Anon houses the Pie Sisters and their mother

Anon was at his desk, tapping his fingers on the top as he looked at the paperwork in front of him. While he was supposed to work on them, his mind was elsewhere. He was thinking about what he had encountered just a day ago with his cousin.

What started as just a nice encounter with his cousin in the park led to him finding out that the alicorn he was watching was now two months pregnant. Now that surprised him, finding it unbelievable that it was even possible for them to do so in the first place, wondering the logic of the compatibility.

However, that was completely overshadowed by the fact that it wasn’t just the alicorn but… her freaking mother too. Maybe he wasn’t directly told that, but the writing was on the wall. His cousin had banged both the alicorn pony and her mom, and got them both pregnant. His fingers tapped faster, and faster, and harder, and harder-

“ANON!” He jumped, breaking from his trance before looking towards his boss. “Woah, easy!”

“Uh… um…” Anon says before looking at the stack of papers in front of him.

“Is uh… something wrong?”

“... N-nothing just…” The human says, trying to come up with an excuse. “I-I’m sorry. I…”

“Rough time at home?”

“No just got… some something weird on my mind right now.”

The boss sighed before leaning against his cubical. “Look, I’m not trying to assume here, but are you having trouble with all those horse people in your house?”

“Sir, they’re called ponies, and no they’re not causing trouble.”

“Okay, well, if it’s nothing important right now, the client is not gonna wait for these papers to get done.” The boss says while patting the stack next to him. “Just one more day and we all get the next week off, and then we won’t have to worry.” He says before patting the boy on the shoulder. “Now come on, your work’s not gonna do itself.”

With that, the boss leaves as Anon looks back at the paper and sighs while shaking his head before he starts getting to work, not wanting to fall behind. Still, he was having a hard time getting the thoughts out of his head.

“Pssh, hey!” His head perked up and looked in the direction of the voice, only to find it wasn’t for him. “Did ya hear the news about dragons existing?”

“Yeah, I heard that one appeared in the city just south of here.”

“Yeah, and it’s just like the ponies.”

“Wait, seriously?”

He stopped listening to his coworkers gossiping with each other. They always had something to say ever since the program started. Months ago, they were talking about how someone got a princess in their home. He knew what they were talking about because it was his cousin. Part of him was glad that they hadn’t caught on that he was related, god forbid they find out what he learned.

“Yeah and get this. That dragon knocked up his host.”

He stopped work midway.

“Wait, seriously?”

“Yeah, the gal that was supposed to home him, just over a month later, and look at this.”

One of the coworkers then showed his friend his phone. Unfortunately due to the angle, Anon wasn’t able to see the screen to see what they were talking about.

“Holy crap.”

“I know, right? Crazy.”

“Man, ya know… are they taking sign-ups for that program?”

And now he tuned them out again this time going back to his work.

The moment his lunch break came, Anon quickly got online and searched for anything they were talking about. Sure enough, he found a news article about the whole thing. It talked about how a dragonoid creature had been assigned to someone in the nearby city.

It all seemed just word of mouth until he came across a picture there. It seemed to be a candid photo of two beings. One being a tall, muscular, bipedal reptilian-looking creature with purple scales, green spikes at the top of his head, and dragon wings from his back. The other is a human girl that only reached his abdomen in height.

The most notable thing about the image was the big round bulge sticking out of her top. Well, the proof was there and spoke for itself. That was gonna be stuck in his head for who knows how long now.

That night, Anon was up while the rest of the house was asleep. Tomorrow was Saturday and the weekend, so he didn’t have to worry about getting up early or rushing to get out in time. And he could spend some time with the girls. However, he found himself unable to sleep. He was exhausted earlier, but once he got in bed… wide awake.

What was his mind on? Well, what do you think?

He just couldn’t stop thinking about the whole thing, especially after the news he had gotten earlier that day. Should he feel proud of his cousin that he was gonna become a father? He had questions that he at least wanted to ask. Maybe he wasn’t gonna get any answers any time soon.

Seeing he wasn’t going to sleep any time soon, Anon got up and sat on the edge of his bed before taking out his controller and headphones, turning on his PS5, and deciding to play Fortnite. Maybe some gaming would exhaust him.

As he was playing though, he recognized a familiar username online, squinting a bit before they sent a request to team up. He turned on his mic and then accepted the invite.

“Heya, Cous. Strange to see you online this late.” His cousin’s voice came from the headphones.

“I could say the same thing about you. Don’t you have wives waiting for you in bed or something?” Anon says jokingly.

“We’re not really married just yet. I’m just doing one match before bed.”

“Gotcha.” He then started a team match with randoms. “So, not worried about becoming a dad?”

“No, definitely scared shitless. But ya know, I got time to plan and we’re working to make room for the kids.”

