Bullying Problems

by Very Sleepy

Rarity gets Involved (Part 1)

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“Mmmhmmm… oh yes… and this goes here… and that there… clean up these wrinkles… fluff this out… stand up straight and voila! Marvelous! Some of my best work yet!” Rarity hummed in satisfaction, stepping back to admire the finely tailored and ever finer looking casual attire equipped on her subject. Here, in her homely boutique, all preparations were being made and finalized for the upcoming momentous occasion. “This is the day. This is the day! Are you nervous, Shady?”

“Y-Yeah, a little,” Shady Daze gulped, visibly apprehensive and sweating. “A-actually, on second thought, I’m a bit more than a little…”

“Oh you have nothing to worry about, darling,” Rarity soothed, wiping the sweat from the boy’s face with a handkerchief. “You want this! You’re prepared for this! No one in this city deserves this more than you!”

“Yep… it’ll be fine, bean sprout,” Applejack added supportingly from the side. “Just remember to smile, avoid mentioning anything from that long list we gave you that’ll make her nervous, and be yerself! You two have gotten along just fine in the past. To be honest it's a match made in heaven.”

“You think Fluttershy will say yes?” Shady asked.

“Without a doubt!” Rarity beamed, waltzing over and planting a loving kiss on her supporting girlfriend’s lips as if to emphasize how nice it was to be in a committed relationship. Shady merely gulped as he watched the tender moment between the two beautiful women… slyly adjusting his groin to be a bit more concealed.

Today would be the day everyone recognized as the day the shyest girl in all of Canterlot officially got a boyfriend! Rarity and Applejack had made sure of it with their prodigy here, Shady. True, he may have been a bit shorter than Fluttershy… and a bit younger… but their personalities were a perfect match for each other!

Normally the two girls wouldn’t have gone out of their way to play matchmaker, but for their close friend Fluttershy, they had decided to make an exception. Why, one might ask? The reason was simple. Anytime the seven close-knit group of girl friends had gone out to a public venue they were accosted, or more specifically, Fluttershy was accosted by bachelor after bachelor asking her out. “Bachelor” was putting it civilly, of course. It had gotten to the point of being disgusting, the other six of them having to play as their busty friend’s personal bodyguards and chase each of them off while making sure she always stayed safely in their protective group. Don’t get them wrong, they were happy to do it! The men seeking Fluttershy’s courtship were absolute pigs. They knew nothing about her, and yet they gravitated towards her, over them, time and time again. Rarity wasn’t dumb. She knew it was due to the fact that Fluttershy had a chest that appeared as though it belonged more in some Japanese anime than in real life. And it was obvious to her that these men asking her out merely translated to them expressing their desire to see her naked and those gigantic tits of hers swinging out in the open as she bounced on their cocks. Pigs, every last one of them.

And, Rarity had never confessed this to Fluttershy, but her awareness when it came to men was a bit… lackluster. Things had worked out so far with her friendship bodyguards protecting her, but all it would take was one of the disgusting pigs sneaking by them to attack the naïve girl’s virtually nonexistent defenses to lull her into their bedrooms!

But that stopped today, Fluttershy was leaving the market. With Shady Daze officially pairing with her, she would confidently be able to proclaim to all men: back off! I have a boyfriend!” And, to be a bit more honest, her friends were also starting to worry Fluttershy’s meek and shy behavior would keep her from ever experiencing a real relationship with a boy. So this was the least they could do. She certainly wasn’t going to get that dating a perverted pig only interested in her body.

Shady Daze was the ideal candidate in that regard. Equally as timid and unintimidating as Fluttershy herself! Of course, they had done a very simple and routine background check on him and confirmed if he deserved this privilege. Looking up his name online, interviewing him and his close friends, scanning his phone, stalking him after school, installing Twilight’s web activity tracker to monitor and report his online behavior, sneaking into his house when no one was home to search his room for any and all sinful contraband, having Sunset use her geode to invade his mind and memories… all in all very basic level background check stuff. Shady had passed them all with flying colors. He was the most harmless boy in all of CHS! Most importantly Rarity and Applejack could rest easy knowing he certainly wouldn’t be making any inappropriate advances on the busty school girl after dark when they left the two of them alone.

