Wet schlicks echoed throughout the dark bedroom as the young filly eagerly rubbed her slick snatch with a hoof. Her clitoris winked at the contact, each unfolding accompanied by a blast of ecstasy, the sensation branching throughout her core as the sensitive nerves were stimulated for the very first time. A burning desire unlike anything she had ever felt before spread through her as the pleasure climbed, her breaths coming in short, rapid bursts. She felt the fur around her nethers growing slick with the constant flow of her feminine juices, the individual hairs matted against her thigh: an effect of her fervent motions.
Strangely, her thoughts kept drifting to her brother, filling her mind with images of the alabaster furred unicorn. Sure, she knew all about the act of sex and its purpose for equine life—unrestricted access to the most cohesive library in Equestria was to thank for that. However, this was the first time she ever felt the urge to explore her body, prompted by a stray hoof trailing down her chest.
While aware of masturbation’s pleasures, she could never have predicted it would result in thoughts about her BBBFF. She deduced the reason as quite obvious in hindsight: he was a stallion, and she was a mare. She had a vagina, and he... a penis.
Her pleasure continued to climb as she pictured her brother’s equipment—her hoof a blur against her winking nub—imagining the throbbing and pulsating stallionhood upon his sturdy frame, his dick distending majestically from its sheath. She envisioned the column of flesh prodding her entrance, her hips thrusting upwards at the phantom stallion’s nonexistent cock. She then dared to think further, picturing her brother’s huge rod pushing past her tight folds, spreading her cunt to its brim, filling her to capacity with thick cum: quivering around his length. The filly didn’t exactly know how her mind managed to summon such thoughts, or where they even came from, but she hardly cared as it raised her pleasure to the brink of bliss.
She clenched her thighs tightly and pressed her hoof hard against her clit, the overload of pleasure making her feel as if she was being torn in two. She even inched another hoof down to fiddle with her small teats, playing with the erect nubs.
With a sharp gasp, the tightness in her abdomen gave way, racking her nethers with an unrelenting force of pleasure. Stars danced in her vision, her virginal body unprepared for the cascade of sensations that rushed through her. Fluids oozed along the seam of her labia and dripped onto her anus, pooling across the now clenching muscle.
“Oh my gosh, oh my gosh, oh my gosh!” the young unicorn exclaimed, forgetting just how late into the night it was. She quivered and shook as if freezing under the covers, the pangs and shocks of raw pleasure blasting through her again and again. Each wave caused her insides to tighten and relax, her pussy leaking her juices all over her sheets and tail, although she was too wracked with pleasure to care. She could feel herself clenching down on nothing, her vagina almost begging to be filled with a long, throbbing cock so she could milk it for all the semen it contained.
“How can anything be this good?!” she asked aloud, a momentary lapse to her inquisitive mind. Her orgasm was nothing like she read: it was so much better. Satisfying beyond compare. Naturally—from all the noise she was making—it wasn’t that surprising when a hoof loudly rapped against her bedroom’s door, causing her to freeze in shock. Unperturbed, her clitoris continued to wink against her hoof.
“Twilight? Are you okay?! I heard yelling!” the concerned voice of her brother sounded from the other side, worry underlining his every word. Upon hearing his voice, Twilight yanked her hoof away from her pussy as if touching flame and wiped her moist juices on her sheets.
“Um, I-I’m fine!” she responded, voice shaky. The aftershocks of her first orgasm sent tingles through the filly’s nethers.
The door creaked open, letting in rays of purple light emanating from her brother’s horn, said brother peeking his head through the crack in the door. His eyes fell onto his sister, staring directly into Twilight’s wide eyes with his own worried gaze.
“Are you sure? I could stay if you had a nightmare. You don’t have to act tough now that you’re elev—” To the filly’s utter mortification, the teenager’s nostrils flared. “—en?” A confused look spread across his face, an expression that quickly changed to wide eyes. His cheeks flushed. “O-oh, sorry to have, um, interrupted. I-I didn’t realize you had started doing... that.” Biting his lip, he looked anywhere but his sister’s eyes. “I should go.”
Before she could stop herself, Twilight blurted out, “Wait! Don’t go!”
Her eyes widened, shocked at what she said.
