Anon houses the Pie Sisters and their mother

by The_Real_Hog18

Rating: mature
Tags: Sex, Anthro, My Little Pony: Friendship is Magic, Alternate Universe, Human, Marble Pie, Porn, Fetish, Comedy, Limestone Pie, Cloudy Quartz, Maud Pie, Pinkie Pie
Length: 14638

Clopfic with Pinkie Pie, Maud Pie, Marble Pie, Limestone Pie, and Cloudy Quartz

Clopfic with Pinkie Pie, Maud Pie, Marble Pie, Limestone Pie, and Cloudy Quartz

The situation of ponies suddenly appearing on Earth has not stopped. Anon is ordered by the government to house five of these ponies. A mother and four daughters. And it's up to him to take care of them, in 'any' way possible.

Disclaimer: Anon is 18

Warning: Older Woman Kink, Milf, Masturbation, Mother and Daughters Sharing Boyfriend, Slight Wholesome Moments, Slight Emotional Moments, Femdom, Large 'Assets', Handjob, Titjob, Blowjob, Vaginal Sex, Breastfeeding (Lactation), Slight Fingering, Slight Cum Inflation, 69 Position, Cunninglingus, Balls Deep, MFF Threesome, Missionary Position, Doggystyle, Cowgirl Position, Mating press, Lotus, Impregnation, Possibly others to add, Possibly others to remove

Published 2024-08-22 06:40:00 UTC
Last updated 2024-08-25 20:28:33 UTC

Mending a broken heart

Author's Note

Oh, boy. Okay, this is gonna be a bit of a tricky one. Different from the previous, I'm gonna be doing not just two or even three, but five mares at once. Now of course the main mare of this is the milf, but... yeah, her daughters will be included.

Important: This isn't the same Anon from the Twilight and Velvet story. In this story, the Anon will be the cousin from that story. If you read the previous story, you'll know who I'm talking about.

If this turns out bad, well... I'll try to improve.

Also, I've never written in Old English before so I went for a translator and I hope nothing turns out off.

Mending a broken heart

So, where do we start in the life of Anon?

Everything was normal for him at first. He had graduated from high school some time ago, had a steady job, and was doing good. He was doing well for himself and wasn’t expecting anything out of the ordinary, which is why it shocked him when he was suddenly asked by the government to house alien beings in his home.

Yeah, it came out that there were these anthropomorphic equine creatures that call themselves ponies popping up around Earth with no rhyme or reason. It caught lots of people, including our protagonist off guard as he didn’t expect it to happen, but it did. You’d expect the government to keep quiet about it, but for whatever reason, they just decided to do this… Anon suspected it was for money.

It was a surprise when he suddenly found a government worker at his front door with not one, not two, but five of these ponies telling him that they lived in his home now and he didn’t have a word in it. Now, he had to get used to it.

His new housemates were Cloudy Quartz, an earth mare with a grayish mane and blueish-gray fur, and her daughters: Limestone Pie, the oldest with a gray mane and blueish-gray fur. Maud Pie, the middle child with a violet mane and gray fur. Marble Pie, the youngest with a dark-cyanish-gray mane and gray fur, and Pinkamena Diane Pie: AKA Pinkie Pie, the older twin of Marble who stood out with her bright raspberry-red mane and pink fur.

Now it may have seemed a lot, but they were thankful for his company and weren’t rowdy… most of them anyway.

Cloudy was the most respectful and thankful for housing them. Limestone was a bit more hot-headed and overprotective… if the fact that she nearly crushed the human’s hand first meeting her. Maud was… something. She had a blank face and monotone voice at just about twenty-four seven which… somewhat creeped the boy out at first… especially with her pet rock. Marble was the most shy. She never talked to him much and kept to herself which he didn’t mind.

Pinkie on the other hand… where do we start? She was the most bubbly and cheerful which wouldn’t be a problem. What was though was that she was the most rowdy out of all of them, never seemed to know when to shut up, practically inhaled any snack that involved sugar, leaving the pantry mostly barren of such, and didn’t seem to understand the concept of personal space.

So yeah, real fun.

Okay, so Anon was having a hard time adjusting. He was jealous of his cousin who only got two ponies assigned to him. Why couldn’t he have gotten that?

He was grateful that they didn’t make a mess out of the small house they were in. Sure he had to take a trash bag out more often, and his fridge was more stuffed as he would have to make more trips to the grocery store for his tenants, and… only having one bathroom was a pain in the ass… and Pinkie always insisted on having a party every time-but hey it was… it was… still livable… he was glad to be moving soon.

Right now, Anon was driving back home from his job, stepping out of his van and adjusting his button-up shirt before he reached his front door and took his keys out. As soon as he opened his front door, he was practically tackled to the ground by a big pink menace.

“ANON!” Pinkie shouts before landing on his front lawn. “Welcome back! I missed you!”

“I’ff onla bin gone frr a fph ours…” Anon says, his voice muffled by the mare’s huge blossom in his face and her turtleneck sweater over his mouth.

“Hmm?” She says pulling off as he gasps for air.

“I said, I’ve only been gone for a few hours! This isn’t the first time I’ve been gone that long.” He says, face entirely red.

“I know, but it’s so long.” She whines before he pushes her off of him. “Did you have fun at work? What was it like at work? Is it boring there-?”

Pinkie then began her usual ramblings while cheerfully bouncing around Anon as he stood there, waiting for her to stop. He watched as her bust bounced in her sweater while her light blue skirt slightly floated up with each bounce, revealing her thighs which made the human groan a bit before he started to walk to the door.

“-and Rainbow Dash had her mane covered in syrup for the next couple of weeks-” She says going to a completely unrelated topic.

“Okay, Pinkie!” Anon interrupted her before taking a deep long breath. “... It’s good to see you too.” He says as she smiles brightly before they go back inside. “I’m home!”

“Welcome back, anon. Apologies for mine daughter, again” Cloudy was the second to greet him.

She being the eldest mare was easily the tallest… being a foot taller than Pinkie who was a few inches taller than the human. She wore a simple black plaid dress that came down to her ankles, yet still traced her beautiful figure. Despite how much older she was compared to him, Anon started to wonder how long mares kept their youth before they started gaining wrinkles.

“It’s fine, Mrs. Quartz. It’s not a big deal.” Anon says while scratching the back of his head. “Are you girls done packing yet?”

