Anon's Foalsitting Experience

by MagicalPony2099

Rating: mature
Tags: Romance, Porn, Second Person, Button Mash, Fetish, Profanity, Big Macintosh, Sex, Human, Anon, My Little Pony: Friendship is Magic
Length: 3821

You foalsit Button Mash while his mom is on vacation during the summer.

Cream Heart asked you to foalsit her son Button Mash while she's going on vacation during the summer. You had no idea with the upcoming months that this foalsitting thing turned into a sexual interest for you and the colt.

If you don't like to read gay foalcon, then click off this story now.

Inspired by my favorite hentai series(only 3 episodes) Boku no Pico.

Published 2023-06-23 01:20:01 UTC
Last updated 2023-06-23 01:20:01 UTC

The Only Chapter(TBU)

You are Anon, a 26 year old male human that got sent to Equestria with no memory on how you ended up in this country of your favorite cartoon show. You had your 'Welcome To Equestria' party a couple of days after the New Years in Ponyville. You work as a foalsitter in Ponyville, as you work for a babysitter on Earth that you made a lot of money for your job.

You also worked as a sub for Mrs. Cheerilee while she was sick with the flu that one time. You had a interest for video games. You even did gaming videos on YouTube and Twitch back on Earth. You also even won 1st place in a gaming tournament for Fortnite.

Your house came with you when you ended up in Equestria, so at least you still have all of your stuff. You hope that you can still access to the internet here.

With your interest in gaming, you became best friends with Button Mash that's also a gamer as well. You and him had the top scores for the arcade games in Ponyville including the arcade game Zap Apples that Button played for 6 hours straight during Hearts and Hooves Day aka Valentine's Day on Earth.

Today right now, you were reading a book that you got from Golden Oaks in your recliner about the different cultures until you heard a knock on your front door. You let out a sigh as you think to yourself. Who could be knocking on my door at 3 in the afternoon on this warm sunny June summer day?

You put the book down as you got up and walked towards your front door, you grab the doorknob and turned it to open your front door to see that its Cream Heart and Button Mash at your front door.

She had this apologetic look on her face while Button was playing on his joyboy. "Anon?"

You raised an eyebrow from her tone. "Yes Cream Heart?"

She let out a sigh. "I'm really sorry but can you foalsit Button until I get back from my vacation?"

"Uhh... sure?" You sounded more confused than anything.

"Thank you Anon." She said before giving you a piece of paper. "Here you go, I written up a list on what Button needs to do."

You look at the list for Button's needs. "And I have to do this until you get back, right?"

She nods. "That's correct."

You think for a moment until you gave your answer to her. "Ok Cream Heart, I'll foalsit Button Mash."

You felt her hugging you with her hooves. "Thank you soo much Anon." She let go of the hug and went back next to Button. "Alright Button, be good for Anon okay?"

Button looked at his mom then shrugged.

"Good. Bye you two!" She said waving a hoof and left your front door leaving her son Button Mash with you alone at your home in Ponyville.

You looked down at Button. "Come on Button, let's get in my house so I can start foalsitting you."

You let Button into your home before closing the front door. You saw Button go onto one of your couches and continue to play on his joyboy while you go back onto your recliner to continue reading the book you were reading.

Its been awhile since you took Button Mash to be foalsitted, you then looked at the clock on the wall. It was a digital one. It shows 6:27 PM on it. It's been over 3 hours since then.

You then looked at Button, still playing on his joyboy. "You want something to eat Button?" You didn't hear any response from Button when you asked that question. You shrugged as you got off of your recliner and went towards the kitchen to make you and Button dinner. It was a supreme pizza with pineapple as one of the toppings that you bought at Barnyard Bargains.

Button had pizza before when you and him did a O&O session a couple of months ago during spring break.

It was during while you were cooking the pizza that you heard noises coming from Button and it was the sexual kind. You turned around to see that Button masturbating himself. Maybe it was that time for him to start having sexual thoughts. You thought.

His cock was average size for a colt like him. His brown cock glisten with pre as he was rubbing it with one of his forehooves. It won't be another 15 minutes until the pizza is done cooking in the oven anyway.

So you started to walk back towards your living room where you saw Button continues to masturbate. As you got in front of him, you let out a *ahem* which startled Button. Which made him shoot cum on your shirt that Rarity made for you. You then feel bad for the colt that it was his first time masturbating.

