Chasing Some Fluffy Clouds

by Israel Yabuki

Rating: mature
Tags: Anon, My Little Pony: Friendship is Magic, Second Person, Comedy, Romance, Porn, Sex, Profanity, Cloudchaser, Human, Anthro
Length: 5036

You've been in Equestria for a few months and decide to take it to the next step with your marefriend, Cloudchaser, by taking her to the beach

It seemed like a blur when you ended up in Equestria and got found out by Twilight and her friends, and to be honest, you're glad it happened. Right now, for the past few months, you have been living with this really cute and very sexy mare called Cloudchaser. It took a while for you to confess to her and believe it or not, she felt the same way about you, so now, to make things special, you're gonna take her to the beach and show her a really good time *wink wink*

This was another request from Jack The Reader. He's been waiting for a while to read this story, so I hope you all enjoy it as well.

Warning: The story is a one-shot containing the following: Oral sex, breast play, butt grinding, vaginal sex, creampie, and cum inflation

Published 2019-02-14 21:10:01 UTC
Last updated 2019-02-14 21:10:01 UTC

Surfs Up

Author's Note

As a request from Jack the reader, I was to post this story on Valentine's Day and to make things clear, I won't take anymore requests until I finish some of my other stories. I hope you all understand and I hope you enjoy this story and many more to come in the future. Brony on

Surfs Up

For 6 months, you've been living in the kingdom of Equestria with your marefriend, Cloudchaser. She was an extremely cool pegasus who took you in, despite being a human. You were found unconscious by this other mare who went by the name of Twilight Sparkle. She was originally going to be the one to bring you to her castle, but Cloudchaser insisted on letting you crash at her place in Cloudsdale. You were a bit freaked out as soon as you woke up in someone else's house and in the house of an anthro pony no less.

But the more you got to know Cloudchaser, the more you realized she's cool to hang out with. Soon, you were falling in love with her and finally developed the courage to tell her during the first 2 months. Surprisingly, she felt the same way about you and soon you two officially became boyfriend and marefriend.

At first, you didn't pursue her because you didn't know if it was forbidden for ponies to date anyone who's not a pony, but Twilight and her former teacher, Princess Celestia cleared that up. They said that there was no such law that prevented you from going out with Cloudchaser. One such example was the fact that this dragon named Spike, who was the exact same age as you, was going out with a pony by the name of Rarity. If that wasn't enough proof, then you didn't know what was. At least now you could be with your new marefriend and not worry about others scorning and jeering you over it.

Things couldn't be more better when Princess Celestia had made you an official citizen of Equestria, but her younger sister, Princess Luna, had her doubts about you. You shrugged it off and thought that she just hasn't gotten to know you all that much and with the lifestyle you had back on Earth, it's best she didn't know about it, or else she'd really give you a piece of her mind. But aside from Luna's disapproval there were some bright sides to all of this.

You also got to know her little sister, Flitter. She was absolutely adorable. In fact, you couldn't control yourself from wanting to give her the biggest hug ever. Cloudchase was both happy and a bit jealous that her sister made you go crazy like that. For a long time, you've had a weakness for cute things. Cloudchaser went on a teasing spree, posing in the most adorable ways possible and succeeding every time. Even if her little sister was cute, you only thought of her as the little sister you never ever had. Flitter was okay with this and even found it satisfying to have her very own big brother.

During the first few times you and Cloudchaser went out, it started out with the casual hanging out in secluded places, laying down on the grass and just talking. Then it evolved into these nice picnics out by this waterfall, even going for a nice swim in the lake.

But then... as time went by, you wanted to take Cloudchaser somewhere special. Someplace where you and her can spend some quality together away from everyone else. Naturally, you came to Flitter for help and asked her if there were any beaches nearby that you could take Cloudchaser. She mentioned about this secluded beach that Cloudchaser took her to for her birthday one time. She even told you where it was and how long it would take for the two of you to get there. Best part about it is that no one else knows about it except for you, Flitter and Cloudchaser, so you and your marefriend can have some real alone time.

