Taking the Desk Job

Story by GryphonWings on SoFurry

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A young Lucario takes up employment with a boss who wants to put him to much more hands-on use...


“Is Jason in?” Louie asked, leaning over the secretary's desk and glancing towards the closed, frosted glass door next to her. The Blaziken manning the CEO’s phone line glanced up from her nail file, giving him a once-over that made his short ears flick nervously. Was there something on his muzzle? Was his tie crooked? Did his chest spike rip his shirt again? He held his breath, his tail straight and stationary, until finally the beautiful female looked back down and nodded.

“Go on in. He’s been waiting for you,” she replied, sending a shiver up his spine that made his tail flick and lie flat again.

“Thanks...” He nodded, side-stepping her desk and heading for the door. His forepaw wrapped around the long handle and turned it, the door popping open by itself as the pleasant sensation of a working air conditioner blew across his face.

“Louie! I’m glad to see you made it,” a human, his boss, the CEO of the company, called to him from across the office.

“Hi Jason.” he nodded and gave a small wave back as he slipped inside and shut the door behind him. A small seating area, a square formed of leather couches, stood between him and his boss’ broad oak desk. “I can’t really be late for my first day, can I?”

Jason chuckled a little, getting up and extending a hand for him to take. Firm fingers wrapped around his soft paw, palm to his pads, as he shook hands with him before moving to take a seat in the chair across from him. He hesitated for a moment when his paw wasn’t released, and instead it felt like it was being felt and gently tested. A little bit of a tug let Jason know that he’d been caught, and with a sheepish grin the man let his paw go and sat down as well.

“So... I just want to make sure you’re still okay with this?” Jason asked, leaning in a little closer. “Listen, I love that I have a Lucario like you working for me now, but...if you’re not comfortable with that part, we can just drop it and pretend it didn’t happen.”

“Really, it’s fine,” He replied, although a heat was starting to form under his fur. “Nothing has changed since the interview. If that’s what you want on the side from your personal assistant, then...”

“I was sort of hoping that we could consider that part...your actual job,” Jason admitted. “You see I don’t really need a traditional PA. I was imagining you could just stay in the office with me while I’m here, and I could just call on you when I need you?”

The Lucario looked at him in surprise, a deeper blush arising on his features. The human had indicated that he would pay more for him to perform some more intimate acts in the course of his duties, but not to make that his primary role.

“You... you just want me to give my body to you whenever you want, and that's the job?” he asked directly, and Jason confirmed it with a nod.

“Pretty much, yeah,” he told the steel-type Pokemon honestly, “maybe some coffee here and there, but realistically I do a lot of paperwork and it would be great to just have someone who can be a good distraction every now and then.” He paused, and then reached into his desk and pulled out a bundle up rolled of cash, and placed it on the table.

“Fifty thousand,” he told the canine with a nod, “consider it a sign-on bonus. I'm not trying to trick you into anything or be deceitful; I make a ton of money here. I will pay you more than what a PA of ten years’ experience would earn just to hang out in my office all day and have sex a few times.” Louie looked at the cash; it was a lot of money for a jobless Lucario, and he found the human fairly attractive. Still, whoring himself out as a concept was entirely foreign to him.

“I... I uh...” Louie muttered in reply, “I'm kind of... well, I'm still a virgin. It would be my first time.” Jason smiled and sat back in his seat.

“Even better,” the human replied with a smile, “I can show you the ropes.” He got up and seated himself next to the Pokemon, reaching out and placing his hand into that soft paw to give it a squeeze.

“It's impossible to get time on the dating scene when you're a company executive,” the man explained, “and I also don't want it getting out that I'm into Lucario. Obviously, the high pay includes discretion on your part.” He slid his hand off the paw and onto that muscular blue-furred thigh, giving it a squeeze.

“What's it going to be?” he asked gently, “do you want the job? If you're not keen, you're free to go. If you want it, I would like to get to know you better on my desk. I don't want this to just be a one-way thing; it's going to be so much more of a turn on for me if you're actually enjoying our time together.” He chuckled a little and rubbed his thigh with his palm.

Louie’s face was flushed, and a shiver ran through his body from his toes to the tips of his ears, making the sharp ears atop his head twitch back and forth. He could tell that it was driving the human wild, each little flick of his ears or his tail, and that made his heart beat just a little faster. Not only was he being hired for casual sex, but he truly was the object of his desires. He couldn’t help but feel just a little bit good about that.

