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My Best Friend, Luna

by Flammenwerfer

Chapter 15: Part XV. Ambiguity

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Part XV. Ambiguity

Hearing all he needed to hear from Blueblood, the time was upon Fredrick to return to Luna’s chambers and prepare for the alleged ‘prank of the century.’ After sharing a friendly middle finger with Stella (to whom he taught the meaning of such a gesture) a few minutes was all that was needed to jog back to the Lunar Quadrant of the castle. As per usual, guards paid him no heed as he bolted on by, eventually finding himself in front of the pristine, ebony double-doors of Luna’s room. Before he could even knock, the alicorn quickly opened the left side and yanked him in. To the two guards stationed outside, it looked almost cartoonish, but the pair had quickly learned to not question the oddity of events that jointly concerned Princess Luna and Fredrick.

“About time you showed up! Here, put these on,” Luna lightly scolded before shoving a neatly-folded stack of completely black clothes in his face, which Fredrick promptly took hold of. As for the Princess herself, she was garbed in a form-fitting black long-sleeved shirt along with identically-colored combat pants which hugged her legs aerodynamically. Her waistline was adorned with a utility belt and her hair was its lifeless form.

“Wow… you really weren’t joking,” Fredrick commented on the attire, realizing that Luna did indeed wish to ‘go all out.’ He changed clothes and slipped on the assigned outfit, which was essentially the same as Luna’s though more tailored to his human form. What stood out the most, though, were two identical articles that were lying on the bed; Fredrick’s curiosity got the better of him. He picked them up and looked to Luna disbelievingly.

“Balaclavas? Really??”

Luna turned to him stoically, but with an expression that said ‘come on, now.’

“Using your words, Fredrick, she needs to get ‘rekt,’” Luna responded as she took one of the garments from Fredrick’s hand and pulled the balaclava over her head, leaving only her eyes showing and her horn protruding.

“You know, I’m starting to think that I’m having too much of a bad influence on you,” Fredrick mused, pulling his own, fitted balaclava over his head. Both of them now looked like actual criminals.

“Oh? I prefer ‘expanding horizons and vocabulary’ over ‘bad influence,’ if I may be so bold,” Luna countered, moving to the other side of her bed and fishing something that she had left there. “Here, to complete the look.”

Fredrick instinctively caught the large, long object that she threw, finding it to be something else that astonished him for the third time in ten minutes.

“T-This is a rifle…” he commented with a slack jaw, though it was not like any modern firearm that he was used to back on Earth. In fact, it looked much more like a musket, though it curiously had a bolt-action. Fredrick had never inquired about firearms in the Equestrian nation and never felt the need to ask, but clearly they existed. How effective they were would be another question for later.

“So it is,” Luna said, shrugging as she sheathed a knife to her belt. “We must look threatening if we are to seem realistic, yes? And worry not, it’s not loaded at all; ammunition is not necessary. And as well, I did warn her that my retaliation would be massively disproportionate.”

“You say that as if ammunition would be necessary given a certain set of circumstances…”

“Well, technically that would be the case, wouldn’t it?” Luna questioned in return, rejoining with Fredrick who giggled at her response.

“Yeah I guess you’re right. Okay, are we ready?”

“Indeed, it looks like we’re all set. Now, allow me to go over the entire plan,” Luna began, Fredrick shifting his weight to his other leg as he began listening intently. “I’m going to teleport us into her bathroom and we shall lie in wait there. As expected, Celestia is working extra late tonight and I’ve already taken the liberty of soundproofing her room an extra layer than what already exists.”

“Alright…”

“If everything goes according to her normal regimen, she shall enter and go straight to sleep, as she often does when she works late. We will then allow about fifteen minutes for her to tread deeper into slumber before we sneak out of her bathroom; I shall have us cloaked so on the off chance she still stirs, she shan’t sense our presence. The first order of business is disabling her magic… for that, I have this,” Luna explained before fishing a small item from her pocket: it looked like a somewhat oversized ring.

“That goes on the horn?” Fredrick guessed, Luna nodding in response.

