Shy-Curious

by RunicTreetops

Rating: mature
Tags: Human, Anon, My Little Pony: Friendship is Magic, Romance, Fluttershy, Porn, Mrs. Shy, Sex, Profanity, Slice of Life
Length: 12161

Fluttershy decides that it's time to introduce her boyfriend, Anon, to her mother. They hit it off better than she was expecting.

Ever since Zephyr finally moved out, Mrs. Shy has been quite lonely. Fluttershy has been doing her best to visit her mother whenever she can, but there's only so much she can do. As a change of pace, she decides that it's finally time to introduce her beloved mom to her boyfriend, Anon.

Things go better than she ever could have imagined.

Much better.

A birthday gift for a dear friend.

Story contains: Anon starting a harem, a thick mare MILF, massive breasts, an equally massive penis, supple lips, a breeding kink, Fluttershy getting off on her mom getting some human-on-mare action, and a healthy dose of incest.

Cover art courtesy of Pyro_Artwork!

Published 2024-10-13 06:20:01 UTC
Last updated 2024-10-13 06:20:01 UTC

Shy-Curious

Author's Note

Made as a birthday gift for a dear friend. You know who you are. :heart:

For the rest of you, don't worry, this is not going to be a normal occurrence. I won't say I'll never do something like this again, but we'll be back to our usual (mostly) wholesome stories after this. :twilightsmile:

Still, this is my first time making a story like this, so I still appreciate any and all feedback!

Shy-Curious

“You’re sure this will work?”

“I’m positive. Twilight promised me it would, and she’s never wrong!”

“Okay. Here goes nothing.”

Anon winces as he takes a shaky step off of the hot air balloon he and Fluttershy had been riding in. With a great amount of hesitation, he places his weight on the cloud beneath him. To his surprise, although there is a little bit of give to the surface of the perilous platform, his foot finds purchase. Fluttershy giggles as she begins to fly next to her boyfriend, gently taking his hand in her hooves as she guides him the rest of the way onto the cloud. Sure enough, he does not fall through.

“...Wow.”

“It’s pretty, isn’t it?”

“It certainly is. A bit chilly, though.”

“Hehe! I warned you!”

Chuckling alongside her, Anon begins to take in his surroundings. The two of them have made landfall (skyfall?) on the edge of Cloudsdale, the flying city of pegasi. While said pegasi are typically the only ponies that can land on clouds, magic developed by unicorns such as Twilight Sparkle allow creatures of any shape or size to walk on the fluffy puffs of vapor. Even Anon, the only human in Equestria, can walk about freely while under the influence of such a spell.

Being a city made of clouds, Cloudsdale is extremely pretty. Anon has seen many fantastical sights since appearing in Equestria, from the natural beauty of Rainbow Falls to the grand cityscapes of Canterlot and Manehattan. And yet, none of them are quite like the majesty that is the towering labyrinth of clouds that have been carefully crafted into buildings. The city doesn’t have to adhere to normal architecture given that all of its residents can fly freely between the many buildings contained therein, and the result is something that looks like it was ripped right out of a dream.

“Hard to believe you used to live here.”

“I haven’t in a long time. Even setting aside my animal friends, I much prefer solid ground.”

“And your family is still up here, huh?”

“Just my mom.” Fluttershy lets out a deep sigh as she leads Anon down the street-shaped clouds and towards the other end of the city. Her home was always on the outskirts, but balloons don’t land over there. “She’s been alone ever since Zephyr finally moved out a few years ago. That’s why I’ve been visiting her so often.”

“Right. Right.” Anon’s voice trails off. Ever since the two of them started dating a couple of years ago, she’s been cagey when her family’s been brought up. He doesn’t want to pry into things that make her uncomfortable, but it looks as though she won’t be able to avoid it after today. “You, um…”

“Yes?”

“You don’t have to answer if it makes you uncomfortable, but you never told me what happened to your dad. Is he… still around?”

“I don’t know,” she sighs. “Don’t get me wrong, I cared for my dad, but he was always a little… distant. He was the shyest person in our family.”

“That’s hard to believe.”

“I know,” she says with a humored, somewhat incredulous chuckle. “But it’s the truth. Because of that, he never really had much backbone. It was just work, eat dinner, fall asleep. We barely saw him, and when we did, he was busy obsessing over his cloud collection instead of paying us any attention.”

“That’s…”

“Terrible, I know.” She looks towards Anon, who has an anxious look on his face. “Hmhm. Don’t worry, you can say it. I think we all accepted that he was a… ‘faulty’ individual a long time ago. I certainly knew he had a few screws loose even when I was a little filly.”

“So, what happened to him?”

“One day he just stood up, threw a lampshade over his head, and walked right out the door. We never saw him again.”

“That’s it?”

“That’s it.”

“Well, that’s troubling.”

“We’ve made peace with it,” she mutters matter-of-factly as she places a hoof on Anon’s shoulder and leads him around a corner. “But that’s also a part of why I want you to meet my mom.”

“You’re all the company she gets, huh?”

“Right. I’ve actually been thinking about her a lot lately. I probably should have introduced you to her a long time ago, but I was afraid she wouldn’t approve.”

“Most don’t!” Anon laughs. “I’m a big scary human, after all.”

“A big handsome human, actually.”

“Heh, if you say so, Fluts.”

“...A-actually, I’ve been meaning to ask you something important.”

“Yeah? What’s that?”

“W-would you be willing to– oh. We’re here.”

The pair comes to a stop in front of a modest home. In this part of the city, there is a great deal of distance between any two houses. The fact that there’s an actual path between where they landed and Fluttershy’s childhood home is nothing short of a miracle, especially considering the closest house is a few blocks away.

“Well, no time like the present.”

Anon knocks on the unassuming door. There is the distinct sound of shuffling on the other side for a few moments before the door unlocks and opens, revealing the mare standing behind it. Anon immediately feels his face begin to grow flushed. His eyes dart away from the mare before him, who simply tilts her head in confusion at the strange creature in her doorway.

This mare is none other than Posey Shy, the caring, single mother of Fluttershy.

Anon isn’t the type to get flustered easily, nor is he the kind to place value on appearances alone. He likes to consider himself an upstanding person, and the fact that his marefriend used to be a supermodel was information that he wasn’t privy to until months after they started dating. It was her kindness, her attentiveness, her unabashed earnesty that earned her his affection, not her looks.

Though Fluttershy is very pretty, and he’ll fight anyone that says otherwise.

That said, Mrs. Shy is a different beast entirely. Until this exact moment, Anon would have said that he doesn't have a type. However, as the untold beauty that is Posey Shy stands before him, he can deny it no longer: He fucking loves milfs.

The best word to describe Mrs. Shy would be “soft.” Her build, her features, everything about her just screams “hold me!” Her raspberry mane and tail are perfectly curled and well-kept. She wears a pair of old, blue-green glasses, and she has a pearl necklace that perfectly compliments her earrings clinging to her neck. The attire perfectly compliments her body, which is thick and plump in all the right places. Her thighs are nothing short of eye-candy, and her ass jiggles with each step she takes. Her fluffy wings drape across her well-built back, her legs appear delicate, and her hooves, much like Fluttershy’s, are perfect for holding.

