Oh Fluttershy, what shall I do with you?

by MyLittleMilitia

Rating: mature
Tags: My Little Pony: Friendship is Magic, Fluttershy, Sex, Human
Length: 3857

You woke up in a strange, cartoon-ish like setting, and you soon realized it will bring the best time of your life upon you

You woke up with a numb feeling in your leg, that didn't bother you yet
What bothers you was what was with the cartoony setting.. And for that matter.. Where ARE you?

Published 2016-06-28 11:10:01 UTC
Last updated 2016-07-04 20:08:04 UTC

A whole lot of fun

You woke up with a strange numb feeling in your right leg. Your eyes slowly forced themselves open, to only be greeted by a strange cartoon-ish like setting. It takes you a moment or two to realize where you are. Your mind was racing with thoughts rushing past like

“I know this place.”
and
“I can not place my finger on it.”

Your head slowly turns around the room.You’re amazed by how strange it all looks; definitely different to back home. You pay attention to
every little detail, making sure you don't miss a thing. Your eyes settled on the door

“That’s odd. It's cut into two segments.”

You finally catch on, swallowing your breath in a mix of confusion and delight

"I-I've seen this before. This is-"

You get interrupted by a soft, slow trotting noise entering the living room. You look to your right and notice a yellow-furred figure with a beautiful pink mane walking toward you, her head hung low, looking to the floor

"U-Uhm, excuse me.?"

You mutter out to her in surprise before looking to your leg, it was resting over the arm-rest of the sofa with a beautifully wrapped white cast around it. You look back to the figure, expecting to see nothing more from last time, but you're shocked as your eyes meet hers.

“T-This. This is not happening.”

You think to yourself. You had always had a fantasy of visiting Equestria, or rather PonyVille.

"Y-You. I know you." You could not find the words. You desperately trying not to seem blunt to her.

"You're Fl-Fluttershy." you stutter.

You can feel your heartbeat rising; you feel like you are going to explode with joy. Fluttershy blushed softly, confused as to how you knew her. She doesn't question it however. She just approaches and climbs onto the sofa softly, sitting next to you. She begins to speak up and ask a question.

"What were you doing all alone in the Everfree Forest?"

You pull yourself up softly as to give her more room. She softly places her hoof on your left leg, looking up to you. You couldn't resist her; she was so cute. As you go to answer her, she sighs at crash coming from upstairs

"Hold on. I'm sorry." she whimpers, climbing off of the sofa.

"Angel, you get down here this instant!"

Her voice was still very soft and gentle, only a very small hint of anger showing.

“I don't think he will hear you.” You think to yourself and chuckle softly.

To your surprise, the fuzzy bunny hops down the stairs and in front of Fluttershy. Fluttershy being the kind, gentle heart she is, did not know how to punish him anymore.

"Y-You...Your punishment is."

She looks back to you, thinking how desperately she wanted to begin talking to you again, wanting to discover who you are.

"You've got to say outside for the day."

She says without thinking. It was not much of a punishment but she trots over to the door and opens the bottom compartment, gesturing for him to hop out with her hoof. As he does, she closes it softly behind him and yawns softly, trotting back over to you.

"I-I'm sorry. I'm just a little tired, is all."

She mutters as she climbs back onto the sofa with you. She rests her head on your arm and sighs with content. You are nice and warm.

"You must feel so bored with me here, or alone without any friends. Is there anything I can do for you?"

You let your head rest into the pillow she set behind you. Smiling down at her, you tell her that she is all you need around to be happy. She blushes; her hoof softly finding its way back to your leg, but something catches your eye. She had placed it closer to your inner thigh, and was slowly tracing it inward, drawing little patterns with her hoof as she did. You blush wildly, sweating a little as you watched her; she seemed to be driven by lust. You slowly stammer, asking her if that’s what she really wants

It takes her a moment as she watches her hoof before she stopped. Blushing wildly, she looks like she is about to burst into tears. You quickly hush her, begging her not to cry, and trying to reassure her that mistakes like that always happen. You wrap your arm around her torso, hugging her tightly. The feeling of her against you felt amazing, with her small legs wrapped around your waist. You smile and stroke her pink mane softly.

She nuzzles her head into your chest as you stroked her mane, falling onto your back with her ontop of you. You take a moment to notice the sheer beauty of the creature ontop of you, She nuzzles into you once more, brushing her cheek on yours and blushing. As she pulls away, her eyes meet yours once more. Her eyes begin to rest

"I-I'm sorry for what I did..." She sighs softy

"It's just..over the years..I've wanted to you know, do things. But, I find myself unable to as I find it hard to talk to Anypony else. My friends always say that I'm beautiful and that I should get out more, and try to find someone. But, I. I can't."