“Now listen here, Shady,” Rarity continued, reaching into her purse and pulling out a fat stack of cash. “Once Fluttershy agrees to the date, you will take her to Arrête De Traduire Ces Mots, the classiest French Restaurant in town,” she instructed with perfect pronunciation. “And like a proper gentleman, you will pay for her meal and yours along with a generous tip to the waiter.” She generously handed the stack of cash over to him.

“Whoa…” Shady marveled at all the green as he took it. “T-This is over three hundred bucks! Thank you!” He pocketed the money in his wallet, nervously omitting the fact he planned on taking his upcoming date to The Tasty Treat. A far more affordable option off of Restaurant Row. Either that or fast food.

“It’s nothing, darling,” Rarity scoffed. “Fluttershy deserves the very best from her suitor after all.”

“And remember, Shady, you’re in our group chat with everyone except Fluttershy!” Applejack went on. “If’n y'all are ever wondering what to say or do next with her on your date, throw us a quick text. We’ll get back to you in a jiffy.”

“At least Applejack and I will,” Rarity corrected, slightly annoyed. “Rainbow Dash and Twilight are supposed to be involved in this venture of ours but lately it seems as though they have dropped off the face of the earth! I can’t get a hold of them at all!”

“Ah’m sure they are just dealing with some things, Rarity,” Applejack reassured her. “Best to give them some space while we focus here.”

“I suppose you’re right…” Rarity sighed, turning back to Shady. “Good luck, darling. Though you won’t be needing it!”


Shady Daze gulped, dreadfully nervous as he searched the Canterlot mall aimlessly. Rarity’s acquaintances had posted seeing Fluttershy here, so off he was sent to do what he was assigned to. Sure he was a bit apprehensive about asking her out, but the thought of having his first girlfriend… and one as beautiful as Fluttershy no less… it spurred him onwards. Not to mention Rarity and her friends had spent many a night secretly tutoring and studying him for this moment alone. He would hate to let them all down after all their effort!

After a good half hour of searching every path and walkway in the mall, Shady had found his target… in literally the last place he would have ever expected to find her. Fluttershy was by a store that sold rather… adult bedroom items of the erotic variety. Fluttershy wasn’t inside, of course, merely standing against the wall, holding a bag to her, and staring anxiously at the floor.

She didn’t spot him yet, allowing Shady to breathe in a deep breath, steel his nerves, and approach…

“H-H-H-Hi, F-Fluttershy,” Shady announced, catching her attention. Fluttershy seemed to visibly light up with a smile upon seeing him, only to remember what store she was camping out in front of, replacing it with a reddened ashamed blush.

“H-Hi, Shady,” Fluttershy replied back, and trying to appear friendly, she added, “are you here to shop at the…”

“N-No! No…. a-are you?” Shady asked nervously.

“N-No….” Fluttershy squeaked back, blushing even harder. Well, this was going well so far.

Shady gulped again, concentrating all his effort into not staring at his crush’s gigantic chest as he conversed with her. It was by no means a simple task, one that left little of his willpower for talking. Best to cut to the chase before he blacked out! “S-So listen, Fluttershy… I was thinking… y-you know… wondering if you would be interested in going out on a… date… with me.”

“A date?!” Fluttershy brightened up, suddenly excited and happy at the question… only for those emotions to fade back from her face as she seemed to recall something. “A-Actually…………. I would love to… but… I’m kind of seeing someone right now.”

Shady’s heart froze, his worst fears confirmed. “Oh…. ummm… I see…” he mumbled quietly.

“Hey Fluttershy!” A masculine voice was heard calling out to her. It was a man, exiting out of the adult sex shop, carrying several bags of purchased goods. He wore a jet black leather jacket opened to reveal a plain white t-shirt beneath and blue jean pants below. “Come on, girl! We’re heading back home!”

“C-coming!” Fluttershy replied, obediently following in the man’s shadow, giving one regretful look back at Shady as they left without him. He could only watch speechlessly as his crush was hauled away by some guy who guided her with his hand on her back… actually, on second glance, it was placed a good way below her back. Nevertheless, the boy was left with little more to do than hang his head dejectedly as he walked off.

As Fluttershy likewise parted ways in the opposite direction, she thought that it was for the best. She definitely didn’t want Shady seeing what Score had purchased for her! Something he had been doing a lot of today, making her wonder how he had so much cash to throw around. Of course, she was grateful for her coach’s generosity, but she knew she would be paying him back in other ways with his generous gifts once they got home. She gave a small look into one bag Score carried before grimacing.

