>"So Fluttershy, you gonna pay up?"
>You shouldn't have done this
>Ooohh you REALLY shouldn't have done this
>Gosh darn it Fluttershy, what have you gotten yourself into now?
>"You gotta do it, y'know. I know you're shy and all, but there's no turning back now."
>You decided to make a bet with Rainbow Dash during the weekend while you were both at a Mexican restaurant with the girls
>Whoever could drink the most hot sauce won
>Shows what you know Fluttershy, because you couldn't drink anywhere near the amount that Rainbow Dash could
>And since you were stupid enough to take the bet, now you have to-
>"Show Anon your ass, Fluttershy."
>Ohhh, why did she have to say that?
>This felt so weird.
>Why did you have to take that stupid bet?
>Why did you have to think you could beat Rainbow Dash?
>Why did you have to show Anon your rear?!
>"Come on Fluttershy, it'll be just fine! I showed him my butt and so did Dashie!"
>"Pinkie!! How did you know?! DID HE-"
>" Oh calm down, silly-billy! It's oooobvious you'd go to him. With how close both of you are, it only makes sense he'd be your first pick!"
>"Aaaanyways, you gonna do it Fluttershy? You gonna show Anon your butt?"
>Well, it would be rude to just go back on a bet
>And you liked him well enough
>He was really fun to hang out with
>And he was handsome enough
>You had always wanted a boyfriend
>Someone to hold you close at night
>And, you had to admit, you were considering asking Anon out
>And when you were alone, you could think of none better to hold you than Anon
>Every once in a while, you'd imagine him holding you in his big, strong arms
>Looking each other in the eyes
>Straddling his lap
>Him using you as a-
>NO
>BAD FLUTTERSHY
>THIS IS NOT THE PLACE TO THINK THAT
>YOU WAIT UNTIL YOU ARE IN THE BATHROOM TO HAVE THOSE THOUGHTS MISSY
>"Fluttershy?"
>Oh, right
>Well, you guess you have no choice
"I guess I could do it..."
>"That's the spirit!"


"Sorry, what?"
>"...yeah. I made a bet with Rainbow Dash, and since I lost, I have to.."
"Show me your butt?"
>She meekly nods
"..."
>It's lunch
>Fluttershy came up to you while you were eating and asked if she could sit next to you
>After what you could only assume were attempts to broach the subject, it seems she couldn't handle it anymore and literally just blurted out "I have to show you my butt."
>And you thought that was-
"Bullshit."
>"I'm serious!"
"...Did Rainbow Dash put you up to this?"
>"NO! I'm telling the truth!"
>You had no reason NOT to believe her.
>Why would she bother lying to you?
>But at the same time, this felt like it shouldn't be coincidence
>It COULDN'T be
>First Pinkie
>Next Dash
>And now FLUTTERSHY of all people
>It's like, how?
>Seriously, HOW?
>It made no sense
>Nonetheless, it seems she's quite serious about it
>"Can we please just get it over with?"
"What, like, right now?"
>"NO NOT RIGHT NOW! IT'S THE MIDDLE OF LUNCH! EVERYONE WOULD SEE!"
>Jesus fuck, did she actually manage to raise her voice into some sort of yell?
>Mind you it was a Fluttershy yell, but still...
"I'm joking, calm down."
>She's clearly embarrassed about this
>Her cheeks are redder than a tomato
>It seems kind of insane that this would happen, but...
>There's no way she's lying
>This is happening now
"Sure, fine. When do you wanna do this?"
>Her spirits seems to raise... a little more than you'd think, considering the situation
>"I was thinking maybe your house or mine after school on Friday?"
>Sure, you could do that
>Your parents would be gone for the weekend
>Visiting a friend of theirs, if you're correct
"Sure, why not? My parents will be away."
>"Okay. It's settled then. See you then Anon."
"See ya then, Shy"
>She walks away from the table
>So, you were gonna be mooned by Fluttershy in a few days
>You were already mooned by Pinkie and Dash
>And now, Fluttershy
>...
>Huh


>So, it's Friday
>You and Anon agreed to do the... thing
>You know...
>You were gonna...
>Show him your butt
>Just thinking about it felt goo-
>WEIRD
>It felt weird
>And nothing else
>After your last class, you say goodbye to your friends and quickly head out, walking towards Anon's house
>You hadn't been there often
>Once or twice with the other girls, but that's about it
>You have his address saved on to your phone after he gave it to you
>After a few minutes of walking you finally reach it
>Ooohhboy
>You can do this Fluttershy
>You're gonna go in there
>You're gonna drop your pants
>And you're going to show Anon your butt!
>There's no hiding now!
>...
>Maybe
>Maybe he's not home
>Maybe you can go
>Before you do something you re-
>"Hey Fluttershy!"
>Oh dangit!
>Never mind...
>"Soooo... how ya doing?"