She whinnies softly, resting her head on your chest.

"I can never be as assertive as anyone eggs me on to be. especially Rainbow Dash." She says quickly with a bit of spite in her voice. "She's always pushing me around, trying to be demanding and powerful, but when I fail to do so..she sends me away."

She whinnies once more, before looking back to you

"But, when I did that to you..it felt so natural.."

She sits up against you, her legs were spread with her knees either side of your crotch. It took you only a moment to figure out how sexual her position looked on you, but she seemed completely oblivious to the nature of it.

You hate to admit it to yourself but the friction of her vagina against your penis as she sat up, arouses you, and you could feel yourself getting harder with every second that went by. You let out a small grunt of pleasure, as Fluttershy lets out a small, adorable squeal as she felt something poking up against her.

She took a moment to process what just came out of her mouth before she looked down to you and asked what it was. She didn’t need an explanation, she could already tell.

"Oh! Is that your. Penis.?" She said, her voice dropping nearer to the end.

You calmly nod, but try to change the topic. Going back to her statement about her being assertive, you offer her a chance to try out her submission on you; adding on that whatever she says, goes.
She smiles and blushes at your offer

"R-Reallyy!?" She stammers excitedly, you nod happily and chuckle; the pony was so adorable. She lays back, making sure to move your broken leg out of the way, as to not crush it and further damage it. She then raises her head to look at you, her eyes meeting yours for a third time.

"U-Uhm. C-Can you. If you don't mind. Rub my belly?" You smile and repeat what you had told her previously whatever she says, goes...

You reach over and your hand softly touches her yellow fur, it felt amazing against your hand. You softly began to rub up and down the middle of her belly. You could hear the rustling of her fur against the sofa. She tossed and turned, cooing softly with pleasure. Your fingers begin to spread apart softly, before you felt your thumb and pinkie finger run over two mounds on either side.

You look up to Fluttershy's face in time to see her blush dark red and gasp. You quickly apologize and stop, hoping that you didn't do anything wrong. She responds with

"O-Oh, no! It's okay!" She smiles "P-Please, continue. I don't mind you touching them." You chuckled and begin to run your hand up and down her body again, this time letting your fingers seek them out.

You hear her gasp, laced with a small moan every time you did so. You smirk, deciding to take it to another level. She clears her throat and smiles, watching your hand swerve to the right. Your fingers slowly run around the mound, before beginning to softly play with it, tweaking it and running up the side of it.

You feel your finger run across the nipple, as her breathing destabilizes, her breathing getting heavier, you constrict your hand, quickly giving
it a firm grope.

"O-Oh!" She squeals with pleasure, as you continue to fiddle and toy with her. She tilts her head upward toward yours, running her tongue hungrily up your chin and cheek. You could see the pleasure and ecstasy showing on her face, and you smirk. You lower your face in time for her lips to meet yours. Her eyes slowly shutting as they did so, your lips slowly begin to open hers as you kiss. Her tongue pushing itself into
your mouth, when your tongues meet, she blushes and pulls away

"C-Can you go. A-A little lower please?" You nod, moving your hand slowly down her stomach, until it was a few inches above her vagina. She moans softly, but hungrily

"D-Deeper, please." She whispers finally. You look down to her and smirk, kissing her again while moving your hand down. Your fingers softly run down the moist slit, and Fluttershy's body freezes, taking a second before kissing you back.

This time it was very fast, her top hoofs softly pressed themselves onto your chest, drawing patterns as you slowly ran your fingers up and down her pussy. Before slowly pushing your fingers inside, you pull away from the kiss and sit at the end of her, watching her body wriggle and writhe with pleasure, moaning loudly.

"Ohh! Mm, Mmmm!" She moans, biting her bottom lip

"Y-You're liking this. Aren't you?" She forces some sensuality "You like putting your uhm." She didn't know what to call your hand, as she still
did not know the basic function or style of the human body. You explain to her it's your hand "You like putting your Uh. Hand. Against my
pussy." She moans, trying to force herself to be assertive and dominant

It didn't take you long to find her clitoris. Attacking it relentlessly, you were almost ramming your fingers in and out of her pussy. Her adorable little squeals, her wiggling, her body, it all aroused you and motivated you. You know you are doing an excellent job, dare you say the best job in the world, you've never seen a girl - It hit you -.

“I-I’m fingering a pony.” you think to yourself... You don’t want to ruin the moment, you were so aroused, and this pony was asking for it.

You continue with the same rhythm, plowing deep into her, you could hear her moans get lighter.

