Fluttershy's Lessons in Friendshipping

Fluttershy was met by a group of her friends upon her return. All were interested in why she had been to Canterlot, and even more interested about what royal business must have transacted that she would be transported by royal guards. Fluttershy shyly shrugged all of them off, except one. Rainbow Dash was endlessly interested, and wouldn’t leave. Fluttershy finally broke down and told her.

“I saw the Princess! Okay?” Fluttershy said, her still quiet voice filled with annoyance.

“What for? What for?” Rainbow Dash asked, not missing a second.

“She wants me to be her student in a different way than Twilight…” Fluttershy mumbled.

“Ooh? What do you mean?”

“I-I can’t tell you out here!” Fluttershy said, somewhat embarrassed. She quickly realized she could make an opportunity out of the situation. “If you promise to be quiet and come to my cottage with me, I will show you…” Fluttershy continued, her voice smooth and almost seductive. Dash’s wings started to act up, and she masked it by hovering around her friend. Unlike Fluttershy, who was planted firmly on terra firma, Rainbow Dash was in the clouds, both physically, and mentally.

“O-Okay. Um… What exactly do you mean by show me…”

“If I could tell you that, there would be no need for us to meet in private…” Fluttershy said, emphasizing both ‘need’ and ‘private.’ As they reached Fluttershy’s cottage, Dash had turned into a bundle of nerves. She was not sure why, but the thought of being alone with Fluttershy was… rather interesting.

“Won’t you come in…” Fluttershy asked, blushing a little bit. Rainbow Dash landed roughly on her hooves, and shakily walked inside.

“So what’s this all about?”

“I’ll answer that after you answer my question.” Fluttershy said, “If you could do anything in the world with me right now, what would it be? Don’t be afraid to be honest. I won’t tell anyone. It can be our secret.” Dash, who had not managed to collapse her wings yet met strong resistance. They flared out to their fullest extent and Dash’s eyes went wide.

“O-Oh no. Not this again…” Dash said, her head beginning to lower as she avoided Fluttershy’s gaze. “T-This isn’t what it seems!”

“Ehehe… It isn’t?” Fluttershy said, getting a burst of confidence. “Naughty little Rainbow Dash doesn’t want this?” Fluttershy questioned, shaking her plot at the blue mare as she flagged her tail to the side. “I’m sure that some horny little pony has had plenty of experience…” Fluttershy said, her antics only bolstering her resolve.

“Um… Well… About that…” Rainbow Dash began, shying away from her not-so-timid-anymore friend. “I’ve been… s-saving myself.”

“Oh? For whom? It’s not for the Wonderbolts, is it?”

“Um, well… Maybe I had been…”

“Ahaha. They may know a thing or two about flying, but what do they know about making a mare feel good?” Fluttershy asked in a somewhat condescending tone. Her actions were surprising her, but what was surprising her even more was Dash’s reaction. Her once brave friend had turned into the timid little thing that Fluttershy normally was. “Now I, on the other hoof, know a thing or two about how to make a mare feel good.”

“Y-You do?” asked a surprised Rainbow Dash, her legs somewhat trembling, both intimidated and aroused by the her cute pink and yellow friend. “Um… You wouldn’t be planning on d-demonstrating that, right?”

“No. I’m going to demonstrate it. And you will like it.” Fluttershy said, suddenly faltering in her confidence, “Um… if that’s alright, I mean.”

“I-I’d rather not.” Dash said evasively, moving for the door. She turned around quickly and found Fluttershy already there, blocking her path.

Fluttershy uttered a series of words that she had once before used with the exact same intonation in a very different circumstance, “YOU”RE GOING TO LOVE ME!” Dash suddenly froze and locked eyes with Fluttershy’s steely gaze.

“Um… Fluttershy, could you maybe calm down just a little bit?” Dash asked, moving one of her forelegs in circles.

“CALM DOWN?” Fluttershy asked, seemingly enraged. “Um… if you say so…” Dash breathed a sigh of relief and moved away from Fluttershy. “I didn’t say that you could leave though…” Fluttershy said, a hint of an impish grin on her face. “Now be a good pony and lie down for me.” Dash suddenly found herself doing what she had been told. She bent her legs underneath her and lay down on Fluttershy’s floor. The yellow Pegasus admired the build of her more athletic friend. Her wings were still partially extended, despite all of the madness that had ensued, and Fluttershy practiced the only thing she knew. She placed a cautious hoof between the two wings and pressed down hard. Both wings flapped out, surprising the little yellow pony, and eliciting a moan from the sedentary cyan pony. Fluttershy continued what she was doing until the pony below her began to shudder with every pass of her hooves over her friend’s spine.