“Yeah, yeah, we’re getting there.” Limestone says as she is in the living room, taping a big cardboard box.

“I’m done.” Maud says as she stood next to a box next to her. “Boulder is nervous about the move.”

Limestone was just about as tall as Pinkie, wearing a simple white tank top and black shorts. Her bust was ample in comparison to her younger sister, but her hips and thighs were something to gawk at. Maud was the same height, just wearing a blue dress with a belt. Her dress was looser than her mother's and sisters’, but her legs were still in full view.

“Good to know.” He then heard something being dragged across the floor and looked around, seeing the last pushing a box into the room before shyly hiding behind it. “Guessing you’re done, Marble?”

She looked up at him and only nodded. “Mmmhmm.”

“Good to know.”

Marble was the shortest and youngest of her sisters, and the only one shorter than their human host. She was wearing a dark blue hoodie, sometimes pulling it over and pulling the strings to close it to hide herself, while wearing baggy pants.

What he visually got from all of them was three things: They were all fairly attractive, they were all strong despite their statures, and they all had thick and strong thighs. Well, he didn’t get to see two of the five’s legs from their clothes always covering them, but he could probably guess that the youngest daughter had them as well, and they all had to have inherited them from their mother.

He had been housing them for the past week, dealing with the cramped house. It was a blessing that he was allowed to go to a bigger house. Plus, he was thinking about moving anyway, so this was just speeding up the process.

“Anyways, I’m gonna go start packing myself. Hopefully, if it’s not too far, we can just take a few trips in my van.” Anon tells them as he heads for his room.

“I’ll help!” Pinkie volunteers.

“No, it’s fine. I can make do on my own.” He says as he continues to his room.

“Okay…” The pony says dejectedly before looking around. “I’m gonna miss this place.”

“We’ve only been here for a week, sis.” Limestone tells her.

“I know, but it’s so nice here.”

Anon was in his room, just finished packing his PS5 and Switch in a box along with some other things as he wrote ‘fragile’ on top. He figured he could just take the essentials and come back for the rest later. He looked at the door, then at the big box, and tried to lift it. Keyword being tried. Unfortunately, he started grunting instantly and only got like, maybe five inches off the ground before he started struggling.

He almost dropped it but kept trying to keep it from crashing to the ground for as long as he could. Sadly, not enough as he put it down, huffing and puffing.

“Do you need help?” He heard before looking at the door and seeing the practically emotionless Maud Pie.

“No, no. I got it.” He insisted before trying to lift the box again until-*CRACK!* “FUCK!” He arched back and fell on his bed before holding his back in pain. “Agh… come on.”

“Are you okay?” She asked again.

“Yeah… agh…” The human groaned before sitting up. “I just… I need a minute.”

“I’ll just get this.”

“Alright, fine. Be my guest. See if you-GODDAMN!” He shouted as he saw the mare effortlessly pick up the box.

“Well, see you downstairs.” She says before going out the door without a struggle.

He watched as she closed the door, leaving him alone as he laid back down and stared up at the ceiling. He never felt any more emasculated than being around these superhuman strong aliens. Should he be surprised? No. Did it still feel embarrassing? Yes.

His thoughts were cut off by a knock at the door.

“Hey, the agent’s here.” Limestone says through the door.

“Oh great.” Anon sighed. “Give me a second.”

“Alright. Just saying.”

His agent was probably there to talk some crap about the move or something. Welp, time to get his car ready.

“Hello?” Anon says as he opens the door, seeing his agent.

“Mr. Anon.” The agent says as she adjusts her sunglasses. “I assume you know why I’m here.”

“Gee, I wonder why.” He says sarcastically.

“Well, then I hope you have all your possessions packed and ready.”

“Yep! All packed and settled!” Pinkie says as she pops into view.

“Good.”

“So…” Anon says as he looks out the door. “Where are the moving trucks?”

“There’s no need. Your new home won’t be far.” The agent tells him.

“How many furlongs art is this home?” Cloudy asks, curious.

“Again, not fair. Come outside with your belongings.”

The group looked puzzled… minus the emotionless one, but they followed her advice and took their belongings out into the driveway. The human was gonna ask what was happening before he heard some loud track noises and looked to the source.

“What. Is. That?” Limestone asked with wide eyes.

“That… that is a wrecking ba-DUCK!” Anon screamed before five of the six got down.

“Anon, that doesn’t look anything like a duck.” Pinkie says before he grabbed and pulled her down.

A wrecking ball then flies over their heads, crashing into the house, and causing the front to fall apart. The group looked freaked out from just narrowly escaping being turned into mush and blood on the pavement.

“W-What the fuck are you doing!?” Anon shouted at the agent as he got up.

“Well, making renovations.” The agent tells him.

“Reno-You never said anything about destroying the place!”

“INCOMING!” Limestone screamed before they got down, avoiding the wrecking ball.

“We’re simply taking down this home to give you your new home.” The agent says before construction workers ran past her and started performing work on the house. “You’re welcome.”

“You said we were moving to a new place. NOT that you were gonna destroy this place to make it!” Anon yelled at her.

“Anon, dear. Hast thou forgotten aught inside?” Cloudy asks before he looks at her in confusion.

“Did you forget anything?” Limestone asks in annoyance.

“Oh, nothing. Just some things that I was planning to come back to get for a second trip, but now we’re not gonna get any of that because the house is getting destroyed!” The human yelled in anger.

“Oh don’t worry, we’re being careful not to break anything.” The agent says.

“How is this being careful not to breaaaa…” He screamed before turning back to the house.

Somehow in the time it took for him to finish talking to the agent, the house was somehow finished being rebuilt into something of a two-story building that looked better than his old one. He blinked and rubbed his eyes, thinking he was daydreaming or something, but it didn’t seem that way.

“Ooh! It’s so big!” Pinkie says before excitedly bouncing over.

“That was quick.” Maud says before following her sister.

Marble held her sister’s shoulders before her older sister led her to the others.

“Come on, Anon, I wanna see inside!” Pinkie called while waving.

“Your new home is prepped and ready.” The agent says while holding the keys out.

Anon didn’t look and just took the keys as his agent left. He was still gawking at the house as the pony milf walked up to him and put a hand on his shoulder.

“Shall we?” She asked.

He just nodded before breaking out of his stupor and going up to the front. He unlocked the door and walked in as Pinkie squeezed through, her family following as everyone looked in awe at how big it was… except Maud.