Now, a skill that Anon picked up almost immediately upon arriving in Equestria was how to not stare. Most ponies go nude, their most private of features laid out for all to see. Normally, this isn’t a problem for them. Stallions have sheaths for their pride to retreat into when not in use. Mares are rarely burdened by their winking pussies or protruding ponuts. Really, the only feature that humans might consider obscene that actually bothers ponies are those few mares with particularly large breasts. The vast majority of mares have teats that are barely even noticeable to begin with, but like humans, some mares are much more well-endowed. In his time here, Anon has learned that large breasts are considered extremely unattractive and strange – a sentiment he doesn’t share.

All the better, considering Mrs. Shy’s nearly reach the floor beneath her. The poor mare definitely has difficulty getting around like that sometimes, but she’s also gotten used to it with age. All in all, the mature mare makes for an icon of beauty in Anon’s eyes.

Of course, he dares not let the mare in question (or his marefriend standing next to him) know that.

“Hello, dear!” Mrs. Shy stretches out a hoof as Fluttershy steps forward to pull her into a hug. Both grin ear to ear as they share the embrace, though the elder mare’s confusion hasn’t faded by the time her daughter pulls away. “Who’s your friend?”

“Mom, this is Anon. He’s my boyfriend.”

“Boyfriend?!”

Anon sheepishly rubs the back of his head, still struggling to look Mrs. Shy in the eye.

“H-hello, ma’am. It’s a pleasure to finally meet you.”

“Fluttershy, honey, how long have you had a boyfriend?”

“Oh, you know…” She kicks at the cloudy ground beneath her anxiously. “A couple of years.”

“YEARS?!” Her eyes dart between her two guests, her disbelief apparent on her face. “Wh-why didn’t you tell me?”

“It, uh, never felt like the right time. I didn’t know how you’d react to him being, um, a non-pony, and it wasn’t long after Dad left, and I just… I couldn’t figure out how to bring it up to you.”

“Oh, honey, you didn’t have anything to be afraid of. He seems like a fine gentlecolt!”

“Thank you, ma’am.”

“Please, call me Posey!”

“Erm… I might just stick to Mrs. Shy for now, if it’s all the same.”

“Um, okay?” Mrs. Shy clears her throat before turning back to Fluttershy. “Why don’t the two of you come in? It’s chilly out, and I was just about to put a kettle on!”

“Oh, that’d be lovely!”

Fluttershy happily steps inside in pursuit of her mother, gesturing to Anon to get him to follow her. He does so, carefully lowering his head as he steps through the doorway into the humble home.

The house isn’t very large. Big enough to accommodate what was once a family of four, sure, but still small enough to be considered cozy. Mrs. Shy has put a lot of time and effort into keeping the place spick and span, and as far as Anon can tell, there isn’t a single speck of dust out of place. It isn’t long until he’s been led into a comfortable living room, where he and Fluttershy take a seat next to each other on the sofa.

“You two stay put, now. I’ll go get us some tea.”

Mrs. Shy nods politely and walks down a nearby hall, disappearing around the corner into the house’s sizable kitchen. Right when she is out of sight, Fluttershy turns to her boyfriend with a strange look on her face. She’s giving Anon the same warm smile he’s come to know from her, but there’s something different behind her eyes. It’s eerie, almost like a longing or hunger for something only he can provide.

“Hey, Nonny?”

“Yeah?”

“I saw the way you reacted to seeing Mom for the first time.” Anon’s cheeks turn bright red as he looks away in shame. He opens his mouth to speak, but Fluttershy places a hoof on his arm before he can. “Don’t worry, I’m not mad.”

“I… I’m sorry.”

“Don’t be. This is good, actually.”

Anon blinks.

“What?”

“I wanted to talk to you about this earlier. My mom is lonely, Nonny. VERY lonely. I’ve been trying to visit her as much as I can to keep her company, but there’s only so much I can do. But then, when we came home from our Hearts and Hooves date the other day? When you, um… might’ve put a foal in me?”

Anon’s heart skips a beat at Fluttershy’s words. He remembers that, of course. In fact, part of the reason why they’re here is so he can ask Mrs. Shy for her blessing. He’s wanted to marry Fluttershy for some time, but if the two of them are going to have a foal together, he’d like for them to tie the knot before the kid is born.

“Yes?”

“Well, I spoke to Mom the day after. N-not about us, obviously, just about her situation. And when we were doing that, a thought crossed my mind. And it… it maybe turned me on. Like, a lot.”

“O-oh?” While the two of them are no strangers to sex, it’s rare to hear Fluttershy talk about that sort of thing out in the open. She’s a bit of a freak in the sheets, but she certainly doesn’t act like it outside of the bedroom. “And that thought was?”

“Here we are~!”

Their quiet discussion is promptly interrupted by Mrs. Shy entering the room with a small tray balanced on her hoof. A nice tea set rests upon it, and steam gently rises from a small pot. It takes no time at all for her to get settled on the loveseat across from them and offer them their cups.

“Now, tell me about the two of you! I want to hear everything!”

The lovers in the room share an awkward glance before nervously chuckling. Thankfully, it seems that they weren’t overheard. Taking the lead, Anon begins to tell the tale of his arrival in Equestria, how he and Fluttershy met, fell in love, and began dating. For her part, his lovely marefriend explains her perspective on things, how she found kinship in the displaced human, and how happy he’s made her since they became a couple. She withholds the fact that she wants to marry him and that she is likely carrying his child, but she lets slip how attractive she finds him to be.

“Yeah, Nonny is practically irresistible sometimes.” She blushes before quickly looking away. “E-er, I mean–”

“Well, you’re not wrong. Leave it to my daughter to find someone as attractive as our Anon here!”

“I, uh…”

“Oh! Um, perhaps that was too forward of me.” Mrs. Shy blushes and briefly glances away. “E-excuse me.”

“Hmhm. It’s okay, Mom. I feel the same,” Fluttershy mumbles as she, too, glances away from the conversation.

Anon is left in-between the blushing mares, unaware of the effect he seems to have on them. However, despite his obliviousness, he manages to pick up a strange sound. When Mrs. Shy stands up from her seat to collect the tea set, there is an audible squelch coming from behind her.

“I’ll be right back,” she hurriedly mumbles as she takes the now-empty cups and practically sprints into the kitchen.

Anon looks to his marefriend with confusion, only to see that she, too, is shuffling awkwardly in her seat.

“Fluts? Are you okay?”

“Y-yes! It’s just… remember what I told you the first time we, um, had sex?”

“Oh yeah, you practically threw yourself at me. Something about pheromones, right?”

“Right.” She takes a deep breath before continuing, but seems to regret it immediately as her eyes grow wide. “When a stallion is particularly, er, shall we say ‘desirable’ to a mare, and he happens to be ‘in the mood,’ he begins to release pheromones into the air. This makes the mares around him do the same, and it creates a feedback loop that… well, that makes everyone really, really horny.”

“It forces you to go into heat?”

“Right. I’m… I’m feeling it right now,” she says as she squirms in place. “I told you then that, even though you aren’t a stallion, you have those pheromones too. But with you, I think it’s way, WAY stronger than an actual stallion’s, even though you yourself aren’t affected by mine.”

“I see.”

“And don’t forget, I’m pregnant. My heat isn’t hitting me as hard because my body doesn’t want to be bred. It already is.” She glances towards the hallway before lowering her voice. “Mom, on the other hoof…”

“W-wait, I just sent your mom into heat?!”

“Shhhhh!” Fluttershy closes the gap between them so she can whisper even quieter. “Yeah, and with how long she’s been alone, she’s probably touching herself right now.”

“Wh-why are you telling me this?”