“I... look forward to working with you,” he replied, his cheeks glowing with a rosy tinge and his ears lowering in embarrassment. The fingers on his thigh tightened, and for a brief flash he felt like Jason might just take him right then and there. However, he merely used it to push himself to his feet, and extended it once more with a sweet smile on his face. Louie was pulled up and in close, standing a few inches shorter than his new boss. His heart leapt in his chest as the human’s hips pushed into his side, and both hands clapped possessively around him. He stiffened as dexterous fingers groped his rear through his suit pants and cupped the back of his head, tucking his muzzle against Jason’s neck while his breath huffed into his ear.

“I didn’t want to say until I knew you were sure, but you look so cute with that suit on,” Jason whispered, making more than just Louie’s spine stiffen. He could hear the pounding of his pulse, feel the desperation and desire in his voice. He’d been waiting patiently for this moment, but it was beginning to wear thin. “Come sit on my desk. Just push anything aside. You’re the only thing I have to work on today.”

Slowly letting him go, Jason pointed him in the direction of his desk and followed close behind him as he walked around to the other side. A few file folders and a laptop sat in the centre, directly in front of the high-backed leather seat that the human took a seat in once more. As he had said, he simply shoved the folders and the laptop off to the side of the desk, nearly sending them crashing to the floor in his excitement as he watched with bated breath for Louie to take a seat.

“What do you want me to do?” the Lucario asked, averting his gaze. Lowering his eyes, he noticed the clearly defined bulge in Jason’s pants, although at the same time he could feel his own sheath throbbing against the inside of his.

“Take your pants off,” he replied simply, his voice hushed and husky. “If you’re wearing underwear, leave them on.”

“I... don’t wear any. It’s hard enough finding pants that have room for my tail...”

“Even better,” Jason practically moaned, sitting back a bit in his chair.

The blush in Louie’s face had reached a temperature that could be seen through his short blue fur, and he found his paws trembling a little with apprehension as he reached down to unhook his belt. The button was next, parting to reveal a small patch of blue fur that Jason’s eyes locked to. With his claws lingering on his zipper, he was suddenly stopped.

“Wait...Climb up first,” his boss huffed, gripping the arms of his chair a little tighter. With his paws flat on the desktop, Louie hauled himself up into the air, sliding his rear backwards into place. Now seated atop the high desk, Jason was at eye level with his stomach, which seemed to make it abundantly clear what he wanted. Shuffling in a bit, Jason reached around his leg and pressed a button on his phone. “Hold all my calls. No appointments for the rest of the day.”

Once the line clicked dead once more, he pulled himself all the way in, until his face was between Louie’s thighs and inches from his prize.

“Go on, pup. Flop it out for me,” he encouraged. The Pokemon blushed, sliding the zipper down to reveal his package to his new boss. Jason's eyes widened with genuine excitement as he gazed upon the canine's plump sheath and heavy balls, the first inch of red cock peeking from the furry tube. Louie looked away in embarrassment, having never exposed himself in such a way.

“That's as sexy as I always thought it would be,” the human remarked with a warm smile. Gently grabbing the Lucario's pant legs he tugged, helping to slide the garment off his body before discarding it to the side. It left the steel-type sitting atop the desk with a shirt and tie on, looking sheepish as he tried not to overthink the situation he found himself in.

“T... thanks,” he replied bashfully, “I... I suppose it's all yours now, S... sir.” He was blushing hard under that blue fur, but it only seemed to excite the man in front of him even more. Jason took the opportunity to place his hands on those firm inner thighs, kneading the muscles firmly and watching those impressively large testicles sway from side to side.

“You're a lot bigger than I was expecting,” he commented with a grin, “you'd make a lot of female Lucario very happy with all that... if you weren't so busy taking it up the undertail by your boss.” He smiled as the submissive male managed to glow an even brighter red, and he watched that exposed inch turn into seven without much encouragement.

“It's such a turn on to see you're into it too,” he added as he got up out of his chair and began to undo his belt, taking off his pants and underwear as well. With both males in a shirt and tie, he sat back in his large leather chair and admired the healthy, handsome and hung Pokemon sitting on his desk.

Louie chanced a downward glance between his bosses’ legs, spotting the large uncut cock he was sporting that was just as large as his own. A little of the glans was peeking out from that thick cover, and he felt his own cock bounce in his lap at the sight of it.

“Well, now that we've both seen one another,” Jason continued, interrupting his casual staring, “why don't we have a little fun?” He let go of the canine's thighs and sat back in his seat with a smile.

“Why don't you lay down for me and lift up your legs,” he instructed, “I want to play with your tailhole for a bit.”