"O-oh! Ah! Eeeeeep-" You could feel, and tell, her body had built up to the point of release. She has reached her orgasm. You look at her face, completely filled with ecstasy. You move your fingers to either side, opening up her pussy. You watched as a clear fluid jets out of her pussy, hitting the other side of the sofa. Her legs began to tremble, moaning, before the moans slowly die down as she finishes, panting and wheezing, out of breath.

"W-Wow.. I've never felt that good before." She blushes harshly "I-I'm so sensitive right now."

She smiles and giggles, before noticing a large bulge in your trousers. She blushes as she stares at it, knowing what it was, since she felt it earlier. It was just harder now, and more prominent. She looks up to you and giggles. You figure it's only fair that she gets to see you down there, after everything you did for her. Your eyes met hers, and you nod, she didn't even have to ask you for it.

She leans her head forward, softly clenching your zipper between her teeth and pulling it down. She couldn't ask you to stand up because of your leg, so she pulled them down and off from your legs. As you now stood there in your boxers and shirt, Fluttershy didn't want to start nibbling at your boxers, incase she bit you. So you do the honorary thing and help her by pulling them down. As your dick sprung out it, almost slapped her on the cheek.

She giggles and blushes, taking a moment to look at it. "W-Wow. It looks so." she couldn't really describe it, as she had never seen a real penis before. "U-Uhm. Enticing."

She smiles then decides the first thing she wanted to do was see what it tasted like. She softly planted her tongue at the base of your cock, slowly running it up to the tip.

She heard you groan softly with pleasure, and knew that she had done something right for her first time. She spread your legs and got in between them, continuing to run her tongue from the base to the tip, and around the sides. You moan softly, you were in heaven..
You ask her to open her mouth, she does so and you smile, placing your hand at the back of her head and mane. You softly begin to push her down onto your cock. Her lips engulfing it, she coughs softly as you try to push her all the way, but she pushes past her gag reflex easily. You softly tug on her mane, so she goes along with it. She moves her head up to the tip and then you beginning to push her back down on it.
She slowly shut her eyes and began to get the rhythm. Not needing your help, she softly puts her hoof on your hand and pulled it off. You watched in ecstasy as this yellow and pink pony sucks your cock slowly but passionately. You could feel after a while that she was enjoying it, and she began to speed up, using her tongue on the underside of your shaft to give you more pleasure. You groaned and moaned loudly as she got faster.

After a while, you could feel a new force on your cock. It was a slight scraping feeling, soft enough that it didn't hurt you, but hard enough to give you an entirely new wave of pleasure. You softly began to run your hand from the top of her head, to her neck, stroking her mane slowly.

You softly groaned, complimenting how good she was, and how close she had gotten you.

You could feel your cock throbbing with delight. You looked down to her once more. She had sped up since you had told her how close you were. You call her a horny little pony and she nods on your cock, giggling as she wants your cum.

She opened her eyes in time to meet yours. Yours were filled with ecstasy, your moans got a little higher pitched. She squeals against your cock as you moan a final time, before beginning to release into her mouth. You pin her down against your cock as you shoot more and more into her mouth, before finally finishing and pulling away.

You let out a content sigh and fall back against the sofa. You look to Fluttershy, who had already swallowed your cum, and was lapping at your cock, hoping for it all. You let out a final strand which hit her on the cheek. She giggles and wiped it with her hoof, before licking it off

"That tasted very nice.". She smiles, before climbing ontop of you and resting her head on your chest...

You tell Fluttershy that you love her, before beginning to doze of rather easily after that release

"I love you too." She mutters, before falling asleep against your chest alongside you.

Chapter 2

You snored softly as the two of you slept together, it was surprisingly comfortable, having a small, furry pony sleeping on your chest - It didn't hurt you at all, just helped you sleep better.

Unconsciously, your hand placed itself on Fluttershy's mane, stroking it slowly but firmly, Fluttershy coo'ed softly and giggled, blushing as you did so... You didn't mean to wake her up, but hey - You weren't awake.

Fluttershy softly licked your chin, slowly placing her tongue at the bottom of your neck and delicately, gradually running her tongue up to your chin, before repeating the process - You let out a soft groan of appreciation as this tired pony licked your neck and chin, the next thing you knew, there was a hoof softly rubbing your crotch, causing you to softly moan.

The rubbing stopped and you sighed a little, but you didn't complain

"She just doesn't want to do it right now, 's alright" You think to yourself.

Nothing else happened for the rest of the time you were awake, causing you to fall asleep slowly... You eventually got there, beginning to snore softly once more, it was mild-ly bright at the time you were awake, so you knew that you should try and get all the sleep that you could, Fluttershy remained awake however, and she had something else in mind.