There was no way that was considered clothing. A napkin would cover more skin than that!


As it turned out, unsurprisingly, Score had expected her to wear it, somehow making Fluttershy feel even more naked than she was without anything on! Though she considered herself lucky her coach had at least waited until they got back to his bedroom in the frat house before instructing her to strip down and put it on. Well… technically it was actually her bedroom now as well. As of today she was officially moved in and living with her sex coach, even sharing the same bed together.

True to ol’Honest Score’s words, the pair had paid a visit to Fluttershy’s old home and bedroom and had grabbed everything his gullible fat-chested pinkette would need for a stay. Score reassured her it wouldn’t be a lengthy stay, but he sure packed as if it was. And even truer to Score’s other words, absolutely none of the clothing in Fluttershy’s closet made the trip over, actually making the move quite manageable in terms of load. The only thing really she had to wear now was her assorted underwear and the clothes she happened to be wearing the day of.

Of course, Fluttershy had protested… a little, to the practicality concerning lack of her clothing making the trip over. But Score had reassured her he would personally buy her newer and better clothes to win her over during their packing. She assumed that was supposed to be what the trip to the mall today was, and sure enough Score purchased many things he intended her to put on, all for her lessons, none of which seemed suitable for public use…

To be fair, Fluttershy thought their trip to the mall was originally going to be longer, allowing Score to purchase her more suitable clothes, but it seemed as though her coach hurried her back to her new home the moment he spotted her conversing with someone she knew. Perhaps he thought he would distract her from her lessons. Score had frequently stressed the importance of her needing to fully focus her entire efforts on their lessons. That was why she had decided to move in with Score… and also why her coach had given her phone to Indigo Zap to hold onto for the time being. Talking to any friends or family was a big no-no in her coach’s book. The less distractions she had, the better.

Fluttershy gave a light blush, imagining what Shady would have thought of her if he had seen into her coach’s bags and caught a glimpse at what she would be within the hour. A micro bikini top, bottom, stockings, adorned with a cowhide texture and seemingly suited for a girl with a much smaller chest than hers! Not a moment after the bedroom door closed did her giddy master instruct her to take off all her clothes and put it on. With them and her last set of normal clothing taken by Score and presumably thrown into the wash, it was time for an expected photo shoot, followed promptly by an even more expected-

“Ahhhhh fuck, roomie,” Score panted in a lust-fueled frenzy. “Your tits feel as amazing as always!” On her knees, the micro bikini top hadn’t lasted long, its strings now sitting slack against the upper part of the pinkette’s grand cleavage. It, along with her breasts as a whole, bounced up and down Score’s lap giving her new roommate a loving hug with her infamous tits.

“Top marks, slut. Keep going just like that. I’ll turn you into a proper woman yet,” Score groaned again, feeling the tight embrace of Fluttershy hugging her two ridiculous-sized orbs against his cock, enveloping the entire member. Surprisingly, his pupil never was one to half-ass any of her explicit jobs in the bedroom, putting in her full effort when it came to getting her coach off, not to mention listening to and obeying his every instruction. Sure, it was most likely her great desire to impress him as her mentor so he would eventually and finally declare her sex education complete, but his cock couldn’t have cared less. “Heh, you sure seem excited after your photo session, Fluttershy, I’m really feeling it from you today.”

“T-Thank you, master.” His pet offered him a weak smile in response, taking it as a good sign at least somewhat thankful she would be graduating soon.

“Not surprised though. A lot of girls tend to get freaky horny whenever a camera comes out. Like literally the easiest way to get them out of their clothes. Oh! Oh! Speaking of which, I nearly forgot!” Score emphasized his point by reaching for his phone, setting it to record, and aiming it directly at the girl putting her massive udders to work on his cock.

Looking inward, Fluttershy didn’t feel that ‘freaky horny’ feeling as the camera was once again set on her. Only a slight tinge of regret in that Score remembered. But at least it was getting easier over time.

“Oh… by the way, slut, who was that boy you were talking to at the mall earlier?” Score nonchalantly asked.

“It-It was just someone from school I knew,” Fluttershy spoke softly, only to wince as her coach dealt two sharp pinches to the tips of her sensitive nips.