“F-Fluttershy! Isn’t this supposed to be something that mares are only supposed to do with stallions?”

“Oh, if I thought anyone would have known better, it would have been you. Think of it like this: Who knows how to make a mare feel good better than another mare?”

“I suppose, but still, doesn’t Celestia frown on things like this?”

“I sincerely doubt it. I have a feeling that would be a little hypocritical…” Fluttershy said, blushing as she tried to vaguely mask her knowledge. “Princess Celestia has asked me to study these things… with you guys.”

“That’s a twist. Are there elements of sex I didn’t know about?” Dash asked “… I didn’t imagine that I would be the submissive element…” Dash continued, looking away from her friend.

“Well… If you wanted to be the dominant one… I suppose that would be okay.”

“I-I’m not sure I’m ready for that yet. Maybe um… we could wait?”

Fluttershy’s eyes widened as she felt the situation tangibly slipping away. “Please, Mistress Dash! We could make each other feel so good! I’m sure a strong confident mare like you would be able to work magic on a timid little filly like me!”

Dash suddenly felt all of her previous resolve gone. She felt her emotions betraying her as she stared into Fluttershy’s eyes. She slowly stood up, her legs weak from the treatment that Fluttershy had given her earlier. Fluttershy suddenly began to look worried until Dash made her next move. Fluttershy was surprised when Dash kissed her. Hard. “I may not have any real experience, but everypony says I’m a fast learner.” Dash began, “Today you’re my student.”

The whole world melted around the two ponies as their bodies and souls met. Fluttershy put a hoof behind Dash’s neck and pulled her closer, their muzzles meeting again in a lewd display of pure lust. Dash’s tongue pressed at Fluttershy, begging for entry to her mouth. Fluttershy, naïve at first, pulled back a little and opened her eyes, she met with Dash’s vibrant purple irises and instantly understood the meaning. She opened her mouth and let Dash’s tongue explore her mouth before she retaliated and pressed her weaker tongue against her stronger friend’s tongue. They stayed intertwined at the mouths for what felt like an eternity. Dash pulled away, a look of need filling her eyes as she stared at her new favorite pony.

Fluttershy knew what she wanted, and she knew Dash wouldn’t be able to resist. Fluttershy lay down and rolled over onto her back. She spread her hind legs, watching as Dash’s eyes went wide in shock and lust. Oh, Dash really approved. This was definitely 20% cooler than she had imagined. Without warning, Dash moved on top of Fluttershy and began kissing the flustered pony’s sensitive neck. The timid pony let out all manner of embarrassing little moans as she squirmed under the cyan pegasus’ ministrations.

“Oh, for the love of Celestia, that’s good.” Fluttershy moaned. Dash responded by kissing a trail down Fluttershy’s neck toward her hind legs. Fluttershy couldn’t keep from squirming under the strong, heavy kisses of her newfound lover.

Dash wasn’t taking it slow by any standards, but she seemed to be a natural tease. The closer Dash got to Fluttershy’s marehood, the slower and more playful her kisses became. Each kiss became lighter and they were punctuated by long, shuddering pauses that made Fluttershy almost go insane. Dash finally started to rub her inner thigh with her muzzle and Fluttershy knew what was next. That was when Dash surprised her. The cyan colored pony abruptly stopped and moved up to kiss Fluttershy on the muzzle once more. Fluttershy quickly broke the kiss

“H-Hey! I thought you were…” Fluttershy began, realizing that she couldn’t quite finish the sentence herself.

“Oh, I will… I just wanted you to show me how much you want it.” Dash began. “Evidently you don’t want it that bad or you would have kissed your… Mistress …with more force.”

Fluttershy surprised Dash when she pulled her sky-blue seductress down and into another kiss. Fluttershy’s free hooves played in Dash’s mane, and their mouths intertwined with passion that seemed never to cease. Fluttershy was in a delicate balancing act. She wanted Dash’s touch elsewhere, but she had to prove that. Couldn’t she hold off a little longer? Dash saw the pleading look in her eyes and broke away from their kiss, still allowing Fluttershy to stroke along her mane.