“Because of what I was saying earlier.” Despite the pheromones, Fluttershy attempts to compose herself with another deep breath. Doing so only serves to strengthen her resolve, even as her cute, pregnant pussy winks underneath her. “Nonny, I want you to take my mom into your herd.”

“WHAT?!”

“Shhhhhhhh!” She covers his mouth with a hoof before continuing. “I’ve thought about this a lot. If you marry her too, she won’t have to be alone anymore! She’ll have both of us to take care of her! A-and you might give her foals, too.”

“And you want that?”

“Nonny, please don’t think any less of me for saying this, but… the mental image of you knocking up my mom, of you taking both of us side-by-side while we’re screaming your name, of you marrying both of us and having us do, um, incest-y things ‘against our will’ but not really… I don’t think anything has ever gotten me so turned on.”

Anon remains silent for a moment, completely flabbergasted by his marefriend’s words. He blinks once, then twice. He wonders for a moment if he’s dreaming, but the grip Fluttershy has on his arm makes it clear that he is indeed awake. Until now, he’d never even considered starting a herd. He had Fluttershy, and she was all he needed. Now his wife-to-be, the mother of his children, wants him to take another wife? And for that wife to be her mother? That’s strange, right?

And yet, when he thinks about Mrs. Shy, about the way her ass jiggles with every step she takes, the way she’s been treating him with the same kindness as her daughter, and (though he’s been trying to ignore it) the way she’s had him half-hard since he walked through the door just by being in the same room, he wonders if this might be a good idea after all.

“So, what do you want me to do?”

“Well, I spoke to Rarity about this, and she said you need to, and I quote, ‘seduce her.’”

“Fluts, I have no idea how to do that.”

“Seeing as how she’s so horny she can barely stand right now, I’d say you’re off to a good start.”

The pair look up as Mrs. Shy emerges from the kitchen, now looking much sweatier than she did before. A blush has spread across her face as she looks at them from the end of the hall, not daring to get any closer.

“I-I’m sorry, dears, but I think I’m coming down with something. I’m gonna rest in my room for a while, okay? P-please make yourselves at home!”

Without waiting for a response, the mature mare books it into her bedroom and slams the door shut behind her. Although she might be trying to be subtle, the distinct sound of a squelch followed by a moan is unmistakable, even from the living room.

“I think this is your chance.”

“You want me to walk in on her masturbating?!”

“She’s masturbating to the thought of you, Nonny! This is the best possible time!”

“...Right. Right.” Anon slaps himself on the cheeks to psych himself up. He’s confident about the way he carries himself, sure, but he’s never tried to ‘seduce’ someone! “Here goes nothing.”

Anon pumps his arms as he stands from the sofa. He takes deep breaths as he slowly makes his way down the hall, and with each step, he swears the house gets a bit warmer. Mares in heat are, appropriately, extremely warm, and it seems that Mrs. Shy… no, Posey, might be warming up the space.

Finally, he reaches the door. He raises his knuckle to it, but stops himself just before he can. If he knocks, she’ll surely just lock the door and ask him to leave. No, if he wants to succeed in his newfound mission, he’s gotta be bold. Throwing caution to the wind, he grabs the door handle, lets himself inside, and closes the door behind him in one fell swoop.

“A-Anon?!”

Posey looks up at him with shock and embarrassment. Sure enough, she’s laid herself out on the bed, her bountiful tits spilling out every which way and her leaking marepussy accompanied only by a fluid-coated hoof. Anon stands firm in front of the door. At first, he feels anxious and a bit dirty. Walking in on someone masturbating is already an unusual situation, but doing so on purpose? To your marefriend’s mother?

…Shit, Fluttershy was right. This is hot.

“Mrs. Shy.”

“Wh-what are you doing in here?!”

“You sounded troubled, so I thought I’d check on you.”

Suddenly, Anon’s voice is suave and confident. Not even he knows quite where this is coming from, but damn if it isn’t useful.

“P-please leave! I’m… I’m not decent!”

“I can see that. And if I may be so bold, you’re stunningly beautiful to boot.”

“I’m… huh?!”

Posey is about as flustered as a mare can be, both confused and extremely turned on by the tall, muscular, tasty-looking human standing in her bedroom. With her legs spread apart and her pussy practically presented to him like it is right now, how is she supposed to act?!

“Mrs. Shy. If you’d have me, I think I can help with your ‘ailment.’”

“Anon, you really shouldn’t–!”

“Nonsense,” he replies, his voice smooth and charming as he closes the gap between them. She recoils slightly as his presence, but her body refuses to turn away. “Fluttershy told me you’ve been lonely for some time. I think we both know you deserve some relief.”

“Anon…”

“If you really want me to leave, just say the word. Otherwise, I’ll gladly provide you with the love you’ve been missing out on.”

“...” Posey’s entire face turns beet red as she struggles to look away. With every twitch of his body, every word that leaves his mouth, she finds her nethers growing hotter and hotter. This is wrong. She knows this is wrong. He’s not even a pony, and even if he was, he’s her daughter’s boyfriend! And yet, she just can’t say it. The word ‘no’ bounces through her mind, it travels up her throat and lands on her waiting, salivating tongue, only to be snuffed out by the inescapable grasp of her heart. “Wh-what will you do to me?”

“What do you want me to do?”

“...” Posey takes a deep breath, knowingly drinking in the pheromones, the musk, of the man right before her. “K… kiss me.”

“Gladly.”

Without missing a beat, Anon takes to the bed, his massive form overtaking Posey’s own. Leaning over her, he wraps his arms around her and pulls her in close as he pressing his lips against her own. Immediately, both are almost overwhelmed by the sensation. For Posey, the feeling of such a large, dominant man laying claim to her lips is an experience she’s never quite had before. Even Mr. Shy, for all the time they were married, rarely kissed her, and never like this. For Anon, the sensation is a burst of pleasure from a source he never expected. Posey’s lips are plump and beautiful. They’re smooth as silk and soft as pillows. From the moment he connects his mouth to hers, he wonders if he’ll ever be able to pry himself away.

He needs more.

Throwing caution to the wind, Anon parts his mouth just enough to squeeze his tongue out. It plays against Posey, taking in the addicting plushness of her lips, before she instinctively opens her own mouth. Anon quickly forces himself inside, allowing his tongue to explore her with reckless abandon. She tastes about as sweet as she smells, reinforcing the idea in his mind that it will be very difficult to pull himself away. Even if all they do is kiss, this courageous journey will have been worth it.

Posey doesn’t resist his efforts to explore her. In fact, she allows herself to remain passive as Anon’s tongue dances on and around her own. The act is extremely erotic, more than anything she’s ever experienced. However, it is because of this lack of experience that she lets him have his way with her, content to just lay back and let it happen.

Eventually, Anon realizes that he’s not going to get very far if he simply continues like this. Separating from her beautiful lips with a second, much smaller kiss, he vows to return to her mouth later. For now, he needs to get a move on, to really get his hooks into her until she’s begging for more.

“Why don’t we take care of the problem at its source?”

While Posey doesn’t respond directly, Anon swears he hears her mumble “please” beneath her breath. With a smirk, he lowers himself down to her waiting marepussy. As if on cue, it winks just as he brings himself at eye level with it. Her clit is huge and swollen, a clear obstacle he’ll need to avoid for a while if he wants to really get her going.

“Let’s start small,” he mutters as he brings an index finger to his mouth.

Coating the finger in saliva, he gives her hot, quivering pussy a gentle poke. It’s just as warm to the touch as he expected, and she shudders even at the tiniest of touches. Feeling emboldened, he slowly inserts his finger into her up to his knuckle.