“Now, now, girl. You know you aren’t allowed to keep secrets from me!” Score chided before urging her to resume and keep pace with her titjob. Slowing down just because of a little pain was easy marks off. “Tell me all the details.”

“Y-yes, master! Sorry, master!” Fluttershy squeaked out, biting her tongue. “I-It was a boy named Shady Daze. He was trying to ask me out!”

“...Oh really now?” Score noted, releasing his pinch. Another guy trying to steal away his pet? How rude. In a flash he tapped on his phone, flying out a quick text, sending the bitches out into action. “And what did you say?”

“I told him what you told me to say… that I’m seeing someone.”

“Very good, little slut,” Score patted her on the head approvingly, earning a sigh of relief from seeing her master’s validation.

Fluttershy didn’t know this until her mentor had taught her, but telling a guy you’re seeing someone didn’t necessarily mean one was in a relationship with them as boyfriend and girlfriend. It could also mean that a girl was simply stating she was with the guy as a student to his lessons in sex, and was currently in training. A work in progress, just like she was. Either way it meant the girl was off limits to potential suitors.

“See, he kind of messed up there,” Score said. “If they want to be your boyfriend, guys aren’t supposed to be asking you out at all.”

“He shouldn’t?” Fluttershy asked, clearly confused as she continued to smack her tits up and down Score’s throbbing length.

“Yep. For a while, after you graduate as a full blown slut, all guys are supposed to come to your sex coach, AKA, me, and ask for my approval to date you or even just to use you. Just think of me as your agent. The fact that he asked you directly means he isn’t in the know of this system, so like in other words, he’s a total virgin. From that alone, it doesn't matter how much you like him, you gotta say no to him.”

“Wait… I’m not allowed to go out with virgins after I’m finished learning?” Fluttershy asked, sincerely hoping that wasn’t the case! She would have liked to have gone on that date with Shady had Score not been in the picture.

“Well think of it this way, I’m spending a good amount of time training you to be the best you can be, right? In me doing so, you then represent my skills and knowledge as a coach every time you venture into the bedroom to fuck your newest squeeze. So, ideally, I would want you to be with a partner who can truly appreciate every fine little detail I drilled into you and take pride in my work.”

“Ummmm, I guess that makes sense…” Fluttershy admitted, feeling Score’s cock give a mighty twitch after doing so. Unbeknownst to the pinkette, her casual displays of cluelessness were a total turn-on to her bully. Had he a single wish in the world, it would be to make all girls in the world as oblivious as her.

“Heh heh heh, yeah. Really, it comes down to the most important aspect of a relationship: compatibility. You and that shrimp? Obviously not very compatible. On the other hand, you and someone like me? Our bodies are extremely compatible. Like we’re made for each other,” Score subtly suggested while trying to hold back laughter.

Fluttershy nodded along to every word, bouncing her massive udders along Score’s cock with a new sense of purpose as she committed every lesson to memory. Sure she may be a bit disappointed with Score’s answer and overall apprehensive about her new situation, but she was learning a lot of important life skills and social norms. So she was still eager for the moment she could graduate and seek out a boyfriend with her new found knowledge. With everything she’s been learning with her coach’s help in sex, she was starting to feel long overdue for one! Silently to himself, Score couldn’t have agreed more.

Score grunted, tapping his student on her head. “About to cum, slut. Back up and give me a target.”

Fluttershy more than happily released her master’s slick member from her breast’s embrace, scooting back on her knees as she withdrew slightly before pressing her bare chest forward, waiting to be marked by her mate. She closed her eyes in anticipation, knowing from earlier experience her master tended to sporadically paint her everything with his cum… including her eyes.

Score groaned as he rapidly fisted his dick to finish himself off, aiming directly at the one girl his entire lust was centered around. Fluttershy flinched slightly as she felt the first stream of distinctly warm, gooey seed splashed down on her body. To her surprise, it wasn’t on her face, or on her perky tits, but around her collarbone! Score had seemingly dedicated his first round to completely drenching her precious butterfly geode in his thick cum!

“Heheheh…” Score chuckled evilly, “sorry, Fluttershy, was aiming for your tits.”