>"I'm... fine. Considering."
>Yeah. This is awkward.
>...
>...
"Soooo... you want to come in?
>"Oh, yes, of course!"
>You open the door and hold it for her while she walks in, closing it behind her
>You turn and notice her tight jeans hugging her bottom
>Hoo boy
>You had to admit, while you were nervous at first
>You thought, if but for a second, you might just enjoy this
>Though you hope this isn't too embarrassing for Fluttershy
>You didn't talk with her often
>But over your time in CHS, you seemed to grow fond of her
>For someone who didn't seems to stand out (probably at her preference) she was...
>Beautiful
>There was something about her
>How she'd treat anyone with the utmost respect
>How she was a shoulder to cry on, if need be (not that you had done that yourself)
>Even how she stood up for her friends at times
>She was just...
>So...
>Kind
>She had a heart that could move mountains and displace oceans
>Not to mention she's quite the looker
>Sure, you knew Rainbow Dash longer
>You two seem like peas in a pod
>But... she's just not your type, you know?
>Fluttershy though...
>She was..
>She was just so...
>...
>D'oh, who were you kidding?
>You?
>And Fluttershy?
>Do you really think she would want you?
>She's probably too busy with school to even consider getting in to a relationship
>She had top marks!
>Hell, she probably had a boyfriend you didn't know about!
>There was no way she'd bother starting something with you...
>Right?
>"Anon?"
>Shit, did she notice you staring?
>"I wanted to ask you something?"
"Oh, uh, yeah, what's up?"
>"Are you and Rainbow Dash..."
"Are we... what?"
>"Are you.. together?"
"Oh! Uh, no, we're just friends."
>"Ah. Okay."
>A minute or so of awkward silence later-
"Are you, uh, a-, uh, are you... seeing anyone?"
>"No. Not right now."
"Really?"
>"Yeah."
"That's... actually kind of suprising."
>"Really?"
"I mean, yeah, you're one of the kindest, most caring people at our school. It's kind of strange no one would ask."
>"I always assumed you and Dashie would be perfect for each other. You're both always hanging out, and you get along so well."
"Oh, no she's great and all, but she not my type and we should really get to what we're here for."
>"Right."
>You close the blinds on the large window that occupies most of the wall behind you, the front door taking up some of the rest
>You see Fluttershy sit on the couch, her loose top seemingly riding up thanks to the leather
>Was she this sweaty when she got here?
>She's probably nervous
>Welp, no point in wasting time
>Let's get to it
>You move the coffee table out of the way, giving some space for Fluttershy
>Setting your backpack on the couch next to where you'll sit, you gesture for her to stand in front of the TV
>You take a seat, behind where she's standing
>"Well, here goes..."
>You grab your water bottle out of your backpack, unscrew the top, and take a swig
>Fluttershy slowly slides her pants to the floor, eventually revealing-
>Ptfhooooo!
>You spit take, at what was revealed to you
>Something...
>Peachy

>You feel water droplets plop onto your bare bottom as you notice something's wrong
>Is Anon okay?
>Why would he-
>Wait
>You forgot something
>You can just tell you forgot something important
>But what?
>Okay, you got up...
>Brushed your teeth
>Took a shower
>Got dressed
>Had breakfast
>And went to school
>But what was wrong
>You didn't skip anything or-
>Oh no
>Ohhh dear
>You remember the washing machine was broken, so you couldn't do your laundry before school
>And you didn't have any fresh-
>"Uhhhh, Fluttershy?"
>-Underpants
>Ohhh noooo
>You've just exposed your genitals to Anon
>Someone you've admired for quite some time now
>You are now giving him a full view of not just your butt-
>-but your nether-regions
>This is just so embarrassing
>He's getting a full view of your womanhood
>And you're doing nothing to stop him from watching
>You're letting your beloved Anon stare at your pussy
>Looking from your bent position, you can see he's also got an erection and a shocked expression
>He takes a sip from his bottle
>...
'D- Do you like what you see?"
>At that inquiry, Anon starts coughing and wheezing
"ANON!"
>OOOHHH DANGIT FLUTTERSHY
>YOU JUST HAD TO OPEN YOUR BIG STUPID MOUTH
>NOW ANON'S CHOKING BECAUSE YOU COULDN'T KEEP YOUR GOSH DARN HORMONES IN CHECK
>With suprising speed you stand back up, turn around and step towards Anon to help
>All without pulling up your pants
>Culminating in you tripping and falling onto his chest
>You hear him give a big cough, followed by a wheeze as you land
>After a few seconds, he begins to breathe normally, if heavily
"You... you okay?" You ask between breaths, your breath now just as heavy
>Your heart is beating a lot faster now
>"Yeah..." he responds
>Only now do you notice the position you're in
>Your arms are on both sides of Anon's head, gripping the leather couch
>His arms, in an attempt to catch you, are now cupping your hips
>Your breasts are now squished up against Anon's chest
>It steadily rises and lowers, causing your sensitive and now fully-erect nipples to send a tiny jolt of joy through you
>His hardened, still-clothed member is now rubbing up against your outer lips
>Your breaths, hot and heavy, push against each other's faces...
>...
>...
>...And you press your lips against his, wrapping both of your arms around his head
>He responds in kind, both lips opening up, allowing your tongues to meet
>You start to gyrate your pelvis back and forth along his length, making you moan
>He slides his hands up your waist, along your stomach, sliding them under your top, finally reaching your breasts, at which point he starts pushing and squeezing them, making sure to tweak your nipples
>You begin to rub faster and harder against his groin, groaning and moaning louder and louder
>Eventually, you grab one of Anon's hands, slobbering it's middle finger
>You then guide the hand towards your ass, you have the middle finger prod at your anus
>He gets the hint and, wriggling his way in, begins to pound at your anus vigorously
>Your back begins to arch as you begin to climax
>Your vision blurs for a second before drops of your juices begin flowing down Anon's pants
>Before you know it, you've slid down Anon's figure, the only thing holding you up being his grip on your cheeks
>For a minute, you lie there, catching your breath
>"You okay?" You hear Anon breathe out between pants
>You get up and quickly take your top off, throwing it into Anon's face
>You take one foot out of your pants and throw them to the side with the other
>Ohhh yeah...
>You practically leap onto Anon, placing a finger on his lips and tracing down until you reach his pants
>You're feeling GREAT!