“Ooooooh, sweet Celestia! Yessssssssss~!”

That’s all the confirmation he needs. Licking his lips, he begins to finger her properly. His finger slides in and out of her without issue, and it’s not long until he’s inserted a second. He feels around inside of her for just the right spot, and when she suddenly jolts and stiffens her legs, he knows he’s found it. With her g-spot located, he gets to work massaging her in all the right places, earning him needy moans of wanton lust. She seems unable to sit still, turning and squirming until she ends up on her cute, somewhat pudgy belly. In spite of the change of position, Anon does not let up his assault, fingering her even as her juices begin to fly in every possible direction.

Finally, her walls close up around his fingers. She lets out a noise that’s a combination of a yell and moan that forces Anon’s cock to stand at attention within his pants as she has her first orgasm. Her legs stiffen up and she lifts her head towards the sky with a howl. However, Anon isn’t about to let things end just yet. Before she is able to recover, he slides his fingers out of her and presses his face up against her leaky quim. Posey gasps as she feels his tongue enter her folds, a sensation entirely unlike her hoof or even his fingers.

It’s incredible.

“Anon!”

She shouts his name as he gives her insides an oral massage. Her taste is to die for, and he can’t withhold his smile as he eats out his girlfriend’s mother. As Fluttershy has taught him, the taste of a mare cannot be beat. And yet, Posey carries an entirely different flavor. It’s much richer, hotter, more fulfilling, but not quite as sweet. In truth, he much prefers her taste over Fluttershy’s, and that encourages him to bury his tongue ever further into her.

While his affections continue, his nose finds itself buried in the waiting wrinkles of her obscene-looking asshole. Posey's ponut is a deep golden color, only a bit darker than her coat. However, its most notable aspect is its size. Anon has found that most ponies have pretty large assholes, but Posey’s is on a whole other level. He can practically shove his entire nose into it while he eats her out without much issue. It protrudes that far from her crotch. Surely she must feel it rubbing against her ass cheeks with every step she takes, right? Then again, said ass is so plush, she might not. And despite what common sense might tell you, ponuts are absolutely delectable, being both delicious on the nose and the tongue. God, Anon loves these mares.

Deciding to finish his meal with a bang, Anon turns his attention away from her depths and towards her clit. It’s swollen, likely due to the heat he induced in her, and that makes it a prime target for his mouth. Posey shouts as he wraps his lips around it, greedily licking and sucking on her pleasure buzzer until she can take no more. She accidentally gives him a kick as she climaxes again, but Anon doesn’t remove himself from her delicious love button until the shaking stops and her orgasm subsides.

As delectable as her pussy is, Anon finally succumbs to the temptation that’s been assaulting his nose. Finally pulling away enough to remove his nostrils from the depths of Posey’s delicious donut, Anon finds a deluge of mare cream sticking to his mouth and chin. Several lines of pussy juice keep his face connected with her winking sex, and although he craves the warmth and taste that would come with slurping it all up, he knows he can put it to better use elsewhere. There’s a confident gleam in his eye as he lurches forward once more.

“AaaaaaaAAAAAAHHHH~!”

Posey lets out a deep, sultry moan as Anon plunges his tongue into her asshole. Her inner folds are delectable, and just as his nose is being flooded with mare-musk, so too is his mouth assaulted with the taste of a mature mare’s insides. Her protruding ponut is twitching and inviting him in. Even as Anon laps and licks at her untouched depths, he can’t stop himself from kissing and sucking on her outer rim. There’s a satisfying “pop” every time he pulls back, and it just makes it all the sweeter when he dives right back in. With each kiss, each suck, each delicate lick, Posey lets out a whimper. Her back legs shudder and twitch, forcing Anon to hold them down. Her curly tail instinctively wraps around his neck, greedily pulling him deeper into her needy ass.

A playful smirk spreads across Anon’s face even as he continues his anal assault. Tucking her legs underneath his arms, he reaches around her hypnotically jiggly thighs and grabs at the poor, neglected breasts swaying under her crotch. He gives them a squeeze, and the amount of titflesh is bountiful enough to spill out of his grasp in every direction. He doesn’t know where the hell she’s been hiding these things in her day-to-day life, but he’s certainly not complaining. His tongue continues to push ever deeper into her rectum as he kneads and squeezes at her tits, making her cute whimpers turn into the moans of a well-loved whore. Or, more accurately, the moans of a pent-up, neglected housewife. Sweet Celestia, she needed this.

Hands are a rare commodity in Equestria, and the shocks running up her body from what she otherwise considered to be an obscene and unattractive feature of her body force Posey to realize that said hands are a sinful debauchery she never thought possible. As each of Anon’s fingers dig into her titflesh, she wonders how she was ever able to be stimulated with mere hooves. Heavens above, if she’s not careful, she may never be satisfied trying to please herself again! While this thought drifts through her mind, she finds herself biting her lower lip. Sweat is dripping down her face, and her typically curly and well-kept mane is beginning to droop and run wild along the sides of her head. The heat emanating from her body alone is enough to fog up her glasses, which are now balancing precariously on the tip of her nose. If she could see herself, she might notice her pupils beginning to take the shape of little hearts; an unintentional sign of devotion for the first man to ever truly please her.

She may not know it yet, but she’s already his.

“N-Nonny, I’m–!”

The pet name her beloved daughter had given her boyfriend slips out of Posey’s mouth. However, she neither notices nor cares, unable to finish her thought in the first place as her entire body stiffens up. Anon’s tongue finds itself caught in place as her anus shuts tight around it. The mature mare shudders as juices squirt obscenely from her pussy, completely coating Anon’s chin and chest. She gasps for air as she feels a second orgasm come immediately after the first, then a third, then a fourth. She never knew such a thing was possible, and indeed, had Anon not been there to service her, she would have never discovered the sheer ecstasy that is possible in this world. And even then, as she covers her mate in her fluids and her eyes roll into the back of her skull, Anon’s tongue continues to wiggle and dance among the addicting taste of her asshole. It isn’t until the shuddering stops and her orgasms finally die down that he begins to retreat from her backside, parting from her with one final kiss loud enough to be heard throughout the house.

To Anon’s delight, the slightly-gaped ponut quickly squeezes shut as he exits. It seems Mrs. Shy is quite adept at maintaining her shape. He looks forward to using that information to his advantage… and testing her limits. The confident smile still plastered on his face, he shuffles up onto the bed alongside Posey, who struggles to look at him through the sweat and exhaustion. When she speaks, it’s through ragged, struggling breaths.

“G…goodness me, Anon. That was… that was…”

“Yes~?”

“That was the greatest thing I’ve ever felt,” she mumbles through beet-red cheeks, suddenly unable to look her lover in the eye. “Thank you for this.”

“Hm? You’re very welcome, Mrs. Shy, but I don’t know why you’re saying that now.”

“H-huh?”

“We’re just getting started, after all.” Posey's gorgeous purple-red eyes go wide at her human’s suggestion. “The main event still isn’t for a while, either. That was just your warm up.”

“Y-you’re kidding.”

“And you still need to get me ready.”

Posey’s pupils dilate as she watches Anon sit upright. He takes his sweet time as he undoes his zipper, revealing his sweaty boxers underneath. The exhausted mare gasps before Anon can even finish undressing. The impression being made from the inside of his boxers is enough for her to realize that–

“You’re massive,” she mumbles, her shaky eyes now unable to look away.

“Thought you might like it,” Anon chuckles.