“Again, gotcha. Just… a little curious, but does… does the government know what you did?”

“Oh, they’ve known for a while. They actually don’t care much that I did it.”

Anon raised a brow after getting their first kill. “Really?... Even though they’re carrying potential hybrids?”

“No, but they do wanna monitor me and take notes or something? I don’t know.”

“... Experiments?”

“Okay, I’m pretty sure they not gonna cut my kids open.”

“Hey man, you never know.”

They kept talking about it as they took down some more squads. Eventually one of the randoms died and the other rage quit, leaving it just the two of them.

“Ya know, if our moms and dads were to find out they… might freak out.” Anon says.

“From what? The fact that they’d have grandkids from two alien beings or that I hooked up with a mother and daughter?”

“Both.”

“Fair enough.” The cousin finishes before they get a victory.

“Yes!”

“I mean, what are you gonna do though?”

Anon looked puzzled. “What do you mean?”

“I mean, what if one of those girls takes a liking to you? You gonna date any of them?”

Hearing that, Anon’s face went red before he cleared his throat.

He never really thought about possibly dating any of the mares. However, the one that came to loss was… ironically the mother of them all.

After all he’d seen of her, he wouldn’t mind dating someone like her, but directly dating her? It would be in a way awkward for either of them. He didn’t think that her daughters, especially Limestone would react well to him possibly being their stepfather.

That aside, she probably wasn’t looking to remarry anyone anyway. With how much she loved her late husband, he probably thought she’d want to stay a widow.

“Uh, hello? Cous? Still there?” He jumped, forgetting his cousin was still online.

“Uh, yeah… um…” Anon cleared his throat. “I mean, to say I wouldn’t like to date any of them would be a lie. They’re all beautiful and kind and all, but I don’t think they’re looking to be dating a human of all things.”

“You sure?”

“I’m sure. Heck, I wouldn’t mind, but honestly, I’m pretty sure I don’t have much of a shhhhhot…” He trailed off when he felt hands on his shoulders.

“Uh, cous? You good?”

Anon didn’t answer, frozen still while processing who could be grabbing his shoulders right now before slowly looking up. Staring down at him, peeking over the valley of her mounds at him was the pony milf he was just thinking about with her mane still in a bun.

“Is that so? Perhaps, I could change thy mind.”

“Cous? You good?” The cousin says while adjusting his mic a bit. “Who was that?”

“Uh, nothing, just… gotta go early!” Anon says before he suddenly goes offline.

The cousin saw and just sighed before taking off his headset and placing down his controller.

“Well, guess he’s got his hands full now. Heh. Lucky him.”

“Excuse me!” He yelped, seeing Twilight by his side. “Are you coming to bed any time soon?”

“Jeez. You’ve been up this whole time?”

“Well, unfortunately, your children tend to not rest without their father for too long.” Velvet says, appearing at his other side.

“Come on. It’s late.”

“Alright, I’m done here.” The cousin says before he turns off the console. “Come on, let’s go.”

He then got up, helping the pregnant mares up and to the bedroom. Right now, he could only wonder what Anon was getting into at that moment, more or less though, hoping he wasn’t in any trouble.

The bedroom door was locked, the TV was off, and in the bed, Anon lay, only in his underwear, the pony milf pinning him down and kissing him while only wearing panties. His clothes and her nightgown were strewn on the floor as Cloudy grinds her hips against the boy’s causing a tent to slowly form in his underwear, constantly pressing against the lower part of hers.

It all happened so fast. The moment he was off his game, Cloudy caught him off guard and got him into this current predicament. His face was beet red and most of his blood was running down to his lower region, going to one place in particular which was begging for freedom. As his tongue was overpowered by the more experienced mare, the lust was starting to go to his brain.

It was all overwhelming. The feeling of her large G-cup bust pressing against his chest, her soft and lovely lips against his, her wide hips rubbing against his, it started to mess with his mind. Part of him did try to her, grabbing her and attempting to push her off, but her years of working on a rock farm gave her so much strength that he couldn’t even make her budge.

Speak of which, he was surprised to find that she had a slim body with an ever so slight bit of pudge around her stomach rather than a muscular build. Then again, he wasn’t complaining.

After a bit, she finally pulled away, allowing him room to breathe. He coughed hard, swallowing the milf’s saliva before panting and then staring up at her.

“Well? Hast I changed thy mind yet?” She asked him.

“I… might be reconsidering it.”

“Very well. Then allow me to help thou compose thy mind.”

She then moved down his body in front of the bulge. She pulled his underwear down and his boner sprung out, relieved for its freedom. The sight caused her to reel slightly, looking it up and down before grasping it and feeling it up, causing the human to flinch.