“Well… It seems like someone likes being Dashie’s pet… Tank will be so jealous.”

“Y-Your pet? I w-wouldn’t go that far.” Fluttershy said hesitantly.

“Of course you will. I’m not going to give you any choice tonight.” Dash said, pressing her weight down on her submissive friend. “You asked me what I would do if I were alone with you. Well, I never did give you an answer.” Fluttershy’s eyes went wide with realization. She understood the meaning behind Dash’s words. She was going to have a really interesting time with this answer.

“Um… What is your answer?” Fluttershy asked cautiously. She knew the answer, but she wanted it so bad. She couldn’t wait for Dash to reveal it herself. Dash hesitated, weighing her incredible lust in this situation with the strangeness of it all. Was she really about to have her first time with another mare? She didn’t even think that she was like that. She had always thought about stallions, but Fluttershy’s earlier comment was all she could think of. Who could make her feel better than someone of her own gender? Her mind settled on her decision, and her resolve was strengthened by the squirming pony below her

“Oh, well, maybe something like this?” Dash said as one of her hooves found its way in between Fluttershy’s hind legs. It quickly found the soft, wet marehood of the sweet, innocent pony below her. Her strokes were delicate. Soft, slow, calculated. Something that Fluttershy had not expected from her speed-demon friend. Each pass of her hoof brought not only the dull, overwhelming pleasure of her hoof, but also soft tingling pleasure as each of the small hairs comprising her fetlock each added another featherlike tingle of pleasure when they made contact.

Fluttershy was easily surprised by the pleasure. It was taking her nowhere fast, but it felt so unbelievably good. The pause between each loving stroke of Dash’s hoof gave her just enough time to recollect her thoughts and prepare for the next wave of pleasure. Fluttershy was enjoying the experience, and she wasn’t about to ask Dash to stop. She let out soft little moans and whimpers that only made Dash more and more ambitious and confident.

Dash started to apply more pressure, the soft pressure of earlier seemed to have only been the warm up for the main event. Dash’s new tactic was total guesswork, but her untrained hooves seemed to know exactly which parts to stimulate. The point of her hoof would gently stroke over Fluttershy’s delicate clitoris, and as she went lower, she began to use the front of her fetlock to apply pressure in much broader areas. Fluttershy went ballistic at this. Her moans turned into screams, she began violently squirming. The amount of pleasure Dash was bringing her marefriend was significant, but it was still only the tip of the iceberg for Fluttershy, and Dash knew it.

“Aah! Rainbow Dash! P-Please more!” Fluttershy screamed, her voice louder than ever before. Her hips convulsed against the movements of the strong Pegasus. Dash complied. She lowered herself down onto Shy, putting her full weight on her. She leaned in and kissed the horny yellow pony below her, all while her hooves were still busy on her friend. After a few moments, Dash broke the kiss and stopped moving her hoof.

“If you want more, you naughty pony, you are going to have to show me.” Dash said, staring into the smaller pony’s eyes with a malicious smirk.

“H-how? W-what would an innocent little pony like me know about th-this kind of thing?” Fluttershy asked, playing along with Dash’s dominance. She shivered slightly under the weight of her new mistress.

“You should show me what you want me to do to you… I bet you want me to use my mouth, so I’ll make this one easy for you.” Dash said, getting up and turning around, her hindquarters entirely visible to the submissive little mare. She backed up until her legs were straddling Fluttershy’s beet-red face. Fluttershy looked up and saw Dash’s pink marehood, almost covered by her blue fur. Dash had been enjoying this, it was obvious that she had been wet for a long time, the whole area was moist, some fur below it was even matted with the evidence of Dash’s pent-up sexual tension releasing itself in one fell swoop.

“O-Oh my. Dash… I’m not sure I can do that.” Fluttershy said, secretly wanting so badly to do it, but not being able to work up the courage for it. Dash wiggled her hips in anticipation, a small droplet landing on Fluttershy’s nose. The scent caught Fluttershy’s attention, and the yellow pony was enthralled.

“Come on, Shy! Now isn’t the time to be a chick--” Dash started before being rudely interrupted by Fluttershy making the contact Dash had so desired. “Ohhh… Sweet Celestia! That’s good!”