And so now... here you are... out on this beautiful beach, away from the crowds and the only sounds you can hear are the seagulls squawking, the waves crashing... and the sound of your marefriend shouting out in joy as she surfed the waves.

Man, did she look sexy in her sweet two-piece baby blue bikini. Meanwhile, you were relaxing in your chair, wearing your sunscreen to avoid getting burnt by the rays of Celestia's sun. It came as a surprise when you found out that Princess Celestia was not only the ruler of Equestria, but also possessed the ability to raise and lower the sun. It also surprised you that pegasi were in charge of the weather. Good thing you knew how to give a good massage, or else Cloudchaser would be aching all over. She was quite surprised at first when she found out about how skilled you are with massages.

You were getting bored with just watching your girlfriend surfing and having all the fun. So, you got out of your chair and ran into the water. Once you were deep enough in the water, you swam underneath swam up to where Cloudchaser was hanging ten.

Swimming up to the surface, you popped your head in front of her and shouted "BOO!" She screamed and wiped out, her surf board included. You swam over to where she popped out of the water, spitting out the salt water that leaked into your marefriend's mouth. She looked at you and glared at you playfully. "Damn it, Anon, you jerk, what in Celestia's name did you have to go and do that for?"

"What? I couldn't help myself, it was just too tempting to pass up," you replied. She splashes you with water, which caused some of it to land in your mouth. You spat it out.

"Hah, guess it sucks to have the salty taste of payback come splashing right in your face," she gloated while putting on a cocky smile. "Here you go, babe, have some more!" she splashed you again and again and again, causing you to block and kept your mouth shut in case more water leaked in. You did a full spin and splashed some water into Cloudchaser's face. "Oh-ho, it is on!"

"Bring it on, fluffy tush," you remarked playfully.

Just like that, a massive splash fight had broken out. Water was flying everywhere and you and Cloudchaser were getting more soaked than you already were. Cloudchaser laughed, having a really fun time just as you were, but because you were so competitive, you didn't want to lose in a splash fight. Unfortunately, Cloudchaser was also the competitive type and she had no intentions of letting you win.

The splash fight came to an end once a giant wave got the both of you. Naturally, you both lost, but at least you didn't lose to each other. You both resurfaced, gasping for air and swam towards each other. "Woo, now that's what I call one hell of a tidal wave!" you said.

"No kidding," Cloudchaser agreed. "Hey, Anon. I've got an idea on how to make this vacation more awesome, if you think you can handle it." She wasn't going easy on challenging you. You've never backed down from any challenges, no matter how big or small they are. And naturally, you weren't about to back down on this one either, judging by your cocky grin.

"Oh-ho, you're asking for it, Cloudchaser."

"Then follow me back to shore. You and I are going to surf on my board and here's the gist of it. You and I have to stay on my surfboard for as long as we can. If I fall off, you get to do whatever you want with me... meaning you can finally take my virginity and you can be just as rough as you want." The challenge was definitely sounding good enough, but then, "But, if you fall off, I get to have my way with you and rock your world and you can't thrust inside me, otherwise I won't let you pump it all inside me. But if we both somehow end up falling off together, there will be no strings attached when we start getting it on."

And the whole time she explained the challenge, you felt your little friend bulging out of your trunks, eager in wanting to claim its prize. This mare had pushed all the right buttons and the daredevil inside of you had been let loose big time now.

"Oh-ho, now you're talking, babe, you're on!!!" you said. Wasting no time, you and Cloudchaser head back to shore with her board in hand. You both grinned at each other eager to claim each other. She lays the surfboard down on the water and gets in the front while you sit in the rear. You both swim out into the deep part of the water where the waves are most wild. You and her quickly stand up and immediately ride with the waves. Your marefriend was having fun, even if this was indeed a challenge.

"You still hanging ten there, babe? It's okay if you wanna get off," she tempted you.

