My Dear, You're Like So Totally Deep Inside Me

by PRlNCESS CADENCE

Rating: mature
Tags: My Little Pony: Friendship is Magic, Porn, Fluttershy, Sex, Feather Bangs, Slice of Life
Length: 5038

Feather Bangs has sex with all of Fluttershy's dissociations.

Day 4 of the 12 Days of Feather Bangs!

When Rarity left Fluttershy in charge of her Manehattan Boutique while she was off in Canterlot for the Royal Fashion Show, Fluttershy was left being forced to face her greatest fear: trying to please everypony. One stallion, however, has many needs, and it'll take more than one Fluttershy to be able to help him get what he's looking for.

Published 2018-12-17 21:00:01 UTC
Last updated 2018-12-17 21:00:01 UTC

Fake It Til You Finish

It had only been two hours since Rarity had left for her fashion show in Canterlot, but after experiencing her first couple of customer interactions, Fluttershy was already beginning to feel more confident than ever! It was like she wasn’t even Fluttershy anymore, but rather somepony strong, sophisticated and persuasive, so much in fact that she had begun to completely forget that she even was Fluttershy deep down. Instead, she now had three new ponies that she could call on, depending on the circumstance.

The first was an elegant, haughty business woman with an eye for the minor details, being able to spot how each fabric could bring to life the features of any pony that decided to wear it. The second was a pony that was far more hip and into the current trends that were now all the rage in Equestria, with the ability to mingle and talk shop with any of the younger generation that entered into the shop. Finally, there was the third Fluttershy, a darker, deeper version of herself that could see past just the fabric and illustrate how the outfit itself brought with it its own philosophical meaning of life. With each of them combined, Fluttershy had an entire team of specialists, ready to handle any personality that decided to shop at the Manehattan Boutique.

“I’m afraid that this silk is far too captivating to be worn by a pony with your level of insipidness. You might consider something more beige, perhaps?”

“Are you seriously gonna try on something that retro? Here. This is like, what everypony’s gonna be talking about in three days.”

“This dress speaks to me. It’s telling me that it needs to be expressed, but that nopony understands it enough to grasp its true essence.”

It seemed like no matter what kind of rebuttals these ponies had, once she switched into one of her dissociations, she could handle any problem and sell even the least desirable outfits in the store. Rarity was going to be so proud of her by the time she got back, but even more than that, if Fluttershy continued doing so well, she might even consider leaving her comfort zone and working here full time… if Rarity didn’t mind, that is. However, just as soon as she thought she had everything under control, a pony with a tan coat, a beautiful mane and the shiniest teeth in Equestria walked into the boutique, nodding at all the pretty mares as he caroused through Rarity’s selections.

'Oh, dear!’ Fluttershy thought to herself. ‘This pony doesn’t look anything like the other ponies here. I wonder how I should talk to him?’

Finally, after selecting her dissociation, she casually walked over to the stallion and bluntly asked, “Are you like new here, or something?”

With the flip of his mane, he turned his attention from the selection of outfits over to Fluttershy, who immediately blushed, but quickly got control over herself before she could revert back to her normal self. 'Keep it together, Fluttershy! He’s still a client... although a really cute client with a really nice mane. Don’t forget, the number one priority is to help Rarity in running her shop!’

“This is quite the selection you have here, miss,” the stallion said in his enchanting tenor voice. “I’m not originally from this area. In fact, where I come from, most of the outfits I see are made out of straw, not silk.”

“No weh. Seriously? That’s like, so drab.”

The stallion took another step closer to Fluttershy, who now had to fight back both the glowing red tint growing in her cheeks as well as the instinct to fly away as soon as he entered into her personal bubble. “You’ve got quite the personality, I see. You wouldn’t mind helping me find a selection that would make me as charming as you, would you?”

OK. Now he was seriously beginning to break her comfort zone! There was no way she’d be able to keep the charade going at this rate, at least, not with the persona she was currently using. “Um, would you excuse me for just one second?” Before he even had the chance to reply, though, Fluttershy zoomed to the dressing room and switched into a different outfit as quickly as she could, hoping this transition of characters wouldn’t lose her the sale.