Fluttershy couldn’t stop. Like most ponies, she had played with herself before, and while it felt nice, she was sure that she would never like the smell or taste of mare fluids. She couldn’t believe how wrong she had been. Dash had broken something in her, a primal need that even the princess hadn’t set off. However, she hadn’t tasted the princess yet. …mental note, next order of business…

“Oh, you dirty little pony… Keep licking me. You’ll get a treat when I come…” Dash said, almost as excited about making Fluttershy feel good as she was about feeling good herself. Fluttershy began to come to grips with pony anatomy from the perspective of her tongue, and tried to find Dash’s most sensitive spots. Her tongue would graze the hardened nub at the apex of her most intimate spot, and each time Dash would let out a high pitch squeal.

Fluttershy moaned into her work, she closed her mouth over Dash’s marehood and sucked gently, making Dash shake and go a little weak in her legs. Fluttershy continued her expert manipulation and Dash suddenly collapsed on top of Fluttershy. Fluttershy no longer had to awkwardly lift her head to please Dash, who had unconsciously began to shove her hips down onto Fluttershy’s mouth. Fluttershy complied with this implicit request by licking more at Dash’s clit.

Before Dash knew it, she was having trouble holding even her head up, and it quickly found itself between Fluttershy’s legs. Dash found herself unable to resist when she saw the mess this whole ordeal had made of Fluttershy’s plot. Her marehood had been dripping copious amounts of her liquid excitement, and it had entirely matted the area between Fluttershy’s legs, and was leaving a rather noticeable spot on the ground. Dash’s tongue sought out the object of her fantasies. Fluttershy moaned with the first contact, and temporarily stopped licking Dash. Fluttershy had been getting close when Dash had stopped pleasuring her, but she was determined to make Dash come first. Her mouth went back to work, more vigorously than before, and both ponies lost themselves in each other. Both ponies bucked their hips against the other’s face, their faces became drenched with the other’s essence, and if anyone else were to have seen them, they would have never lived down how lewd they were.

Both ponies were nearing their climaxes, and the other one was able to tell. Fluttershy moaned almost continuously into Dash’s soaking slit, and Dash was pressing down on Fluttershy with incredible pressure, her wings spread wide, shaking somewhat. Fluttershy managed to outpace Dash and made her come first. Fluttershy knew she would be waiting for a moment, so she slowed down her pace on Dash and lowered her hips so Dash could moan into the open air.

Dash screamed at the top of her lungs, and lifted into the air a little bit. Her wings stretching to full-mast, an audible sound accompanying their overextension. She finally found the mental presence to make coherent speech out of her orgasmic screams, “Fluutershy, aah! I-I’m c-coming!” Dash continued to convulse, scream, and buck her hips against Fluttershy’s still-active tongue. Several seconds later, Dash returned from the distant land her mind had floated off to and pulled her hips away from Fluttershy’s mouth. Fluttershy breathed out a sigh of relief, her jaw sore from the pressure Dash had exerted on it.

“In the name of Celesia, that was the best thing I have ever felt. The princess seems to have quite the skill for picking her students.” Dash said, regaining her composure. “But I did promise you a treat after I came, didn’t I?” Dash remembered, a crazy idea forming in her head. She wondered what it felt like if two mares rubbed themselves together down there. If just mouths felt that good, what would it feel like to be united the way a stallion and mare would be? Fluttershy could see the sharp grin on Dash’s face. Something about how predatory it looked made Fluttershy shudder in pleasure. She picked the perfect pony to be her first. Er, second.

Dash decided to surprise Fluttershy. No need to ruin the mood by explaining her plan. She took one of her front hooves and pushed Fluttershy against the ground again. She straddled her rear legs over Fluttershy’s and waited for her to understand what was about to happen. “Dash! That’s so naughty… Are you sure you want to do that?”

Dash didn’t speak in response. That isn’t to say that she didn’t answer. Dash slowly lowered herself until the warm, moist areas between both ponies had found eachother. Fluttershy felt a pleasure so good that it almost hurt, her chest ached as she took a sharp, deep breath in reaction. By this time, both ponies weren’t feeling the boring, mechanical pleasure that most ponies understood as the sexual experience. Their union wasn’t a tangible experience; it was more abstract, more intimate, simply more. Fluttershy could literally feel her heart tugging in her chest as it begged to be closer to Dash. As Dash started to rock her hips slowly, it was as if invisible string wrapped around the two of them, cocooning them, isolating them from anything not of each other. Neither said anything, a strange thing for Dash, but given the circumstances, totally predictable. Both of them shared an almost telepathic bond. Dash knew when Fluttershy wanted more, Fluttershy knew when Dash needed her to push just a little harder. For anypony not involved, it would have looked very strange. They had worked into a position where Dash was almost parallel to Fluttershy, and they both occasionally leaned in to kiss eachother.

