared at it. Seemed after Mr. Patterson's success in his apartment builds, the other higher ups jumped on board. Miles stayed two hours passed his shift in a back office that didn't need to be clear of people for the janitors in order to organize the funds necessary to build apartments he could never afford.

So much had burned him lately; it all felt like it was just adding up month after month. His ex had broken into his apartment to steal his tv the same week his car broke down, and that was only a week after that 'Golden Boy' Dustin Smith got his crazy promotion from out of nowhere. Miles had trained the kid! Miles had been there 10 plus years! But suddenly out of absolutely nowhere This dog got a project hand delivered to him from the fucking CEO and got moved up to his office one week later.

It was unfair. It was cruel. It was a plague of biblical proportion on Miles moderately healthy outlook on life. Everything just seemed darker when such an injustice had taken place right in front of him. Dustins stupid smile and cocky way about him seemed to intensify the more and more Miles thought about him. He saw the charm and the smile and his youth as offensive weapons. Built specifically to target the just passed prime accountants like Miles. He was only just in his thirties but this pup was already beyond him.

Dammit, Miles was going to find out how. Why. What could possibly have been the cause of such an upset in his life? Had he been cursed? The second half of the evening he actually ran through everything he had done this year that may have done it; and besides a few umbrellas being arguably open indoors, he came up short. Miles didn't get out enough to get cursed! He spent all of his time here, in this building, getting shit all for it!

He got to his car ready to leave, his phone open to one of his numerous dating apps. Impatiently he perused his options. There were a few regulars, some cute college boys that would definitely suck his cock in the nearest dumpster if he asked. A handful more would prefer not to get off. One was already in a motel and had a line-up, but the next open slot was half an hour from now and he wasn't about to wait in a parking lot for it.

Suddenly he got a message from an anonymous user asking for a pic. Never one to really refuse he obliged with a decent shot of him in his mirror flexing a bit. He was a tall boar with brown fur and a set of stout tusks. His belly hanging down and accentuating his massive uncut cock. His balls looked good in this pic too, and it had happened just after he had gotten his tusks cleaned. All in all it was his go too picture despite it being almost a year old and his ex's underwear were hanging up in the background.

The anon user complimented his size, sending a winky face before dropping offline. "Prick." Miles huffed, messaging one of his usual's. He told Miles his roommate wasn't home for another hour and he could make all the noise he wanted until then. Miles told Pauly to get ready, emphasizing that it had been a rough few days at work. Pauly said he liked it rough.

"Can I film it this time?" the dog asked.

"Like I care." Came the frustrated reply.

Pauly lived in a decent apartment not too far from Miles actually, though his landlord clearly cared more about the landscaping and upkeep that Miles' did. The door was unlocked as per the arrangement, and no sooner did Miles walk in was he greeted with the site of two perfect ass cheeks, presented and ready. Beside the black lab was a bottle of lube and a set of poppers. He was really asking for it.

The tail wagged, and Pauly started whimpering, spreading his cheeks, but not looking back like Miles preferred on nights like this. Pauly had been a usual before Dustin had been promoted, but their similarities were too uncanny for Miles to ignore. Pauly and Dustin could have been brothers apart from the bit of Rottweiler Dustin had in his face. Thus, Pauly was asked to face down; and while his rage at Dustin increased, the amount of times he messaged Pauly increased equally.

"I'm ready...I need it." Pauly spoke quietly. He didn't have Dustins gruffer voice or his co-workers physical size. Just before his promotion Dustin had made remarkable headway at the gym and got...well, buff. Twink to Twunk wasn't a phrase Miles particularly liked, but it was remotely accurate, with little sign of that progression stopping.

"Shut up." Miles huffed, "I know what you need." The boar didn't try to sound sexy. The calmness of it was what got Paul off. The clinical nature Miles fucked and left him. Paul was one of the ones that didn't need to get off to be satisfied. Whatever he did after Miles dropped his load in him was none of the boars business.