“O-Okay,” he agreed, gripping the edge of the desk tightly in anticipation. He was so hard, so sensitive, that even at a distance he could feel the warm breath of his boss rustling his groin fur. The exposed bit of red flesh quivered with desire, knowing deep down that he was going to experience incredible pleasures in ways he couldn’t even imagine yet. Lowering his back slowly, he laid himself out across the desktop, looking up at the ceiling while taking deep breaths to try and steady his nerves. His heart was beating a mile a minute, and he wasn’t sure whether it was from excitement or nervousness yet. Not being able to see what Jason was doing made everything tingle that much more. Finally, with his forepaws hooked around behind his knees, he pulled his legs forward, hugging them towards his chest while his bare rump was lifted to be put on display. The next thing he heard was Jason licking his lips.

“Could your ass be any more perfect?” he asked under his breath, and Louie yipped in surprise as he took large handfuls of the Lucario’s round globes, squishing them together before pulling them apart. “Did you...read that article I gave you? About how to clean up?”

Louie huffed, his tailhole flexing in the open air. He could feel the human’s eyes fixating on it, taking in every detail of the tight, wrinkled pucker framed between the base of his tail and the bottom of his hanging sack. “Yeah...” he replied, his voice a whisper. “I’ve never done anything like that before. I hope it was enough. Does it look okay?”

“It looks perfect.”

He heard a wet slurp, and a second later his spine was stiffening as a small, warm fingertip was tracing circles around his tailhole. A very gentle pressure compressed the plush flesh, opening the small wrinkles and making his breath hitch just a little. The warm saliva kept his finger gliding smoothly around, over and over again, teasing him deviously and making him want more.

“Jason...” he nearly whimpered, his toes curled as his entire body seemed to clench.

“I’ve waited so long to hear a sweet puppy like you moan my name,” he replied, and a moment later a second finger joined the first. They rubbed on opposite sides of his hole, working the muscles back and forth until he was not just squeezing tight, but also pushing back and opening his pucker as far as he could, right before Jason’s eyes. “I’m going to make sure you love every second of this.”

Large hands once again clasped around his cheeks, with each of his thumbs hooking in on either side of his hole. The pulling was more direct this time, not only spreading his rump but his tailhole as well. Louie’s ears flattened and he whimpered softly as an incredible tingling of excitement lingered in his anus, then he heard it again. The licking of lips. The slow release of breath.

“I bet you taste as good as you look.”

The next moment, Louie’s spine was arching, his paws gripping the desk hard, and he moaned loud enough for the secretary outside to hear as a hot, soft tongue pushed right against his open anus, with enough strength to slide right inside, making him clench down around the slick invader.

Jason kept a firm grip on that padded Lucario ass as he began to eat the canine out with enthusiasm and genuine eagerness. His fingertips sank into that soft furred rump while his thumbs held the Pokémon's pucker nice and wide for him to rim. He wasted no time in mashing his lips right up against that soft pucker, leveraging his tongue in deeper to really slurp over the musky inside of his employee's tailhole.

When he couldn't fit any more, he pulled out and practically thrust his tongue back inside, earning a moan of pleasure each time from the submissive pup. His nose was wedged right in under those plump balls, and he inhaled lungfuls of the steel-type's scent from them while working on the Lucario's rear.

“Oh... oh... Sir!” Louie moaned as he was tasted in an area he'd never let anyone else near, paws curling as he was so vigorously introduced to the pleasures it could provide. He hadn't expected to be the one receiving pleasure from his new boss, but it seemed the human was genuine in making sure he shared in the fun.

Jason alternated between tongue fucking that tight hole and swirling it around in circles, making sure no part of him went unexplored. He could see up close those big balls twitching each time he drove his tongue inside, virile and healthy.

“You taste amazing,” the man managed to pause long enough to tell him, “I could eat you out all day. In fact, I'm sure some days I might.” He gave the taint a lick, getting some of that musky Lucario sweat over his taste buds before putting a firm and loud kiss right on that saliva-slicked pucker.

Reaching up he pushed a finger inside the warm tailhole, and began to wriggle it in to the knuckle. Louie tensed as he felt it go deeper, but Jason was gentle and moved it in slow circles to let him adjust before pulling it back out. Fingering the canine with a single digit he exhaled and licked his lips.

“How's that feel?” he asked with a smile, seeing that muzzle look towards him.

“Nice,” Louie replied, “I kind of... mmm... expected you would be... rougher.” Jason chuckled and with a gentle curl of his finger put pressure on the Lucario's prostate. In response he watched that large red cock spurt a little line of pre over that furry belly.