“No way…” Anon says.

“Yeah, way! Look at this!” Pinkie says as she starts running around the living room. “Everything looks so huge!” She then ran off the side… only to fall from the ceiling onto the couch and start bouncing on it while giggling like a child.

“Celestia damn.” Limestone says.

“Language.” Cloudy tells her.

Anon decided to check his room, running upstairs, and through his door, he checked everything. Everything was still in place and despite a wrecking ball running through the house, they somehow kept the important things safe. He couldn’t believe it. What kind of simulation was this?

“Anon.” He looked back, seeing Cloudy in his doorway. “I doth say, this is quite an improvement from thy corky house. The ponies hither are something kind to grant us such luxury.”

“... Yeah, they are kind, I guess.” Anon says before sitting on the bed.

“Is thou okay? Thou've seemed rather stressed since we've arrived.”

“I’m fine, Mrs. Quartz. I just… this is… a lot is happening right now. It’s just really overwhelming.”

“I see. Well, guess it is to be expected. I doth apologize for this inconvenience.”

“It’s not your fault, this is… something out of either of our control. Just gotta get used to this.”

“I suppose it is something troubling for all of us. Hopefully, this won't be for long though and we shall be out of thy hair soon.”

“Yeah, and you can be with your husband too.”

Hearing that the mare tensed up for a second, frowning before quickly forcing a smile. “Y-yes, of course… I shall leave thou be for now.”

She bowed before leaving. Anon looked puzzled, noticing the tone shift in the way she spoke. She seemed upset so quickly. The human wondered what he said to upset her at that moment.

Another week had passed since the house was destroyed and rebuilt and the girls were settling in well. Pinkie is the most cheerful about it. Speaking of which, she and her human host were in the middle of a Street Fighter match. Ever since he introduced her to the existence of video games, she seemed to dominate him at almost any game he picked.

After trying to beat her, she did a finisher and took him out. He groaned as he slumped down.

“I WON!” She cheered before hugging the human, burying his face into her massive bosom.

“Yeah…” Anon says, muffled.

“Wanna go again?”

“No… I think I’m pooped out.”

Pinkie looked saddened after that before the human pulled out a bag of gummy bears, which she happily took to munch on. He chuckled at how easy it was to cheer her up.

While he was waiting for her to inevitably finish off the bag, he looked over at the dining room, seeing the elder mare sitting at the table with a teacup in her hand. She was just sitting while looking out of the window at the sky, back turned to the rest of the house. He wondered if there was something up with her.

“A-hem.” He jumped before turning to face Limestone who had Marble behind her. “What’s with the staring?”

“N-nothing, nothing at all.” Anon says with his hands up in defense before quickly changing the subject. “Uh… uh, do you like the new place so far?”

“I mean, I’m getting used to bigger space, thankfully. Though, I do think I’d prefer a smaller one.” The mare tells him.

“Okay, and what about you, Marble? Settling in okay?”

“... Mmhmm.” The younger mare says.

“Good to know.”

Maud walked through to the kitchen without saying a word, carrying her pet rock. Yeah, another thing is that she seemed to feed the inanimate object as if it were alive. Just something else to find disturbing about her. Though, that wasn’t on his mind right now.

“Just curious but… is…” He looked away for a moment in thought. “Is your mother okay? She seems kinda… sad.”

Once he finished, the crinkling sounds coming from the bag he gave Pinkie stopped and he looked to his side, seeing her freeze just before she could pop another gummy bear into her mouth. Then she slowly lowered the bag, closing her mouth before some random wind came out of nowhere, blowing her hair until it was straightened and angled downwards, followed by her cheerful face turning depressed.

“Mom is… she just needs some moments to herself. That’s all.” Limestone tells him, losing her attitude and putting a hand on the back of her head.

“Really? Is she always like this?” Anon asked.

“Not always, just been like this ever since dad…” She hesitated for a moment, looking saddened as the human waited, expecting it to be maybe that he had broken up with them which he hoped not to be the case. “... Was buried.”

It was his turn for his eyes to widen at the news. That was one of two things he hoped he didn’t have to hear. It was understandable though.

“Yeah, it… we all kinda got hit hard that day.”

He didn’t think to ask how long it had been since then, not thinking he should get any more involved than now. Marble was looking down, avoiding any kind of eye contact. Pinkie’s hair was still down, holding the bag down and not eating the rest of the candy. Maud seemed to have also heard them talking and stopped whatever she was doing in the kitchen.

Safe to say, the mood that day was… soured.

The next day, Anon got up first, getting some stretches in and checking the clock. He was up earlier than he normally does, which meant he had more time before he had to go to work. Good for him. More time to relax before going to the office, and not having to worry about rushing to make coffee.

When he stepped out of his room, he suddenly collided with something and fell to the ground. Something seemed to pillow his blow, that thing being two round and large things. When that slowly registered, he was worried. Who did he fall into just now? Pinkie? Maud? Marble?... He really hoped it wasn’t Limestone, less she put him in a coma.

He pushed himself up, seeing the valley his face was just in, a large bust that was barely covered by the nightgown that held them. He looked up at who it belonged to and who else could it have been but out of all the Pie Sisters, it happened to be their mother of all mares. She looked just as shocked as he was.

“Oh, shit, shit, shit!” He says before quickly getting up, red-faced, back against the wall. “Mrs. Quartz, I’m sorry! I-I didn’t mean to-I-I’m sorry!”

“No, no, it’s… 'tis fine, anon. Thou… art not at fault hither.” She says, seeming flustered. “It is rather dark in here.”

The human boy only sighed before holding a hand out and helping the mare up to her feet, unintentionally causing her bust to bounce slightly which the boy looked away from, hiding his face from embarrassment. However, the mare didn’t say anything further and continued walking down the hall.

Anon took a moment before walking down the hall as well. He found the teakettle was already turned on and prepping water with a tea bag set aside. He ignored it and went to the coffee maker, filling the pot with water, prepping the filter and store-bought coffee mix, then starting the machine. Being as it would take a second, he was gonna go to the table before noticing the mare already sitting there.

Taking a look at her in the light of the sun rising, in her nightgown with her long hair out of its bun and somewhat messy, the human boy couldn’t help but admire just how beautiful she looked. Despite being a mother to so many girls, she still seemed youthful and young… well he somewhat suspected her fur could hide wrinkles, but still. She looked young enough to mistake her for her daughters’ sister rather than mother.