There was little in the way of prep. He promised Pauly it would be rough and he delivered. After a few fingers wet his hole, Miles got too it, lubing up all ten inches of his sizable meat. He was thick, his balls heavy, and the best part, Miles had already been given the clear to make noise. He grinned, looking at the back of the head of his 'Golden boy', a faint rage blooming. He lined up his cock, sinking it slowly, but steadily, not stopping despite the canines protests until he was fully docked in his bitch.

Paul panted, groaning and moaning, squeezing pillows and biting down through the pain. Miles opened a popper, inhaling deep and feeling the rush in his face. It focused him. His mind was only ready to breed this fucker. This job stealing asshole. This little undeserving bitch. It was a poor substitute for the real thing, Miles never felt satisfied at the end but it was cathartic to swear at Dustin, to Miles, while balls deep in his hole. Satisfying in its own way to drop his load in A bitch, even if it wasn't THE bitch.

Miles was home less than ten minutes after cumming. He hadn't even bothered to take off his pants completely at Paulys. He was showered, food in hand, and ass on couch a mere twenty five. He sighed, realizing now watching another sitcom that he had two more days to do a three day project. He probably should have stayed longer but he couldn't bring himself to do it once the janitor left and he was horny thinking about Dustin.

His phone went off. It was his dating app. Miles rolled his eyes assuming it was Pauly either thanking him or sending him a link to the video. It was the anon from earlier. "What are you doing Friday?" The boar blinked, looking through the lack of information on the anon's profile.

"That depends."

"On what?"

"Well, what do you look like?"

There was a pause. Miles almost thought they logged out again but the little 'typing' icon didn't stop. Miles was not in the mood for a paragraph about it being whats on the inside that counts and he just wanted Miles inside of him. Instead he was given a "That's a surprise. How about I meet you after work and you can decide if you want to do anything or not then?"

The boar huffed "I don't like surprises."

"I can assure you you will like this one, Miles Doyle."

The boar stopped, looking at the screen again like it might change. Quickly he went back to his own profile. No, his last name definitely wasn't on there. Did they recognize him from his picture?

"Who is this?" he demanded, red in the face. The app wouldn't tell him how far away the anon was which was a strange feature the pro members got.

"Don't worry about it. See you Friday."

Miles tried to respond only to find the anon account blocked. Frustrated he messaged around demanding his usual suspects that if they were fucking with him to stop. No one in the app knew where he worked. They definitely didn't know his real or full name.

Miles spend all of Thursday sweating at his desk, casting paranoid glances around the room to whoever might be snickering at him. He wasn't a fool. If the wrong people had gotten him to send them that pic he could get in real trouble with HR for sexual misconduct. Still, Miles was hard pressed to even think of someone so smart that disliked him. Most of his enemies were idiots who wouldn't have been secretive about getting the pic.

Not even the janitor was giving Miles looks as he stayed a good four hours passed his shift. The boar left mentally exhausted from his lookout on top of the massive account he had to manage. He ate take out, treating himself to Chinese while on his diet just to combat his nerves. His balls hurt, being swine, they were very effective at their job, nearly requiring him to get his rocks off every day to avoid discomfort. His massive balls filled up daily and with his anxiety so high they seemed to have re-doubled their efforts. He jerked off quickly before bed, finding himself in the mood again almost immediately, his stress not averted despite the hormones running through him. He tried again, finally spent enough to attempt a fitful sleep.

At work on Friday he repeated his lookout, but no one seemed to be acting strangely. Nervous as hell he tried to focus on his work, ignoring the threat of someone approaching him at the end of his shift. Best case scenario it was a nobody with poor social skills who had happened to be in the building same time as him Wednesday. Worst case scenario, his damn supervisor would show up, rubbing the blackmail in his face to get him to work even harder for less money than he deserved. Part of that worse case scenario was that he couldn't end the issue with a quick fuck in the back room.

But, the floor left. Clare waved to him, indicating that Mr. Morrison wanted the report first thing in the morning, so to drop it in his box just before leaving. Miles didn't have it in him to be polite, so he ignored her and then...he was uncomfortably alone. Every noise, every passing figure in the hall felt hostile. The janitor crew came in and asked him to clear out and, only have about five more minute of finishing work, he just sat at the back of the office until he finished then quickly scooted passed them.