“Just because I'm paying you to be my fuck buddy doesn't mean I don't want you to enjoy it, quite the opposite. If you weren't into it, I wouldn't want to do it to you.” He leaned in and put a kiss on each of those plump balls as he pushed a second finger into Louie's ass.

“There's no contract for this,” he added, working the second digit in deeper to join the first in stretching out his virgin tailhole, “if you're not into it anymore, you're free to leave. I'm not going to pretend like I'm any kind of morally righteous person; I've got lots of money and a thing for cute Lucario guys. All I ask is that you tell me if you're not keen on the job anymore, and you're free to go.”

He pulled his fingers out of that soft tailhole, and wrapped his arms around those muscular Lucario thighs. Pulling the canine partly off the table, he gripped those legs firmly and buried his tongue tight back into that loosened tailhole, resuming his firm tonguefucking even deeper inside that musky canine rectum.

Louie arched his back, folded his ears, and flagged his tail as he was once again ravaged by soft, slick pleasure. With only his shoulders now supported by the heavy wood, he experienced the added thrill of being suspended in his arms. His thighs fell further to the side, and he was able to look down between his legs with lusty, half-lidded eyes to find your forehead visible with his balls propped up against it. Everything else was deep between his thighs, tasting him, smelling him, basking in everything that he had kept hidden. His tongue kept sliding in and out of his hole, leaving a hot, slimy emptiness behind his anus that he longed to have filled. It was all too much for him, and he showed it by moaning aloud and slicking his own belly fur with a thick shot of fresh pre-cum. It felt amazing, he couldn’t help himself. Reaching down with a quaking forepaw, he wrapped it around the half-swollen knot, and began to pump his erection quickly. He closed his eyes, bit his lower lips, and suddenly everything stopped. When he opened them again, Jason wasn’t giving him the tonguefucking of his life, but was smiling up at him from between his legs. His wrist was stuck by a powerful hand wrapped around it, gently pulling his paw from the needy, throbbing erection he sported.

“You don’t want to spoil your first day early, do you pup?” Jason asked while slowly lowering him back onto the desk. “When you cum, you go on break. You get to take a second to rest and relax, and refill those big balls.” He chuckled and winked while Louie whimpered quietly, a dexterous hand suddenly rolling his testicles between its fingers.

“I’m not going to play with you when you don’t have the chance to cum, too. It’s no fun unless I can make my puppy squirt myself.” The eager human started to lean forward, trapping the squirming Lucario under his chest. Rolling his torso to the side prevented his chest spike from spearing his boss, allowing him to slide his warm, strong body up Louie’s side until he was hovering over his face. Each breath made his muzzle twitch, his sensitive nose catching the scent of his own tailhole on his tongue. “Masturbating is like doing a personal project on company time.”

Jason playfully licked under his nose, leaving his own scent lingering there for him to keep inhaling. The scent of his own gentle musk only made his need flare harder, whimpering as the human nibbled his way up to his right ear.

“Try to remember that this is a job, Louie,” he teased in a low whisper, while at the same time the canine’s body stiffened when something hot and heavy bumped into his slightly gaped, very slick asshole.

Losing his virginity was a fast and exciting process for the inexperienced steel-type as Jason's cockhead nuzzled up to his entrance. The man gazed down at him with longing as he planted one hand on the desk and the other lined up his sizeable erection.

“Relax,” Jason encouraged, “I'm going to fuck you now.” The Lucario blushed hotly as he realized just how quickly his tailhole was going to be put to proper use. Yet, he didn't say no to his new boss. He began to push himself inside, stretching out that well-tasted pucker with his plump glans while the pup tensed at the intense sensation of being penetrated by something bigger than fingers.

The man kept eye contact with the submissive Lucario as he pushed three inches of his insistent arousal into his employee. Every bit of him was silky and warm inside, a perfect place for him to enjoy himself as he allowed the Pokemon to adjust to his size. He could feel that stiff dog cock pressed into his own belly, staining his shirt with pre but he didn't care to prevent it.

“Just a bit more,” he encouraged, gripping the Lucario by his business tie now that he didn't need to line up his shaft. With a firm grip on that fabric he pushed deeper, savouring each of the inner folds parting around his encroaching length and that tight rim gripping the base of his shaft as he hilted himself in that perfect tailhole.

“There we go, all the way in,” he remarked as the smaller male groaned in pleasure at the pressure on his prostate. Jason waited there for a few moments, letting that entire passage grope his cock intimately, before he placed a kiss on that wet snout. Standing back upright he grabbed both legs and held them up, one under each arm, and began to thrust his hips back and forth.