Just as the stallion was beginning to lose interest in waiting, however, a mare wearing a two piece suit arrived at the scene, holding herself up in a way that portrayed dignity and elegance. “So sorry to keep you waiting, sir,” she said in a new, deeper voice.

“Please, call me Feather Bangs.” This time, although his smile may have charmed her on the inside, the new character she wore disguised any enticements she may have felt and replaced them with a professional attitude of expertise. “And what may I have the pleasure of calling you?”

“Fluttershy. I will be the one assisting you in selecting your new couture. However, this area is predominantly for stallions of a more disingenuous background. You must be looking for something that projects more than just a simple je ne sais quoi.”

Feather Bangs flashed his pearly whites again, but despite his beauty, Fluttershy held her confident demeanor. “Girl, how is it that you know exactly what I’m thinkin’? You don’t have some kind of mind-reading device in that big old bun of yours, do you?”

'Uh-oh! Is he saying that my bun looks funny? Does it not work with my character? Is everypony just being nice to me because they secretly feel bad for me?’

Fluttershy shook her head, realizing how silly her mind was acting. “I’m afraid I can’t read your mind, but judging by your disposition, I can only guess that your main focus is selecting an option that accentuates your predominantly aesthetic features. Were you looking for something that would generate a positive impression during courtship?”

Feather Bangs chuckled, which Fluttershy interpreted to mean that she was doing a good job, but suddenly, his smile turned into a frown, and now he wasn’t even making eye contact anymore. “I guess you could say that,” he said softly. “I haven’t really been having much luck in finding that special somepony. At least, not yet…”

What happened? He was so bright and happy just a second ago! Had she said something that turned him off? Had she used the wrong persona again? Before he even had the chance to raise his head back up, Fluttershy zoomed back to the changing room and switched outfits again, this time selecting a character that would be a little more empathetic.

Once Feather Bangs lifted his eyes, he reflexively flinched to see that the mare who had been helping him just a moment ago was now dressed in all black with black eyeshadow that added to her darkness. “I think I understand what’s going on in your heart right now. It’s wailing out for affection, but this cruel world is refusing to give it the light that it needs to survive.”

This time, it was Feather Bangs who had taken a step back, brushing the back of his mane while he looked around for something that he could use to turn this conversation around. “Yeah, ha ha. Actually, I was wondering if there was anything that you would personally recommend. I think somepony of your standing in the fashion industry would have far better eyes than a simple townspony like myself, and if there’s one thing that I’ve noticed about you already, it’s definitely how your eyes differentiate you from all these other ponies.”

Fluttershy could feel her cheeks beginning to burn up again, but she had already used up all three of her personas! If she transformed herself back into the snob, she would lose the ability to connect with Feather Bangs on a deeper level, and if she transformed back into the beatnik, she might come off as too urban for somepony as simple and transparent as he was. If she stayed like she was, though, she would run the risk of getting too personal and accidentally fumbling in his allure, which would not only embarrass her, but might also lose her the sale. She had to pick one of them quick, but none of them were guaranteed to work!

“Hey, Fluttershy?”

“Huh?!” Fluttershy quickly snapped back to reality. She would just have to stay with the character she was using already and switch later if the situation necessitated it. “Sorry. I guess I just got lost in the confines of my soul.”

“I was just wondering if you had any recommendations.”

Fluttershy sighed, walking him to another section of the store that contained predominantly black clothing. “I wouldn’t consider them recommendations as much as a pulse resonating from within. Something like this would scream out to the world the existential pain your heart is in right now.”

Feather Bangs smiled awkwardly again, avoiding eye contact with both Fluttershy and the outfit, but despite his polite expression, she could see inside that there was something making him uncomfortable. She could tell that she was losing the sale, and she had to do something before she ended up losing what could turn out to be a long-term customer!

“Could you stay here for a minute? I need to go enter my void for a minute.”

Now it was Feather Bangs’s turn to blush. “You... need to what in your what?”

And suddenly both of their faces were red as Fluttershy immediately realized how her words could have easily been misinterpreted to mean something completely different. “Um… Be right back.”