“Yes, it will stifle her magic immediately. That shall jolt her awake and that’s when we start barking orders and screaming at her. I’ll hold the knife to her face and you’ll aim at her with the rifle. Once she’s truly petrified, we’ll tie her up, place a bag over her head, and then maybe ‘transport’ her elsewhere, where we shall reveal ourselves,” Luna said, finishing laying out the details of the plan itself, and Fredrick did not hide the fact that he found this borderline mental.

“You do realize that this will probably make Celestia hate me until I’m dead, and you for at least a few centuries, right?” Fredrick pointed out. Luna merely shrugged indifferently.

“She’s held grudges for longer and we have done worse to each other, honestly. As for your predicament, the journey of life requires sacrifices. Her eternal ire will just be something you must learn to accept,” Luna countered jokingly, adjusting her balaclava as Fredrick internally scowled. “Well then, are we ready?”

Fredrick cradled the rifle in his hands, shrugging and resigning himself to his fate.

“As ready as I’ll ever be I guess…”

“Excellent,” Luna said as her horn lit up. “Stand by for teleportation…”


In a sudden flash of magical light, Fredrick and Luna reappeared in the darkness of Celestia’s bathroom. Like Luna’s, it was quite expansive and definitely ‘royal’ in décor… what was able to be seen by a tiny little light that Luna generated with her horn. Other than the color scheme, for all intents and purposes, it was identical to Luna’s in actuality.

“Very good… we’re in,” she whispered, dimming her horn to a much more appropriate level as she opened the bathroom door, leaving it inconspicuously ajar and allowing the two of them to see into Celestia’s room itself. The two peeked and found it empty, as expected.

“When’s she coming back?” Fredrick asked, gently laying the rifle he was carrying against one of the walls.

“Hopefully soon… shouldn’t be more than a few minutes from now. I checked before you arrived and she was just about finished with her work for the evening. She then walks back rather than teleports so she should be entering rather soon,” Luna answered, leading Fredrick to the appropriate places by the door so they could observe without running into each other: Fredrick standing while Luna on one knee.

“Alright. I understand the whole game plan, but do you have some signal you wanna give me before we burst in?” Fredrick asked, his heart rate already increasing rapidly as he wondered how this would all play out. His face was also starting to get a bit warm due to the balaclava.

“We will not burst in. Recall, I said we will sneak in once she is asleep. As for a signal, once I stand up from my position, it shall be time… then, just follow my lead. Sound good?” Luna softly elaborated, still being cognizant of the faux-tranquility they set up for her older sister.

“Yeah, waiting on you th—” Fredrick’s answer was cut off when both of them heard the bedroom door suddenly open. Luna’s ears perked up and she held her index finger to her mouth, calling for silence from here on out. Fredrick nodded and they began the process of spying on their target: the Solar Princess herself.

Princess Celestia finally came into view, wearing the usual flowing white dress that she wore on-and-off along with her suit. She was absolutely beautiful as always but it did not take a genius to see that she was fatigued. She sighed to herself and ran both of her hands over her face and through her ethereal, flowing mane. Pursing her lips and gazing around lazily, she removed the magic from her hair and left it lifeless and with its natural, pink color.

Fredrick recoiled ever so slightly, having never, in all of his time here, seen Celestia without the ethereal component of her mane. Thus, having it reduced to a rather bright-pink without the magic was a bit jarring for him, but nevertheless, Celestia wore it well. Luna and Fredrick shared a glance and nodded at each other, continuing to observe their prey. In such a state, Celestia almost looked innocent… tired and defenseless, and as such, Fredrick almost felt bad for what was going to transpire. But, he quickly remembered that Celestia was, in fact, playful and absolutely relentless in her jibes. That, and he was already committed to Luna with such a prank, so he’d follow through. He just hoped that in the end, this would provide ample laughter.

The two continued to watch like vultures waiting to strike… and Celestia was definitely taking her sweet time. She sat on the edge of her bed (giving the two a full frontal view of her) and began prying the shoes off of her hooves, as well as removing her tiara and other regalia. The Solar Princess then stood up once more… but both sets of observing eyes quickly widened as Celestia turned around, faced her full-body mirror, and in one fell swoop, unzipped and dropped her dress off her body.