Button looked at you with a surprised look on his face and started to blush as well as shake nervously. "A-Anon..."

You looked at him with a smile. "I know." You then sit down next to him on the couch and put a hand on his shoulder, reassuring him. "It's fine with having sexual thoughts for your age for the first time." You then looked at your cum-stained shirt. "I do have more of these shirts anyway." You then proceed to take your shirt off, showing your 8-pack abs. You feel the heat from Button as he was still embarrassed from your interruption. His cock was still hard even after cumming for the first time in his life.

"I'-I'm still sorry." Button said with his face blushing red.

You sigh. "Button, look at me."

He did. His face still blushing red.

"Can you trust me?"

He nodded.

"Okay."

You then got up, and went in front of him, with your knees touching the floor to level towards his crotch. You then proceed to touch his twitching and throbbing cock in your hand, which made him gasp as you get a feel of the cock in front of you. You even felt his veins pumping blood through his cock with each throb. You then started to wrap your hand around his cock and rub up and down on his cock, giving him a handjob.

You hear him giving moans and grunts as you continue your assault of your handjob on his cock. You heard him panting. "A-Anon... ah ha... oh buckkk."

You smirk as you sped up your handjob on his cock. You felt precum on your hand as you rubbing his cock with it. You used your other hand to fondle with his small brown colored balls. You heard him moan loudly at your touch on his balls.

"OH BUCK! AHH! BUCK!"

You then squeeze his balls a little that made him spasm.

"OH BUCK ANON, I-!" He exclaimed as his eyes were shut and mouth open with tongue out.

You turned your smirk into a smile as you put his cock into your mouth. The sudden pleasure that Button gotten as he couldn't hold anymore longer. You felt his cock flare up in your mouth as Button screamed.

"AHHHHHHHHHHH!!!!"

You felt his cock throb as rope after rope of thick seedy cum started to fill up your mouth. You then swallowed his cum down as you suck on his orgasming cock.

His body withered in pleasure as he kept on shooting out cum into your mouth for you to continuously swallow down. Then after a moment his cock slid out of your mouth with leftover cum dripping out of his cock. His cock basically went back inside his sheathe.

He then looked at you with a smiled blushed red face. "Thank you Anon."

You just nodded. You then turned towards the timer on the stove/oven, only 3 minutes left.

Button then sniff the air and smelled food cooking. "What are we having?"

You looked at him with an answer. "Since you were playing on your joyboy when I asked you what you want to eat something, tonight we're having pizza."

Button smiled. "Cool."

You then switch to a serious expression on your face. "Button Mash?"

"Yes?"

"I just want to know why did you started to masturbate in my house, on one of my couches, in my living room, on the same day your mom dropped you off for me to foalsit you the entire summer break until she gets back from her vacation?"

He looked down.

"Well?" You asked him.

He then looked at you in the eyes. His face blushed bright red. "Umm..."

But before Button could continue to answer, the timer beeped.

"Hold that answer Button, pizza's ready." You said. "You can continue to give me your answer while we eat, okay?"

He just nodded.

You went back towards the kitchen and got your oven mitts on your hands so that you wouldn't burn them from touching the pizza pan. You then opened the oven door and grab the very hot pan with the supreme pizza on it. You then put the pan onto the top of the stove, it was a flat surfaced stove anyway. Then you got out the pizza cutters and cut the pizza into 8 slices like a normal pizza. 4 slices each for you and Button on both plates. You then brung over both of the plates with 4 slices of pizza on it onto the coffee table in the living room. "Here you go Button, 4 slices of supreme pizza."

He just nods.

Before any of you started eating the pizza. "Now are you gonna continue to answer my question?"

He had this inquisitive look on his face. "Well..." He then took a deep breath and let it out. "...I-I have no idea why I did that."

You raised an eyebrow. "Did Ms. Cheerilee went over sex-ed in school yet?" You had an idea about if this sex-ed thing was the same in that story of Birds and Bees by Flutterwhy4 on fimfiction.

He looked down. "She did."

You put a hand on his chin and raised it up so that he's looking at you. You just want to confirm something. "Was this sex-ed thing just after Hearts and Hooves day?"

"Yes."

"Saw Big Mac there?"

"Yes."

"Okay." You said, but. "I just want to ask you one question for you to answer alright."

He nodded.

"You wanted him to be the one inside you instead of your teacher with that big cock of his?"

