Nevertheless, Simon was a citizen of Ponyville and Fluttershy had been kind enough to let him stay at her cottage on the condition that he help her out every now and then, though Fluttershy hadn't foreseen just how easy her life would be with Simon around, he even dabbled in a little housework! When Fluttershy had finished thanking him, Simon smiled and said "Oh Fluttershy, it's really no trouble, honestly! It's the least I can do, even if sometimes I do kinda feel like you like having me around as more than just a friend"
Fluttershy blushed, she did have to admit that she saw Simon in a different way than most ponies did and that the way she looked at him was... not exactly common in pony society, Fluttershy went "Uh... I... I... what d-do you mean exactly?"
Simon went "Well you know, you're an animal lover and I figured that someone who has an interest in different creatures wouldn't mind having a big hairless ape around to study, believe me I got plenty of that from Twilight when I first arrived!" Fluttershy breathed a sigh of relief, she wasn't sure if there would ever be a right time to confess to Simon that she secretly had a thing for humans ever since their existence had been brought to her attention, the description of what they looked like when they were first heard of was enough to make her interested and when she first saw a picture of one, she had found herself getting embarrassingly wet at the sight. Just the thought of what a human could do to her... she couldn't count how many times she'd had to excuse herself to masturbate whenever the topic of humans had come up in conversation with her friends, the day she first saw Simon in Ponyville had almost made her orgasm in the middle of the street.
Fluttershy didn't know how she had developed this odd fetishistic fixation on humans but there was no doubt that if given the chance, she would gladly...
Fluttershy's pussy began lubricating herself, she had found herself getting distracted in her own mind about her lust for humans... again. Fluttershy giggled nervously and said "Well Simon, you're welcome! If there's anything else I can ever do for you, all you have to do is ask!"
Simon smiled and said "Thanks Flutters...", Fluttershy hid the small shudder that rippled through her body at being called "Flutters" by the handsome human. Simon made his way to the door and said "Well I gotta get going now, I promised Lyra that I'd visit so that she could finally prove to her skeptical girlfriend that my species exists, which kinda makes me feel out of place but what can I do? Don't exactly have a whole lot of companionship in this town. Anyway, see you tomorrow!"
Fluttershy stood stock still with a big grin on her face and said "Bye!" The very second that Simon had shut the front door, Fluttershy rushed up to her bed room, leapt onto the sheets, got on her back and spread her legs wide as she started to rub a hoof at her sopping wet folds. Smalls breaths of elation left Fluttershy's lips as she whispered to herself "Oh Simon... fuck you for being so hot... why can't I control myself? I have all these urges.... so many depraved and lewd urges! Why can't I feel this way about stallions?!"
Barely a minute had passed before Fluttershy squeaked and her gushing cunt soaked her hoof. Fluttershy fell back, exhausted as she thought about exactly what she would do if Simon felt OK hooking up with her for some casual sex. Romantic relationships between humans and ponies wasn't strictly forbidden in Equestria but it certainly wasn't the done thing, it was a highly contested issue and not something that Celestia could really settle one way or the other without some section of the population crying in outrage at the decision. Sex however? That was a different thing altogether, as long as sex didn't lead to a romance, no pony really cared if a mare or stallion wanted to get some action between the sheets with a human.
Fluttershy thought about her friendship with Simon, was it something worth jeopardizing to sate her cravings? Would he reject her or was his complaint about a lack of companionship a hint? Did she want to go all the way with him or just engage in a little light foreplay? It would certainly be a very physical show of affection and appreciation for all of his hard work instead of his one and only usual prize being praise, food and shelter without much time in the day just for relaxation. Fluttershy figured that this was something far too big for her to figure out by herself, she confidently affirmed that she at last needed to confide in a friend that she liked humans, REALLY liked humans. One friend came to mind, a friend who Fluttershy was sure would approach her confession delicately, Twilight Sparkle.
The next morning, Fluttershy let Simon sleep in for a little while and, after making sure some of her early morning chores were done, she went to see Twilight so that she could finally tell at least one pony about her obsession and then maybe formulate a way to go to Simon and... suggest a little hanky-panky. Fluttershy knocked on the door and when Twilight opened it, she smiled at seeing her frail and demure friend before saying "Hi Fluttershy! Come on in! What brings you here at this time of the day?"