She was looking out the window again, looking sad once again which broke the boy out of his trance. He knew what she could’ve possibly been thinking about, especially what he was told the day before. He felt bad for her and her daughters, and she seemed more affected than the others. He couldn’t just sit there anymore and felt he had to say something.

“Hey, uh…” He says as the mare looks at her. “Stupid question, but… are you okay?”

She stared for a moment before exhaling through her nose, not saying a word before looking out the window again.

“... Hey, I heard about what happened. Do you maybe wanna… talk about it?” He asked her.

She spared him a glance but still didn’t say anything. He looked back and headed back into the kitchen, leaving her alone for the time. Her trance was interrupted by a clinking before she looked at the table, seeing her tea placed at the edge before looking up and seeing Anon walking back in while pouring himself a cup of coffee.

“Ya know, if you wanna just talk in general, I’m here.” He says as he sat next to her, taking a sit from his mug.

She looked back at the tea, then took it before taking a slow quiet sip. Then she looked outside again.

“I doth miss him. I know it’s been a while since it befell, yet I can’t help but wish he was still with us.” She tells him. “I doth hope that we hie back to Equestria soon. Least so we could visit him again.”

Anon took a small sip to think of what to say back. “Well, maybe I could come with you to see him.” He says as she looks at him. “He sounds like a nice guy.”

“He was an amazing stallion. Perhaps he could've liked thou too.”

“Yeah, well, you shouldn’t have to feel bad. He’s probably in a much better place and at peace now and I’m sure he wouldn’t want to see any of you sad like this.” The human says in an attempt to cheer her up. “If you still need time though, it’s okay. Again though, if you need someone to talk to, you can always talk to me.”

She stared at him for a bit, then lightly smiled as she looked at her tea. “I shall… consider thy offer.”

The boy smiled, thinking it was a start at least. He continued to sip his coffee sitting at the table and looking outside during that morning. The only other being there was Marble Pie peeking out from the corner.

Over the next two months, anytime Anon would get up early to find the elder mare up as well, he would spend time with her and help talk to her. Cloudy seemed to be slowly getting better and that didn’t go unnoticed by her daughters. Pinkie especially showed how happy she was to see her mother not being depressed anymore. If only they knew who it was helping her.

As of now, Anon had a day off and decided to take Pinkie out for a walk in the park, Cloudy tagging along just to get out of the house for the time. As a pleasant surprise, they came across a familiar face.

“TWILIGHT!” Pinkie shrieked as she dashed away.

The alicorn jumped before quickly getting out of the way before the pink horse could ram into her, instead crashing into something offscreen, then suddenly popping up from below out of nowhere as if nothing happened. Anon sweated a bit before seeing his cousin and going up to him as the girls started talking.

“Hey, sorry. Forgot she tends to do that.” He quickly says. “Anyways, been a while.”

“Yeah, it has.” The cousin says while fist-bumping him. “See you’re doing well for yourself.”

“You can say that. The new place is nice and all and honestly, I think I’m getting used to this.”

“Good to know. I’m kinda already used to this as it is.”

“Nice. So… anything new with your girls?”

“Uh…” Cousin says before scratching the back of his head. “You could say that. Big news anyway.”

Anon rose a brow to what he was talking about, before a loud squeal caused the two to cover their ears before looking at the source. Twilight had pulled up her shirt to reveal a small bulge in her belly as Pinkie was excitedly touching it.

“Oh my gosh! Oh my gosh! Oh my gosh!” Pinkie says before squealing again. “Congratulations!”

“Wait, no way.” Anon says in disbelief before looking back at his cousin.

“Yeah, things… uh… kinda happened.” Cousin says with a chuckle.

“Unbelievable. When did this happen?”

“A while back.”

“Oh, this calls for a party! Anon! Anon! Can we throw a party!” Pinkie begged.

“P-Pinkie, I don’t know if I wanna throw a party for this.” Twilight tells her, flustered.

Cloudy had stayed back, watching from a distance as her daughter gushed over her friend’s baby bump. She was surprised to find that the princess was pregnant at a time like this, wondering how long it had been.

“Hello, Cloudy.” She was snapped out of it when she saw Velvet coming by. “Good to see you again.”

“Y-yes, good to see you too, Velvet.” She responded back.

“It’s also good to see you out again.”

“I am perfectly fine, Velvet. I just needed some time to… well, settle in.”

“You’re not the only one. Me and Twilight have had a lot happen to us in the past couple of months. Especially with our host.” She says as the cousin looks over at her and she winks at him, causing him to blush.

“I see. Well, I’m glad to know that you’re doing well for yourself.”

The unicorn mare smiled back at her before the earth pony mare looked down, raising a brow at what she saw. She could see the unicorn’s blouse sticking out and bulging a bit at the midsection. It couldn’t have been loose, and the last time she saw the fellow mother, she swore that she was in shape with a slim stomach.

“Hmm?” Velvet says before looking down. “O-oh, this?” She says before rubbing it. “It uh… well…”

“What is it?” Cloudy asked, curious.

“It’s kinda a long story?” The unicorn blushed while cupping her own cheek.

The earth pony looked more puzzled. Then her eyes widened before she looked back and forth between Anon’s cousin and the unicorn mare’s stomach. It couldn’t have been, right? There weren’t any other stallions in the area she knew about, and the only other male there was aside from her own host was her friend’s so…

“Y-you didn’t…” Cloudy says in disbelief.

“I know what you’re thinking-” Velvet started to say.

“Velvet, what is the meaning of this!?” The earth pony mare quietly yelled. “Why?”

“I-it just happened. I… okay, I might’ve gotten carried away.”

“Carried away? Enough to have intercourse and be impregnated by the same male that did so with your daughter!?”

“Okay, yeah, it sounds bad and all, but… like I said, it just happened.”

Just happened. That was not a good excuse, surely. It wasn’t uncommon for something like a daughter and her mother to get pregnant at the same time, some events resulting in kids being as old or older than their aunts and/or uncles, but for them to both bear a child of the same male? It was surely unheard of, especially since Velvet was still married.

“What of thy husband? What would he regard of this?”

“I’m trying to think of something. I’m sure he’ll… hopefully come around.” Velvet says.

“Dear Celestia.”

“Listen, I know how crazy this looks, but…” The unicorn mare starts to say. “Maybe you should try to… maybe… let yourself go.”

