Professional Pounding

by PegPony

Rating: mature
Tags: Sex, Ms. Harshwhinny, Profanity, My Little Pony: Friendship is Magic, Alternate Universe, Anthro, Porn, Fetish, Rarity
Length: 3555

Futa Harshwhinny fucks Rarity

Harshwhinny is a very busy woman, so busy that she has decided to put out an ad for a personal assistant to help her out in her day-to-day life. When it turns out that Rarity is interested in becoming her personal assistant, Harshwhinny figures that if she plays her cards right, she would gain an assistant that not only brings her coffee and keeps things organized, but also relieves her pent up stress too.

This story was written for: Tailsic

Published 2022-04-29 09:50:00 UTC
Last updated 2022-04-29 09:50:00 UTC

The Induction

Rarity was at home enjoying a nice cup of tea when the phone rang, she set her cup down on the table and picked up the phone before saying "Hello?"

Harshwhinny said "Ah Ms. Rarity, this is Harshwhinny speaking, I believe you applied for a position as my personal assistant, correct?"

Rarity was excited as she went "Oh yes, absolutely! In Manehattan, right?"

Harshwhinny went "Correct, however I must clarify that while Manehattan is my main base of operations, my duties often require that I travel to various places in Equestria and sometimes even outside of Equestria. Naturally as my assistant, you would be obligated to accompany me, do you object to that prospect?"

Rarity said "Not at all, I'm prepared to do whatever it takes"

Harshwhinny smiled deviously as she sincerely hoped Rarity meant what she said, getting her mind out of the gutter, Harshwhinny cleared her throat and said "Excellent stuff Rarity, the fact that you are even getting this phone call means you live up to my specifications. Though I am somewhat curious, why are you looking into this job? As I understand it you run a fashion business"

Rarity said "Ah yes, well I have three boutiques, one in Ponyville, one in Canterlot and one in Manehattan. I did run them all for quite a few years but as I'm reaching my thirties I decided it was high time I hire managers for my boutiques and I simply micromanage them from a distance, Sassy Saddles is running my Canterlot boutique, Coco Pommel my Manehattan one and a new face in the world of fashion, Pistachio, is running my original boutique in Ponyville. I figured that I may as well use my free time more effectively to bring in a little more income and fill my time by being useful"

Harshwhinny nodded and said "Very well, as luck would have it I am free for most of this week, so if you would kindly make your way to my office in Manehattan as soon as possible, then we can meet properly in person and face-to-face so you can go through the induction process"

Rarity smiled and said "No problem! I'll be there tomorrow, nine o'clock?"

Harshwhinny simply went "Well, you'll be expected to come in at eight if you get the job, though seeing as how this is just an induction, let's make it ten shall we?"

Rarity nodded and went "Ten it is"

Harshwhinny went "Excellent, I look forward to seeing you Ms. Rarity, goodbye", Harshwhinny put the phone down and sat back in her chair as she said "Whew...... I cannot wait for her to get here, she'll be perfect if she is as hot as I remember her being, I seriously hope that she is as pent up as I am because I need someone who can get me lunch and then suck me off while I eat it"

the next day -

Rarity got out of bed at eight-thirty in the morning, it took the Ponyville train forty-five minutes to get to Manehattan, so Rarity wanted to make sure she had time to get dressed, get on the train and maybe have a spot of breakfast in the big city before making her way to Harshwhinny's office. Seeing as how this induction was most likely going to be a rather formal affair, Rarity opted to wear a white shirt, a knee-length black skirt and some simple yet sophisticated black heels. Once Rarity deemed herself presentable, she got the eight forty-five train to Manehattan and after a smooth journey with no delays, she was in the big city at exactly nine-thirty, she used fifteen minutes of her time to go to the nearest cafe and treat herself to a delicious meal of two pancakes covered in syrup with a glass of orange juice and then hastily started making her way to Harshwhinny's office. After signing into the building and finding the right floor, Rarity knocked on Harshwhinny's door with barely one minute to spare and was greeted with a voice from inside saying "Enter"

Rarity walked in and saw Harshwhinny sat behind her desk wearing a purple jacket on top of a cream colored shirt, light pink neck scarf with matching earrings, black pants and though she couldn't see her foot wear, she assumed that they were much the same as the ones she had chosen to wear that day. As soon as she saw Rarity, Harshwhinny went "Ah Ms. Rarity, nice to see that you're extremely punctual, please come in", Rarity walked to the center of the room, feeling very nervous about how this induction would go, this would decide whether or not she'd be gaining an additional career path after all, it was a big moment. It was a fairly big moment for Harshwhinny as well, she needed an assistant to help her with small work matters and other menial jobs but she was also somewhat hoping that she'd be gaining someone who considered the activity of regularly draining her nuts to be their most important and enjoyable duty, though she imagined Rarity was unaware of her desires, especially considering Rarity was definitely unaware that her potential employer didn't have female genitalia.