Fluttershy walked in, with Twilight closing the door behind her. Uncharacteristically, Fluttershy faced Twilight and said "Twilight... I need you to stand there and listen to what I say without reacting, otherwise I might never ever say what I need to say, understand?"
Twilight blinked, raising an eyebrow in confusion and saying "Um... OK, I guess I can do that. what's on your mind?"
Fluttershy took in a deep breath, she felt nervous and also relieved that she was finally getting this off her chest as she went " I wanna fuck a human. They drive me crazy, I know that it’s weird that I wanna get with something that looks like a big bald monkey but whenever I think about them my body feels all hot and I get lewd thoughts, my mind runs wild imagining what their fingers could do! They're tall and strong enough to pick up a pony in their arms, I know that their seed can't get me pregnant but it's not about human on pony interbreeding, it's about fulfilling a need. I'm finding myself becoming more and more greedy with Simon, I hate it when he's not around but whenever he is around I'm afraid i might jump him and do everything that my mind has thought about doing if I ever got my hooves on him. I know that some ponies say that being attracted to humans isn't right but... it doesn't feel wrong! I've always found humans sexually appealing, just being around them makes me squirm and my mare juices start flowing like a waterfall and I only get wetter the more I think about getting one into bed to fuck. Did you know that humans have a year-round estrus? My Celestia how that turns me on, the idea of a human taking me all night long up against a wall or bent over a desk, the bed rocking until the head of his cock squirts seed deep inside my hot and tight horse pussy... I wonder how it tastes? Is it sweet or salty? Good Celestia do I wanna fuck a human! I wish I had the guts to just go up to Simon and say "Hey, let me ride you!" I'm so horny all the time and-"
Twilight could see that Fluttershy was getting carried away and said "OK Fluttershy! Take it easy! I think I get the picture! So... you want to get intimate with a human, Simon in particular?"
Fluttershy, wiping the sweat from her brow, just nodded and said "Uh-huh, I wanna thank him for all of his help and also... try him out, if you get my meaning. I just thought I'd come to you for a little advice first, I know you don't have any experience but you're knowledgeable about humans so I thought maybe you could steer me in the right direction!"
Twilight sighed, this wasn't ever a subject she thought she'd have to talk about, certainly not in this context! Twilight went "Well... assuming that Simon is unaware of your strong lust... you'll probably wanna restrain yourself a bit when it comes to... indulging in the carnal pleasures of the flesh"
Fluttershy said "OK... how restrained are we talking here?"
Twilight thought for a moment before going "Well... while I can't say it's true for every pony, most guys can be slightly selfish with sex, so if you want to be having sex with Simon on a regular basis then your safest bet is to do something to him that doesn't necessarily quell the heat in your loins. You need to be accommodating as well and I don't mean with just your holes, if there's a kink or something that he's into, it will mean a lot if you're willing to at least try it"
Fluttershy went "Really? I have to be THAT restrained?!"
Twilight nodded and went "Initially, yes. If the situation arises where you and Simon are having semi-constant sex with each other... well, then that's when you can start delving a little deeper"
Fluttershy shivered and said "Oohh.... if I had things my way, Simon would be the one delving deeper! I don't know if I'll be able to focus or control myself once I see his thick, throbbing-"
Twilight interrupted again "Fluttershy! Please... save that kind of language for the bed room will you? I'm no stranger to feeling horny but you're... on quite a different level"
Fluttershy blushed and said "Sorry Twilight... I suppose i should have come to you when I first found out that humans were my thing"
Twilight chuckled "It's alright, now you go have fun with Simon"
Fluttershy trotted off and whispered to herself "Oh, I will..."
When Fluttershy returned to her cottage, her thighs were already drenched in her own fluids, the anticipation and the arousal that had been steadily climbing since her conversation with Twilight just made her feel more ravenous than ever to do naughty things with her human guest. Fluttershy breathed deeply, she had to remain calm and, unfortunately, restrain herself for now so that she didn't scare Simon off with her eagerness. Fluttershy wanted to desperately just go to town on him but decided that light foreplay and seduction were the only things on the menu for the time-being, if she and Simon got into a comfortable and sexual relationship, that's when the party could get started!