Before Feather Bangs even had the chance to stop her, she took off into the air, speeding past ponies all throughout the shop in order to make it back into the changing room. She had no idea what dissociation she would choose next, but there was no way her dark persona was going to help her find an outfit for Feather Bangs… or help say the right things for that matter! Without thinking of what the next choice would be, she quickly began stripping the dark black dress off of her body and grabbed the next closest choice, which in this case was a pair of glasses.

‘Maybe this was the right choice all along!’ she thought to herself, putting the outfit on as quickly as she could. ‘It has to be! The other two didn’t seem to help much. Oh, I hope this works!’

“Hey, Fluttershy?”

The pegasus jumped in surprise, turning towards the stallion who had just slipped his head into the dressing room with a glare on her face. “Rude!” she exclaimed. “Could you like, not walk in on me when I’m changing?”

“Is… there a reason you’re changin’ outfits so much?”

‘Shoot! He’s onto me!’

“As if! I just needed to get out of that black and into something a little more in the moment. I couldn’t even think freely with all those dark colors harshing my mellow.” Feather Bangs raised an eyebrow as a smile began to curl on his lips, and suddenly he was entering the changing room altogether, closing the curtains behind him. “Dude! Are you like, trying to see my panties or something?”

Feather Bangs scoffed, exposing his shiny teeth once more and making Fluttershy tremble. “Girl, you’re worried about me seein’ some underpants when I’m here not wearing anything?”

“Ew! Gross! Put that thing away!”

“Ha ha. You ain’t even seen it yet. That is, unless you want to.”

Fluttershy’s face steamed. She wanted to tell him off for being so discourteous and disgusting, berate him for walking in on a mare while she was changing and insult him for his lack of overall sense of fashion, but for some reason, he had a charm that she couldn’t resist. In fact, it was the idea of him checking up on her in the first place, even while she was changing, that made her face grow red, not from anger, but due to her own self-consciousness. She had been trying not to fall for his charm since the moment he walked into the boutique, yet despite her failing to connect with him using any of her personas, he was still talking to her naturally. He was talking to the real Fluttershy.

‘No! That’s silly! He just offered to show me his… um… Anyway, there’s no way that he actually likes me! I just need to tell him to wait for me in the showroom!’

Feather Bangs smiled, making Fluttershy gulp audibly.

‘But he’s so cute! OK, you can do this, Fluttershy. Just be assertive and ask him to wait for you outside.’

“Could you, like, chill for one sec?”

Before Fluttershy had even completed her outfit, she was taking it off again to substitute it with her more firm, confident character. She was getting changed specifically so that she could ask him not to watch her change, but even though she was embarrassed and self-conscious, part of her enjoyed being admired by a cute boy as she slipped out of her outfit. Finally, though, she had her hair in a bun and a suit around her waist, and looking straight into the stallion’s dreamy eyes, she stood up tall with newfound confidence.

“Mr. Bangs, I’m going to have to ask you to--”

“Please, call me Feather.”

“--to wwww…..” Even with her more courageous persona, she felt herself losing out to the stallion’s charm. Then, recollecting herself, she furrowed her eyebrows again, giving him the stare, but just as soon as she thought she had total control of the situation…

“Soooo, you wanna see my dick now?”

‘Yes, please.’

“Honestly, Mr. Feather! The nerve you have to just waltz into my boutique, interrupt a mare while she’s attempting to change and present yourself in such a lewd, indecent, disgraceful manner is just unforgivable! If you do not exit this changing room at once, I will have no further options but to request your immediate departure!”

‘I did it! I actually spoke up for myself!’ Fluttershy smiled triumphantly at her confident display, but for some reason, Feather Bangs didn’t move an inch, smirking in a way that matched the pegasus herself.

“You never said no,” he said, alluding to his previous question, and just like that, Fluttershy realized that she had lost. Even after giving the most fearless speech she had ever given to a non-animal, she felt herself powerless to Feather Bangs’s undeniable desirability. He probably courted mares like Fluttershy every day, but she had never once been hit on, especially by a stallion as attractive as him.

Fluttershy opened her mouth, but it was too hard to speak, to make the words come, too hard to say anything at all. She thought of switching into another one of her dissociations, but which one could she even switch into that would be able to handle herself any better than the one she was in right now?

“So is that a yes?”

Sadly, Fluttershy nodded her head. “You wouldn’t want to keep a lady waiting, would you?”