Shining gave her a perplexed look, unaware of his own reluctance to leave. “Wha- no, no, no! I need to leave and forget everything I just heard, saw... and smelled!” he ended with a slight grimace.
Contrary to his insistence that he should leave, he stayed put. Twilight noticed that his nostrils kept flaring. As if he was… sampling her? The book said that meant a stallion was interested, right? So was her brother interested in her? The idea prompted a resonant deep warmth to pass throughout her core at the very thought. She wanted, nay, needed to know for sure.
“Um, Shiny... do I smell good to you?” Twilight asked, eyes averted—wondering what he’d say. Stallions who were interested enjoyed a mare’s scent, so it was a valid question in her mind. Her brother was a stallion, and she was a mare. No big deal… right? The question caused Shining Armor to gape his maw in disbelief, and hastily step into the room, closing the door behind him with a loud click.
“Please don’t talk like that!” He whispered harshly. Twilight’s ears folded back at his tone, her eyes widening in evident hurt. He immediately regretted it. “Oh mane, don’t be like that. I’m not mad. Honest!” He sighed, shaking his head in defeat “It’s just… why would you ask me something that… loaded?” He finished by articulating with his hoof.
“I-I-I don’t know!” Twilight cried. “The book 101 Things a Growing Mare Must Know told me that stallions who flared their nostrils near a mare are usually interested! So I thought that maybe you, well… liked my scent? A-a-and the book explained to me how to orgasm, which was soooo goood! I just, I thought I could share it with you? Like in the book?” Twilight’s eyes threatened to overflow with tears as she stared up at him with huge, watery eyes, voice wavering.
The stallion almost fell over, so unexpected was his sister’s words. He didn’t even think before he exploded with a resounding, “NO!” Naturally, Twilight—reacting like any emotionally confused eleven year old—burst into tears.
As she sobbed into her hooves, Shining’s mind raced on what he should do to comfort her. He had caught his sister red-hoofed, so to speak. Smelled her musk from across the room. And, if his slowly hardening erection was any indicator, he found the scent extremely arousing. He wanted to take a cold shower and forget this situation ever happened, but he couldn’t just leave his sister alone to cry. Regardless of how badly he wanted to. With a quiet sigh, he realized what he had to do.
The things he did for his ‘too curious for her own good’ sister.
“Shh, I’m sorry I yelled,“ he cooed to the sobbing pre-teen. “You want me to sit next to you?” He asked tentatively.
With a sniffle, she nodded, scooting to the side of the bed to make room.
Twilight was confused as her brother planted his plot next to her, resting a hoof against her head. She wasn’t complaining but she had to know what his deal was.
“Why did you yell at me?” The filly stroked her sticky tail for comfort. “That's not like you, Shiny.”
“You really don’t know why that was extremely inappropriate?” he asked, disbelief in his tone.
“Um, what?” Twilight tilted her head. “It was sexual, not inappropriate,” she stated matter-of-factly, shrugging.
Shining Armor didn’t know what to think. On one hoof, she was adorably naive. On the other, her scent and complete frankness about sex was testing his teenage hormones like nothing before.
“It’s inappropriate because I’m your brother,” he explained slowly. “I’m also five years older than you.”
“Uh, why is that an issue? I’ve never heard this rule before,” she mused.
“Well, I'm telling you now.” Shining stated directly, although his voice lacked any kind of firmness.
Twilight narrowed her eyes and got out of her cocoon of blankets, crawling over to Shining Armor’s side. She leaned her head against him with a pout, a musky scent all over her body. It was overbearing, almost causing him to run away then and there. Surely she knew how much she stank?
“It sounds stupid. What if I’m just curious how males think, huh? Wouldn’t it be educational to have an older brother inform me about sexual topics? To help me grow up?” She huffed. “I just want information.”
Her tone was adorably childish, even for her age. Shining really wasn’t sure if Twilight knew how she sounded. Technically, it could be a request for literal information (especially given how his sister was), but it honestly sounded like a proposition to him. Alas, his penis cared not for facts, intent on hardening and lengthening regardless of the reality of her statement.