His blushing red face saids it all. He nods.

You looked down at his crotch to see that his cock was back out and fully erect. "I'll talk to him about it sometime tomorrow. In the meantime before our pizza gets cold, you up for a little something?" You asked that because there is a bulge spot showing on your pants that your cock is erect and it wants out. "Do you want to see mine?"

He just nods.

"Okay." You said as you got up and proceed to take off your pants and underwear to finally let your erect cock out. It was normal size for a human your age when fully erect. "Do you know what the term anal means?"

He nods and saw your erect human cock, it twitched as precum was coming out, letting a string of it dangle.

"We're gonna do anal on the both of us, me in you and you in me. I hope you cleaned in there." You do got lube, but you're not gonna use it.

--

You looked at Button. "I want to try something." You then moved your hand on the tip of his cock and then moved your index finger to his urethra and went inside his urethra. You saw his eyes widen as you moved your finger inside there.

--

You woke to the sound of your alarm clock going off. It was the second day of you foalsitting Button Mash. You touched the snooze button to turn the alarm off. You then looked to the side of you seeing Button Mash still sleeping with his back still on the bed as well to see that there is a tent over where his cock is.

Morning wood. You thought as you just smiled. He was probably having a wet dream. You slept without any clothes on, so you just got an idea for the best wake up call for Button. You moved the blanket off of Button showing his erect cock just twitching in the air.

You then proceed to get above him with you facing down on his sleeping face, then you started to go down letting his cock touch your puckered entrance and then pushing his cock in your ass. You heard him murmur something in his sleep. You then proceed to go all the way down until you felt his whole cock inside you, twitching. Then you started to pump up and down on his cock.

--

Button's eyes widen as he woken up from the sudden orgasm he received that he saw you as you smiled.

"Good morning Button." You said as you slowly getting off from his cock in your ass, then you put your face towards his and kissed him on the lips which made him whinny in surprised from the kiss. You then let go of the kiss. You beamed at him. "How you like your wake up call Mashy?"

He looked confused. "Mashy?"

"Well, if we started dating since yesterday, I called you Mashy because you mashed my ass with that cock of yours like a button mash game that I really need to show you."

"Oh."

"Well anyway, I hope that take cares of your morning wood for the day. Now what do you want for breakfast?" You asked him as his cock was finally back into his sheathe. The pizza you and Button had last night had meat on it like pepperoni which to seem Button liked it like he did after you told him the pizza had meat on it.

He thought for a moment before saying. "The usual what you eat."

You seemed to think that if what you heard him say then. "Okay." You then thought. If he wants what I eat then, I really hope he likes some ol'American breakfast of bacon and eggs with some good glass of OJ.

So both you and Button got off of your bed then walked out of your bedroom, and then finally into the kitchen.

"You can wait in the living room as I make breakfast." You said. "Also after we're done eating breakfast, we're going to Sweet Apple Acres to speak with Big Mac about your thing."

What you didn't tell Button is that, you want him to watch something on your laptop that had a full battery life that maybe has something to do with the magic of this world. You also discovered that you still had internet and tv because when you read stories on fimfiction about a human that appeared in Equestria with their stuff, you learned that they didn't have any internet access or even phone service here, but for you, you do have them all. Internet, TV, and even Phone Service. Maybe it's the Equestria you're in that's allowing you to have these kinds of access. But the ponies here are the 4-legged equines you saw on the show that you still need for him to watch with you. The year on Earth you come from was 2024 as it was only just 3 months after the 3rd anniversary of the g5 movie of mlp came out on Netflix in the US. You have all 9 seasons of mlp, the 4 equestria girls movies, the series and specials that went with the equestria girls movies, the mlp movie from 2017, as well as the g5 movie, tell your tale and make your mark(all chapters) on your laptop. That'll be a huge marathon and a half to watch altogether, even though you'll spoiler him with the future of Equestria from this marathon.

But you never saw the changeling called Kevin at all in Ponyville. You know that Cranky met him while searching for Matilda. Maybe you'll see him in the future before the events of the Canterlot Wedding. Twilight never told her friends that she has a brother named Shining Armor yet. You know that the Canterlot Wedding will happen next year in the spring for this timeline of Equestria. Maybe with befriending Kevin the changeling as did Spike for Thorax in season 6 of the show, you'll show him that there is more than love as a food source.