Feather Bangs chuckled, flipping his mane to the side and putting Fluttershy deeper under his spell. He then brought his hoof down to his sheath and massaged himself up and down, causing Fluttershy to breathe deeply, her eyes never blinking in her anxious anticipation. Suddenly, she could see something pink begin to poke out beneath his stomach, and standing up on his hind legs, her eyes went wide at the sight of the stallion’s penis, growing in front of her.

Fluttershy reflexively put her hooves over her eyes in fear, but once she felt Feather Bangs’s hooves on top of hers, she slowly pulled them down, getting a full frontal view of the earth pony up close. It was her first time seeing a male phallus in real life, and even though she was scared half to death, the interest of having a penis right in front of her held her attention more than she would have liked to admit.

“You like what you see, girl?”

‘Like would be an understatement.’

“Indeed,” Fluttershy said, getting back into character. “The size is admirable, it is well-proportioned, and it appears that it is in top condition.”

“Cool,” Feather Bangs replied with another grin, making Fluttershy’s heart skip a beat. “You know, since you’re so close and all, maybe you might wanna…” Feather Bangs didn’t say another word, but tilting his head towards his genitals and biting his lip, the hidden message began to sink in, making Fluttershy’s eyes grow wide.

“Oh, my.”

He was asking her to perform oral sex on him. There was no other way to explain it. This was something that she wasn’t even sure the snob would be able to handle, but then again, it might not even be something that the snob would be able to reject, either. With the stallion’s dick swinging in front of her face, Fluttershy shrunk down to her haunches. Despite how nervous it made her, she wanted to say yes, but that would take a lot more courage than she was used to, even if there really was nothing to be scared of.

Still, no matter how hard she tried to get the snob to go through with it, she remained frozen, staring blankly at the shaft in front of her while the air in the room grew more awkward. ‘There's no way the character I'm in now will be able to handle this! I might need some help from somepony else.’

“Would you be a dear and wait one moment, Mr. Feather?”

Feather Bangs shrugged with a smile, leading Fluttershy to dive back into her wardrobe and strip frantically, pulling herself out of her suit and slipping back into her glasses and corduroy. She still wasn’t sure if this was going to work, but maybe the beatnik would be able to help her in this situation.

“Soooo let me get this straight,” Fluttershy said, adopting her new character. “You just want me to suck it, right?” Feather Bangs replied with a smile, making the yellow pegasus pony roll her eyes as she wrapped her hoof around the skin in front of her. “Really, now?”

The skin that she was grabbing onto was stiff, yet still somehow soft enough for her to slide up and down, which Fluttershy gradually remembered was supposed to be terrifying her right about now. Despite her fears, however, her new dissociation was handling herself quite well, and with her mouth opening wide, she moved the penis between her lips and put it in as deep as she could go. The taste was a surprise in and of itself, but what was even more surprising was how quickly she would need to learn to hold back her gag reflex as the cock went deeper into her mouth. Pulling her mouth back slightly, she eased Feather Bangs’s dick out of her mouth, trailing her mouth along the edges while her hoof rubbed him in a steady rhythm along the base.

“So, like, I might need a minute to get in the zone here.”

“Take your time, girl,” Feather Bangs replied, resting his hooves behind his head like a pillow as Fluttershy did all the work below.

“Whateverrrr.”

To Fluttershy’s surprise, she was actually getting used to the feeling of her partner’s cock a lot faster than she thought she would. It went from being a terrifying object to something that actually aroused her, something she legitimately wanted to put in her mouth of her own free will. The act of actually performing a blowjob, though, was a little more difficult to get used to. She fumbled the shaft around her tongue, trying to get a good position while not forgetting to rub him below and suck him off rather than just give him a tongue massage, which he seemed to be enjoying regardless.

“Looks like you found your zone, baby,” Feather Bangs said, eliciting a raised eyebrow from the mare despite how much she secretly enjoyed the compliment.