“I-I-I don’t know!” he stuttered, feeling extremely anxious as his sister looked up at him with her purple eyes. He could get into so much trouble just talking about this with her. But he couldn’t just blow her off. “I’ll answer your questions if you promise to never speak of this with anypony! Mom would kill me if she heard I talked about sex with you!” His masculinity trembled slightly under the threat of Mom’s lectures, and other, harsher, consequences.
Her tail audibly swished at his statement. “Great! Okay, first of all: why is this such a big deal?” One of her ears flicked in irritation. “I mean, sure I was shocked when you caught me touching myself, but that was only because I was literally in the middle of an orgasm!” His cheeks burned at the admission. He could hardly believe his precious little sister had pleased herself to a climax. Another, increasingly larger, part of him couldn’t help but wonder what her face looked like as she came.
“That’s not the issue! It’s just, um, you’re too young to be talking to ponies about this kind of thing.” Shining fidgeted with his mane. “Especially me,” he added.
“I’m not too young!” she insisted. “I just proved that I am perfectly capable of sexual stimulation a few minutes ago! Heck, I bet I’m old enough for sex!” she exclaimed confidently, chest puffed up with pride.
Shining Armor nervously looked around the weakly illuminated room, the moonlight the only reason he could even see his sister’s smirking face. He was paranoid that somepony would slam the door open (or peak through the window) and assume something was happening that was not.
“I wish Mom and Dad weren’t gone tonight, then maybe they could have dealt with this...” A thought came to him. ”You don’t want Mom and Dad smelling your musk, right?”.
“Um, I guess not?” She seemed unsure in tone, face scrunching up adorably. “That does sound a bit weird.”
“Then why is it okay around me?” he countered, congratulating himself on the trap he led her into. She would no doubt come to the proper conclusion.
“Because you’re my BBBFF, and we do everything together!” Twilight answered without missing a beat, a smug grin across her muzzle. She was obviously pleased with herself. Suddenly, she pounced, throwing her hooves around him in a tight hug.
“Ah, um...” He was unsure what he could say to that. That was not the answer he was hoping for, or even expected. In fact, that kind of answer could actually be considered logical in a twisted kind of way, which would make it hard to convince her otherwise.
The filly snuggled into his side. “So… what do male orgasms feel like?” she asked, face aglow with curiosity. “Are they like an awesome itch being scratched, along with a release of pressure as well? I know the male orgasm pumps out semen, but medical textbooks don’t really go into much detail. However, I am aware that both males and females experience contractions. I only hope your contractions feel as good as mine!” she gushed, the delivery of questions and hypotheticals more fitting to a philosopher rather than a sexually awoken little filly.
Once again Shining was stunned. A filly couldn't be this knowledgeable, yet so incredibly naive. It also shouldn’t be this hot. He knew she wasn’t going to stop asking questions, so what harm was there in humoring her? It was only curiosity, right?
“Well, uh, yeah,” he weakly agreed. “It feels really great for males as well.” He was extremely aware of his growing erection as his sister smiled up at him, and stealthily inched a hoof to his crotch in order to push it down. “I’m not a mare, obviously, so I have nothing to compare it against. I guess it sounds pretty similar to your description.” He hoped that was enough to satisfy her inquisitive mind. Fortunately for him, Twilight seemed satisfied with his answer if her beaming grin was of any indication.
In a swift motion, Twilight moved from his side to his front, jumping onto his lap in order to give him a more in depth hug. She gave him a kiss on the cheek, the action shifting her rear to just barely above his semi-erect shaft. He felt fluids trickling against his tip. The shocked stallion could hardly believe it; his sister was dripping lubricant onto his dick. A young filly’s pussy was leaking onto his lap, and his own arousal was growing too big to keep hidden. He gulped.
“Thank you for the contrast,” Twilight said, somewhat disappointed. “Even if the data wasn’t that... in depth, it still confirmed my hypothesis.” She moved her butt around, more fluids falling onto his lap. “Anyways, what do you usually think about when you orgasm? Because I thought about you during mine for some reason,” she said this with the same smile as before, her beautiful eyes staring into his own with a burning desire to learn… and maybe something more. “Weird right?”
He was frozen in place, unable to look away from his little sister’s eyes. So full of curiosity. It was the most arousing thing he had ever seen.