Fredrick and Luna got quite the view of Celestia’s backside and Fredrick was nigh frozen in place. He was able to pry his eyes away and look down to Luna with a questioning gaze. Luna replied with her eyes, conveying a sense of not having planned for this, shrugging but ordering him to stand by. Fredrick knew for a fact that he should just back out from his position and let Luna do the spying at this point, but when his eyes became affixed once more to the alabaster alicorn, he simply could not look away, especially with a toned (not as much as Luna’s), perfectly curved ass staring him in the face.

Then, Celestia turned around.

Fredrick always knew that Celestia was much more well-endowed than Luna… anypony with a modicum of rational thought could merely observe that as fact. Still, it was one thing to know and take for granted… and another thing to find out and prove beyond any reasonable doubt to oneself. There was no denying it: like Luna’s, Celestia’s breasts were absolutely perfect (in their own ways)… like beautiful porcelain-colored teardrops with small, light-gray nipples. Celestia had a somewhat larger body than Luna and as such, her assets were proportioned appropriately, though they were a bit more… ‘plump.’ It fit the older princess’ body perfectly though, and regardless, she was still in amazing shape with a clearly toned stomach as well as an overall arousing, defined musculature.

Fredrick was convinced now that both alicorns were sculpted from the mold—no—the very concept of perfection.

Luna, on her part, was just as shocked as Fredrick and she mentally berated herself for not considering the fact that Celestia would most likely have at least changed her clothes under the impression that she’d be, naturally, alone. Thus, when seeing that Fredrick was indeed helping himself to a nice, oversized serving of eye candy, she did not really fault him or mind. In fact, she internally chuckled that he was frozen in place. The awkwardness of it being her sister that they were viewing was overridden by the fact that he was most likely blushing and sweating like hell.

She also noticed another small—yet quickly lengthening—detail as Celestia moved towards her bed once more. This was easily visible by the amount of light being let in combined with her current positioning.

By the stars… Fredrick is aroused! Haha! I shall never let him live this down…

Celestia finally entered into her bed and covering herself… though that did not last at all. Fredrick breathed a sigh of relief at first, but at that point, he too realized that he was indeed hard. Looking down, Luna carried a shit-eating grin under her balaclava, shaking her head at him. He knew for a fact that he was going to be in for the teasing of a lifetime when this was all over. He reiterated his gratefulness of the original awkward situation ending.

Well, at least that’s over…

All that remained was for Celestia to fall asleep and it would be show time.

“Well…” Celestia spoke to herself, earning the attention of both observers. “I think I’ve earned a little… quality time after today.”

Lying down and holding out her hand, she magically willed an easily recognizable, phallic object into her hand (again, much to the astonishment of the two hidden ‘assailants’) but unlike what she used to prank Luna with, this particular dildo was a dark, yet translucent red color and what was even more surprising was what it looked like… a fact that stopped Fredrick’s entire thought process as he went pale with the implications.

It was distinctly human-looking, rather than resembling a stallion’s penis.

WHAT?! How the…

Luna herself became increasingly weirded out and surprised. She knew her sister had special toys like that… she did too! But what was most interesting was how perfectly it resembled a human penis (Luna would know in detail, after all). She was not even mad, she was just weirded out yet curious at the same time as to how her sister could acquire such a toy that replicated things so on-point. There was no reason to stop the prank now, and the appropriate questions could be asked later (this could actually add to the pranking material). In fact, Luna was more worried about Fredrick… who was still slack-jawed yet seemed to look almost fearful under his balaclava.

Even so, Fredrick could not seem to look away… and he had the same ‘problem’ as before, even more so when Celestia took the tip of the dildo to her mouth and began softly suckling. Celestia closed her eyes as she caressed the tip of her toy with her tongue, sucking gently and running her free hand up and down the length of the shaft.

It was well established that Fredrick, again, had his eyes glued to the unexpected scene for a number of reasons. Luna did not particularly have a desire to watch her sister pleasure herself, but what she could not deny was the fact that due to the bulge in Fredrick’s pants, she was starting to see the situation through figurative ‘rose-colored glasses.’ Her own blush was starting to deepen at the sick sense of watching Fredrick getting aroused from her sister’s lewd, personal actions… and she was not entirely sure how she felt about that.