Finally, after a few minutes of struggling to get the hang of giving a proper blowjob, Fluttershy had finally worked out a system that both worked for her and put her partner into a state of bliss. Fluttershy removed her mouth away from Feather Bangs’s cock, pulling her mane back and she dripped a lugi onto his skin, which she rubbed fervently to make it easier for her to slide hoof back and forth. Then, putting the dick back into her mouth, she licked all across the sides, coating him further with saliva as she bobbed her mouth back and forth, looking up at the stallion with longing eyes.

“Mmm! Flutters, you are puttin’ me on edge right now!”

“Duh. I’ve got your dick in my mouth. It’d be totes weird if you weren’t getting off from this.”

“But don’t you wanna get some too?”

As soon as his words sunk in, she accidentally pulled his shaft too far into her mouth, yanking it out quickly and coughing before she accidentally hit a gag reflex on the way out. “Excuse me?”

“I’m sayin’ why don’t I give you a little sum’m sum’m while I’m at it?”

Suddenly, all the fear from before was returning to Fluttershy’s head at an extreme that not even her current persona could handle. ‘Is he saying what I think he’s saying? Oh, dear. What do I say? What should I do?!’

“So like, let me get this straight. You’re saying that you…” Feather Bangs nodded. “...want us…” Feather Bangs nodded. “...to have sex…” Again, Feather Bangs nodded. “Whoa. Just whoa.”

“What do you think, girl? You ready to ride the Feather? Ha ha.”

Fluttershy raised an eyebrow. “Did you just call your dick ‘the Feather’? Really? Really now?”

“Hey, if you don’t think you’re ready--”

Fluttershy scoffed, getting back up to her hooves. “Fine,” she replied, turning around and pulling her pink shorts off of her hind legs. “Happy now?”

Almost immediately, she felt a pair of hooves grab her by the flanks, and suddenly the fear from before came back at once, nearly causing her to take off running on the spot. Her legs, however, were too shaky to move from their location, especially once she felt the tip of his penis running along the back of her legs, searching everywhere for the slit between her legs. She felt like she was going to cry, squeezing her eyes shut and hoping that he couldn't feel how much she was shivering. Finally, though, biting her lip with her eyes squeezed shut, Feather Bangs pushed his penis inside her vagina, taking her virginity away in one fleeting instant.

The initial feeling filled her with pain and terror, having never experienced anything in her vagina before, let alone a full grown stallion’s erect dick, but like a bandaid, once that initial pain wore off, everything else seemed to disappear. Her legs squeezed tighter, gripping her partner’s shaft as he fought to push through her insides. Her vaginal walls grew wetter and wetter, lathering his skin for him to slide even deeper into her opening. Her heart beat calmed down, then quickened again, but by this point, any fears she had were gradually beginning to dissipate.

“How you feelin’ now, girl?”

“Oh em gee! It's so good I can’t even...”

Feather Bangs chuckled softly, grabbing hold of Fluttershy’s ponytail and pulling her back, making her moan loudly as he filled her with pleasure between her thighs below. Fluttershy wanted to help her partner by thrusting their hips together, but she could barely even think to breathe with the overwhelming arousal taking over her mind for the first time. The pegasus then arched her back forward, pulling her hips up higher while she sensually looked over her shoulder at Feather Bangs, giving him a prime view while he humped her brains out. With Feather Bangs’s shaft moving all the way to her cervix, Fluttershy bit onto her scarf, moaning loudly to match the volume of his penis splashing away behind her.

“Moan my name for me, baby girl,” Feather Bangs said softly, spanking her once for good measure.

“Ohhhh, Feather Baaaanggsss!” Fluttershy didn’t have to act. The warm feeling inside her vagina along with the tightening grip of her inner walls and brute force of the earth pony’s hips were enough to put her on the verge of screaming. She was too nervous to do it by herself, but if Feather Bangs asked her to, she wouldn’t hesitate for a second.

“Mmm, Fluttershy, I’m gettin’ so close.”

“Close?”

“Yeah, girl. I’m gonna cum any minute now.”

Suddenly, Fluttershy pulled herself away, releasing his penis from her insides and leaving her orifice throbbing from the lack of attention. She had no idea why she did it, but all of a sudden, her inner Fluttershy had taken over, keeping her from yet another experience.

“Uhh…” Feather Bangs began in confusion, his dick hanging stiff, pointing towards the sky. “Babe, you alright?”