"Now then Rarity, before we even begin the induction process, I feel like there is something I must show you", Rarity was curious as Harshwhinny stood up and moved around to the front of her desk, at first Rarity felt rather smug as she noticed that she had guessed what kind of shoes Harshwhinny was wearing one hundred percent correct, that was until Harshwhinny undid the front of her pants and allowed her semi erect cock to flop out into the open air.

Rarity's eyes went wide as she simply gawked at the sight of a fairly sizable horse wang with a set of cum-filled balls where, ordinarily, she would have expected to see a vagina. There was a short silence before Rarity simply said "Oh my... I... I didn't realize you had... those..."

Harshwhinny smirked and said "Yep, had them from birth. Now, please consider that I'm displaying my body to you as I ask you this because the answer you give will determine how this "induction" goes. Would you like to be my assistant?"

Rarity gulped, she had a feeling that this secretary position was going to be something more than just fetching early morning snacks and reminding Harshwhinny about meetings, she had to admit that it was tempting. Rarity's love life was practically non-existent because she was so dedicated to her fashion career, she hadn't had the chance to go on the pull when she took a less active role in her boutiques and now here she was in front of a business woman who would be offering her money, secretarial work and very obviously, cock. Rarity felt a twinge in her loins as the fires of desire were stoked in her soul, she was sick of her uneventful and unexciting sedentary lifestyle and so, almost whimpering, Rarity said "Yes...I would very much like to be your assistant please..."

Harshwhinny grinned and beckoned Rarity closer with her finger, as Rarity approached Harshwhinny said "There will be certain tasks I will need you to perform for me...", Harshwhinny let her pants fall to her ankles to reveal that she wasn't wearing any undergarments, allowing full access to her slowly hardening dick as she pushed down on Rarity's shoulder to coerce her into getting on her knees before saying "Obviously... I will expect those tasks to be done with a level of professionalism..." and presenting her pulsating member to be sucked.

Rarity gulped as a blush spread across her features, then she said "Under... u-understood..." and obediently slipped the tip of Harshwhinny's cock past her soft lips into her moist, warm silky mouth. Harshwhinny sighed and closed her eyes as she immersed herself in the feeling of Rarity slowly descending, placing a hand on her head and widening her legs so that Rarity could better focus on the stiff member she was curling her tongue around. Rarity moaned as she got halfway down Harshwhinny's cock then began bobbing her head back and forth, enjoying the masculine taste and smooth texture of such a powerfully irresistible pole of fuck meat, she sucked harder and increased her pace as she cradled Harshwhinny's full and heavy balls in one hand and caressed them in appreciation, busying her other hand by reaching underneath her own skirt to tend to her soaked pussy. Harshwhinny forced herself to open her eyes and look down at Rarity before going "Mmm... eyes up Rarity, look up while you blow me..."

Rarity blushed as she looked up into Harshwhinny's eyes, feeling quite flattered to see that she was definitely enjoying her ministrations, though it seemed that the exquisite pleasure wasn't quite enough for Harshwhinny as she went "Yea... your technique is good, though surely you can go deeper, yes?" Harshwhinny saw the lust burning behind the cool blue of Rarity's eyes as she nodded, removing her hand from Harshwhinny's fat cum sacks and beginning to push herself further down. Harshwhinny groaned as, after a few seconds, Rarity had successfully deep-throated her, her lips were wrapped around the base of the shaft, her nose pressed right up against Harshwhinny's groin while her chin was bathed in the gentle warmth of the churning cum factories underneath. Harshwhinny held Rarity down as she said "Aahh.... just like that, envelope my cock with that throat of yours..."

Rarity suppressed her gag reflex as much as she could, the presence of a fully erect horse dong in her throat was something that made her feel quite proud of her oral prowess and she didn't want to ruin it by coughing and spluttering. A couple more seconds went by before Harshwhinny pushed Rarity away, removing herself from the moist confines of her throat and saying "Ah, excellent Ms Rarity..." then stood up from the desk, kicked her pants away from her ankles, moved aside and pointed at the spot where she had been sitting to simply say "Now... bend over"

Rarity nodded, stopped pleasuring herself and said "Yes Miss Harshwhinny... right away..." as she complied, bending over the desk and arching her back to accentuate her rather large and rotund rump, sticking it out as much as she could to demonstrate that she had a fair amount of junk in the trunk, the fabric of her skirt stretching over the plump cheeks of her rear.