Fredrick gulped as the two observed Celestia take the dildo deeper into her mouth and muzzle, eyes still comfortably closed as she was clearly enjoying her own ministrations. Her tongue continued to lap at the entire surface area of what she could fit in her mouth, using her free had to this time grope and massage her left breast. Celestia pinched her nipple between her index and middle finger as she attempted to squeeze her entire breast (Fred guessed their size anywhere from a high double D to a low E-cup). A soft gasp and a moan emanated deep from her throat as a result.

There was no denying it at this point: Fredrick was completely aroused. However, there were just so many conflicting emotions as a result of this. Firstly, he had not thought about Celestia in a lewd manner for a long, long time (working with two gorgeous alicorn sisters, both of which are friends, affords a certain amount of meandering thoughts)… and seeing her, the powerful ruler of the day and projection of the Sun itself, beginning the process losing herself to the grasps of carnal pleasures almost seemed wrong.

Then he felt something firm palming him.

Pulling his attention away from the ‘show,’ he found Luna looking up at him (only her eyes visible of course) with a lidded gaze while her right hand continued to palm and massage the throbbing length within his pants. His breath hitched and he shuddered out, doing his best to stifle a groan as Luna continued to caress him.

Turning back towards the room, Celestia had removed the toy from her mouth and began running the tip of it over her breasts, particularly her nipples which were clearly hard. Pressing the dildo into her right breast, she snaked her left hand down between her legs and began rubbing her already-slick lips, using her three middle fingers to rub herself while paying extra attention to her swelling clit. Celestia nestled the dildo tightly in her cleavage, opting to use both of her hands to play with herself as her groans, shudders, and moans became much more prominent. Her fingers were already drenched in her natural honey, her left fingers rubbing and pinching her clit while she did the best to finger herself with her right middle fingers.

“Mmmmph! Uhn!” Celestia groaned extra loud as she hit a particularly sensitive spot, her lower back arching and pushing her beautifully sculpted stomach into the air. In the midst of watching this unfold even more, Fredrick felt Luna stealthily undo his pants and pull his painfully hard erection out, gripping and stroking his entire length. She continued to look up at him as Fred enjoyed the dual onslaught of the show and Luna’s actions.

Luna’s strokes became much more firm and fast as precum began coating her un-gloved hand as well as his entire shaft. Both of their lips were bit and Fredrick locked eyes with Luna below him as she continued to masturbate him. His ears were then alerted as Celestia brought herself to the brink of orgasm but edged herself off. Almost immediately though, she pulled the dildo from the fleshy prison of her bosom and began running the tip up and down her slit, crying out at her sensitivity before shoving it completely inside of her. Her mouth was hanging open and Fredrick continued to be awash with emotions as he watched his other good friend and regal alicorn go to town on her pussy.

The moment Celestia impaled herself, Luna lifted her balaclava over her muzzle and pulled Fred’s dick into her mouth, beginning to caress her tongue over the sensitive underside of his length much like Celestia did with the dildo. Luna attempted to make it so each time she bobbed her head, Celestia shoved her toy inside her love tunnel. Luna silently told Fredrick to keep his eyes on Celestia as she worked his cock over, and as the Solar Alicorn continued to fuck herself with a human phallus-shaped dildo, he subconsciously began bucking his hips. Luna and Fredrick did their best to keep their heavy breathing and moans at bay and were it not for Celestia’s own moans and squeaks of pleasure, the duo would have surely been heard by now.

Celestia gyrated the dildo inside her, stretching all of her walls much to her literal pleasure. She cried out again but curtailed her moans as much as possible, biting her lower lip as she continued to piston the dildo completely inside her. She shoved the entire length into her slit and started rapidly mashing it inside of her before she yanked it out entirely, switching tactics and thrusting the length completely in and out of her.

“HAH! Gahhnuh! Yes!” she groaned out, Fredrick finding it extraordinarily hot to see such a powerful alicorn reduced to putty in her own hands. He had a similar, if much more profound experience with Luna during their early days of ‘experimentation.’ Luna had hollowed out her cheeks and it seemed as if she was trying to suck his soul out through his cock as she refused to relent her southern assault.

