> You are Rarity, and you are checking up on your dear friend.
> Fluttershy's note was awfully vague, with many words heavily crossed out.
> You suspect it wasn't even close to the first draft, which is worrying.
> You knock on her cottage door.
> You barely hear her call out,
> "C-come in!"
> Maybe she's sick in bed?
> You open the door.
"Fluttershy, I got your note, darling. What's wrong?"
> On your way to the bedroom, you are struck by how quiet it is.
> Normally the cottage would be crawling with wild, dirty animals with no manners and-
> Well, while you do appreciate their absence, it makes you uneasy.
> Fluttershy's voice is a little louder this time.
"Oh, I wouldn't say there is anything wrong. Certainly not with me. Um."
> You find her laying on her belly on top of her bed, looking very much like Sweetie Bell when she's trying to hide a new burn mark on the floor.
"Are you sick? Is that why you sent all the animals away?"
> She shakes her head.
> "Some of them wanted to watch, but I always respected their privacy, even when they didn't mind. I was very firm with them, which is why I think it's working."
"You're not making any sense, Fluttershy. Why don't you start at the beginning?"
> You levitate a cushion over, and sit down on the floor.
> You know how long these things can be.
> "Um. You know how Discord comes by to talk every once in a while?"
"He did something, didn't he? Don't worry, I'm sure Twilight will find a way to reverse it."
> Fluttershy shakes her head emphatically.
> "It's not like that. Um. Exactly. He was telling me that if I had this one thing, I would be more confident."
> Sometimes you wonder if he reformed at all, or just put up an act so he can play all the pranks he wants at a smaller scale.
"Oh Fluttershy, that's not how confidence works at all. Having some object doesn't change who you are."
> "What about the alicorn amulet?"
> You revise your assertion.
"No object permanently changes your personality, and the amulet is a good example of why trying such things is dangerous."
> "Well, it's not exactly an object. Maybe, maybe if I showed you?"
"Very well, let's see what foolish thing Discord gave you."
> Fluttershy nods.
> And does nothing.
> You wait a little longer.
"Is it invisible?"
> Fluttershy shakes her head, breathing a little more quickly.
"N-no, I'm just building up my courage."
> Then she looks you straight in the eye, and sits up.
> You eyes drop automatically to what she was covering up- 
> Oh my.
"Is that..."
> She nods.
> "You see what I mean?"
> You feel like you should be vaguely troubled by the fact that Fluttershy is full erect, but it isn't the first time you've had this sort of reaction.
> Poor Spike can't hide a thing. You've taken to using his hemipenes to hold thread bobbins.
> They are the right shape, and they are around so often, the first time it was an honest mistake.
> "Rarity, is there something wrong with it? You've just been staring at it. Not that that's a bad thing!"
"Sorry, darling, I was a little lost in my thoughts. Is this why you... sent for... "
> The implications just occurred to you.
> She must have noticed, because she laid right back down, and closed her eyes tightly.
> "I'm sorry, I didn't know who I could turn to! Let's forget this ever happened. It never happened."
> The poor dear.
> You sit down on the edge of her bed and stroke her mane.
"Forgive me, this is all so unexpected."
> Fluttershy inhales shakily.
> "I just thought, y-you are so sophisticated and world-wise, you'd know what to do. O-or who to go to."
> You sigh a little helplessly.
"Darling, I'm glad you think so highly of me, but it's not altogether accurate. I, ah, haven't done this before either."
> She looks up at you in shock.
"You haven't?"
> You shake your head.
"It's important who you do it with. If you mingle with the wrong crowd, it could give you a poor reputation. Here in Ponyville... I just haven't had the chance."
> Fluttershy stares at her sheets.
> "I understand. I guess you can't help me."
> You take an honest look at your friend.
> You have always admired her grace, how demure she is.
"I wouldn't say that. But is this something you really want?"
> She looks at you uncertainly.
"I- I think I should at least try. It's something I have often wondered about."
> She's wondered about this, specifically?
> Nevertheless,
"Well, if you are supposed to be improving your confidence, I should be the one lying down."
> You turn around and lie on your stomach, facing the headboard.
> "R-Rarity?"
> You look over your shoulder at your startled friend.
"It's to help one of my best friends."
> You had rather hoped your first time would be more romantic, and goodness knows the books you've read all go that way.
> But this is romantic too, in a way. 
> You twitch your tail out of the way. You'd hate for it to get messy.
> "Thank you, Rarity. You are one of my best friends too."
> Her hooves sink into the mattress on either side of you, and you can't help but tense up a little.
> She shifts her weight, and-
"The lower one! It goes in the lower one!"
> "S-sorry."
> She pauses.
> "If, if this is about me being more confident,"
> Oh no.
> "We should start with, um. Oral?"
> Oh, that's not so bad.
> You roll over onto your back, gazing up at your worried friend.
"I've never been eaten out before either, so that's fine too."
> Fluttershy shifts her weight uncertainly.
> "I was actually talking about, um. Me."
> You look down at the limb dangling between her legs.
"If you could bring it closer, then?"
> Goodness knows you can't show uncertainty about this whole business, or Fluttershy will back out immediately.
> She puts her hooves up on top of the headboard, and straddles your chest.