Harshwhinny patted Rarity's big bottom and went "Hmm... not bad, not bad at all..." before tugging the skirt down over the curve of her ass along with her panties to get an unobstructed view of the woman's luscious booty, licking her lips as she laid her eyes upon her glistening cunt and inviting pucker. Harshwhinny briefly returned to the other side of her desk and opened a drawer, retrieving a condom and a clear bottle of what Rarity could only assume was some sort of lubricating fluid, giving her a very clear indication as to where Harshwhinny intended to stick her dick. Harshwhinny tore open the condom packet and slid the slippery latex item down her length before squirting some of the lubricant on her fuck stick and twisting her hand around it as she stroked up and down to ensure there wasn't a single inch of her bitch breaker that wasn't decently coated until it shone in the light. Harshwhinny moved back around to Rarity's behind and grasped a good handful of one of the jiggly cheeks of alabaster ass, pulling it aside so she could see the twitching back door as it patiently waited to be touched and penetrated, which it didn't have to wait long for, though the first thing to enter Rarity's rear entrance wasn't a long and thick stiff erection like she had wanted and expected.

Harshwhinny jammed the nozzle of the bottle of lube into Rarity's tight ring, making her whimper as she felt a fair amount of the cold liquid being squirted inside her. Harshwhinny removed the nozzle but made sure to apply a generous amount of the lube to the ass hole she wanted to fuck, setting the lube aside she gently rubbed at Rarity's pucker before inserting a finger, steadily pumping it in and out, eager to stretch the hole enough that her cock would fit. Rarity bit her lip as Harshwhinny worked away at her hole, even when she added a second finger to her rigorous in and out motions, eventually Harshwhinny was satisfied that Rarity would be able to take her boner and shuffled forward to guide herself inside. Harshwhinny pressed the head of her cock at Rarity's back entrance, softly putting more and more force and pressure behind her efforts until the tip was pushed inside, the walls of Rarity's butt gripping and hugging the phallic invader. Rarity squealed while Harshwhinny smirked and said "My, even after my expert prep work you're still exceedingly tight, very impressive. It's certainly nice and snug and thus far you're handling it quite well, though I'm not even half an inch in yet, so let's see how deep I can go shall we?"

Harshwhinny breathed heavily as she pushed forward agonizingly slowly, her cock delving further into the hot clenching recesses of Rarity's behind, Rarity groaned whorishly as she felt herself becoming fuller and fuller with each second and silently begged for the moment when Harshwhinny would bottom out and be inside her completely. A full minute later and Rarity got her wish, Harshwhinny's hips connected with Rarity's soft buttocks and they both relaxed and stayed still, simply enjoying the moment and relishing the odd comfort of the anal penetration. Harshwhinny pulled back out halfway and then plunged all the way back in, grunting as her pelvis clapped up against Rarity's wobbling glutes and making Rarity let out a single moan of ecstasy... then she started fucking. Harshwhinny bit her lip to stifle her aggressive growls as she pounded Rarity's ass, pistoning her hips at a steady rate that still made the desk thump with every thrust while her balls slapped against the warm and moist lips of Rarity's drenched and dripping pussy. Rarity made no such effort to be quiet, her mouth hung open unashamedly as she drooled uncontrollably, her eyes crossed while hair clung to her sweat-covered face, all of her moans simply rolling into one long continuous noise of sheer pleasure with her tongue lolling out of her mouth.

Harshwhinny leaned forward and gripped onto Rarity's shoulders for more leverage, thrusting harder and harder as an all too familiar feeling built in her crotch, she would be cumming soon. Harshwhinny herself had built up a layer of sweat and flushed cheeks from the exertion of fucking such a prime piece of ass, her massive hard-on practically ached from how strongly erect it was, her balls in much the same state as she rushed herself towards orgasm. Rarity had already had countless orgasms, she hadn't been able to keep track, though she was slightly pulled out of her comatose state when she felt the front of her shirt being ripped open and a pair of hands roughly grabbing onto her bountiful bust. Harshwhinny gave one final and exceptionally hard thrust into Rarity before coming to a complete stop, leaving herself teetering on the very edge of her climax, one small subtle movement and she'd ejaculate sooner than she wanted. The room was filled with the sound of both women panting after having experienced a particularly ferocious fuck session, once Harshwhinny had calmed down, she wrenched her cock out of Rarity's now gaping ass and said "Nng... excellent Ms. Rarity..."