Fluttershy grimaced to herself slightly as Score’s subsequent ropes of cum came raining down properly on her ample breasts. Still, she supposed it was better than in her eyes or hair…


Shady sighed dejectedly as he walked the Canterlot streets, alone, thinking of what just transpired. It wasn’t the worst rejection… right? Fluttershy just had another boyfriend at the moment so she couldn’t date him. It was nothing personal and it had nothing to do with him… Still, it would have been nice if Fluttershy’s friends had at least looked into if she had a boyfriend before all this! Honestly, that felt like it should have been step one!

A pair of footsteps was heard slowly approaching from behind him.

Then again maybe her friends had looked into if she was dating anyone at the moment and told them she wasn’t! After all, saying that you’re seeing someone is the textbook level rejection excuse girls give to let a guy down easy. Well… it was at least nice of Fluttershy to be considerate of his feelings. Right?

Another person’s steps, in addition to the other, were heard coming from his rear, closing in quicker now together.

It was fine Fluttershy was dating someone or not dating someone else. He knew he wasn’t wanted either way. Guess all he could do now was return to Rarity’s boutique, inform them of his failure as a man, and return the money he was gifted for their date.

A third person’s steps were heard, now directly behind him. It was enough to attract Shady’s attention to turn and see who it was… but before he could a pair of hands grabbed him and pushed his frail body into a nearby alleyway, behind a large dumpster, out of the view of the street.

“AAAA! Please don’t hurt me!” Shady meekly exclaimed as he was pushed up and held against a brick wall, holding his hands up as if to surrender already.

“Oh we aren’t here to hurt you, boy,” a girl’s voice was heard speaking to him, causing Shady to open his squinted eyes to see who it was.

It was three girls… none of whom he knew, but by the look of their school uniforms they clearly went to Crystal Prep. All three of them were grinning down at him, with a gleam in their eyes.

“A little birdie told us you asked out Fluttershy,” Sunny Flare giggled. “Is that true?”

“Ummmmmmm y-yeah,” Shady nervously answered, slightly amazed at how fast word traveled. But he did hope these Crystal Preppers weren’t here to mock him for his rejection.

“Well we’re just here to tell you Fluttershy is a bit off limits,” Indigo Zap beamed to his right, holding his arm firmly against the wall.

“I-I know,” Shady professed. “S-She turned me down. She has a boyfriend already. At least I think she does…”

“Oh… she has a boyfriend alright,” Sour Sweet laughed, holding up her phone for their captive boy to see.

Shady’s eyes nearly burst from their sockets. Pictured quite clearly on the girl’s phone was Fluttershy wearing considerably less clothing than she was in the mall. Almost every inch of her flawless skin was bared plainly to the camera. All except two pink nipples that topped the great orbs of flesh that consisted of her tits, poorly hidden away under meager triangles of cloth textured like a cow! Even still, the two erect nips could clearly be seen poking smaller mounds, even almost visible, through the sheer almost transparent material. Lower down Shady could also make out his crush’s cameltoe in the equally sheer micro bikini bottom, and below that were more cow-textured stockings covering most of Fluttershy’s thick thighs. The obscenely lewd swimwear was all topped off by the girl sporting them, offering a weak smile to the camera pointed at her, holding up her impressive chest in her crossed arms. Sour flicked to the next frame of her collection, revealing Shady’s crush now properly down on all fours, glancing to the side as whoever was taking pictures of her captured a profile view of her drooping breasts, barely contained in the struggling bikini top. Another picture revealed the bikini top had been crudely pulled upwards, the now slack strings sat on her chest, only to allow the blushing Fluttershy to embarrassedly cover her exposed nipples with her fingers, while still pushing her chest out to the camera.

“Awwwww… how cute, his heart is beating so fast!” Indigo Zap giggled, the bully having planted her hand on his chest to feel his racing heart. “But how about down here…” she went on… sliding her hand down below Shady’s waist. The red-faced boy doing nothing to stop her advances. “Hard as a rock,” she breathed with a particularly hard squeeze to his junk. “Like the good boy he is…”

“I think we have another interested buyer!” Sunny Flare chuckled along with her friends. Shady shrunk down a little in shame as it felt like he was being mocked.

“There’s so much more,” Sour teased seductively. “Just imagine… your crush, naked down on her knees, sucking… fucking… putting those udders of hers to use. Showing the camera exactly what kind of girl she’s always been deep down. But you don’t have to imagine it anymore… we have pictures and videos to prove it all… Hot off the presses too, taken just an hour ago.”