Fluttershy looked for any kind of excuse she could, but the main culprit here right now was her own pathetic fear. She was afraid of a stallion cumming in her vagina, which ultimately made her pull away, but she wasn’t supposed to be her regular Fluttershy right now! Her character was supposed to be able to handle situations like this!

“Sorry,” the pegasus said, “but could you wait just like one more minute?”

“No prob.”

Without hesitating for another minute, she dove back into her pile of clothes, ripped off her hipster attire and quickly put on her black dress and eyeshadow. Hopefully this persona would already be too deep in the darkness to even care what happens inside her, but she wouldn’t know until she tried it out. Making her way back to Feather Bangs, she lifted the back of her dress, moved her tail out of the way and quietly said, “I’m ready for you to take away what little innocence I have left.”

Feather Bangs smiled with a chuckle, still in confusion about her constant charades, but not about to pass up on free pussy. Again, the stallion grabbed hold of her flanks, angled his length and pushed it through her opening, making her shudder once more before welcoming it back inside her hole. Her vagina was still a little tight, but it didn’t take long for Feather Bangs to push his way back through, forcing his way into the edge of her insides. Fluttershy, on the other hoof, was beginning to moan again, only this time it sounded more like a wail, making Feather Bangs worry that he might accidentally be hurting the sexual novice.

“Just let me know if it starts to hurt, OK?” Feather Bangs said, rubbing his hoof over Fluttershy’s butt.

“Pain is just an illusion to distract us from reaching the apex of our soul.”

He didn’t understand what she was saying completely, but fearing losing the edge that was coming on, he continued thrusting through her vaginal canal, which was now gripping him harder than ever. Fluttershy, however, was now screaming, biting down on her hoof almost to the point of drawing blood while her upper body flung forward with each lunge from her partner’s hips.

“That’s it, Feather Bangs! Release your soul into mine! Become one with me!”

“You want me to cum?”

“Yes. Pour your seed into me so that it can die on the inside just like me.” Before Fluttershy could say anything else that would jeopardize the moment, Feather Bangs humped her as quickly as he could, pushing as deep as he could go with all of his might until finally-- “Oooooohhhhh!!!”

Suddenly, semen began pouring out of Feather Bangs’s dick, decorating Fluttershy’s insides with a thick coat of white liquid. The pegasus pony moaned louder, her vagina pulling the warm semen all the way into her ovaries as her partner’s dick continued to throb inside her. Both of their bodies were shaking in unison to each pulse that made its way into Fluttershy’s opening, but finally, after several long, powerful pulses, Feather Bangs pulled himself out, dripping semen down Fluttershy’s leg. With her body shaking one final time, Fluttershy lifted her hips into the air, letting the rest of the semen find its way down her inner canal so as not to drip onto any of Rarity’s dresses, which immediately reminded her…

‘Oh, no! I’m supposed to be running the store right now! I got so distracted that I haven’t been helping anypony find what they were looking for!’

“Uggghhh,” Fluttershy groaned. “This ordeal has left me with nothing but sorrow.”

“What?” Feather Bangs said in shock as he continued to recover from his orgasm. “You mean you didn’t like it?”

“What started out as a fruitful endeavor has ended with lives in despair… Did you need me to help you find anything?”

Feather Bangs scratched his head in confusion, still unsure as to whether or not Fluttershy enjoyed herself as much as he originally thought. “Naw, I’m good.”

“Tear… If that’s the case, I’ll go back to finding those in need of their own personal awakening.” Fluttershy then slowly made her way out of the dressing room curtain, but as soon as she had passed the threshold, she poked her head back through and said, “Although, if you ever find yourself walking a dark, dreary path and need somepony to be your light in the darkness, I can help fill the void in your heart.”

Feather Bangs couldn’t help but smile at Fluttershy’s silly mannerisms, but once she made her way back out onto the sales floor, she was back in her element, switching between dissociations like nothing had ever happened. This moment, though, would be with Fluttershy to cherish forever. So long as she never had to give up her personas, she would never regret the time she spent with Feather Bangs.

Author's Note

On the fourth day of Feather Bangs, Princess Cadence gave to me:

Four Fluttershies, three outfits, two entry holes, and a clop that is in a boutique.