"And miss pounding that pussy of yours? Dream on, sweetheart, I'm gonna win this thing! So I would recomment that you hold off on your little plan to get me to quit... unless you're really scared that I might actually beat you in this hands down," you retorted, only to make her laugh out loud.

"You don't mess around, do you? Sorry, babe, but I'm not gonna lose this thing either, so you'd better hold on tight and pray to Celestia that I don't end up making you my bitch," she said, cracking a cocky smile.

Not another word was spoken out of the two of you for the next 20 minutes you've been surfing. Just like you said, you kept holding on and hanging ten. Your lover wasn't doing too bad herself. Cloudchaser would sometimes look back and see how well you're hanging on and would wink at you. Though you were determined to win, you couldn't help acknowledging the feeling of the water trinkling down all over your body and the brushing against your skin and at any moment, you felt like you were gonna take off and soar through the skies with Cloudchaser right next to you.

Cloudchaser cheered with glee from how she spreaded her arms out wide, but kept ker wings folded so as not to cheat her way into victory. Something you just now took into account. Throughout your whole relationship, she was never the type of mare to cheat when it came to challenges.

Soon, the mother of waves came and you and Cloudchaser didn't pass up this chance, so you rode the huge monster and listened to the sound of the waves crashing down behind you. From the height you were surfing the giant wave, you truly felt like you were flying with Cloudchaser. But sadly, the challenge was ending soon as an unexpected shark appeared from inside the wave and passed by you and your marefriend just inches apart, obviously startling you and her. The two of you lost your balance from the unexpected surprise and soon both fell into the water, wiping out.

It was a darn shame you couldn't win against Cloudchaser. Then again, she didn't win either. Swimming back up to the surface, you looked left and right to see where she was. Sure enough, her head pops right out of the water, gasping for air.

"Damn it! I was about to beat you if it wasn't for that shark!" she said, a little shooken up. You scoffed at her to say she didn't have a snowball's chance in hell in beating you. "What, you think you were gonna beat me? Psh, dream on, you're lucky that we both lost. Otherwise, I would've started riding that sweet cock of yours silly and made you my bitch and don't you forget it!" Boy she just loves to hear herself talk, doesn't she?

"Whatever, but we should consider ourselves lucky we didn't get eaten. That being said..." you paused for a moment to swim up to her just as she swam up to you. "...there will be no strings attached when we get it on, babe," you finished. The spunky pegasus giggled at what you said and then kissed you on the cheek.

"Then let's get back to shore, we can't exactly fuck each other if we're trying to stay afloat," she pointed out, bringing up a valid point. "Besides, I'm getting a little cold." Nodding, you helped her grab her surfboard swam back to shore, and with the help of the waves, it was much easier to get there. And once you got back, Cloudchaser set her board next to her chair before grabbing a towel and laying it out on the sand. She sits down and gestures you to come over to her while looking at you with her bedroom eyes.

How could you refuse a sexy face like that? You couldn't and you never will. So, you sat down on the towel staring directly at your sexy marefriend. "So, how should we start?"

"Well... why don't we start off with this?" Cloudchaser moved up closer to you and sat down on your lap, wrapped her arms around you and slowly kissed you. You kissed her right back while hugging her gorgeous, furry, athletic body, pulling her into a deeper kiss. She quickly tries to gain access inside your mouth, grazing your teeth with her tongue. You opened up and granted her entrance while simultaneously assaulting her own mouth using your own tongue, causing her to moan. Her body pressed onto yours even more, mashing her gorgeous bikini-covered melons onto your chest.

Your hands drifted down to her wet, furry flank. Your hands dig underneath her bottom bikini piece and start squishing her ass cheeks. She let out a cute yelp just before she leaned in so much, you fell on your back with her on top of you, still making out.

Cloudchaser was undeniably the best kisser you've ever met. On top of that, she's also quite skilled with her hands from the way she caressed your body during your make-out session. The excitement was getting to you and you couldn't control your little friend bulging out of from beneath your swim trunks. She then pulled away, leaving only a tiny strand of saliva that connected you two. She had a huge plush on her beautiful face and she kept on that gorgeous bedroom smile.