“Let… go?”

“Yes.”

“I-I don’t understand. What are thou trying to say to me?”

“I’m saying maybe relax. Take it easy and take this time as… well, as a sort of vacation.” Velvet then got closer and whispered. “And you know… maybe settle down with someone new.”

She then gestured towards Anon who was still talking to his cousin and the girls. Then Cloudy’s face went red, knowing what the unicorn mare was insinuating. Just the thought of being suggested such a thing, especially with a male that was younger than her oldest daughters and barely older than her youngest was starting to make steam emit from her ears.

“I-I… I-I…” Cloudy stuttered.

“Just a suggestion, no need to go crazy about it.” Velvet tells her before patting her on the shoulder and starts leaving. “But maybe think about it. It might be good for you.”

She left the mare to herself, going over to the boys and talking a bit with them as the girls were talking. After a second, Anon saw the unicorn mare’s stomach and looked confused too… before looking between her and his cousin, then looking gobsmacked. Seemed he caught on quickly.

Not long afterward, Twilight walked up to the cousin and said something before he nodded. Not long after, the other human started to leave with the mother and daughter pair, Pinkie waving, oblivious to the earlier conversation.

After a bit, the three got back together and decided to continue their walk. However, Cloudy was staring at Anon, thinking about what she had been suggested earlier. She thought about how the human had gone out of his way just to make her feel at home in this new world and to help her recover from the loss of her late husband.

She wondered… maybe…

Like 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.

Like Daughter

‘Oh shit…’ Anon thought to himself as he stared at the pink mare behind him.

He didn’t know what to expect that night, but it wasn’t Pinkie Pie in her blue pajamas behind him with a pouting face, hugging his nude body which was hovering over her nude mother who he had just recently fucked. He was now still as a statue, possibly hoping that she had the vision of a dinosaur or something, but of course, she was smarter than that.

Would she not understand what was happening right now, or was he in for seeing this poor pony’s life get ruined? As much as she was troublesome, her bubbly, sweet, energetic, and childish personality was enough to brighten up anyone having a bad day. He hadn’t thought about it before, but now he was scared to see her innocent personality be tarnished after now.

“You big meanie, Anon.” The human was snapped out of his trance. “What about me?”

“... huh?” He says out of confusion.

“You’d go to my mommy first but not me? Come on! I want to be loved too!” She says, sounding less angry and more whiney. “I’m one of the girls this story was supposed to be about too, you know!”

“W-what? W-where… where is this coming from?” Anon tried to say before he was pulled away and pushed against the mattress.

“Do I not deserve the same love?” She then says giving him puppy eyes.

Not everyone’s greatest weakness. He was already tired from earlier, but he couldn’t fight against her begging.

“Uh… C-Cloudy?” He says while looking in the milf’s direction hoping for help.

The mare stared for a moment in deep thought. He was hoping she could get him out of this.

“W-well… it would be rather selfish for me to be the only one to experience joy from thou and not mine dear daughters.” She says as the pink pony perked up, excited. “I suppose it’d only be fair for mine dear daughter to bear children as well.”

“YAY!” Pinkie cheered before practically tackling her mother. “Thank you, mommy!”

Anon just sat there, getting worried. Forget the fact that Pinkie was completely nonchalant about him banging her mother, he had just got done with a session with the milf and now she just told her daughter that she could have a turn with him. Was this normal? From what he saw with his cousin, his pony residents were alright with it. So was this just a normal thing in Equestria?

However, his thoughts were interrupted as his eyes were drawn to the ponies on his bed. Pinkie was hugging and rubbing her head against her mother happily, seemingly not knowing that her pajama-covered breasts were squishing against the nude mare’s, nor her ass sticking up and wiggling in front of him, her poofy tail swishing about.

His face was red from the sight and his shaft suddenly popped up, hard and ready and shocking its owner to the core. The younger mare’s eyes then snapped in his direction, then started to shake as the human put his hands up in defense.

“BABY TIME!” She yelled before jumping into the air, her clothes just flying off on their own.

“WAIT! WA-MFPH!” Anon tried to yell only to be muffled as he was slammed against the bed.

“Boobie Attack!”

The mare laughed while rubbing her bust in his face. Anon was completely blinded while her huge jugs squeezed his face, all the while feeling his member getting smacked against her huge ass constantly.

In the midst of all this, he was unable to breathe and felt himself about to suffocate at any moment, grabbing the large melons and attempting to lift them, which proved tough as they were heavy. Thankfully, the mare pulled herself off in time for him to gasp for air. His face felt as though it was on fire, his eyes slowly recovering and seeing he was still holding her bust.

“Hehe. ~ You like my boobies? ~” Pinkie giggled. “Go on! What are you waiting for?”

Anon was a bit conflicted, looking at Cloudy who motioned for him to continue. He gulped before looking back at the pink mare and then at her bust, and then started to fondle them as he had done with the elder mare earlier. The pink pony began moaning in delight as his hands sunk into her knockers up to his knuckles each time he examined her body.

She didn’t just have a different body from her mother, she was bigger everywhere except her height. Large J-cup breasts, a chubby and round belly, wider thighs and hips, and to top it off, a massive ass with her cutie mark set on either side.

He was more or less shocked since he would’ve expected her clothes to have been ripped apart, but whenever he saw her wearing clothes all these features seemed way smaller. He went from wondering where all the fat from all those sugary and sweet treats went to wondering how she hid this all without a single bit of it showing. She must’ve had some kind of magic despite being told Earth Ponies didn’t have any.

Despite that, it didn’t take away from how attractive and sexy she was. As he was still fondling her boobs, she opened her eyes, then smiled widely before scooting closer.

“Come on, suck them! Maybe I can give you milk too.” She says all giddy.

As if he’d say no. He moved down and opened his mouth as wide as he could, taking a nipple in, and began sucking. She continued moaning as he lapped at her bud like he did with her mother earlier, but sadly, there was no milk. Whatever, it still felt nice.

Pinkie still seemed to crave more though, reaching behind and pulling her asscheeks apart before squishing them against his member before she began gyrating her hips around as her flank and pussy lips rubbed against both it and his balls.

“Naughty human. ~ Writing me and my mommy to have such lewd bodies. You’re so perverted. ~” She giggled.

Anon had no idea what she was talking about but refused to question it right now as he feasted on her nipple as she continued to please his member with her flank.