>God DAMN
>Fluttershy begins to unzip your fly, your cock springing to life from the cloth
>She takes it into her right hand, cradling your balls in the left
>She plants a peck on the tip, slowly inching toward the base placing kiss after kiss
>Shy eventually reaches the base, wrapping her lips around a ball and beginning to suck while cradling the other, then taking a long, drawn-out sniff
>Holy SHIT
>She stops and raises herself to eye level, now stroking you with her right hand
>She gets right up into your ear and whispers
>"I want you to fuck my face..."
>BUENO.jpg
>She lowers here head back to groin level, wrapping your hand in her dainty palms
>She moves your hand to the back of her head, gesturing you to grip her long, slender almost-pink hair
>You wondered if she dyed it as you guided her mouth along your girth slowly at first, soon picking up speed
>Before you know it, you're practically smacking her head into your crotch with reckless abandon
>You look down to find Shy's arms down at her pussy, playing with it
>Soon enough, her eyes roll back, you hear a squeak and witness a puddle form between her legs
>Just as well, you yourself orgasm, pulling Shy's head all the way onto your dick and pumping her mouth full of cum
>She pulls away after you let go of her hair, making an effort to swallow whatever cum is left
>"You need a minute?"
>You nod, still in the afterglows of your orgasm
>After regaining yourself, you find that Shy has hopped onto the couch and is rubbing your cock flat against your pelvis with her pussy
"Hold up one second"
>She snaps out of her erotic trance and looks at you face to face
>"Oh, o-okay" she softly mutters

>You hop off of Anon and onto the couch, eagerly playing with your cunt as you await him
>You look to where he sat to find him taking of his shirt and pants, showing off his toned figure
>He wasn't particularly built, per se, but you could tell he worked out
>He quickly dashes to another part of the house, leaving you alone
>Not long after, he's back as quick as he left, with a pack of condoms in hand
>Better safe than sorry, right?
>He places them on the coffee table that was pushed back earlier
>You grab one from the box and tear the wrapper open, making an O-shape with your lips and positioning the condom on the tip on Anon's cock
>You steadily unwrap the condom onto his shaft, before pulling back
>He positions himself on the couch, sitting upright, and you follow
>He turns you to where your butt is facing him, and pulls you onto his lap
>At first you think he might go for anal when he grabs your legs and lifts them high
>This gets a yelp from you, as he uses a hand to guide his meat into your now exposed pussy
>You can't help but gasp as he begins hammering away at your cunt with brute force
>You then feel something graze your nipple...

>"HMMMMNNGG"
>Fluttershy gives quite the moan as you raise her arm, bring your head under it and begin to suck on her right tit
>"HNNNGAAH..."
>She's starting to vocalize at this point
>But you wonder-
>-How loud can she get?
>Letting her left leg go limp, you move your hand over to her pussy, and begin to rub at her clit
>"AAAFFUUCCKKGMMMM"
>You start to edge, moaning at the feeling of Fluttershy's hot wet cunt gripping at your cock, milking it for all it's worth
>You drill her faster and deeper than before
>"FFFFUUUUCKKK!"
>Fluttershy's cunt tightens even more and she squirts out more and more juice with each thrust, soon leaving her leaning on your chest, panting
>You finally release, filling the condom with your seed.


>A few minutes and a couple of filled condoms later, You and Fluttershy are simply laying on the couch together, cuddling
"So, Fluttershy, I never asked but I assume you're- well, you WERE a virgin?"
>"Oh, yes, you were my first."
"But it seemed like you knew what you were doing..."
>"I like to get some practice in every once in a while. I have a few toys that help me with that."
>Ah, ok
>"Were you a virgin, Anon?"
"No, This was my 3rd time."
>"Oh."
>For the next minute or so, you both simply lay there in silence, enjoying each other's company, until Fluttershy breaks the silence
>"So Anon..."
>Fluttershy looks up at you
>"Do you think we could, um..."
>She runs her finger down your chest
>"Do you think that we could be, y'know, boyfriend and girlfriend?"
>You look into her eyes
>You give her a smile
"Sure."
>"Yay," she cheers, giving you a full hug and a peck on the cheek