Clutching her left breast and pinching her nipple as before, Celestia angled the dildo upwards and plunged it into her, being sure to hit that special spot inside that drove her absolutely wild with incredibly sexy cries of “YES! Right there… yes!”

Fredrick and Luna could tell that she was nearing her end, and Luna was determined to finish off her human at the exact same time. Stabilizing herself on her knees, she was more than content with letting Fredrick essentially fuck her face while she provided the sucking and other stimulating motions. All Fredrick had to do was gaze at Celestia begin to lose herself to the clutches of orgasm.

"Mmmm… MMPH! Right there, RIGHT THERE!” Celestia nearly screamed out as she jammed her toy deep into her pussy. She employed her other hand to rub her clit, toying her little button in conjunction before the sudden, overwhelming tidal wave of pleasure peaked and overtook her, sending her back arching even higher as she came around the fake phallus. A noiseless scream emanated from her open mouth as she clenched around the dildo, her juices flowing freely out of her slit and staining her sheets, though she could honestly care less as her mind was jelly at the moment.

At the same time in the bathroom, Fredrick had been bucking his hips and fucking Luna’s mouth with the same rhythm that Celestia had displayed, and the moment she came, he too could not hold back as he silently shoved his cock in entirety into Luna’s mouth, cumming and unloading himself directly into her throat. Luna closed her eyes as she felt his hot, gooey, milky seed cover the back of her tongue and her entire throat as it was directly injected into her stomach. She gave the smallest of moans and hums onto his now sensitive cock as she swallowed all that was given to her. Fredrick shuddered and did his best to control his breathing as his legs nearly gave out.

Celestia had calmed down from her own orgasm, though she left the dildo inside of her the entire time she lay on her bed massaging her tits. Gentle groans continued to emanate from her now closed mouth as she adjusted to the high as well as the hands of sleep tugging at her mind. With her remaining energy spent, she used the last bit of her consciousness to pull the dildo from her now-abused pussy and will it out of existence, continuing to breathe heavily and let out gentle moans over longer and longer frequencies.

At the same time, Luna cleaned Fredrick’s member off with her tongue and gingerly placed it back in his pants, zipping him up and buckling his belt back up with a seductive wink. She then pulled the balaclava down over her muzzle once more and turned her attention to her spent sister, who was now completely lost to slumber.

The Lunar Princess placed her hand on Fredrick’s thigh as he himself was recovering, letting him know that the time was almost upon them to move into action. Fred nodded as he composed himself, and he was thankful for this prank all of a sudden, because now that the lust on all parties had cleared out, there was definitely a myriad of things to discuss… with the extra ‘activities’ completely draining the residual energy from Celestia, Luna was certain, after a few minutes of waiting, that she was already in a deep enough sleep to move ahead with their plans.

Sharing one final glance, Luna nodded; it was time.

She gingerly opened pulled the door open and with a few hand movements, Luna instructed Fredrick to grab the rifle and fall in line behind her. Luna drew the knife from her belt, the anti-magic horn ring, and what looked like a burlap sack of sorts as they cautiously stepped their way over to the less-than-innocent bed. The extra time needed to reach the right side of the bed was a small price to pay for generating nearly no noise as well as allowing Celestia to fall even deeper into sleep. With no other obstacles though, the duo finally reached the side of the bed and Luna silently instructed Fredrick to hold his position where he was and aim the rifle at Celestia; he’d play a more passive role in this prank but a vital one nonetheless. Luna made a few last-minute, mental alterations; this would not last long at all.

Luna leaned over Celestia’s naked, sleeping form as best as she could and gave Fredrick a final countdown from three.

Three…

Two…

One..

Now!

Luna shoved the anti-magic ring directly onto Celestia’s horn and slid it all the way to its base. The sudden loss of magic combined with the firm, harsh contact of such a sensitive appendage startled Celestia awake. Before she could get more than just a glimpse at her assailants, Luna also forcefully slid the burlap sack over Celestia’s head and face.