Fluttershy entered her cottage just as Simon was coming back inside from the garden, as soon as he saw her he said "Ah Fluttershy! You weren't here when I finally woke up so I got started on clearing out the chicken coop, the rest of the animals should be alright for a while so I'll get started on the washing up"
Fluttershy smirked, he was such a nice guy but it was about time that she treated him by being very nice in a very [articular way. Fluttershy went "Oh no Simon, don't worry about that! How about you just relax and sit on the sofa?"
Simon was pleasantly surprised, it wasn't very often that he got to sit down and do nothing. It wasn't a case that he disliked having things to do throughout the day, it was just strangely calming to sit and down and do sweet FA every once in a while but not so often that he became lazy, that would be taking advantage of Fluttershy's generosity. As he sat down, Fluttershy hopped up next to him and, in a fairly bold starting move, laid her head to rest on his lap. Simon thought nothing of it and assumed that Fluttershy was just keeping him company, little did he know that she was salivating profusely, drool practically collecting in her cheeks as she silently breathed in, her nostrils hit with the thick masculine smell of musk that emanated from Simon's junk despite the scent being muffled by two layers of fabric.
There was a small silence that was broken by Fluttershy as she went "So Simon... what did you mean yesterday when you said... companionship?" Fluttershy was struggling to keep it together, she had to move on to the next step of her seduction or she was going to go mad with want, she'd waited long enough to approach her fantasy of having sex with a human. Simon's breathing hitched when he felt the warmth of Fluttershy's head replaced with a hoof slowly rubbing in circles around his crotch, his penis very slowly becoming erect.
Simon gulped and asked "Well... w-what do you mean Fluttershy?"
Fluttershy felt the slight bulge of his dick beyond his clothes, a shiver ran up her spine as she breathily replied "Oh I just thought that... y'know, if you need some company to help you unwind... I'd be more than willing to spend plenty of time with you... doesn't that sound nice?"
Simon wasn't an idiot, he could sense the desire dripping from every single syllable Fluttershy uttered, every word seeming to convey a very clear message, a six layer slice of sex cake with a side of dirty talk with extra innuendo all put together for the perfect combo meal commonly known as "LET'S FUCK!" It was an odd analogy his brain had come up with but the point was still the same. Simon definitely wasn't opposed to having sex with a pony, he had gotten vibes the previous day that Lyra and Bon Bon were considering a threesome with him involved and that somewhat stoked the flames in his groin, it just never entered his mind that his timid and delicate landlady would be the one to instigate this sort of thing... it honestly made him slightly nervous, he didn't want to take advantage of her.
Simon cleared his throat and said "Fluttershy... I-"
Fluttershy pressed a hoof to his lips and went "Sshh, shush you sexy hunk... I want you to relax, so lay back and let me take care of you... then afterwards, if you decide you wanna continue this nice little arrangement... I'll allow you to do stuff you've only ever dreamed of, you can do anything you want to me, whenever you want, however you want... I only ask that you repay the favor and help me explore my kinky side, embrace it all and experiment with my sexuality... think you can do that honey?"
Simon just nodded and allowed Fluttershy to proceed, unbuttoning his pants with her dexterous hooves and pulling down his zipper with her teeth. Fluttershy's pupils dilated as her nose was once again graced with the musky smell of human cock, her marehood winking in excitement as she spied the clear shape of a fairly impressive piece of equipment, at least compared to what most stallions had. Simon looked to be slightly larger than average or, as Fluttershy called it, perfectly sized. Fluttershy smiled at the small damp patch on his underwear from where he had began to leak pre-cum and immediately got to work, shuffling his underpants down over his raging hard-on so she could finally see a human cock in the flesh before she went about worshiping his member.