No one stopped him...no one messaged him... Miles took the elevator down to the mail room where he was expected to deposit his weeks worth of work for any normal accountant in a mailbox. Clare would get the credit for getting the project handled and Miles would keep being fucked over. He growled, exiting the elevator and headed for the parking lot.

"Mr. Doyle?" a voice called to him from another elevator. "What are you still doing here?" it was Mr. Patterson. The son of a bitch who had promoted the 'Golden boy' and started this whole depressive spiral. The Bear was as imposing as Miles remembered from his few encounters with him. None of the photos ever did his heft justice.

"Oh you know, burning the candle at whichever ends are needed sir." He laid it on a bit thick with the sarcasm, regretting that just a bit. The boar hoped he wasn't glaring.

"That's what I like to hear." The bear grinned. "Morrison tells me you are in charge of his own apartment project?"

Miles blinked a few times "He...he did?" Miles had no idea his name was going to be anywhere near this project, let alone spoken of to the point the CEO might catch wind of it.

"Well are you?"

"Well... I was. The proposal is all finished now sir." The boar spoke professionally. He knew he sounded a bit tired and lost but that's how he was feeling, and he was too tired and lost to prevent it.

"Really? My proposal took a full two weeks for the boys to out together." The bear sounded impressed. His voice was deep and vibrated through the air like a physical force. "You did that in a week?"

"Clare gave me three days." He spoke, almost regretting giving her name any sort of merit.

Mr. Patterson looked downright stunned. "You're kidding." Miles shook his head "Impressive, and they have you down in the bullpen?"

Miles could feel his face light up. That's exactly where im being kept! He wanted to scream it. He wanted to beg for it to be different. He wanted to shove all this proof that he deserved more right down his bosses massive ursine throat. Miles just couldn't get the words out!

"That wont do." He waved the boar into his elevator. The one reserved for the executive floors. "Do you have a few minutes?" Miles nodded vigorously, choking on his words, quickly walking forward like the bear might close the door in his face if he was too slow.

"Judging by your work I can assure you this is long overdue." The bear began as they exited into a lobby Miles had never laid eyes on. It was unmanned of course, the receptionist long gone and the lights dimmed. Mr. Patterson went to the coffee cart, pouring Miles a cup without a question "You look tired Miles, you should get more rest."

The boar only managed to agree. "I should." He said lamely.

"Well if I bring you up here you will need to be at full alert, and only work your scheduled shifts ok?" he asked seriously "It would be a lot of your current work except you may be required to present the proposals, like you already do when Clare is out, more frequently."

It was odd hearing that the boss knew so much about his work. How odd it was that with this knowledge he had still taken the 'Golden boy' up first. Did Dustin not cut it and get fired? The idea was intimidating. Despite all his rage towards the boy, that dog was good at what he did. He wasn't one to slack.

They made their way to a long formal office. It was imposing and did its job well, but Miles could almost not stand the wasted space. Still, the view was nothing to scoff at. "Have a seat Mr. Scott." The CEO extended a paw, pulling a bottle of whiskey from behind his desk "Crazy Friday nights for us professionals huh?" he joked. Miles would have chuckled, but in his discomfort he laughed a little louder than he intended. "No need to be stressed, you already got the job, this is simply an informal formality." The bear grinned, pouring two glasses and holding his up in celebration "To your promotion."

The boar stopped, holding up the glass but not taking a drink for a good long moment. If this wasn't real he didn't want to wake up. He was finally getting it, it was happening! All his bullshit, all the vacations not taken, all the student loan debt and bullshit that had piled up on his meager pay was coming to a point!

And his phone went off.

Miles blushed, flustered he went to check it. Unknown caller.

"Answer it." Mr. Patterson said simply, taking another sip, shifting in his chair.

"It's just a scam im sure." He said, declining the call. The phone rang again.

"It would appear not. Take care of it, I don't mind."