“AAAAH! WHAT IN THE—”

“SHUT UP, PRINCESS!” Luna spoke with a magically altered voice, making it much deeper and almost masculine-sounding; wholly unrecognizable. She quickly applied a similar spell to Fredrick when he eventually decided to speak. “You’re coming with us!”

“W-WHAT?! WHAT IS THIS YOU CAN’T DO—” Celestia was again cut off when she felt the blunt edge of a knife against her cheek through the sack, as well as binding magic holding her hands and legs together.

“Open your mouth again and Equestria will find itself without a Princess… and do not bother screaming. The guards and your pitiful sister have already been subdued,” Luna threatened very convincingly.

Fredrick also had to admit, while this was pure, unadulterated cruelty in terms of a prank, he was having a bit of a giggle.

“This is what happens when you don’t pay Javier for his signature Black Tar…” Fredrick cryptically spoke, and he almost laughed at that, especially when Luna looked to him with an eyebrow raised and body language that was asking him what the fuck he just said.

“I DON’T KNOW WHAT THE HELL YOU’RE TALKING ABOUT!”

“You talk too much,” Luna said, hoisting her naked sister (wrapped in her bedsheet) onto her hooves and leading her towards her balcony, kicking open the balcony-doors and letting in the chilly night air. Leading her sister by the wrapped bedsheet, she pressed her against the balcony as the ‘captured’ alicorn was attempting to compose herself and ascertain what the hell was going on. “The Overseer wished you either dead or alive… I guess this shall be easier for all of us.”

Luna forced Celestia onto her knees and held her by the horn through the sack on her head.

“Oh, and one more thing before we finish with you,” Luna began, suddenly dropping any and all enchantments that altered her and Fredrick’s voices. She then yanked the sack off her head, exposing a much more composed but terrified Celestia. The Solar Princess was able to gaze at two black-clad intruders, one with a knife and the other with a rifle aimed at her.

That’s when Luna revealed herself, removing her balaclava.

That’s for the dildo in my suit!” she declared, Fredrick also removing his balaclava. A moment of silence ensued as Celestia calmed down, words failing her completely as she glanced at both Luna and Fredrick, back and forth. Luna, however, was quickly losing her composure.

“Chhh…BAAAAHAAHAHAHAHAHA!” she finally busted out in guffaw. “I told you it would be disproportionate! But you did not believe me, huh!”

Luna continued to laugh and even Fredrick began giggling as a result of how hard Luna was laughing, but also how Celestia’s face quickly contorted from fear, to irate, to downright deadpan. She was definitely taking this much better than he ever could have imagined.

Celestia buried her muzzle in her hands and sighed, getting her breathing under control.

“Get… the FUCK out of my room…” she ordered, pointing towards the door. Luna, still giggling maniacally dragged Fredrick by the arm towards the exit. However, as they were about to leave entirely, Luna decided to say something extra:

“By the way, nice dildo of your own!”

If Celestia could become any paler, she definitely crossed that threshold. Fredrick knew not to say anything right then… especially after that remark. Apparently, Luna did not know that would cause even more problems for the three of them outside of the fallout of their prank. Luna continued to drag Fredrick along (with Celestia and he looking at each other rather oddly and stoically), laughing her lungs out the entire time; even when they were out the door, Luna poked her head back in for one final laugh before disappearing down the hall.

There, Celestia was left alone, recovering from a retaliatory prank which she knew would come eventually… though she had to give credit: she did not necessarily expect this level of a response. However, mulling on Luna’s last remark, the Solar Alicorn figured that her tarnished dignity as a result of the prank would be the least of the sources of potential problems that were to come.

Independently, Fredrick and Celestia concluded that tomorrow was going to be very awkward.

Author's Notes:

Luna's all like

And Fredrick/Celestia are like

Originally, this was MUCH more involved but it got to the point where it didn't seem realistic at all. So, I added and removed a few things to make it seem a bit more believable. Hopefully it worked out! Sound off below and let me know what you thought!

Next Chapter: Part XVI. Awkward Estimated time remaining: 4 Hours, 17 Minutes
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My Best Friend, Luna

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