"I've been waiting for this for a while now. Time to find out what you're packing," she whispered seductively before moving off of you and pulling down your swim trunks. She was taken by surprise from the moment your cock sprang up and then booped her right on the nose.

Needless to say, she was high impressed by the girth. It was big enough to rival just about any stallion's cock and the shape was different, too. Cloudchaser couldn't stop herself from stroking the base. Your body tingled from the tender touch of her soft, furry fingers. Snapping herself back into reality, she took full advantage of the situation by fully removing her bikini. Now, your marefriend was completely naked in front of you and you could clearly see her pussy was already nice and wet. Though, you couldn't exactly tell if she was wet from swimming or if the sight of your cock made her pussy juices flow.

Either way, she was ready to get it on and wasn't planning on backing out on it. Wasting no more time, she straddles back on top of you, presenting her moistened marehood in front of you in all its glory.

"Mmm, looks good enough to eat. Let's see what you taste like," you said, getting all horny. You leaned up and gave her pussy a few licks, making her moan again. She used this opportunity to suck on your big, juicy cock and made these lewd moaning sounds while doing so. You felt the vibrations coarsing through your body, but didn't let it stop you from working on her pussy a little more. You took things nice and easy by licking her vulva up and down and humming into it, trying to send vibrations throughout your lover's body. It seemed to be working when you saw her fur stand up right.

More lewd moans emit from your marefriends mouth and more vibrations were coarsing through your body and you were loving every moment of it. That spunky pegasus lover of yours was really strutting her stuff, sucking on your giant juicy sausage and making it hit the back of your throat.

Sure enough, an unexpected surprise got you. A certain little love button poking out from her pussy came out to play a little game of peek-a-boo with you. You licked your lips at the sight of her clit and gave it some tender loving licks, causing her to yelp again. She sounded so cute when you did that. This was definitely her weak spot and you continued to slurp and suck on her clit. Cloudchaser squirmed on top of you, trying to keep herself from losing control and climaxing too early. But you did succeed in causing her wings to flap gracefully out of excitement and that's something you were hugely proud of.

But soon, one slap on her ass really pushed her over the edge. Cloudchaser deep-throated your cock and sucked on it as hard as she could, emitting throaty, muffled moans, which sent you over the edge.

A stream of liquid nectar flooded your mouth while huge, chunky ropes of seed flooded your lover's mouth before you both gulped down each other's cum. Both of your climaxes lasted for a good 15 seconds before they finally died down and soon you had dranked every drop, leaving no trace left. You pulled away from each other, panting heavily, still unable to believe how amazing it felt.

"Whoa, you sure have some impressive skills there, babe," you said, massaging your lover's butt.

"You didn't do so bad yourself, hot stuff. I could actually get addicted to your big, juicy cock. I'm surprised you're able to walk with such a huge-ass meat pole. I might want to ride you already, but since we both lost, I think this calls for something a little more... special," she replied.

"Special? What did you have in mind?" you asked. Cloudchaser stood herself up and turned around, helping you back up on your feet. Judging by the smirk on her face, she wasn't telling you jack, but she certainly did have a surprise in store for you.

While both of you were still in your birthday suit, Cloudchaser soon gets creative with the situation as she suddenly turns her back towards you and presses her body against yours. Or to be more specific, her ass pressed against your cock, which was going a little limp. "So, how do you like surprise? Have you ever had a really sweet butt grinding session on your cock? I bet you've been dreaming about this fetish for a while now," she said, teasing you with her butt-grinding skills like there's no tomorrow.

"O-o-o-o-o-oh shit, that feels good. Your ass feels soft, furry and so plump," you said, shivering with pleasure. Your hands acted on their, wrapping around the spunky pegasus mare's body.