Louie’s muscles spasmed in the best way as his anus was repeatedly spread wide around his boss’ throbbing cock. The pressure against his virgin prostate was incredible, sparking pleasure that cascaded all through his body. His eyes shut, his paws clenched, and his toes curled as he tried to find any possible outlet to diffuse the incredible rush he was feeling. Every time he opened his muzzle a gasp or a soft yip would come out, earning his soft thighs a squeeze from the human smiling down on him.

“You make the cutest noises,” he remarked, huffing himself before grunting and redoubling his efforts. The soft slap of his well-sized sack against the base of the canine’s tail resounded through the quiet office. Papers slipped and fluttered off the side of the desk as the entire piece thumped along with him, the solid construction keeping it from squeaking.

Every shot of pre-cum Jason loosed into Louie’s tailhole made the next thrust easier, and the eager male was leaking like a faucet into his new toy’s rump. He felt so wet and sloppy inside, but that only heightened both their pleasure. It had been more than a week since the Lucario had last cum, his paws somewhat ineffective unless in the greatest of need, and so the barrage of new sensations was quickly having an effect on him. The knot at the base of his thick red shaft was bulging larger and larger, catching what he could have sworn was a hungry stare from Jason. Each deep thrust that bottomed out inside him made his prostate and every muscle around it quiver, forcing his hips up and spilling a clear shot of pre-cum across his shirt or the inside of his open jacket.

“Such a messy pup. Be careful of those contracts behind you. My partners probably wouldn’t be happy to have puppy cum on their documents, even if I would.”

Dropping his grip on the furry thigh in his right hand, Jason instead took his palm and settled it right on the head of Louie’s twitching member. The canine’s muzzle screwed up into a tight face as he actually snarled in response to the touch, so many hypersensitive nerves grinding against soft flesh moulded to his shape. The man smiled as his palm came back with a thick splattering of clear fluid on it, which went straight to his lips to meet his tongue. Louie looked up and huffed with lust as he watched his boss, paying him for sex just like this, moaning softly while he sampled his new puppy’s flavour.

“I can’t wait to kiss that knot of yours,” he nearly whispered, making Louie shiver as he licked his lips clean. The saliva-slickened hand reached back down and took hold of his swelling knot, squeezing tight and making the Pokemon squirm in ecstasy, his balls tensing up tight to his body and his muzzle opening in a suppressed, whining cry of release. “Do your job, Louie. Cum for me.”

The constant thrusting and pressure on his prostate combined with the feeling of that firm hand groping his knot was enough to bring the canine over the edge. A gasp escaped his muzzle as the first shot of Lucario cum fired from the tip and splattered on his tie. Jason watched another rope of sperm follow, aiming that sizeable steel-type cock so that the young Pokemon came all over himself.

A few more thrusts and Jason joined his employee in orgasmic pleasure, driving his shaft in to the hilt before unloading a thick white glob of just own ejaculate deep in the Lucario's bowels. The feeling of the human filling up his rump with fresh sperm was enough to have the inexperienced male whine in pleasure. Hunched over his plaything Jason milked that knot for all it had, feeling those furry blue nuts twitching with each sloppy spurt they delivered to his yawning urethra. Despite finishing second, Jason's climax finished first after tucking eight thick helpings of sperm-rich semen into the velvety soft intestines of the panting pup below. He didn't let go of that throbbing canine shaft until every drop had been spilt from those healthy balls, and he hunched over to kiss Louie on the muzzle.

Looking over the Lucario, Jason smirked as he saw that white shirt ruined from the sheer quantity of jizz he'd put out.

“That was wonderful,” he commented with a smile, “you did great. I don't need you to be experienced, I just want you to enjoy yourself.” He let his cock remain in those tight inner walls, gradually softening up inside while he watched that plump red Pokemon penis similarly shrink back into its protective sheath.

“T... thanks,” Louie huffed as he felt Jason slide free of his well-used rump, “I... I haven't cum like that before.”

“It won't be the last time, either,” the man remarked with a nod, “once we've had some lunch, I'll probably be good for a second round.” Louie blushed and gasped as he felt those firm hands grope his rump cheeks and tug them open.

“Mm, yeah, I always wanted to see a Lucario dripping my cum from his ass,” he said bluntly, and let go of those globes to help the canine down off his desk.

“I've got a private shower in the back room,” Jason added, pointing to a closed door off to the side, “go get cleaned up, I‘ll get you a new shirt, and then we can show you how to make a good coffee.” He winked, and then gently took the Lucario's paw into his hand.

“How do you feel about overtime, by the way?’