“Hmm, this is quite an interesting shape. Doth all human male genitals look thus?”

“I-I mean… last I checked…” He tells her.

“I see.” She then started pumping his shaft. “It’s different from what I’ve seen, yet not an ill thing.”

“Y-you don’t say.” Anon says before gulping and exhaling a bit.

She noticed her stutter and got curious. “Say to me, hast thou ever been touched by a female human in this way?”

“I-I mean… n-no. This is the first time I’ve ever been touched by a girl there.”

“Well, then allow me to fix that.”

Before he could ask, she brought his member into her muzzle and then started bobbing her head on it, causing the human boy to fling his head back. The way she moved her head sent a wave of pleasure through his body that got his shaft perfectly rock hard in just that instant. Despite how long it must’ve been since the last time she did this, it seemed she hadn’t fallen out of practice.

Her tongue was absolutely amazing. The way it wrapped around his shaft, lathering it in her spit while sucking on it, that and her muzzle taking in a lot more than she should. Anon gripped the sheets and covered his mouth to keep quiet. The last thing he wanted was her daughters hearing and coming to his room to see what was going on.

He put a hand on her head and kept her steady as she started moving her head faster. Just from this alone, he could already see why her husband stuck around. With a mare this good with her mouth, someone had to have won the lottery.

A quiet moan did make it through his lips as he started to feel his climax draw near. It wasn’t the first time he had one, but it was the first time he’d have one from a blowjob.

“M-Mrs. Quartz, I’m gonna… cum.” He says as quietly as he can.

The mare heeded his warning, speeding up her bobbing once more. The human leaned back, still trying to hold his tongue with some moans slipping out. Eventually, he couldn’t hold it any longer and then came, his hold on her head tightening as her eyes went wide for a second, but she eased into it and started to swallow every bit of his load.

He sat there for about a minute, still coming and releasing before hearing the mare gag as her cheeks slowly inflated before she couldn’t hold much more and pulled off. His jizz sprayed in her face, staining her fur and getting all over the top of her breasts.

Only then was he done and got to see the aftermath. Cloudy gulped whatever remained in her mouth, gasping for air and panting. The human was so shocked that he could’ve had so much to release in the first place. He knew it’s been a while, but he didn’t think that he could hold that much.

“I-I’m sorry.” Anon quickly says.

“It’s alright, dear. Thou doesn’t hast to apologize for this.”

“Still…” The human says before grabbing tissues and wiping her as much as he could. “I didn’t… I… I haven’t let out this much before.”

“Well, I hast known that being pleasured by another rather than yourself can doth that. Is this thy first time being taken by a mare?”

“Again, yes. I never got this close to a girl before.”

As he was wiping the top of her breasts, he suddenly slipped, dropping the tissue and suddenly grabbing and holding the boob in his hand. The mare jumped a bit and the human reeled his hand in defense.

“Sorry about that.” He tells her.

Before he could say anymore, she took his hands and placed them on her bust once more, his fingers sinking into her fur and flesh. He was caught off guard, especially because of how soft they felt in his hands. He gulped before looking up and seeing her face.

“Thou don’t hast to keep apologizing, dear. Please, thou may touch as much as thou wishes.”

She was serious about this. Looking back, he started squishing and massaging her breasts in his palms. She moaned as his thumbs brushed over her furless nipples which were becoming hard every second. Getting curious, he moved his head down and opened his mouth latching onto one of them and sucking from it, the mare yelped before covering her mouth.

He sucked on the bud and lapped it with his tongue, not expecting anything else before he suddenly felt something drip onto his tongue. His tastebuds were blessed with a creamy flavor which came as a huge surprise, but not unwelcomed.

‘Holy shit. Pony milk.’ Anon thought to himself.

The more he sucked, the more milk poured into his mouth, and the more he wanted. Cloudy fought to keep her moans as quiet as possible, caught off guard that she was lactating again and the pleasure she was getting from being milked. The last time she had breastfed was when Pinkie and Marble were infants, never done it with a grown adolescent male.

Anon couldn’t keep his hands off as he groped her boobs, continuing to drink from her nipples, not getting enough of the creamy taste as his still-hard member pressed against her snatch. The experience made the mare feel as though she was a filly again, fooling around with her coltfriend. It was a feeling she had missed from her younger days and one she didn’t want to end now.

She reached down, unable to pull her panties down but could pull them aside, exposing her marehood and allowing it to rub against his member without anything between them, coating it in her juices. The young human caught on and stopped drinking, much to her dismay.

“Woah, woah, hold on! I-I don’t have any protection or anything.” Anon tells her.

“It’s okay. We won’t hast to worry.” Cloudy says.