Fluttershy could sense her rising orgasm, and could tell that Dash was still some distance from her second of the night. Fluttershy decided that it was her turn to dominate Dash. She knew that while she was shy in overt interpersonal relations, she wanted deep down to be in control of secret shared moments like these. She had years of pent-up need that suddenly made her once introverted personality detach, if only for the night. She grabbed Dash as best she could and flipped them both over. Both ponies, temporarily shaken from their muteness, screamed as a third axis was added into their gyrations. Fluttershy was on top now. Through the pleasure she struggled to speak “I-I’m g-gonna make y-you c-c-come! You n-naughty little f-filly!”

Dash was surprised by the sudden flip. She had seen a little bit of it earlier, but it just came out full force now, and Dash couldn’t help but be incredibly turned on by it. Dash let herself go limp as Fluttershy took over for her. Fluttershy pressed firmly against Dash’s body, mandating a kiss from her now submissive friend. Dash obliged and moaned into the kiss, their pleasure now so great that sound was not only impulsive, but an integral part of their pleasure. The soft sounds of Fluttershy’s squeals mingled with the sharp, loud moans that Fluttershy made; the union of these sounds was a song more graceful than any birdsong, more potent than a strong wind rushing through the trees, more sensual than any other noise that Equestria had ever heard. And only two ponies heard it.

Both ponies were nearing their orgasms, and both were tightly synchronized in their rhythms such that both ponies realized at the same time that their pleasure had surpassed the peak of orgasm. They were both in that state of orgasmic bliss, but they knew that there was some higher crest that they must reach. Dash was the first to realize what this high point was. As their marehoods rubbed together, dripping liquid and making all manner of lewd noises, Dash screamed out the fruit of her realization “Shy! I love you!” Fluttershy, caught off guard by the remark, screamed in pleasure as she felt what seemed to be an endless stream of orgasms, each with the force of a freight train.

Fluttershy, in her incomprehensible screams managed to scream out the reciprocal statement of fact “D-Dash! I love you too!” Dash pulled Fluttershy down as tight as she could on top of her. Her eyes begged for a kiss as she was on the verge of the same feeling Fluttershy felt. As their mouths and marehoods united, both felt the greatest pleasure that they would ever feel. They knew that overall, they were made for eachother. Fluttershy felt as if she had completed any necessary aspect of her studying then and there, but she knew the princess would be disappointed.

As both ponies came down from the heavenly feeling they had experienced, they both started thinking of what this whole thing meant. They had confessed their love for each other. Was that permanent? Would they be able to have other partners? Both ponies drifted off to sleep as all of these questions slowly escaped their minds. Both ponies slept well, still in the other’s arms. They knew that they would be able to make the relationship work somehow.

“Derpy, can you send this letter off to the Princess?” Fluttershy asked the local mail pony.

“Certainly!” Derpy said, almost tripping over her own hooves as she took the tightly wrapped scroll from Fluttershy.

Dear Princess Celestia.,

In my studies of pleasure, I have come to a new revelation. I found that when a pony is with another pony that they love, sometimes the feelings they have are greater than anything anypony could imagine. I had a magical time with my friend Rainbow Dash, and we both realized that we love each other very much. Dash doesn’t want to stand in the way of my studies, and she realizes that you have staked a claim to me too… but nonetheless, she is willing to share me. It is this kind of adoration that makes our relationship so wonderful. I have secretly had a crush on Rainbow Dash since I was a filly, and this seems to be the climactic resolution of that crush. Never once did I expect her to have feelings for someone like me. We are so different, and we sometimes don’t get along the best, but we know that we share something magical together. I hope that we can stay together for a long time, because I know for a fact that while Friendship is Magic, love conquers all.

Your Faithful Student,

Fluttershy

The princess finished reading the letter, her cheeks a little flushed, she didn’t expect this from the timid little pony. In fact, she believed, based on her previous meeting with the pony, that Fluttershy was not capable of anything this robust and extroverted. The princess looked the scroll over once more before looking over to her sister

“Celestia, I believe this was meant for you.”