Being that he was still sensitive, he started to feel his climax slowly arriving quicker. However, Pinkie seemed to sense it and immediately stopped what she was doing, pulling her boob out of his mouth and pushing her ass away from his shaft. He was confused as to why she stopped and pained to have more.

“Ah-ah-ah, you can’t cum yet.” She says with a wag of her finger. “We’re not done yet, my little human. ~”

Was she teasing him? Well, he got his answer when she turned around, her thighs on either side of his head and her moist and steamy honey pot above his face. His eyes widened and before he could protest, she dropped herself on his head, her lower lips pressed against his mouth and muffling him. Then he jumped as he felt his tower get sandwiched between the mare’s boobs.

“Aw, does your big human penis love my girls too? ~”

Anon hardly heard a word she said as his head was practically being crushed by her ass. What he could feel though was his shaft being fully enveloped by her large tits and tasting her ironically sweet juices in his mouth.

He grabbed her asscheeks, lifting them as much as he could, and started licking her entrance, hearing a cute ‘eep’ from her as he continued licking. Part of him felt more accomplished from doing this as he missed his chance with the older mare and couldn’t now.

“Oooh, we’re playing that? ~ Okay!”

She then leaned down and took his member into her mouth before she started sucking. Anon jumped, his tongue slipping into her snatch. He continued licking while squeezing her buttcheeks as she sucked him off, both of them taking great pleasure in it.

After a bit, he started to feel his cock twitch and since he was denied climax earlier, he knew he still had some leftovers to give. He felt her pussy spray on his face and in his mouth, causing him to instinctively gulp as much as he could down. Another tingle went through his body and into his member triggering his climax into the mare’s maw.

Like last time, he was releasing so much that Pinkie’s cheeks started to puff and fill with his load. However, unlike her mother, her cheeks kept growing until they were as big as her head. She gulped and gulped, her cheeks slowly deflating once the human was finished before pulling off with a pop, not losing a single drop as if she hadn’t needed to breathe once. The same couldn’t be said for the human who gasped for air once again the moment he was free from her.

“Mmm, so tasty.” She says while licking her lips.

“God, I thought I was gonna die…” Anon muttered while twitching a bit before looking down, seeing someone still standing up and proud. “Seriously? How?”

“Plot convenience!” Pinkie says joyously with a bounce. “And because it’s ‘baby making time’!” She says all giddy before she turns around, getting on all fours. “So, ready to put a bun in this oven? ~”

Where her words failed to be lustful, her shaking her ass in front of him made up for it. The longer he watched her big, juicy, jiggly booty bouncing as she shook her hips, the more hypnotic it became. He couldn’t take it and got up on his knees, regaining his stamina before his hands clapped on her asscheeks and spread them, revealing the pussy he had just eaten out.

Making up his mind, he positioned and shoved his rod right into her, causing her to moan as her tight virgin pussy clamped around his member, giving the human a familiar sense of restriction. Anon grits his teeth before he feels his member fully inside her, hearing her moan in pleasure.

The two had to take a moment to adjust, more so the human as Pinkie felt tighter than her mother and they had to sit for a little longer. However, the energetic pony felt otherwise and smiled gleefully and mischievously before she started gyrating her hips while he was still in her, teasing him. He groaned a bit before she reeled her hips back and began slamming them back against his crotch.

“Better keep up, Anon. ~” She says teasingly again.

She was eating it all up and taking advantage of him taking so long to do anything. Not wanting to fall back, he gripped her flank harder before starting to buck his hips back into hers. She moaned in delight as each second passed by.

Anon was starting to wonder if this was real or a dream, then wondered if he was alive or in heaven. There was no other way to explain it other than he was in absolute bliss. Having been able to bed two sexy mares in one night, getting the loving feeling of sex twice, and being about to climax a fourth time was better than he could ever imagine.

All the morals he had before this suddenly faded, only focused on the lust filling his brain… then noticing a pair of arms snaking around his shoulders and two orbs pressing against his back, breaking him from his trance, but not from his rhythm. While still thrusting, he slowly looked back.

“See you’re enjoying yourself.” Maud said in her monotone voice. “Room for one more?”

He was shocked, not only seeing another one of the Pie siblings suddenly show up in the room, but also because she seemed to want a part in this as well.

“Maud! I’m so-GH… happy that you’re… here.” Pinkie says through her moans.

“I heard the noise and thought you were having a party. I was partially right, I guess.” The emotionless pony says.

With all that was happening, the human’s hips were still going, continuously clapping the pink mare’s ass before slamming his hips one last time, releasing his fourth round of semen into her entrance as she felt herself cum as well. Despite how much he released earlier, he still had plenty to give.

“Yes… oh, I’m… gonna be a… mommy.” Pinkie says gleefully.

After about a minute, Anon pulled out of the pony as she fell on her side, a bit of his load dripping out of her entrance. He hoped this was it, however, his shaft was still up and stiff. This had to be some kind of magic that rubbed off from the ponies onto him, cause he swore he should be soft by now.

“Wow, that’s a lot bigger than expected.” Maud says in her monotone voice before taking the human boy by the chin and making him look at her. “Let’s try to keep it down. I don’t want to wake up Boulder.”

What happened next was inevitable. Anon was lying on his back while Maud was straddling him, riding his shaft while moaning the quietest moans in history. The human had grown used to feeling his tower in a tight place from earlier and the sound of her ass clapping each time she brought it down.

Her body was far different. Not as curvaceous or as well-endowed. A slim and smooth stomach, E-cup bust size, still somewhat thick thighs, and a tight thick ass. Unfortunately, she barely rivaled her mother or her little sister, but that didn’t mean she wasn’t hot as hell.

“Ya know, I’ve been imagining something like this for a while, wondering what it’d be like.” The emotionless mare says.

“W-wait, really?” Anon asked, getting a nod in return. “When?”

“You’re kind and don’t give me and Boulder weird looks like most ponies outside of my family, and you also don’t have any problem watching Boulder for me. Plus, you did help my mom recover. It made me want it even more.”

Well, that was surprising for the human to hear, knowing that one of the girls had a crush on him. It was… oddly satisfying to hear. It made him feel good just to be wanted like she said.

It didn’t take too long before he eventually came and soon filled her entrance with his load like the other two. Maud moaned before leaning down, then proceeded to kiss the human on the lips. It wasn’t so much heated, but it was short.