> You rest your hooves on her trembling thighs, and stare at her stallionhood.
> It's only inches from your mouth.
> "Rarity?"
> Mustering your resolve, you prop it up with one of your hooves.
> Fluttershy whimpers.
> You take the head into your mouth, keeping an eye on her face.
> She clenches her eyes shut, and she starts panting.
> It tastes funny, not to mention the smell.
> Much like Fluttershy, a little earthy, but still delicate.
> As you get acclimated to the taste, you start trying things with your tongue, flicking and swirling and prodding the hole.
> She whimpers every time, whispering your name.
> Emboldened, you take more of her into you, feeling it slide under your tongue, then rise back among your molars.
> You pull back, and take it in again, sliding along the inside of your cheek.
> "Thank you Rarity! Thank you so much!"
> It makes you smile around her cock.
> You cup her balls, moving them back and forth, enjoying the heft.
> She moans.
> You pick up the pace, dropping the flourishes with your tongue, and just move your head back and forth down her dick
> She starts bucking and moaning continuously, and you have to put your hooves on her hips to steady her.
> Her cock is getting uncomfortable close to the back of your throat.
> "Rarity, I'm about to-"
> Your eyes go wide as hot cum surges into your mouth.
> It's all you can do not to gag.
> Fluttershy looks down at you in concern.
> "Are you alright? I sort of lost control. Um. Sorry?"
> You stare at her insecure expression, and hold back a sigh.
> You manage to swallow your mouthful of semen, and spit out her penis.
"A little prior notice next time would be nice, that's all."
> Fluttershy's voice trembles.
> "N-next time?"
> Huh, you did say that.
"For future reference, that is."
> She nods.
> "Um, Rarity?"
"Yes, darling?"
> "I think I'm ready for the other thing. Th-the lower one."
> Your heart rate surges, but you smile and roll over. 
> You twitch your tail out of the way, and try not to dwell on the taste of cum in your mouth as you wait.
> The mattress shifts, and once again, she is hovering over you.
> Her warm breath teases at your horn, making it tingle not unpleasantly.
> Then you feel her rod press up against your netherlips, and you gasp.
> "Rarity? Is it the wrong one again?"
"Nnno, you just surprised me, that's all. Please, ah, please continue."
> Her head parts your folds, and it feels like nothing you've known before.
> So warm, yet soft, yet crucially firm.
> "Oh Rarity, you feel amazing!"
"You too, my dear. Oh, yes, you too."
> You feel her cock press up against your virginity, and know there is no turning back.
"Go ahead, Fluttershy. It's yours."
> She whispers, "Thank you."
> The pain is brief, but intense. She stops immediately, and you catch your breath.
> "We can try another time, if you want to rest..."
> You shake your head.
"We've gotten this far. Just give me a moment."
> The pain is fading, but it's still rather sore.
> Fluttershy lowers herself, resting on your back with her member still several inches deep inside you.
> It moves around a little, bringing back some soreness, but also sparking a small amount of pleasure.
> After a few minutes, you feel like you can go on.
"I'm ready when you are, dear."
> Fluttershy nuzzles your neck pleasantly, and slowly starts thrusting again.
> It's much better this time around, and you love the feel of her body against yours, especially the surging muscles in her hips as they play across your flank.
> You press your face into the pillow and let out a muffled moan.
> Fluttershy giggles, and brings her mouth to your ear.
> "Do you like it?"
> You lift your face, breathing heavily.
"Oh yes, this is the Best Possible Thing!"
> She giggles again.
> "For me too."
> Then she starts nibbling on your ear, and most of your ability to think rationally promptly disappears.
"Wahahaha~ yes! Rut me! Oh, yes!"
> Her breathing gets shallow, and you can feel her thighs tensing.
> "I'm going to cum outside!"
"No!"
> Not your tail!
> You clench around her cock as best you can, entwine your back legs with hers, and press your rear against her as hard as you can.
> She clasps her forehooves around your neck and moans into your ear as she releases.
> You ride the wave of indescribable pleasure as your pussy milks her for all she's worth.
> You relax, lulled by the feeling of a full vagina.
> Fluttershy pulls out, and you make a wordless cry of protest.
> "It's my fault that I came in you, and I'm going to make it better."
> You look over your shoulder at her in confusion.
> Just as the first drops of cum start dribbling from your hole, she sets to licking.
> Oh yes, this is nice~.
> But still,
"That's your own semen you are eating. Are you really okay with that?"
> She pauses in her ministrations, and for a contradictory moment, you fear she'll agree with you.
> "You ate it too, so this is just being fair."
> Her tongue returns to probing and scooping at your depths.
> You bite the pillow, and before long you orgasm again, earning a giggle from your friend.
> "Don't worry, I'll get this too."
> Once she's done, you are on the edge of sleep, worn out by all the experiences.
> Fluttershy lays down beside you.
> "Do you think it worked? Am I more confident?"
> You smile at her.
> "There were several times you were quite assertive. You really are improving."
> She smiles back, and drapes a wing over you.
> That's just enough to set you drifting.
> "Rarity?"
"Yes, love?"
> "In the morning, can we do this again?"
"Of course. We can hardly be done after one practice session."
> And you fall asleep, eager to meet the morning.