Simon's boner sprung out into in cool air and Fluttershy gasped as she was finally getting a look at a real human penis. She studied it with unabated and unashamed fascination, her eyes pouring over every contour of his shaft and noting the minor differences from the one or two stallion cocks she had seen in her day, no medial ring, no flare, no sheathe and it wasn't mottled in the slightest and if those were the visual differences, she could only imagine what the physical differences were like. Playing it safe, Fluttershy decided to put another two senses to the test, she'd seen it and smelled so it was about time she touched it and tasted it. Fluttershy delicately gripped onto Simon's shaft with one hoof and fought to contain her elation at the sensation, it wasn't that it felt too different to a stallion's erection, just the fact that she was touching human genitalia purely as a prelude to some kind of sexual interaction was enough to get her heart racing.
Her breathing quickened in excitement as she lifted Simon's rod so that it wouldn't get in the way as she moved her lips closer and closer to the churning cum factories underneath. Time seemed to slow as she eventually reached her destination and tentatively placed a kiss on his right testicle, a small gesture of affection but not any less enjoyable for the shy yellow pegasus. She pulled away and looked at the nut sack she had kissed for a moment, her nethers were hot and pulsating, after today was over the first thing she would ask him for the next morning would be to rail her silly. She gathered up her courage and went back to drag her tongue across the wrinkled skin of Simon's fuck sack, the salty but subtle flavor danced along her taste buds and she let out a moan at how dizzying and intoxicating a taste it was.
Fluttershy didn't bother to pull away this time as she simply opened her mouth wide open and took Simon's crown jewels into her mouth, swirling her tongue into every crevice and coating them in saliva as she groaned upon being treated to a much stronger concentration of her new favorite flavor. It was when she was at last gently sucking on his cum-filled balls that Simon let out his own grunts of pleasure, affectionately stroking Fluttershy's mane and playing with her ears almost as if she were some sort of pet, though that comparison was somewhat overshadowed by the view of Fluttershy looking up at him with innocent eyes despite the glaringly obvious fact that she had an erect cock draped across her face.
Fluttershy kept up her soft caressing of Simon's nut sacks with her tongue, every now and then changing up her tempo and shifting between slight suction and slightly stronger suction that just about threated to cause Fluttershy's cheeks to hollow. Once there wasn't a single millimeter of Simon's cum factories that was dry and the wonderful taste Fluttershy loved so much had just been replaced with the flavor of her own mouth, she stopped tending to his testicles and allowed them to fall from her maw, setting her sights on the main prize just above them, the big and meaty cock that had been waiting patiently for her attention. Fluttershy moved away, letting Simon's pulsing fuck stick slide across her muzzle until the tip was perfectly poised at her lips, a bead of pre-cum clued her in to what exactly the substance she felt being smeared across her skin was.
Like before, she started with a simple kiss on the head of Simon's cock, hastily moving on to flicking her tongue across it and circling it with her tongue until it shined, courtesy of a good spit polish. Now came what was probably Fluttershy's favorite part of the whole thing as she parted her lips and started sliding Simon's cock into her mouth, slowly descending as she took more and more inches past her gums. Two thirds of the way down, Fluttershy felt that she had reached her limit as Simon's cock threatened to poke the back of her throat, she was so close to taking him entirely but lamenting her lack of deep-throating prowess would have to come later, she had a dick to suck. Fluttershy held Simon's cock at the base with a hoof and started the blow job with some simple sucking and tongue work but nothing more, despite her practical skill she obviously knew the merits of building up to the main event.
While Simon grunted above her and resisted the urge to grip onto her head and fuck her face, Fluttershy hummed as she took in what it was like to be blowing a human for the first time. In many ways, it was much the same as blowing a stallion but with a different and much more preferable taste to enjoy, the taste of a human member was more about subtlety with a focus on a singular enjoyable flavor rather than the strong taste of a stallion, which was a very robust mixture of slightly less pleasant tastes like earth, bitter sweat and "regular" skin. Fluttershy decided to up the ante, she could tell from the way Simon's cock was twitching that he was fighting back his biological urge to thrust into the warm and wet fleshy fuck hole he had found himself in, Fluttershy wouldn't have minded a little rough treatment but this was their first sexual interaction and she wanted to take it somewhat slow.