--

After you and Button finished breakfast, you both got up and walked out of your house to go see Big Mac. As you and Button walked towards Sweet Apple Acres, you looked around the town of Ponyville. It was a beautiful morning anyway, ponies going on their merry way with their morning business. When you and Button made it to Sweet Apple Acres, you both entered the entrance of it. As you both got to the apple trees of the farm, you both looked for the red stallion, but when you both got to a certain part of the rows of apple trees, you heard a 'pssssss' sound coming from nearby.

And once you both got just 10 feet away from the red stallion, you both saw that he was peeing on the base of that apple tree with his right hindleg raised up like a male dog would if they're peeing, soaking the ground around the base of the apple tree with his urine. And the sight of his cock is no joke, his cock was fully out but not erect. It was very long, maybe 2ft in length. If that cock was fully erect, you and Button don't know how long it would be.

--

It was the nearing of the end of summer break for Button Mash, you and him had lots of fun over the summer months for this break. You and Button are a gay couple with Big Mac in the herd. Maybe today you'll meet Kevin the changeling if he does indeed come to Ponyville. Because ever since you saw him in the 100th episode of the show that you and Button watched last month, you wanted to have sex with the changeling and let him join in your herd. The idea of having sex with Kevin was making your shorts bulged as your cock was erect. You did saw Cranky in town earlier this month and asked him about his changeling friend Kevin and his whereabouts. Today would be the day where Kevin comes to town. Kevin will indeed feel your love for him when he arrives in town. You then looked at the clock on the wall, 10:28 AM. Right now Button is with the CMCs as he told you about their activities for today. So for now, you're alone in your home right now.

It won't be long until Cream Heart comes back to Ponyville to mark the end of her vacation and take her son Button Mash back with her. She'll be surprised when you and Button kiss in front of her when she takes her son back.

--

You look in your mailbox to see a letter in there. You grab the letter in your hand, closed the mailbox and then brought the letter in your home where you opened it to see a piece of paper that has something written on it.

Here what the letter said.

Dear Anon,

I'm writing this letter to tell you that I'm never coming back to Ponyville. I'll be living with my now wife Delta Vee in her home in Las Pegasus. I'm really sorry that I'm now living in Las Pegasus and not coming back to Ponyville. Please tell Button Mash that he'll be living with you indefinitely and also tell him that I'm sorry. Once again I'm sorry that I'm doing this Anon, but its for his own good.

From Cream Heart

You kept rereading the letter in your hands over and over again, but now... you felt a great sadness in your heart. You feel like you're gonna cry from this letter.

You feel a tear coming from your eye that you started crying. You didn't know how long you were crying until you just fell asleep right there.

You felt your body being shook as you open your eyes. Your eyes were bloodshot from all of that crying. You saw Button Mash with the same look on his face that you had when you read that letter.

"Button?"

"Why mom, just why?" Button said with that sad look on his face. "Why did you just abandoned me for some mare I don't know?" He looks like he was about to cry.

You then just grab the colt in your arms and hugged him as he starts to cry. You rubbed his back with your hand as you try to calm him down. "I know Button, I know. I have no idea why she did that and maybe its for the best. You just gained me as a dad for you to have, even though I never had any children before on Earth." You smiled. "But maybe we can."

"What are you saying?" He asked.

"Just yesterday, I went to Zecora's to get a potion so that we can have children. She was weirded out from my request, but accepted it and made a potion so that one of us can be the mother. So I want you to be that mother. This potion will give you female genitals as you can keep your male ones. And after you become pregnant, its gonna be a weird 11 months for you to carrying our foal/foals. I'll talk to your teacher if I can teach you from home tomorrow."

Button's eyes widen at what you said to him. "You'll do that?"

You nodded.

Button has this determined look on him.

"I'll just go get the potion." You said while putting Button down and went towards where you put that potion you got from Zecora. You grab the potion and then returned where you put Button down. You gave Button the potion. "Here you go Button, one potion for you'll be able to have foals. She did say that it'll work for colts like you."

--

You felt you were really close as you fucked Button's pussy harder. "Butt-Button I'm about to cum." You said with bated breath and gritted teeth.

"DO IT ANON, MAKE ME PREGNANT!!!" Button exclaimed.

You couldn't hold in any longer. "Here I CUM!!!" You exclaimed as the flood gates burst as you started cumming inside Button's virgin womb.