“What!?” The human yelled before covering his mouth and then whispering. “Wait, don’t you remember yesterday? You could get pregnant.”

“I remember, yes, yet I wouldn’t mind.”

“But… but, but, but…” He stuttered trying to come up with an excuse.

“I know it’d be weird, yet to bear a foal from thou is something I’m brave with.”

“A-and your daughters?”

“Oh, I’m sure they wouldn’t mind having a new sibling to love.”

“Uh, uh…”

Anon was trying to come up with some kind of excuse. While he was enjoying the foreplay, he didn’t want to act recklessly as his cousin did with his pony roommates. Then again, he found himself having a hard time rejecting the mare, much less coming up with some way to get out of the predicament.

“I know thou are nervous, and so am I, yet I am content with having thou as mine new husband. And I doth wish to experience pregnancy once more while I still hold youth. So please…” Cloudy then lifted her hips slightly. “Won’t thou help treat me to thy children?”

Anon froze in place as his mind was still processing what was going on. He wanted to reject her, but again, he found himself not unable to, but not wanting to. Against his better judgment, the fight between his lust and his morals was easily one-sided.

‘Oh, screw it!’ He thought to himself. “Fine, let’s do this.”

He then reached up and grabbed the back of the milf’s head and pulled her down to kiss him… which was a mistake as the taste of his jizz hadn’t fully left her mouth, but he powered through it as she started to return it. He reached down and grabbed her large flank by her cutie marks, his fingers disappearing into her rump before lifting it further, aligning it with his shaft.

There was only a slight bit of hesitation on his part, but he continued, lowering her hips and enveloping her marehood around his manhood. They both grunted from a bit of pain from the constriction. Despite popping out four girls, the mare didn’t feel the least bit loose. Maybe this was just what made ponies different from humans. Hell if he knew. He hadn’t done something like this before.

Once she was fully down, the mare moaned into his mouth, a feeling that added to the hardness of his shaft. The two waited a moment, needing to adjust as if they were both virgins, even though it was only one of them who was before that moment. After a bit, she slowly lifted her hips, then moved them back down again and started repeating.

Anon kept his hands on her flank, supporting her and making it easier for the both of them. He continued to thrust up into her entrance while taking on her tongue with his own as she continued moaning into his mouth. Morals were out the window by now and he was more focused on enjoying sex right now.

Cloudy though, was over the moon. Having intercourse after years of avoiding it had caught up with her. She held the human tightly, the sounds of her muffled voice and the wet slaps of their hips colliding filling the room. She hadn’t realized how much she missed this until now that she was taking this young human’s shaft.

After a bit, they pulled away from each other, giving themselves room to breathe, saliva strings between their lips falling apart in that moment. The mare still craved more and pushed herself up so that her chest was free, then moved her untouched tit into his face. He got the message and latched onto it.

It sent a tingle up her spine, forming a goofy smile from being milked and rutted by this young stud. Not long after, she felt her entrance tighten, climaxing from her future lover, arching her back before moaning loudly. Despite that, the human kept bucking his hips, having not yet released.

She wanted it so badly, so the human was gonna give it to her while relishing in her boobmilk. It took a while longer, but soon he started blowing his load inside the mare, panting her inner walls white and filling her womb with it.

Cloudy let out a long exhale as she felt herself being filled with the human’s human baby batter, more than enough for her to conceive possibly multiple foals. She remained there, reliving the feeling of her belly slightly bloating and not being done.

Anon eventually stopped feasting on her milk before he finally stopped as he was sure she had drained his balls dry. They lay there, panting, both faces burning red, neither pulling out as the human’s shaft kept the white liquid in the mare long enough.

Eventually, the mare fell over and off the human onto the mattress, popping his member free, and then his jizz spurt out of her entrance. While Anon was out of it, he did note that there was possibly enough to have gotten her pregnant. He then got on his hands and dragged himself over to the pony milf to see if she was still okay.

“H-hey, uh… are you… good, Mrs. Quartz?” He says before she looks at him, then cups his cheek.

“Please, do not call me such, dear.” She says before pulling him closer until their faces are inches away from each other. “Address me by mine first name, dear.”

“... Of course… Cloudy.”

She then smiled. Seeing her happy brought a sense of happiness to Anon himself. He was glad to see that she was now getting better, especially under his care. Sure there was the small problem of having to explain to the other girls what they had done, but right now, he was just focused on staying with her in that moment.

He slowly inched closer, hoping for one last kiss… before he suddenly felt arms wrap around his torso, then suddenly get pulled into some squishy fabric. He froze, one of his eyes twitching in fear of what it was he was pulled into. Slowly, he turned his head, fear consuming his face as he found himself staring into the eyes of one of the elder mare’s youngest daughters: Pinkie Pie, pouting at him.