Not wanting to deprive Simon of his pleasure however, she started getting more proactive with the blow job and started bobbing her head up and down as she licked and sucked rather than staying in one place. Simon breathed heavily, he wasn't sure how long he would last like this and he could tell that Fluttershy was doing her very best to work his cock to orgasm so that she could earn a generous helping of his load in her mouth... and he was right. Simon had tasted great so far and Fluttershy just had to know if his spunk was anywhere near as delicious as the organ that would be delivering it, Simon was tipped of the edge when Fluttershy began stroking what her mouth couldn't reach and gritted his teeth as he shouted "Oh fuck, I'm cumming!"
Fluttershy pulled back until just the head of Simon's cock was the only part of him still in her mouth, using a hoof to vigorously jerk his cock as he began firing rope after rope of jizz into her mouth. The taste was everything she had hoped it would be, cum was always an acquired taste and in this instance, this was like someone had extracted all the good things about a stallion's ejaculation and created a new substance out if it. Simon's baby batter wasn't quite as thick as the pony counterpart but that rather worked in Fluttershy's favor because it made it easier for her to swallow down every last drop. Once Simon had reached the end of his climax, Fluttershy removed herself from his dong and giggled "Have fun there big guy?"
Simon let out a breath and went "Phew... yeah... thanks Flutters, though I still got a little more fuel in the tank and... if it's OK with you... I'd like to try something..."
Fluttershy was interested now, Simon had a second round in him and he wanted to experiment with her already? This was going better than she could have expected! Simon steeled his determination as he asked "Will you.... give me a rim job?"
Fluttershy was taken aback, she was expecting him to ask if he could cum on her face or fuck her in the ass but to give him a rim job wasn't exactly on her list of guesses! Simon could see the slight shock on her face and immediately felt embarrassed, fumbling with his words as he said "I'm sorry, I j-j-just it's... obviously y-y-you don't have to... like, what I mean is-"
Fluttershy stopped him in his tracks as she smirked and said "Hey... I didn't say no, I just wasn't expecting it.... so get on all fours for me so that I can jerk you off while I tongue fuck your ass hole..."
Simon smiled and did as she asked, shimmying his pants and underwear down so that she had full access to his body from his waist to his knees. Seeing that he was still slightly erect from the blow job, Fluttershy wrapped a hoof around his member and began to rapidly pump it as she prepared to lick some ass. Fluttershy wasn't prudish when it came to sex, bed room activity was probably the only thing outside of animals, sewing, singing and buck ball that truly held her interest and this wasn't the first time she had been asked to employ her tongue somewhere other than the genitalia, one stallion in her life had actually plucked up the courage to ask for a rim job and she politely agreed. Much like with the cock and balls however, Fluttershy was hoping for a more pleasant experience, the problem with rim jobs in the world of sex for a pony was that because the pucker was so pronounced, the most amount of feeling the receiver would get was a pleasant tickle while the giver was subjected to nothing more than the taste of skin, sweat and a musk that was much less pleasant than the musk they would experience if they were sucking a stallion's nut sack.
Simon reached back and pulled an ass cheek aside, giving Fluttershy a clear view of his back door, something she took advantage of as she shoved her muzzle into his crack and placed her lips at the rear entrance so that Simon could release his own cheek and just focus on the pleasure. Fluttershy continued to jack off his glistening man meat as she stuck out her tongue, pressing it against the tight ring of sensitive muscle and lapping away at it like a thirsty dog at a bowl of water... and she instantly fell in love with the much superior taste of human ass. The taste of skin and sweat was there to be sure, albeit less intense than a stallion, though there was a hint of something else, a curious kind of bitterness similar to coffee but even the deep and rich vibrant flavor of a good cup of coffee didn't help in describing the taste, Fluttershy's biggest reaction other than preferring the flavor she got with a human was the relief that she definitely wasn't tasting something that she was certain would not be pleasant.
Simon shuddered as Fluttershy continued to devour his ass hole, Simon had always wondered what it would feel like to have his butt played with and right now he was finding it rather enthralling to the point that, perhaps in future, he might even consider pegging if Fluttershy was up for it. The thing that sent him crashing into an unexpected orgasm however was when Fluttershy pushed her tongue inside of his bottom and started to quite literally fuck him in the ass with her tongue, something that he had previously thought was just a figure of speech. Simon groaned as his cock quivered and shot a rather small load that, unfortunately, found its way onto his underpants, staining them with his own man milk. Fluttershy moved away and released his softening cock, a job well done, she felt calmer despite all of the fun she'd just had with Simon which would ensure future fun times and his balls were thoroughly drained, things could only get better from here.........