Without any further delay, he lowers what little remained to cover his pride. There’s an audible thunk in the room as his dick smacks against Posey’s face. He sidles up to her, allowing his weighty ballsack to rest obscenely on and around her nose. Meanwhile, she finds herself going cross-eyed as his colossal penis lays across her head. Maybe it’s because humans are so much larger than little ponies like her, or maybe it’s because she’s never seen a dick such as his, but one thing is certain: He’s HUGE. So huge, in fact, that she wonders if it’s even possible to fit him within any orifice on her body.

“Go ahead. Just do what feels natural.”

Anon’s voice is cocky and confident. He’s already won both her heart and her mind, and there is no doubt that whether she realizes it or not, Posey Shy belongs to him. No matter where she might go, or what she might do, from here on out, there will only be one thing and one thing alone on her mind: Anon. Her human. The love of her life.

Whether she shares these thoughts or is simply enraptured by the thick, musky scent of his weighty balls, it doesn’t really matter. In either circumstance, she wastes no time in applying her attention to his manhood. Beginning with the aforementioned balls, she gingerly sticks out her inexperienced tongue and begins to lap at the man-flesh covering her delicate features. A moan slips out of her open mouth as she licks and sucks on Anon’s left testicle. Her eyes glaze over, her mind becomes clouded, and within the span of only a few seconds, she can no longer think about anything but the task before her. Everything about Anon, from his size, to his shape, to his taste, to that fucking intoxicating smell has her in a trance. She can’t stop licking… but then, why would she ever want to?

Posey’s body shudders as she takes as much into her soft, waiting mouth as she can. Her winking pussy audibly squelches as more of her femcum drenches the sheets beneath her, stimulated to orgasm by the mere idea of having such a superior dick thrust into her, of having the bountiful contents of Anon’s musky sack pumped directly into her womb. Enticed by the fanciful daydream, she doubles down on her oral affection. She laps and licks at every inch of the swollen nutsack, and while she never had any hope of being able to take it into her mouth, she more than makes up for it in enthusiasm and dedication.

Finally, she manages to pull her face out of the comfortable embrace of hanging flesh. Her tongue hangs lewdly out of her mouth as she draws it up the length of his balls and finally, finally reaches the underside of his colossal human dick. She deigns to take it slow, to really let him enjoy her attention, but the moment her tongue hits his shaft, all hell breaks loose. There’s something about the way it smells, the way it tastes, that drives every one of her senses into a cock-hungry frenzy. She’s never blown anyone before, least of all Mr. Shy. And yet, in an instant, her approach goes from slow and attentive to wild and obsessive.

Anon lets out a sigh of contentment as he leans back, giving Posey ample space to continue her show of devotion. Starting at his base, she rapidly swings her tongue around the thick shaft as she makes her way higher and higher. The feeling of her large, delectably warm tongue forces Anon to thrust his hips forward ever so slightly before regaining control of himself. Not even he was prepared for the bliss this unexpected union would bring, but he’s certainly not complaining. By the time Posey reaches the head of his penis, it’s clear from the expression on her face that there is only a single thought behind her eyes.

Retracting her tongue, she places her soft, plush lips against his tip. A squirt of precum jettisons directly into her mouth, and she lets out a light gasp as she truly tastes him for the first time. If she were of sound mind, she might be confused. The taste shouldn’t be anything to write home about, and yet…

She needs MORE.

Squeezing her eyes shut, she winces as she tries to take Anon into her mouth. For a while, it looks like she might succeed. She’s able to wrap her lips around his cockhead, then she manages to slide forward another inch. Then, just as she tries to go a bit further, she freezes. A combination of a moan and a sound of concern escapes her throat. Her foggy, unfocused eyes open, looking up pleadingly into Anon’s own. She was expecting disappointment, disdain even. But the only thing she sees in his eyes are affection, compassion, and an undeniable lust. A lust for her.

“Just relax your throat, okay?”

“Mmmmmm.”

She can’t respond properly with his cock in her mouth, but she had no intention of separating herself from him anyway. Attempting to follow his advice, she tries to loosen the muscles around her mouth and throat. If she’s successful, she’s not quite sure, but as she attempts to push herself forward once again, she does manage to take in another inch. Just as she thinks she’s at another roadblock, Anon reaches down to hold her. He places his palms on the sides of her head, his thumbs wrapping around her ears and gently petting her, causing said ears to twitch cutely. Then, with the warm, affectionate smile still on his face, he begins to thrust forward.

Posey gags as the monstrous penis is forced down her throat. Inch by inch, her oral cavity is invaded and stuffed with cockmeat. Even as tears run down her cheeks and moans of false protest escape her stuffed mouth, he doesn’t stop the assault until her nose is pressed against his crotch and his balls are slapping against her chin. How in Equestria he got all of that to fit inside her mouth, she doesn’t know. If she were able to look down, she’d notice his dick bulging obscenely in her throat, her beautiful pearl necklace about ready to snap right off.

Snap.

Scratch that.

“Your turn, Mrs. Shy.”

“Mmmmmmmm~”

Egged on by his encouragement, Posey begins to back up. Despite the struggle to take it in, the delicious dick slides out of her throat with little issue. Anon grunts as his saliva-coated pride is exposed to the cool Cloudsdale air, but the plush, gentle softness of Posey’s beautiful lips more than makes up for it. When she finally pulls back far enough to the point where only the tip of his dick is still in her mouth, she lurches forward once more. This time, there is significantly less resistance. Anon finally lets out a hearty moan of approval as he is enveloped in the warm love of her mouth. In one fell swoop, she takes his entire length into her throat, culminating with an obscene smooch around the base of his cock.

“Ohhhhh~. Mrs. Shy, you really know how to get a guy going. C-careful, I don’t know if I’ll still fit when I’m fully hard.”

“Hmm?!”

Posey’s eyes go wide at her lover’s concern. He… wasn’t hard already? Sure enough, just as those words grace her ears, she can actively feel what little space she had remaining in her throat quickly filling. She tries to pull back, just barely managing to remove her mouth as the many, many inches of dick lurch upward and smack her in the nose. She didn’t realize a penis of this size was even capable of standing at attention, and yet, there it is.

“Yeah, I don’t blame you. I doubt you’d be able to breathe if you– woah!”

Anon quickly grabs at her face again as, without warning, she wraps those pillowy lips of hers around his cockhead once again. Another spurt of pre shoots down her throat, causing her to moan obscenely as she drinks every last drop. She tries to take him in again, but he was right: She simply can’t fit it all in her throat anymore.

But that’s not going to stop her from claiming her prize.

Anon’s breathing intensifies as Posey begins to suck in earnest. Her tongue slips out of her mouth, eagerly licking at the underside of his length while her cheeks hollow out. The soft, silky embrace of her lips is nothing short of heavenly as she bobs her head up and down on his first couple of inches. It might only be a fraction of his cock, but good god, he’s never felt something quite like this. Not even Fluttershy, with all of her worried attention she gives him damn near every night, even comes close to the sheer bliss Posey’s milf-mouth provides. It comes as no surprise when, after a few more minutes of her heavenly blowjob, Anon finally reaches his climax.

It’s everything Posey wanted. It begins as a quick spurt. The creamy goodness of his dominant seed paints her tongue white, the flavor unmatched by anything made by mortal hooves. She wants to savor it before finally swallowing his load, only to gasp as she realizes that the paltry squirt on her tongue was not his true orgasm. No, that comes seconds later, as a veritable deluge of ivory rockets down her throat. There is no “swallowing” here. There is simply no need when the sheer force of Anon’s bountiful human cum shoots down her gullet, settling comfortably in her belly. Then, he lets out another shot. Then another. Then another. With each shot, more cum floods her mouth. The taste is to die for, but if she doesn’t get to work on keeping everything down, surely she’ll–

Grrnk!

