Anon houses the Pie Sisters and their mother

‘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…