Miles almost declined it again, but it seemed the quickest way to stop it. "Hello?"

"Guess what im wearing." A voice sounded, Miles turned away, hoping it wasn't loud enough for Mr. Patterson to hear! "I bet you cant guess."

"Who is this?" Miles demanded, "Stop calling me."

"That's not a guess." The voice sounded a bit echoy. "I said you-" the voice cut off gagging, the reverb was loud enough that Miles just closed the phone entirely with his face as red as a tomato. There was almost no way the bear didn't hear that...And it was still playing! Miles could hear the gagging sound and went to shut off his phone but...the call had ended.

He turned, the bear at his desk, a strange grin on his face. He sat forward now, both elbows on the massive oak frame. The gagging sound echoed from behind him. "What is..." Miles started.

"Nothing to be immediately concerned about." The bear said simply "Though I must tell you, I'm surprised you flew under my radar." The gagging and gurgling became louder, yet more muffled. The sounds all sort of becoming one. "In fact if it wasn't for my current accountant Dustin I probably would have missed you entirely." Patterson continued, like nothing had changed.

Miles still managed to bristle in his confusion at the Canine's name.

"There it is." The bear pointed, "My only concern. You see I would actually like you and Dusty to work together up here, but im told there is a sort of competitive animosity you have towards him. An aggressive one I had to...confirm."

Miles paled "S-sir o promise I am completely professional! I-I would never let something like that get in the way of-"

"Oh I'm sure of that." Mr. Patterson continued "you young pups are all about bottling up your problems aren't you? Just handling it despite the fact they make you want to burst. Make you want to manhandle the next lab you see."

Miles flinched "What?"

"I had to be sure you were handling your rage." the bear continued, going for his phone "I had a friend of mine run the study for me." He explained, leaning more forward on the desk, the gagging turning to outright retching.

"Sir what is that?"

"Ignore it. Look, this is good stuff." He went on, pressing play. This video that played out was one of Miles roughing up Pauly only two days before. The pigs face went red again. He was brutal, absolutely violent with the pup and he just asked for more. Miles heard himself cuss at Dustin, pull his hair and tell him this was what he deserved for stealing his job. "That's my favorite part." The bear grinned, replaying the pig pull the dogs hair back, then push him forward into the pillows with three violent thrusts.

"Sir i..." the bear actually waited this time, but the boar could not get words out. How was this happening? Why was...who did...

"I can see you are at a loss. Understandable." Patterson said, reclining back, the noise stopping. "But you said it yourself, you are a professional yes?"

Miles tried to speak but his voice failed so he simply nodded.

"Dedicated to the company that's evident. But will you follow all orders? I run a very different shift up here."

"Yes sir."

"Call me Boss."

"Yes Boss." Miles corrected.

"Good. Because Fridays are special up here. See, I always stay late on Fridays." He explained, "Are you willing to do that? Its just one day."

"Of course, I already do that anyway." Miles nodded, curious about the sound that vanished.

"Good. Im going to show you what is expected of you Fridays ok?" he waved, indicating Miles walk around the desk. He obliged, circling the impressive power status and getting an eye full of his bosses impressive cock. Miles froze. The mans pants were down! His dick was long and thick and open at the fly. His balls were still tucked away but Miles could only imagine.

"Sir!" he exclaimed, half in shock.

"Yes?" the bear inquired, turning in his chair so now Miles could see the whole thing and more. He was entirely taken aback. Sure Miles had been involved with a few horses, but this bear was nearly as impressive. Miles himself was probably close in size to the monster of a man, but it was so uncommon to see such endowment on others who weren't equine. Additionally, his cock was slick with spit, and under his desk, bound, blindfolded, and naked, was Dustin. Spit rolled out of his mouth which was open and ready for more.

"What...what is this?"

The bear grinned, "This, is Friday. You see I believe in a hands on form of stress relief and I want to make sure you take part." The bear stood, pulling Dustin out by his collar. "I hear you have been pissed at Dustin, Pauly confirmed it for me." He reminded "So I'm offering you a rare opportunity."