An hour ago?! Shady flinched as Indigo gave his member another squeeze of encouragement. These girls were seriously selling nude pictures and videos of Fluttershy?! Did Fluttershy know about any of this? Come to think of it… despite his crush’s smile, Fluttershy somehow appeared slightly reluctant in all those teasing photos. “I-Is Fluttershy okay with you girls doing this?” he asked, attempting to do what Rarity would have wanted and be the true gentlemen here!

All three of the girls laughed in his face, showing how little his gentle nature meant to them.

“Does it really matter to you?” Indigo Zap giggled, feeling his hard-on once again. “Seems like it doesn’t to the little guy down here…” Shady gulped, knowing she had a point.

“As I said earlier… Fluttershy is off limits,” Sunny Flare spoke firmly. “You’re never going to get her into your bed. But… that doesn’t mean you don’t have to go the rest of your life without seeing her naked. Letting one guy enjoy that treasure of a body she has… well that just wouldn’t be fair, now would it?”

“We can easily send your phone the collection of your crush getting down and dirty,” Sour seductively whispered into his ear, “and no one will ever have to know besides us.”

Shady Daze gulped again, looking up at the three Crystal Prep bullies staring down at him. Somehow they had seen past him, and knew what he really wanted. He wanted to see Fluttershy naked, regardless of how much consent she had into this matter. There was no point pretending otherwise to these girls. “Okay…” he softly spoke and admitted. “I-I would like to see them.”

“Oh no no no,” Sunny giggled again, “It would be a grave insult to Fluttershy if we gave them out for free. The best things in life aren’t.”

The Canterlot High boy nervously watched as Indigo reached into his back pocket, pulling out his wallet. Opening it, a large sparkle appeared in her eyes as she laid eyes upon the wide wad of cash. Not wasting a moment she reached in and took everything. Shady gave a small whimper as every dollar Rarity had left for his dinner date with Fluttershy was taken from him.

“Good choice, shrimp,” Sour purred as she watched her partner pocket the hard cash before sending out the collection to Shady’s phone. “Might want to lube up your hands before you start jerking off tonight. Hahaha…”

The three bullies cruelly let loose another round of laughter at him, causing the depressed yet horny boy to shrink again.

“But we aren’t done yet!” Sunny exclaimed proudly. “We actually have a special offer for you today. Something other than Fluttershy if you’re interested…”

“And I think we know this little pervert will be,” Indigo smugly grinned. Shady watched Sour’s phone, transfixed, as she pulled up the next item.

Rarity… It was Rarity! The beautiful fashionista who had so generously done everything in her power to set him up with the love of his life! She was on their phones… It was a paused frame in what was clearly a video, but Shady could plainly see the gorgeous woman clad in a black laced set of undergarments, smiling seductively at the camera she had set up to record her little dancing striptease. She was reaching behind her body, undoing the hooks that held her own impressive chest concealed in her bra, and was mere moments away from releasing them, and letting her girls out to breathe! It was an erotically filmed video clearly meant for her girlfriend Applejack and her eyes alone. How these bullies got their hands on it, he didn’t know or care.

“C-Can I have that one too?” Shady asked. He was almost this deep down the hole, no point not going all the way. “Please??” he added.

“Sure-w-wait… oh dear, it seems like you don’t have any money to pay for it…” Indigo Zap teased, waggling his empty wallet in front of him before dropping it to the ground.

“B-but that’s because you took all of my money!” he protested.

“Then I guess you’ll just need to find some other way of paying us…” Sunny Flare mused as if deep in thought. “A little favor to earn you this one for free…”


*knock* *knock* *knock*

“Shady?!” Rarity opened the door to her boutique, seeing the young bachelor standing outside. The fact that he was here alone at this point in time did certainly not bode well. “What happened, darling?”

“Oh…. uhhhh…. Heheh…” Shady stuttered out, appearing quite skittish and red in the face. Rarity assumed that was merely a result of the young boy’s recent proposal of his crush. “I asked Fluttershy out and she said she has a boyfriend already.”

“She said what now?!” Rarity gasped with a hand to her chest. “D-Darling, I hadn’t the faintest idea, I swear!”

Shady struggled not to lower his gaze down to her breasts. Things already felt different knowing what she looked like in her underwear. Emotions welled up in him that changed the way he saw her. No longer as the gentle and innocent woman charade she put on, but as a naughty lewd teenager who was as dirty as he imagined her in his dreams. Good lord did he prefer the latter, wanting to see everything this fashionista had to show! Consent be damned if this was the only way.