It took a minute for this one to stop, but once it did, he lay there. Ready to let sleep take over now… until he felt another hand grip his bicep, tight. He knew that roughness anywhere.

He started to sweat before turning in the direction of the hand and spotted three things. One was Limestone who was in the nude as well, giving him a stern glare. Two was Marble also in the nude, shyly standing behind her sister. And three was the door he swore he locked being wide open, the knob looking like it was ripped out of the wood.

He gulped, hoping the older mare was there for anything but to crack his skull open.

Thankfully, she was, but not as expected. Anon’s back was still against the mattress, but his hips were lifted as Limestone stood over him, gripping his ankles and crouching, forcing him to thrust up into her pussy by doing squats.

Even she wasn’t excused from having a unique body. Her stomach has a more fit build, her breasts are a D-cup, and her strong legs she no doubt got from years of being a rock farmer. Seems she took the more bodybuilder side of the family.

She did let out the occasional moan, but overall, she took great pleasure in the human being the underdog and her having control in a sadistic way. She chuckled from seeing the helpless human lay and bend to her will.

“So-GH… Where did… this come from?” Anon asked.

“Don’t get it twisted. I’m not doing this 'cause I like you.” She tells him. “Just… consider it as thanks for taking care of my sisters and my mother these past few months.”

“Got it… got it.” The human grunted as the mare chuckled.

“L-look at you… you like being bucked and held like this, don’t you?”

“Gh… I-I mean, not to be too direct, but… I might be a bit… into this.”

“Yeah, that’s what I thought you little-AGH!” She then grits her teeth before her pussy clamped up around the human’s member.

Rather than stopping, the mare kept going, fighting through her orgasm in an attempt to get him to release next. Sure enough, it did work and he released his sixth load that night, filling another mare of the family.

After a second, Limestone finally let go of his legs and collapsed onto her knees and hands, panting to herself. Anon took the moment to give her a small kiss that only lasted a second.

“You don’t have to act tough all the time. I’m here if you ever wanna talk.” He tells her.

“... M-maybe.” Limestone says before rubbing her eyes.

The human then felt a gentle tug on his arm. He looked over, seeing the youngest mare shyly look away before they could make eye contact. He knew what she wanted.

Unlike the others, he was more gentle with Marble and she was with him. She sat in his lap, her legs and arms wrapped around him and her lightly moaning as she was slowly being lifted then brought down again, her rack pressed against him.

She seemed to be the only one of the sisters who inherited her mother’s G-cup breasts. Other than that, she also had a more slim body, but her flank was just more developed than her oldest sister’s.

He was being as gentle as possible with her, not wanting to hurt her too much. He looked up and she still shyly avoided eye contact which he found cute. Slowly, however, she started to face him, overcoming her shyness as he gave her a gentle smile in return.

She then leaned forward while pursing her lips. He knew what she wanted and connected his lips with hers. They were soft, just like her fur. They kept their lips together for the remaining time they had until he climaxed and let out one last round of his baby batter.

After a bit, they pulled away before the mare was taken off of the human’s lap and laid on the mattress. Then looked around, seeing all the sisters resting after the session they all had. He was glad that he got a big mattress that was meant for more than one.

With all that’s happened, he would be surprised if not a single one of them conceived. He sighed… then realized something and counted. There were only four mares on the bed when he could’ve sworn there was at least one more to account for.

His question was answered when he was again grabbed from behind and forced to turn around before having his lips attacked as he was pinned to the bed by the one and only Cloudy Quartz, her mane down this time. She inserted his member into her still-full entrance and began the process they had done long before all over again.

After pulling away, the milf kept her arms around the human boy, looking down at him.

“I’m sorry, but I just crave to be sure.” She tells him. “So, I hope thou won’t mind me doing this. For our new family.” She finishes before kissing him again.

Anon wrapped his arms around her and started thrusting again. As tired as he may be, he wanted to finish what he had started. If this was the last obstacle before he could rest, he’d take it. At this point, he was sure that he was gonna be a father, no way out of escaping this, and for all he knew, he was gonna have a lot to deal with afterward, but he didn’t care.

After a bit, he started thrusting harder and faster into the mare until he released what he hoped was his last load for the night. With the mare now being flooded with even more of his semen, the two pulled away as Cloudy looked down at him lovingly.

So far, this wasn’t so bad… well, until he looked up and his smile faltered as he saw the daughters up and staring at him. They wanted another round just like their mother.

Safe to say… the night was young… and very long.

The cousin was humming to himself whilst cleaning a mug before hearing the bell to the cafe play, then looked over his shoulder at the counter.

“Hey, cousin. How did you slee-” He started to say before seeing the boy in front of him. “Oh… uh… you didn’t sleep at all, did you?”

“N… no…” Anon says dryly, looking pale and twitching every few seconds.

“Yeesh, rough night?”

“... Y-you can say that.”

The cousin looked over, seeing one of the booths filled with the five mares. He sweated a bit before deciding not to push further.

“So, uh… just the usual?” He asked.

“Y-yes.” Anon tells him.

“Okay, go sit down. I’ll get a waiter to take your order to the table.”

After giving his cousin the order, Anon started to walk back to the group. Before he could sit down, Cloudy did him a favor by pulling him over and sitting him close to her, kissing him on the cheek before smiling lovingly.

As the mares started to talk amongst each other, it was almost as if last night didn’t happen. Anon tuned them out though as he was too exhausted to think at the moment. Last night was fun, but the fatigue afterward was not worth it. He just hoped for a peaceful morning.

Then he looked across the table where Pinkie Pie sat, staring at him… now he was getting creeped out. Surely she wouldn’t try something in the middle of the cafe, right?

She didn’t say anything, only slowly reaching down and slowly pulling up a white stick. As she inched it further into view, her smile started to become a wide grin that creeped the boy out further as the other mares didn’t notice.

Once she stopped, he wondered just what she was doing with that stick, his mind still too register what it may be. Then she flipped it so the other side could face him. He didn’t need to look further after that…

Two lines…

Epilogue (Bonus)

As Anon lay in bed, he felt the weight of consequences finally come to him… well, that and the weight of five naked and pregnant mares lying in his new large bed. He was surprised not to be suffocating at that moment.

Maud was on one side, lower down and resting against his waist with her big and round belly on his leg. Marble and Limestone were just next to her, holding each other while their pregnant stomachs rubbed against each other. And Pinkie and Cloudy were up by his side, his face between both of theirs as their bellies had his arms pinned down.