Rarity somehow found the power to speak and giggled slightly maniacally as she simply went "T-Thanks!"

Harshwhinny removed the condom and quickly forced Rarity to turn over, several pieces of stationery clattering to the floor just so she could get a look at the quivering folds she intended to blow her load in. Not wanting to waste any more time, Harshwhinny simply hooked her arms underneath Rarity and hoisted her up off of the desk, Rarity, though somewhat shocked, automatically found herself clinging onto Harshwhinny with her arms and legs as their full breasts pressed up against each other with Harshwhinny's jacket and shirt being the only thing that stopped them from mashing their mounds of tit flesh together and wallowing in the feeling of each other's skin. Harshwhinny, with remarkable aim, pulled Rarity down and thrust upwards at the same time, impaling her leaking cunny on her cock shortly before hammering away with wild abandon. Rarity's pussy wasn't as tight as her ass, though it more than made up for that by how undeniably wet and warm it was, Harshwhinny had never felt a cunt so perfectly made to milk her dick, she pushed Rarity back down on the desk and snarled "Final test bitch, let's see how well you take my cum!"

Rarity almost screamed as her pussy gushed a ludicrous amount of fluids the very second that Harshwhinny hilted herself inside Rarity's baby chamber and unleashed a torrent of jizz, Harshwhinny was so out of breath that she didn't even make a noise upon cumming, her balls had never felt more drained than they did at that moment. After a moment's rest, Harshwhinny forced a kiss on Rarity and gave her a couple of final humps, grinding into her before finally going soft and tugging her spent member out of Rarity. Cum flowed freely from Rarity's previously penis plugged pussy as Harshwhinny went "Phew... good job Ms. Rarity, that concludes the induction and I'd say you passed with flying colors! I expect you back tomorrow at 8 AM sharp! Be sure to clean yourself up before you leave my office"

Rarity nodded dumbly and said "Yes ma'am!"

Epilogue

Harshwhinny was sat in her office going through some paper work, her throat was feeling a little dry and so she pressed a button on her desk and said into a microphone "Assistant, coffee please, bring a snack as well while you're at it, vanilla yogurt"

Harshwhinny only had to wait one minute before Rarity arrived with her requested food and drink, saying "Here you go Miss Harshwhinny, is there anything else I can get for you?"

Harshwhinny thought for a moment, then was distracted by her own member pulsing steadily in her pants. With a nonchalant tone of voice, Harshwhinny said "Yes actually, I require sexual relief to go with my coffee and yogurt" and undid her pants to let her cock out as it slowly became fully erect.

Rarity nodded and said "Very good ma'am, what part of my body would you like?"

Harshwhinny looked Rarity up and down and then simply said "Tits", to which Rarity responded by kneeling down, opening up her shirt to reveal her heavy chest melons and then welcoming Harshwhinny's dick into her cleavage, gliding her velvety breasts up and down. Harshwhinny moaned quietly before retrieving the bottle of lube from her desk and squirting a good helping of it onto Rarity's mammoth mammaries, adding a wet slippery element to the boob job. Rarity was a perfect employee, she didn't even complain a few minutes later when Harshwhinny splattered her face with cum, she definitely deserved a raise.

The End

Author's Note

Thank You Tailsic for this story idea! I hope you enjoyed it :)

Prologue

Harshwhinny sat at her desk, sighing as she looked through the countless applications she had received when she put out an ad for a position as her personal assistant, most of them were from young people who were looking to get an entry level job, clearly not realizing that she was looking for someone who at least had some experience. Harshwhinny needed a personal assistant for various reasons, she was a busy woman and needed someone who could take care of small stuff such as taking phone calls, retrieving and organizing any packages that were delivered, tidying up and also serving her coffee, though the slight throbbing of her cock as she imagined an overly sexualized version of someone who would do anything they were told reminded her that it wouldn't hurt to have a little bit of eye candy around.

Harshwhinny resisted the urge to jerk off, she still had applications to look through after all and if she found someone suitable who was willing enough, then maybe she'd find a much more pleasurable way to alleviate her stress and relieve her round and heavy balls of their stored up load. She was idly going through the applications when a name jumped out at her, a name she recognized... Rarity. Rarity was in the fashion industry, what was she doing applying to be a PA? Then again, she was more than qualified for the position and Harshwhinny had to admit that she was attractive enough to serve as fap material, or better yet, a bitch she could squeeze her dick into... Harshwhinny picked up her phone and called Rarity immediately to set up a date and time for her to drop by the office for an "interview". As the phone rang, Harshwhinny tried to remain calm despite having an achingly hard erection.