Semen begins to spurt out of her nostrils. She becomes blinded by tears as even the tight grip her small mouth had on the massive girth of his dick is breached. Cum bubbles and pours out of whatever space it can make in her mouth, continuing to rush up and out of her nose even as more and more of it pours down her throat like an endless waterfall of spunk. Despite the predicament and the trace amounts of pain caused by the tightened, inflated cock in her mouth and inability to breathe, the display of raw virility causes Posey, too, to orgasm all over the bed. There’s enough cum to knock up half of Cloudsdale, and she gets it all to herself.

When the cum finally runs dry, Anon has to pry her off of his dick with a slick pop. It only takes her a moment to catch her breath before looking up at him through foggy eyes. Her mane has lost its typical shape, now drooping down the sides of her face and onto the bed below in a soaking, sweaty, beautiful mess. Alabaster cream coats most of her face, a few strings of which keep her attached to his cock. Her pupils are now fully in the shape of hearts, a sight which makes Anon’s own heart skip a beat. The ordinarily meek, quiet mare gives him a sexy, sultry, adoring smile before licking the cum off of her lips. She brings a hoof to her face and begins to wipe, eager to not let even a drop of his bounty escape her. Once she’s satisfied, she turns her attention back to his dick and begins the long, blissful task of cleaning his cock.

“Fluttershy was right. I do love you.”

“I’m quite smitten myself,” she giggles as she finishes her cleaning with one final kiss to his cumslit. There’s a bit of clarity returning to her, though her pupils make it clear that her priorities have permanently shifted. “You’re… quite the man, Anon.”

“I’ve never met a mare like you, but wow, you’re something else.”

“Hmhm! I’ll take that as a compliment. Gentle Breeze certainly never said anything like that.” Her voice is a mumble as she briefly glances away from Anon, the smile finally leaving her face. “...I’m a terrible mother, aren’t I?”

“What? Of course you aren’t!”

“I… I’m in here sucking my daughter’s boyfriend’s dick like some kind of cheap whore. A-and I’m loving it! I didn’t think I had something like this in me, but… I-I’m a bit jealous of her.”

“Mrs. Shy?”

“What kind of mother gets jealous of her daughter?”

“Mrs. Shy.”

“Oh, what would she think of me now?”

“Posey.” Anon places Posey’s face in his hands, gently pressing his palms against her cheeks. He turns her head to look at him as he gives her a warm, loving smile. “You have nothing to feel bad about. I wanted this just as much as you did. Everyone is happy with this!”

“Not Fluttershy.”

“Are you sure about that?”

“I… h-huh?”

“Shh. Listen.”

Posey’s ears twitch at Anon’s gentle command. Carefully, she begins to listen to the space around them. Without the intensity and passion of their heated affections, the room seems eerily quiet. And yet, despite the fact that the two of them are sitting comfortably on her bed, there’s another sound in the air. It’s quiet, but it’s familiar. It’s a subdued, somewhat obscene squelching sound. It’s rhythmic, but also quick. Again and again and again she hears the sound, until finally a tiny, feminine moan rings out from over the noises. She knows that voice, and it’s coming from the other side of her bedroom door.

“F-Fluttershy?”

The cocky smirk having returned to his face, Anon wraps Posey in his arms, pulling her into a tight hug even as she looks away. He briefly gives her tummy a squeeze, relishing in how soft and bloated it now is after taking in load after load.

“Don’t you hear her, Posey? She’s getting off on this. She loves listening to you – to us. She knew we’d hit it off. In fact, she’s the one that set this up.”

“Y-you mean…!”

Anon leans forward, placing his mouth right next to her face as he whispers into her ear.

“She wants me to fuck you, Posey. She wants us to make her some siblings.” Posey’s body responds before her mind can, with her pussy audibly winking and releasing the tiniest bit of femcum. Anon chuckles as he places a hand on her chin and tilts her head upwards to meet his own. “It sounds like you want that, too.”

Without any further delay, Anon presses his lips against Posey’s own. She immediately moans into his mouth, no longer allowing herself to be held back by any inhibitions. She wants this. Sweet Celestia does she want this. And now, to hear that the daughter she holds so dear and the man with whom she became instantly smitten want it too? It’s enough to make any sensible mare melt.

However, as Anon continues to pepper her with kisses, she can’t help but mumble her last remaining concern.

“I’m flattered, but… I’m an old mare, Nonny. I’m not going to be ‘making’ much of anything ever again.”

“Is that a challenge?”

“I… huh?”

“Don’t underestimate human tenacity. Hell, don’t underestimate me.” His voice is low, almost a growl, and it’s equal parts earnest and domineering. It makes her hair stand on end, and it turns her on even more than she already was. Anon doesn’t realize that Fluttershy’s assertion about pheromones was wrong; he is affected by them, and Posey’s are strong. “I’m going to knock you up. I’m no longer asking.”

“...” Posey kisses Anon back, going so far as to give his lower lip a tiny nibble before pulling back again. “If your seed takes, I’ll gladly accept all of it.”

“That’s what I wanted to hear.”

The pair mash their faces together, no longer willing to hold back. Their earlier kiss was hot, sure, but it was also hesitant and reserved. Anon was ready, but Posey was not. It was pleasant, but merely the opening act. Now, both of them understand exactly what they want. Anon’s lips are practically smothered by Posey’s own. Her plush, silky, pillowy kissers are the softest thing he’s ever touched, and they once again make him never want to pull away. He prepares to slip his tongue into her mouth, but this time around she beats him to the punch. Still the submissive one but much more needy, she practically pulls his tongue into her waiting mouth, just begging for him to explore as she tastes every bit of him.

Soon, the act becomes less of a kiss and more of a dance, their tongues twirling and wrapping around each other, their shared saliva combining into one passionate, love-filled mixture of bliss. Both think that nothing in the world could ever taste better than their partner’s mouth. Both are correct.

Not willing to let the rest of him stay idle, Anon reaches down with his left hand and begins to fondle Posey’s massive breasts yet again. Now that they’re both nude and he’s holding her close, he can feel the unmatched bliss of their weight and softness against his crotch. In Equestria, large breasts are considered unseemly and gross. No doubt Posey has borne the brunt of these opinions, and no doubt Mr. Shy thought them to be a nuisance. Thinking it’s about time they received some proper love, Anon tenderly rubs and squeezes them. They’re so big that he can’t hope to hold either in one hand, but that just means he can spend even longer kneading and massaging her bountiful tits one at a time. She continues to moan words of praise and adoration into his mouth as he continues his affections, her leaking snatch only growing wetter with each passing second.

Finally, he pulls away from her inviting lips and loosens his grip on her godly breasts. She smiles at him with warmth and longing, an expression he gratefully returns.

“On your back.”

Three words is all it takes. There is no hesitation, no questioning, no objections whatsoever as Posey quickly flops onto the fluid-stained covers beneath her. Her breathing is heavy, and if she were any hotter, her breath would be visible in the air. Her tits sway hypnotically as they settle against her groin and spill out over the sides of her thick legs. Her callipygian ass looks just as delicious as it did before, and it takes all the strength in Anon’s body to ignore it as he spreads her apart and lines up the tip of his monumental cock with her waiting pussy. Like her mouth, there is a brief instant if he wonders if it’ll fit, but he quickly casts the thought aside. One way or another, he’s dicking her down until her insides are molded into the perfect shape to accommodate his cock.