"Mmm, I just love it when you touch me like that. It makes me feel so... horny," she didn't mince words around the she said that in her seductive tone. Not a lot of mares in this world would've been comfortable with pouring on this kind of show, but Cloudchaser had no trouble showing off her kinky side. As she kept grinding her ass against your cock, you carressed her voluptuous body from her wet mane, working your way down to her bouncy F-cup breasts, then down to her sweet curves, causing her to moan and swerve her body left and right on your skin. She'd look back at you with her seductive stare just to turn you on.

You got a little creative yourself by caressing her sensitive wings, making her moan louder. With your other hand, you then reached down and played with her extremely soaking-wet pussy, She squirmed, but kept up the butt-grinding treatment, getting you all nice and hard.

Once it was fully erect, she stopped what she was doing and laid herself back down on the towel, turning to face you and spreaded her pussy wide open. "Hurry, fuck me. Jam it inside me, Anon! I want your cock inside of me so badly, please!" she practically begged, making you chuckle. You quickly got to your knees and crawled up to our sweetheart, aimed your rock hard member at her dripping entrance, and as she wanted, you jammed your entire length inside her in just one go.

"Mmmmph!!!" you grunted

"OH SWEET CELESTIA!" she yelled out. You were surprised how she was able to fit you all the way inside her what with how massive your length is. Looking down where her pussy was, you noticed a small stream of blood trickling out of her, so that meant she was a virgin... up until now, that it. "So... this is what getting fucked feels like for the first time. Nnngh, it hurts a little, but... it feels so good."

"You want me to wait until you're ready, Cloudchaser?" you asked, concerned.

She giggled. "Nah, just fuck my brains out. I'm a big girl, I can take it," she urged, wrapping her arms and legs around you, pulling you closer to her. Though you were concerned, you gave her what she wanted and thrusted your cock into her love canal repeatedly. "Mmm, that's it, babe! Give it to me!" she moaned. You kept thrusting as hard as you could, but were unable to pick up speed due to how tight she was. You were grunting and panting like a wild, vicious predator. Cloudchaser couldn't make any other sounds, other than her lewd moans from her mouth and wet slaps from her soaking wet pussy.

Your eyes drifted from her gorgeous, horny stare to her bouncing bosom. She was too lost in a world of ecstasy to even think straight. You used this to your advantage and grabbed one of her boobs, squishing and caressing it, driving her to squirt out tiny droplets of her mare juices.

"D-Dear Celestia, yes! Get yourself a face full of boobies, babe!" She said, still sex-drunk. You buried your face in between her rockin' mounds and she wrapped her arms around your neck while you kept pounding her wet pussy even harder. This time, thanks to the lube from her juices, you were able to move faster inside her and plunge deeper inside until you hit her womb entrance. You could fell your cock kissing it repeatedly and all she was able to do was hold your face in her bosom. "F-Fuck! Oh fuck, you're so deep, keep fucking me, babe and flood my womb with your hot, sticky cum!" she moaned.

She kept begging and moaning for you to mess her up and that's what she was gonna get. Once you've had enough of her boobs, you moved up and assaulted her face with small kisses. But due to how horny she was feeling, she managed to lock her lips with yours.

You were a bit curious of whether or not she might end up getting pregnant if you cum inside her. If she doesn't, it'll just make you want to fuck her even more whenever she wants to. However... if she does get pregnant... well, it won't even slightly bother you. After all, you don't see anything wrong with you and your marefriend raising a baby together. Of course, this means you'll have to get married and find a job, but it'll be worth the struggle if it's ever possible to cross-breed.

Focusing back on the current task, you danced your tongue with Cloudchaser's. She would emit muffled moans from her mouth from the sweet kiss and her pussy being ravaged by your monster cock. But soon... "Gnngh, babe, I'm gonna cum! Where do you want it?" you grunted after breaking the kiss.

"Inside! I want it all inside of me! Breed me silly, Anon!" she moaned between breaths. Right after saying that, she pulls you back into another heated make-out session. You pounded her furiously while grabbing one of her breasts and playing with it, increasing her horniness. She broke the kiss for a split second and said, "I love you so much, Anon," before smothering you with her love. You couldn't hold it in any longer. You held Cloudchaser tight, plunged deep into her love canal and pumped huge streams of your cum into her womb. She screamed into your mouth as her body went limp from the intense climax you had.