He didn't let Miles speak, he simply hoisted Dustin up, bending him over the desk. He was certainly thicker than Pauly, his tail a bit stouter. His shoulders wider and his balls more impressive hanging between his legs. "I believe in a healthy, hands on work environment." He slapped the dogs ass, eliciting a yelp. "With healthy hands on relief after a long week of slaving away." The bear dropped his pants entirely, walking around Miles, pacing like a shark; all the while Dustin stayed in place, bent over. "Now you two wouldn't be allowed to play during the week of course, I have a business to run." The bear explained "But Fridays are for you and me."

Miles gulped, getting harder by the minute, eying The damn dogs perfect ass. This had to be a dream surely. This kind of thing didn't happen in the real world but he pinched himself to no avail. This was the real deal, and he started salivating over it.

"Pup wasn't allowed to see the video." Boss spoke in his ear "But he heard it, knew someone down there wanted to do all those terrible things to him. He's been near impossible to keep calm all day." Dustins tail wagged just a bit, but he got ahold of it, whimpering. "I told him I had sources who claimed you could blow your load twice in under ten minutes. That got him really excited."

Miles gulped, unsure how to proceed but wanting very much to know how to. This asshole was being served to him on an oak platter and he could hardly keep himself contained anymore.

"Here are the rules." Boss explained. "I make the scenarios, you agree or disagree to them. I have every right to film for personal satisfaction and use. You can bow out of roles but...don't bore me." The bear growled in his ear.

Miles gulped, his body tensing. This bear made him feel so small with so little effort...

"Ready Pup?"

"Yes Boss!" the dog whined on command. It made Miles leak. The bear stepping back with his camera on, giving Miles the go ahead.

He was right too it, unceremoniously tossing aside his clothes. "You have no idea how long I've wanted to do this." He growled to his prey "No idea at all you little bitch." The dog just seemed to eat it up. "Watching you just work your way to the top so effortlessly, it was fucking disgusting." He slapped Dustins rump. "You're mine now though." He groped those pillows, salivating. He grabbed at the dogs hair, pulling his back. "you already seem to know your place up here. God I wish I could have broken you myself, but this is a good second. I get to see you like this. Pathetic and cock hungry."

"Yes sir! Please!" he begged, "Please I want it!"

"Oh you'll get it." Miles maneuvered Dustin back on his knees, roughly and by the collar. Mr. Patterson just changed angles. "Choke on this."

Miles fucked Dustins throat for a good five minutes. He was not gentle and offered few breaks. The pup gagged and retched and spit, but never asked for it to stop, though Miles could see the tears passed his blindfold. "Had enough?" Miles asked, giving him a breather where he just tried to suck in as much air as possible.

"I didn't hear 'no'." Mr. Patterson made another motion for it to continue. Miles obliged. There was a deep satisfaction this time as he unloaded the contents of his hefty balls into the pups throat with no warning. The bear didn't even notice until The pup spat a mouthful around Miles fat cock. Most of it should have gone down his throat, but Pigs had quantity like few others and Miles made sure to unload the majority in his mouth where he would have to awkwardly swallow or spit up. He was glad this was all on camera, but he snapped a picture from his phone of Dustins cum covered face, chin and chest. It dripped down his lips, and his tail wagged.

"Well he is good at what he does." Miles noted.

"He even cleans up when its all over." The bear grinned. "Though I can't take full credit for his training."

"And this happens every Friday?" Miles asked in disbelief.

The bear nodded. "In one way or another."

"Sign me up." The boar huffed, already feeling his cock harden again. "You, bend over."

Dustin obeyed without question. Miles only used the spit and cum on his cock as lube and proceeded to fuck the needy pup. His only complaint was that the bitch seemed to be used to taking large cocks, so despite the tightness of him, he did not whine or complain. "Like that?" Miles growled, using the full of his weight to jackhammer into his slutty hole "Of course you do." He looked over at his boss who was still recording. "Come on, he has two ends."

The bear grinned. "I think I'm going to like this arrangement."