His cock continued to grow until it slipped from his grasp and brushed across something extremely soft, wet, and warm. The squishy flesh resisted his tip, bulging inwards as he grew ever larger. Her folds parted for him, the lip-like texture slipping around his flare in a hot, tight embrace.
Twilight jerked at the suprise contact under her tail, eyes widening with surprise. She could feel something pushing against privates, sending tingles up her tail. It filled her with glee once she realized what was happening.
“Oh my gosh! Your penis is touching my vulva!” the filly exclaimed, her gaze never leaving his. She shifted along his shaft, gripping him even harder with her hooves. “I knew you found me attractive, I just knew it! I can’t wait to feel what sex is like! The book says it’s wonderful!
“W-wait!” Shining croaked out. “It was an accident, I can’t control it!”
“So what?” Twilight shot back. “It feels great, right? Oh Shiny, my clitoris is winking so fast right now!” She ground her slick pussy against him, squeezing a bit more of his cock into her slit in the process. “Want to feel it? I think if I scoot down a bit…” She shuddered, the girth already affecting her, sending little ripples of pleasure through her body.
Even as Twilight slid herself off his tip and positioned her clitoris against him, he could hardly believe it was happening. The situation was surreal. Her clit flexed against his now fully erect cock in a fleshy wink, her weight squishing it against his sensitive tip. It was slippery, each rapid unfolding feeling like a tongue lapping at him. It felt bucking amazing, if a bit overly stimulating. All reservations left him with a single thought. If she is enjoying this, then can it truly be called wrong? He still needed to be sure.
The teenager gave his sister a serious look. “Twilight, I’m going to grab onto your flank and slowly push inside. Is that okay?” the words were uttered cautiously, afraid to scare her off by moving so fast.
In response, Twilight winked harder than ever before. “Yes, yes, yes! A thousand times, yes!” she practically squealed, the high-pitched noise forcing his ears against his head. “This is going to feel soooo good!” She started giggling, her eyes gleaming with anticipation. “Just go slow. I read that penetration can hurt the mare if it’s too quick, especially if it’s their first time.” The filly paused to fidget on top of him, her nethers smearing her juices all along his shaft.
Shining Armor looked down, noticed how her thighs twitched every so often, and placed his hooves along the far side of her flank. He even snaked one directly under her tail, feeling his frog squish against both her plump vulva and protruded anus. The latter tightly clenched at the contact.
For the first time since they started, she actually looked embarrassed. “Um, you’re touching my anus, Shiny.” Her puffy tailhole tensed against him, her nerves apparently getting the better of her.
“Sorry, I can’t quite help how wide my hoof is,” he said sarcastically.
“I’m not actually complaining. It just feels strange,” with that said, she slid up his body once more and aligned her needy fillyhood with Shining’s throbbing cock. Pushing down slowly, she felt him slip between her labia, the sensation akin to an itch being scratched and made worse all in one. She needed more.
Keeping one hoof under her tail, Shining used his other one to slowly push Twilight onto his girth. Her insides tensed as her folds shut tightly around his tip, making it impossible to enter further. To make matters worse, he could tell that Twilight was wincing.
“Twilight, you need to relax and allow me to pull you down,” he told her. “Stop tensing.”
Nodding at his request, she took deeps breaths and tried to relax. The results were instantaneous as her body went slack, allowing him to penetrate her loosened up insides at a steady rate. He squeezed her flank as her velvety tunnel rippled around the first quarter of his length, now actively sucking him inside. It was the warmest, tightest, and wettest thing he had ever felt, his cock beating with his quickening heart.
Twilight buried her muzzle into the crook of her brother’s neck, and whispered over and over, “yes, yes, yes, ow~, yes, yes, yes…” She could feel every inch. Every throb. And the warmth, oh the warmth. It was euphoria to her inexperienced mind. Shining felt so perfect and snug inside her, but she knew it was only the beginning.
“You’re so tight, Sis!” Shining moaned, now halfway inside his sister’s clenching pussy. “Your insides are squeezing me perfectly!” His peak rapidly approached, no match as he was for the unbelievably soft kneading of Twilight’s snatch. “I-I don't know how long I can last before I cum!”