Cloudchaser felt her insides being filled to the brim with your baby-maker cream. Another thing she felt was her belly being stretched and bloated. It all became too much for her to handle and soon, she sprayed your crotch and her towel with her love nectar.

You thrusted a few more times inside her pussy, emptying out the remaining cum you had left before collapsing next to the pegasus, holding her hand, panting. You looked at her and her slightly bloated belly. She looked like she was about maybe 4 months pregnant. She stared at you with her tender, loving gaze and then crawled on top of you before kissing you again, but with no tongue.

"That was the best sex I ever had. You were amazing, babe," she said, calmly.

"I did what I could for my sweetheart," you said between breaths. Cloudchaser giggled and sat up right before you did and then felt her soft wings wrap around your body like blanket. You hugged her and stroked her mane just as she hugged you. You then got up in her ear and whispered to her, "I love you, babe."

"I love you, too. So... you wanna go for a few more rounds?" she asked. The only reaction she got out of you was the feeling of your hardened shaft, throbbing in anticipation.

For nearly 2 hours, it's been nothing but hot sex with you and your lover. For the next two rounds, it was pretty intense with the way she rode you in a cowgirl position. Round three got even more sexy when she rode you in a reverse cowgirl position and grinded her hips in circles on your lap. You came like crazy during rounds two and three, but it was round four that's really taking the cake. Because right now, you had her in a doggy-style position and she looked pretty damn sexy with her bloated belly jiggling from your thrusting.

Cloudchaser now looked like she was 7 months pregnant and this next climax was about to be yours and hers and nothing was gonna stop you from filling her up. You held onto her, pumping your dick deep inside her overstuffed pussy, driving her into a sex-drunken state.

"M-More! Cum inside me more, baby! I can't live without your cock! Mo-o-o-o-o-ore!" she said in a shaky voice, driving you even more nuts for her. "Mmmm, yes! Fuck me more with that big fat cock!" With that last statement, you felt your climax hit you one last time and you exploded your jizz inside her womb. She gave out a throaty moan and collapsed completely. This horny mare was now completely spent. Cloudchaser was now bloated to the point where she looked like she was 9 to 10 months into pregnancy.

Same can be said for you. You collapsed next to your marefriend and wrapped an arm around her and rubbed her soft, bloated belly. "Phew, I don't know about you... but I... am wiped out," you said between breaths, caressing her furry tummy.

"Me too... I've never been... so full in my... entire life," she said between breaths. Cloudchaser waited a minute or two to get some of her breath back and then, "Hey, Anon. Do you ever wonder if a human and a pony can cross-breed, because I have a feeling I might end up being a mom."

"You never know. But you know, regardless of the outcome, you're stuck with me," you said.

"Right back at ya. Anyways, I think we'll just take a little nap, go for another dip and then head back home, I really don't want my sister to smell the sex coming off us. She'd probably flip and tell our dad," she said. "And let me tell ya, daddy can get real picky about who we go out with."

"Oy vey, the overprotective daddy issues can be a real buzzkill," you retorted.

"You got that right. He's always been like this with every colt when my sister and I were growing up and every stallion even after we moved away from him. And he's always giving us the "I'm just looking out for my two precious baby girls" excuse, which is what pissed off my mom. Now if you were to meet her, she'd flip out, but in a good way, so don't worry about her," Cloudchaser explained.

"Psh, I don't care if daddy disapproves, I'm sticking to you like two june bugs on a summer night," you said, making you two laugh a little. After calming down you turned her around to face you. "I love you, babe."

"I love you, too, Anon," she replied. Finally spent from your passionate love-making, you and Cloudchaser cuddled each other and drifted off in a nice long nap. But as you were sleeping, little did you know that when tomorrow comes... the mare you love so much will have a double surprise. Guess you had better start job searching and also start buying some fresh diapers... for two.