It felt like only 5 minutes had passed, but it was now day-light, you could hear ponies happily chatting and laughing outside and in the town, the sound of the air rushing past as Rainbow Dash practiced her tricks, flying at high speeds, the distant noise of Applejack bucking tree's.

You rolled your head over to look out the window "Day light?" You muttered, still thinking it wasn't that long-a sleep.

You could hear a soft sucking noise - You felt like you were in heaven, you looked down, immediately gasping at the sight. You almost jumped away.

There was Fluttershy, happily continuing her session from last night, engulfing your cock with her sweet, small mouth

"O-Ohh, ngnh..." You moaned, but you quickly interrupted her, was this what she wanted?

You softly pushed on her forehead, lifting her off of your cock

"Good morning!" She smiled, acting as if nothing had happened

Your cock throbbed hungrily in your lap, wanting more from Fluttershy.

"Wh-Why're you...?" You look to her curiously, she could tell what you were asking about.

Fluttershy giggled, blushing softly "I thought that I'd help you have a... You know, good morning, hehe..."

Fuck, that lusting tone she had in that sentence, especially in 'Good morning' It drove you wild, she was clearly trying to tease you.

Your eyes met hers and she pushed her lips to yours, passionately and deeply kissing you, you made several attempts to pull away but she wouldn't let you, she hooked her hoof around your head and pushed you deeper into the kiss ; Resistance was futile, this pony was fucking adorable and you knew it, she slowly began to lean onto you, causing your cock to softly run up her stomach.

When she finally let you go, you were both heavily breathing, the only thing connecting you now was the string of saliva between your lips, and the fact your legs were tightly wrapped around her waist - You didn't realize that, however.

"A-And you say you're not assertive?" You chuckled.

Fluttershy blushed and giggled "Y-You think I am?" You simply replied with a blank stare

Because of your silence, Fluttershy smiled, craning her neck down and wrapping her lips back around your cock, bobbing her head up and down - Starting back off slowly, with time her speed increased, getting more and more of you down her throat

"Fuck, Fluttershy..." You whispered under your breath in ecstasy, she was so passionate when sucking your cock

"This'll probably become an every day thing, won't it?" You think to yourself, but who were you to dislike that idea?

She softly took your cock out of her mouth and began to run her tongue up the shaft, making sure to get the sides aswell - She then quickly placed it back in her mouth, looking up to you as she sucked your cock "F-Fluttershy, I'm gonna cum soon..."

One of Fluttershy's ears flopped down as she sped up, looking up at you as she got faster and faster, she was one slutty little pony when she wanted to be - She was cum-hungry.

The speed of her mouth on your cock was too much for you, and it pushed you over the edge "B-Buck, Fluttershy!" You moaned loudly, the whole town probably heard you.

You began to shoot string after string of cum from the tip of your cock, you were hoping Fluttershy would be clean and swallow it all, but she didn't want that - She pulled off early, shutting her mouth and eyes as it splashed all over her neck, face and mane - You watched in amazement as this usually shy, quiet pony somehow builds up the courage to have cum splashed all over her.

You were panting heavily after you finished, it was a much bigger load than before - Evident by the way Fluttershy's entire front is covered with it, she blushed dark red and smiled "Was that A-Assertive?"

Back to adorable 'ol Fluttershy.

You smiled and blushed, trying your hardest to get your breath back to a normal level

"Y-You... You did great..." You pant, placing your hand on her mane and softly rubbing it

"I l-love you, Fluttershy..." You brushed your cheek on hers and smiled once more.

Fluttershy let out an adorable little school-girl like giggle and winked at you "I love you too..."

You looked around for your jeans - Hey, where were your jeans?

"W-Where are my uh... You know, clothes?"

Fluttershy sat silent for a moment

"T-They were uh... Stained... So I put them out in the wash..."

"Fucking hell, did she suck me off while I slept?" You think to yourself, you were amazed someone could feel this way for you.

"But don't worry! I got Rarity to ma-" You shoved your hand infront of her mouth to silence her

"You told others about me?" You say curiously, looking down to her as you slowly removed your hand

"Mhm!" Was all she responded with.

You began to feel all sorts of emotions, anger, sadness, betrayal - But you soon got over it, everypony makes mistakes.

Plus she was fucking adorable, there was no way you could hate her for more than a few minutes, she had a great personality too - She's gentle, that was probably the thing you loved most about her, she was gentle and caring.

"Alright..." You mutter softly "Can I see these new clothes, please?"

Author's Note

I will be making a chapter 3 on my own accord, so no votes needed this time. :rainbowwild: