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…