He places his throbbing, rock-hard dick on top of her snatch. The heat and moisture pouring out of her waiting mare-pussy sends shivers down his spine. Further up, not even his monumental size stands a chance against the endless sea of her teats. Even as they are flattened by gravity while she lies on her back, they more than envelop his girth. Their soft, pillowy plushness is dangerously addicting, and it takes all Anon has to not start titfucking her then and there. No, that can wait for a later date. Right now, it’s time for the main event.

Breath escapes Posey as Anon pulls his length off of her. The whole room falls silent, the only noise being the now obvious squelching of Fluttershy’s desperate masturbation on the other side of the door. Anon aligns the tip of his cock with her warm folds, briefly enjoying the comfort of her ever-leaking juices. Then, slowly and with the gentleness and care worthy of a priceless artifact such as her, he gingerly pushes forward.

He’s barely able to fit the head in before Posey’s needy quim squeezes him like a vice grip. He finds himself unable to move as an obscene amount of her juices squirt out around his dick, absolutely drenching his length in hot, sticky lubricant. For a brief instant he prepares to push the rest of his length into her, but he freezes just before he goes through with it. If Posey came from just that, then exactly how neglected was she? Sure, he could start pounding away and it’d be the most stimulating experience of her life, but… is that what she really needs? What she deserves?

Posey doesn’t even realize that her lover is waiting for her to catch her breath. When she finally manages to regain control of her senses and her inner folds release their grip on his man meat, she opens her eyes just in time to see him looking into them with care and adoration. Somehow, despite the fact that he is currently violating her most sacred of grounds, it’s that look that makes her heart skip a beat. Then, without warning, he leans down and places his lips against her own. She lets out a tiny gasp in surprise and prepares for him to begin fighting for control of her mouth again, but he never does. Instead, the kiss remains (relatively) chaste and gentle. He holds his lips against her own, his tongue never leaving his mouth. He brings a hand to her cheek and begins to gently caress her face, causing her entire body to shudder.

She’s been deprived of sexual attention, sure. But she’s also been deprived of the gentle touch of a lover, of the care and reassurance that comes with connecting with someone who truly cares about you. Yes, Anon could easily ravage her in a show of dominance and power unlike anything she’d ever experience. But that’s not what she deserves. She doesn’t need to be taken for the ride of her life.

She needs to be loved.

And so, he continues to kiss her. Meanwhile, Posey finds her entire body melting at his touch. Despite what will inevitably happen in a few moments and Anon’s lingering promise to impregnate her, she allows her entire body to relax. She places one hoof on his wrist, holding him just as he’s holding her, while she allows the other to stroke up and down his chest. When he finally pulls away from her, both are grinning from ear to ear. He holds her hoof in his hand, his thumb gingerly and lovingly tracing its shape.

“I’m gonna take it slow at first, okay? Just let me know any time you think it’s too much.”

“Th-thank you, Nonny.” Posey lets out a deep sigh before looking lovingly into his eyes once again. “I’m ready.”

Anon nods and sneaks in one more smooch before straightening himself out once again. As promised, he slowly begins to push himself further into her warm, inviting depths. She inhales sharply, but she doesn’t protest. After stuffing her with a couple more inches, she squeezes once again as she is wracked with an all-encompassing orgasm. He halts his advance as he gives her time to recover, and a few seconds after the near-painful squeezing on his dick ceases, she gives him a nod.

This process continues for several minutes. On average, she cums again with each inch he provides her. Every time, she manages to recover just a little quicker. Before long, she lets out a gasp as Anon’s tip reaches her cervix. While it was a small miracle that he was able to fit inside of her at all, there was never any doubt that he would be unable to stuff her with his entire length. Still, there’s something about the sight of her there, with her insides clutching tightly to his throbbing cock and the outline of his sheer girth protruding obscenely just beneath her bellybutton, that stirs something inside of him. Yes, he is too big to fit completely inside of her. And yet, being inside of her just feels so right.

Bending down to kiss her once again, he slowly begins to retract his cock from her superheated depths. Whatever it is that causes a mare’s body to get this hot, this musky, this addicting is beyond Anon’s understanding, but right now, he considers it a blessing. There’s a tingle along his length as he pulls out, a longing to reconnect with her cervix, an unceasing need to stuff her with everything he can. Eventually, all that remains inside is the tip of his penis, and he dares not remove it. Posey immediately notices the hunger in his eyes, and she can’t help but feel the same thing. Neither need to say a word for Anon to know he has permission, and in one long thrust, he gives her everything she can take.

“Ah-AH! AHHHHHHH!”

Posey’s normally quiet voice cries out in pleasure as he begins fucking her in earnest. Each thrust is a tidal wave of pleasure. Every time he slams against the deepest parts of her, she experiences the joys of orgasm all over again. Only this time, even as her ever-winking marepussy tries to milk Anon’s cock for all it can, he doesn’t stop his assault. Through his unceasing thrusts, he holds her with gentleness and care. While her insides are ravaged like an animal, her outsides are loved and doted on like she’s his prized possession. Sweet Celestia, he knows how to treat a mare.

“Nonny! Nonny! Y-yes!” His name escapes her lips as she eagerly takes everything he has. There is no more doubt in her mind, no more subtlety to her actions. She wants him. She wants to love him, to be loved by him, to be his mare for the rest of her days. “N-Nonny! I love you! I love you!”

Her cries of adoration and love don’t fail to register. Through all the pounding, her eyes go wide when he bends down and kisses her yet again. With her tongue having been lolling obscenely in response to the stimulation she’d been deprived of for oh-so-long, he doesn't have much of a choice but to make this kiss sloppy and improvised.

“I love you too,” he reassures her through his pants. “And I’m never letting you go!”

Wrapping his arms around his newfound love, Anon does everything he can to make his feelings known. Meanwhile, even through her ecstasy, Posey can feel his cock beginning to throb. Much like with her mouth earlier, she realizes that he might not fit inside of her when it comes time to cum. Unlike her mouth, however, she has no intention of letting him slip away. She wraps her jiggling thighs and back legs around his waist as best she can. It’s not perfect given their size difference, but he gets the memo. Not that he had any intention of pulling out to begin with, of course.

Slowly, Anon’s pants begin to go from hearty breaths to animalistic grunts. His dominant, deep-seated desire to breed her only manages to turn Posey on even more. Her eyes roll back yet again as she is overtaken by her most powerful orgasm of the night. The squeezing of her shuddering pussy, combined with the throbbing, inflated size of Anon’s powerful cock, finally pushes him over the edge. He lets out a deep, almost inhuman growl as he climaxes.

If the oral attention Posey gave him made him cum, this has driven him to heights unknown. Load after load of thick, hot, ivory semen is pumped directly into her waiting womb. Posey has had two children before, and she thought she knew what to expect, but this is unlike anything she’s ever felt. Frankly, it’s night and day. The powerful force of his cum rushing into her womb, filling her with the seed that she now knows WILL get her pregnant is an ecstasy she never knew possible. Her belly, which had already been bulging from the sheer amount of jizz he shot down her throat earlier, continues to bloat further. By the time his cum begins to rush out of her instead of into her, it’s only because her baby bag can physically hold no more. How in Equestria he could possibly have so much love waiting for her inside those weighty balls of his, she’ll never know. Still, even after her body can hold no more, he continues to shoot rope after rope of alabaster cream as deep into her as he can. It bubbles and squirts out of what little space it can find out of her pussy, and through the entire process, she continues to cum again and again.