Bonus Chapter: Sucking Simon
It was another day in Ponyville, the sun was shining, birds were singing and Fluttershy yawned as she woke up feeling more rested and at peace than ever before. She opened her eyes and smiled to see her lover asleep next to her in bed, Simon. Some ponies still thought that her relationship with the human was strange but considering that it was mainly a "friends with benefits" situation, they didn't let it bother them too much, so long as it didn't enter the realm of romance, it was fine.
Fluttershy got up, ready to wake Simon up so that they could start breakfast when she stopped, noticing that one particular part of Simon was up before she was, she held in a giggle as she looked at the obvious tent in the covers. Ordinarily she would have just woken Simon up, though on this particular morning she did feel in the mood for some fun, not that she ever didn't feel in the mood with Simon, he was her friend and a human, he was everything that turned her on! Fluttershy crawled under the covers and slowly got into position, staring directly at Simon's morning wood with hunger. Fluttershy inhaled his scent deeply, her whole body shuddering in arousal as her pussy lubricated itself eagerly, Fluttershy whispered to herself "Oh Simon... how are you this perfect? After all this time, I still can't resist you..." and hummed in pleasure as she took his erection and bobbed up and down gently, sucking diligently and salivating profusely at the taste.
One minute into the impromptu blow job, Simon groan and sat up feeling groggy... until suddenly becoming wide awake when he noticed the familiar feeling of a certain yellow pegasus sucking his cock. Simon smirked as he threw the covers off to enjoy the view, his cock throbbing as he saw Fluttershy blowing him like it was as second nature to breathing, Simon said "Well, good morning to you too Fluttershy! Starting a little early today aren't we? I'm usually awake when we start!"
Fluttershy removed herself from Simon's cock and began stroking it with a hoof as she said "Well, you're awake now aren't you? Besides, your little friend here wasn't complaining... though I suppose I can stop if you really reeeaaally want me to"
Simon smiled and said "Hey, I didn't exactly say that you needed to stop"
Fluttershy chuckled and said "Thought so, sit back and relax big boy, I promise you'll like it if you just let me have my fun!" Fluttershy continued stroking Simon's stiff member and moved downwards to focus her oral skills on his fat and heavy nuts, slipping one into her mouth and groaning in ecstasy at the subtle yet salty flavor of his sack while Simon let out the occasional grunt of pleasure, doing exactly as Fluttershy had told him by staying still and letting her do her thing. Fluttershy made sure her selected testicle was coating saliva before moving onto the other one, moaning anew and reaching a hoof down between her legs to rub at her sopping cunt while she sped up her already rapid pumping of Simon's fuck stick with her other hoof. Simon breathed heavily, he had never been able to decipher how Fluttershy had gone from sweet and demure to sultry and demanding, nor why she found pleasuring him so exciting, all he did know was that he was lucky to have someone who worshiped his body and acted really damn sexy while she did it.
As Fluttershy felt her pussy winking, she decided to employ her favorite finishing move, letting his crown jewels fall from her mouth so that she could move even further downwards, dragging her tongue along his taint and stopping when she reached his pucker. Fluttershy released Simon's cock from the grip of her hoof and instead used it to fondle his balls as she began to lap away at his sensitive back door. Simon groaned and latched onto his dick, fapping furiously while Fluttershy quickened the pace at which she rubbed her cunny, feeling her climax fast approaching. After almost five minutes of Fluttershy lavishing his rear entrance with affection, Simon couldn't take it anymore and groaned loudly "Fluttershy, I'm cumming!" Fluttershy quickly moving back up to his cock and batted his hand away, hastily cramming his pulsating prick back into her mouth as he fired off several ropes of thick, heavy and virile spunk onto her waiting tongue.
The second that the warmth and flavor of his jizz graced her taste buds, she reached her own orgasm, soaking the bed sheets below with her juices while she greedily swallowed every last drop of Simon's scrumptious seed. After Simon came down from nutting so hard, Fluttershy let his softening cock out from her lips and said "Looks like I can skip breakfast!"
The End