The human felt naked despite being the only one at least wearing underwear.

He wiggled and wormed the best he could until he was out of the pile and able to breathe properly. He then rubbed his face before looking down at them and sighing.

‘I did not think this through.’ He thought to himself.

From all that’s happened, he hadn’t thought of the aftermath. Due to their pregnancy, every one of them had some form of growth, especially in their breasts which all grew at least a cup-sized bigger. Well, all except Pinkie Pie whose only difference was that her chubby belly was replaced with a more rounded and gravid one that was the biggest of her family. It made finding clothes for them hard.

What he hadn’t thought was that they all wouldn’t just have one. Maud, Limestone, and Marble all had one child, but Cloudy was said to be holding twins and Pinkie out of them all was having triplets. All in all, it was gonna be eight kids in just a few months. That was gonna be a pain to deal with, not even accounting that they might pop out hybrids which the government could give him hell about.

Most of his time, when he wasn’t working, was spent having doctor appointments to make sure they were all healthy, planning the due dates and when to get ready, filling his fridge with bottles of their boobmilk, and the pink mare had even convinced his agent to help schedule a party for gender reveals and baby showers.

That being said, Anon thought about something else. He didn’t want to be as reckless as his cousin and yet here he had banged an entire family and now was gonna be a father to a lot more than his cousin had.

“Anon, dear?” He looked to Cloud who was staring at him. “Thou’re up rather early. Is something troubling thou?”

“... A little.” He says before looking at all the mares again. “This is just… I don’t know if I’m ready for this.”

“If thou’re nervous of being a father, I warrant thou, thou hast nought to worry about a thing.” She says as she crawled up to him, placing her hand on his. “I know thou’ll be a good father.”

“It’s not me being a father… well, maybe that’s part of it, but I didn’t expect to be having so many.”

“Well, that is understandable. I suppose thou’re most inclined to be nervous about this.” She says before rubbing her belly. “It hath been such a long time since I’ve carried children. I doth not realize how much I missed this feeling.”

“Well… happy to give you that again.”

The mare giggled before giving him a short but sweet kiss.

Seeing as they were up first, Cloudy took Anon by the hand as they got off the bed before leaving the room and going down the hall. He passed by the rooms that the girls used to sleep in that were now being turned into mini nurseries for the kids, Pinkie’s being the most colorful, go figure.

Then they stopped at the dining room table, the human helping his lover sit in a chair before he went off to make tea for her and coffee for himself. They continued waking up early in the morning for the past few months, even as their children began to grow. Just spending time to themselves and bonding even more.

As the two sat together with their drinks, they watched the sunrise through the window.

“You know, if we ever doth find a way back home, I hope thou won’t mind coming with us. Perhaps not permanently, but once our little foals are old enough they could take care of it for us.” She says.

“Well yeah, I might not fully move there, but… yeah, I wouldn’t mind coming.”

She took his hand and placed it against her stomach. One of the little foals kicked as if recognizing its father and the mare giggled.

“I look forward to the day when I hold our babies in mine arms.” She says.

“Yeah, uh…” Anon looked to the side for a moment. “Cloudy I… kinda wanted to tell you this, but…” He says as she looked puzzled. “My… parents are gonna be coming over in a few days.” He says which surprised her.

“Oh, um… hast you… told 'em about us?”

“I mean, they know you and your daughters are here, but… I haven’t figured out how to explain our relationship yet. It’s not exactly easy to tell them that… well, you know.”

“... I understand.” She says before wrapping one of her arms around him and pulling him closer. “I’m sure they’d understand, though. We can figure it out.”

“... I mean…” Anon says trying to think of something to say. “Well, you are both gonna be grandparents so, maybe you could talk about that with them.” He says jokingly.

“... If that is what thou thinks, perhaps thou should take the couch on their visit.” She says disapprovingly.

“I’M SORRY! I’M SORRY! I was kidding! I didn’t mean-” The boy tried to defend himself before she kissed him again and giggled. “Okay, I deserve that.”

She smiled before finishing her tea, then turned to place her cup down. “Now, I believe I require thy assistance with something else.”

Anon looked at her in curiosity, then his face turned red as she presented one of her already-exposed nipples to him. “W-wait, hold on, shouldn’t we be saving that for the kids?”

“Yes, yet there’s still plenty enough for thou. And I do enjoy the way you feast on them.”

He gulped before looking at her nipple, memories of months ago flashing in his mind of the first time he drank from it as if he was a newborn himself. He placed his coffee down, then with confidence, took her boobs in each hand, then took one in his mouth before he started drinking.

Her quiet and sensational moans were music to his ears, and her milk tasted even more delicious than it had back then. It felt as though it was a reward for all he had done, wondering if maybe his cousin’s influence wasn’t such a bad thing after all.

As weird as it may be, he was starting to think that this new life would be good. He had pretty much filled a hole that this family had when they lost one of their own and now when they’d go back to visit their home in Equestria, they’d have a bigger family to take with them. Another bright side is that his cousin’s kids would have someone to play with.

After a bit, of drinking the pony’s milk, he felt someone grab his arm. He stopped and turned, guessing who it was.

“You forgot me again.” Pinkie pouted.

“Oh jeez… Okay, you want me to do you as well?”

“Ah-huh!” She says before proudly presenting her large knockers to him. “I wanna make sure my milk is delicious for our babies.”

“Alright, bring’em here.”

She then proceeded to sit on his lap, possibly crushing his pelvis with their kids, but he was able to endure it. He lifted one of her heavy boobs to his mouth and began drinking her milk as he did with her mother, making her giggle cutely. Yeah, her milk didn’t seem different from her mother’s. Delicious and much sweeter.

“Careful, Pinkamena. Don’t be too rough with Papa now.” Cloudy says while smiling.

He figured she wasn’t gonna be the last and the rest of the girls were gonna want a turn being milked by their now lover. It was surely gonna be an eventful morning for him and possibly not the only morning.

Author's Note

And with that, I've gotten at least four of the Mom Six done, which leaves only two more.

If you wanna keep up with this series, make sure to follow. I'm still writing other chapters and trying to get at least one sequel out. It's gonna be a little hard cause I'm in the middle of moving, but hopefully you won't mind the wait.

Anyways, I should probably end this before Pinkie takes over our keyboard.