Finally, after what feels like an eternity, his cock throbs one final time as he releases the last of his loads. Fearing that staying within the warmth of Posey’s insides will make him never want to leave, he quickly pulls every inch of his slowly softening cock out of her. With it comes an absolute waterfall of cum, no longer withheld by the girth of his penis. It bubbles and pools obscenely onto the bed sheets beneath them. Those… will probably never be fully cleaned out.

For a moment, the two of them remain like that. Their heavy breaths intertwine in the small space between them, and they look deep into each other's eyes through the mistiness and fog that their sex-addled minds have thrown over them. Eventually, Anon’s arms finally give out. He avoids falling onto her, instead choosing to place himself down beside her. She doesn’t have the strength to react, but she does giggle like a mare half her age when he pulls her into a tight hug, holding her soft, thick body against his chest. She nuzzles her head against his neck, her now-straightened mane flowing along her sides. Her glasses still barely cling to her face and a bit of semen is stuck to both sides of the lenses.

He leans in to kiss her, but the kiss is interrupted by the sound of Fluttershy letting out an adorable cry. It seems their “hidden” observer has reached a climax of her own. The exhausted pair share a quiet chuckle before locking lips yet again. There is no tongue in this kiss, no exploring of each other’s mouths or a battle for dominance. Instead, the two simply long to remain connected for as long as possible, to share the love and the joy they have with their partner.

“It took,” Posey whispers after some time. “You were right.”

“What? How do you know that?”

“Mare’s intuition.” She lets out a contented sigh as she snuggles further into his neck. “The doctors told me it’d never happen again a long time ago, too. I guess that says a lot about you, huh?”

“Come on, Posey. I can’t take all the credit. I mean, look at you. You’re basically an icon of fertility.”

“Oh, stop it.”

“I’m not lying! You’re the most attractive mare I’ve ever laid eyes on.”

“...Hmhm, and what about my daughter?”

“Fluttershy is a different kind of attractive. She’s basically a supermodel, but you? God, I’m already addicted to you. Every beautiful inch of you.”

Posey’s cheeks, which at this point have been blushing basically nonstop since Anon came into her bedroom, turn an even deeper shade of crimson. She can’t withhold a giggle, and for a moment she feels like a young mare again.

“Flatterer.” The two fall back into a comfortable silence for a while until she speaks up again. “I guess I’ll be raising your children, then.”

“Yeah, I guess you will.” He tilts his head to look down at her and places a gentle kiss on her forehead. “And I’ll be right there with you every step of the way.”

“What? Nonny, you know you can’t do that.”

“Why not?”

“You still have a life to live. You have a job, and a wonderful marefriend, and plenty of ponies who support you over in Ponyville. I can’t have you spending all of your time babysitting an old, retired mare from Cloudsdale.”

“You say that like you’re a burden, or that I don’t want to be around you.”

“Well, that’s…”

“Posey.” She recoils at the sudden intensity in Anon’s voice. She looks up at him to see that he’s looking directly into her eyes. This is the first time he’s looked so serious, but there’s still that warm earnestness behind his eyes that made her fall in love with him. He reaches for her front hooves and holds them firmly within his hands as he speaks. “I love you. I would like nothing more than to have you by my side in Ponyville for the rest of our days.”

“N-Nonny?”

“I’ll admit, I came here today to ask you if I could marry your daughter, but I’d like to add on to that! I want you to be there with her! I want to marry the both of you, together!”

“Th-this is highly unorthodox!” Posey can’t help but look away. It’s clear from the look in his eye and the sound in his voice that he means every word. Of course, there’s nothing wrong with what he’s asking. While not every family unit is a herd, especially in the modern day, they’re certainly still a normal occurrence. The only reason she wasn’t already in one is because Mr. Shy was too timid to approach any mare but her. Still, to have a mother and daughter become herd-sisters is… unusual, if nothing else. “Are you sure Fluttershy is okay with this?”

“I already got her permission,” Anon says with a certain, albeit somewhat anxious nod. “Please, Posey. I love you. I want to have you by my side, and… I never want you to feel alone again.”

For a moment, she remains silent. She takes a deep breath, and slowly but surely, she turns to look back into Anon’s eyes.

“I’d… I’d like that. I want to love you, Nonny. To be loved by you. I… I want to feel wanted.”

Without waiting for her to continue, Anon pulls Posey into one more long, loving kiss. Finally, she no longer has to suffer in silence. She no longer has to be alone, wondering if she made the right choice.

From now on, she will be loved and appreciated like the perfect mare that she is.

Anon’s eyes slowly open in his dark bedroom. In times past, he might have chosen to quickly rise out of bed, to get the day started right. Now, he knows better. Now, this exact moment is his favorite part of the day.

From the window on the wall next to him, he can tell that the sun has not yet begun to rise. Only the faintest rays of sunlight peek over the horizon, and his quaint Ponyville house is still rather dark. Still, the trace amount of light coming in is all he needs to get a full view of the greatest sight he’s ever known.

Resting her head on his right shoulder is Fluttershy, the beautiful mare that stole his heart not long after he came to Ponyville. Her long, silky-smooth mane flows in every direction, covering his chest and belly in a comforting softness that almost rivals the hug she’s giving him in her still-sleeping state. She rests a hoof on his chest, and the tiniest of adorable snores escapes her nose. Anon smiles as he moves his hand, which had been lovingly gripping her shapely rump, over to her hot, swollen belly. She’s a good five months into her pregnancy, and the kind, caring mare no longer even needs to smile to light up a room. She’s seemed healthier, softer, more vivid since her body began to change to accommodate their coming child, and neither would trade that for the world.

After placing a quick kiss on her head, Anon turns to face the other half of his body. Mirroring Fluttershy’s position is Posey, who sleeps just as soundly as her daughter. Her normally curly mane has been let down, something that has become a habit for her since moving in with her human husband. Her glasses rest on the nearby nightstand, and she sleeps peacefully without a care in the world. Her tiny snores are a near-perfect recreation of her daughter’s, and they bring a smile to Anon’s face. She, too, has a hoof resting on his chest. Anon’s left hand was a bit more adventurous than his right, having not been satisfied with simply gripping Posey’s massive, pillowy-soft posterior and instead having really gotten up in there to hold her close. Like with Fluttershy, he releases his satisfying hold on her beautiful ass and begins to rub her swollen tummy. Perhaps out of fear of being outperformed by her daughter, or perhaps simply persuaded by Anon’s prodigious “abilities,” she’s got twins brewing in there. She and Fluttershy got knocked up within days of each other, but the extra foal means that she’s already grown much larger than her daughter.

It won’t be much longer before the house gets a lot busier. Not only will Anon have two lovely mommies to take care of, he’s gonna have three little foals fighting for his attention. And, if he knows himself, they’re not going to stop there. Who knows how big their little family will become as the years go on? Posey certainly seems to want even more foals after her twins, and Fluttershy seemed excited by the prospect of her beloved husband finding another lonely mare to add to their little hamlet of happiness. He’s not exactly chomping at the bit to do so given that he’s already the happiest he’s ever been, but… hey, tomorrow is a new day, right?

For now, though, he’s content to just lie here with two incredible mares in his arms. He loves them more than anything in the world, and no matter what comes their way, he’s never going to let them go. They’re safe. They’re happy.

They’re loved.