“It’s fine! Heh heh…” Shady chuckled. “Fluttershy is actually dating a guy from Crystal Prep called Jet Set. I don’t know anything about him, but if you know any girls from Crystal Prep, could you please text them to ask about him? I’d hate for Fluttershy to be dating some weirdo!”

“Y-yes, darling, I’ll do that,” Rarity promised. “B-but how could Fluttershy of all people get a boyfriend without telling any of us?” she pondered. It felt as if the Fluttershy Bodyguard Team had taken their eyes off their busty friend for one moment and they had failed in their task! “Don’t worry, dear, I’ll get this all sorted-”

“Okay that’s everything! Bye!” Shady was already gunning it away from the boutique, hurrying home to the privacy of his own private bedroom for completely innocent reasons.

Rarity watched wordlessly as he departed, noting the boy’s rather strange take on dealing with today’s let down. She supposed it was best to let him have his time alone while she got this new matter figured out.

Closing the door to her boutique, she flipped the open sign over and locked the door. There was yet another background check to be done!


Rarity: Fluttershy!!!!

Fluttershy: Oh hi, Rarity. What’s up?

A quick response to her text was a very welcomed change of pace. Lately her friend had been as hard to get in contact with as Twilight and Rainbow!

Rarity: I’ll cut right to the chase, darling. I heard you recently got a boyfriend from Crystal Prep but I did a little digging around on him…

Fluttershy: Did you see his picture online? Isn’t he the cutest? He’s just so handsome!

Rarity: Well, no, I didn’t ask about what he looked like. I just texted Sunny Flare and her friends about him and Fluttershy they say he’s a disgusting pig! A bully with hormones coming out of his ears!

Fluttershy: He didn’t seem that way to me! He’s so nice!

Rarity had to take pause upon reading that, her friend not reacting at all like she expected her too. Usually she listened and took everything she had to say seriously into consideration. To be frank, she was expecting Fluttershy to reply with her immediate plans to dump the brute and express her disbelief that she even allowed herself to be deceived in such a way.

Rarity: Fluttershy, dear, listen to me! This man is exactly the type of guy we all warned you to stay away from!

Fluttershy: Don’t be silly Rarity! He’s not at all like that.

Rarity: Sunny herself swore that’s what he’s like!! Lemon Zest had to deal with him groping her. Sugarcoat caught him trying to take an upskirt picture of her while she wasn’t wearing panties.

Fluttershy: He talked to me about those mean rumors some bullies were spreading about him around school. He said they all weren’t true!

“What in the heavens is going on here!?!” Rarity exclaimed out loud, frustratedly ramming her fingers into her phone to make her friend see common sense. It was like an average day of arguing on the internet.

Rarity: He just wants you for your body, Fluttershy!!! Even if he’s dating you he’s the type of guy who will still be trying to sleep with every girl he comes across!

Fluttershy: Actually I think he’s very loyal. More loyal than Rainbow Dash. He swore to me that I’m the only girl he wants. It was so sweet!

Rarity: …

Fluttershy: Actually to prove how loyal he is, he invited me over to his house later tonight. Me alone! Not even his parents are home! So you don’t have to worry about him cheating on me!

Rarity’s heart froze still upon reading those words. She had to pinch herself and rub her eyes to realize she wasn’t living in some nightmare scenario. Unfortunately this was all real!

Fluttershy: But he did actually say I could bring some of my girl friends if they wanted to join us. I’ll text you his home address if you want. It’s not like he’s going to hit on you or anything!

Rarity paused, having accepted this Jet Set boyfriend guy must’ve manipulated her friend’s mind to an extreme to have her like this. She could merely theorize that this brute had tricked Fluttershy into how she viewed her close friend’s insistence of being overly protective of her. Which, admittedly, she was at times. Now she was merely dismissing all of her background-checked info on those grounds! It was as if her mind was under his control. But that didn’t mean his control wasn’t unbreakable….

Rarity: What if you discovered he wasn’t so loyal?

Fluttershy: I would break things off instantly, but only if they had proof. Loyalty is very important to me!

Rarity: I see. Sure darling. It sounds like a splendid time. Send me his address…

Proof huh? Well then… consider your challenge accepted, Fluttershy!

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