“Is cum slang for orgasm?” she asked. “Interesting!” It was in that moment that the young stallion hit something inside Twilight, causing her to wince. “A-ah, I think that was my cervix... Wow, My cervix is actually in contact with your penis.” She quivered around him at the thought.
Shining Armor removed his hooves from her flank and pushed her onto her back. He held himself inside for a few wonderful seconds, then pulled out all at once, her walls gripping onto him as tightly as they could. The shock of the quick exit caused both of them to inhale sharply.
He placed both hooves on the bed to stabilize himself, then prodded her cunt once more, her labia parting with a single glorious shockwave of pleasure. Once he bottomed out with a jerk of his hips, he started a steady pace. Thrust after thrust he slid along her soaked insides, her vagina clenching like a vice due to her relatively small size.
Twilight rubbed her clitoris as her brother bucked her into the mattress, only the barest hints of pain punching through the immense pleasure, an element that somewhat contributed to it even. “This is the best thing I have ever felt! Oh my gosh, I can feel every bit of you!” Her giggles were loud and happy as she leaned in for a kiss on his cheek, but he subverted the attempt and instead locked lips with her. She was surprised at first, but once he prodded her lips with his tongue, she eagerly parted them for him.
Shining Armor utterly dominated his sister’s mouth, his tongue exploring the texture and taste of the orifice without pause. Her tongue weakly poked at his, but she couldn’t get any traction. He laid up on his assault, allowing her to get a chance to explore for herself. She gladly took the opportunity to slip into his mouth with a moan of delight.
She rubbed herself even harder at the oral stimulation, Shining’s thrusts growing more and more erratic all the while, until with a gasp into his mouth, she peaked. Powerful contractions and quick squeezes, all of it was amplified by the presence of her brother’s thick penis. It almost felt as if it squeezed back, difficult as it was to tell the organ and her own walls apart. Each flash of sensation caused her body to shudder, her horn sparking in her lack of control. “Oooooh!” was all she could formulate.
The systematic clenches of his sister’s insides were too much for him as well, causing him to flare with a deep moan. He pushed as deep inside the filly as he could, and pumped load after load of his essence into her depths. Twilight’s eyes rolled in their sockets as the streams of powerful spunk impacted her deepest barrier. Her vagina continued to clench around him, the frequency between each decreasing as her orgasm died down.
As her brother’s hot sperm painted her cervix—the sensation utterly alien to the filly—she creeped her hoof between his legs and fondled his balls, in awe as the soft yet firm orbs twitched in her grasp. Her hoof’s edge pushed against his perineum, allowing her to feel his contractions prior to each emission of semen.
“Y-you’re ejaculating inside me!” she gasped as she detached from the kiss, a strand of saliva connecting their lips. “I-I can feel your semen! Your flare is so wide!” A giggle escaped her as she removed her hoof from Shining’s balls and rested it alongside his hoof, pushed it away from her cunt, and felt his warm cum leaking from the rim of their seal. It felt weird as it oozed out her vagina, the substance sticking to her hoof while she rubbed her lower vulva.
“Oh Twilight, you are so much better than Cadence!” Shining blurted out, his hoof now resting along the base of her dock. Her anus clenched in surprise at the accidental admission, even stronger than her weakening orgasmic contractions.
“Wait, what?!” she exclaimed in shock. “You’re having sex with my foalsitter? A princess?”
He winced. “Um, yes?”
“That’s so cool!” Twilight gasped, stars gleaming in her eyes. “You have to tell me all about—”
“I wasn’t supposed to tell anyone!” Shining interrupted just as his orgasm ended with a final spurt. He shivered as his softening dick was held in place by his sister’s extremely tight insides, then continued, “She’s a princess; I’m not even out of school yet! If anyone found out it would be a scandal!” Twilight’s insides randomly clenched, reminding him that Cadence was the least of his worries. “Oh no... and you are Celestia’s student, whom I am currently balls deep inside of! Celestia’s young, impressionable student who also happens to be my sister! I could get banished to the moon for this!” Starting to sweat, he pleaded to his wide-eyed sister, “Sis, you can’t tell anypony!”
Twilight squinted at him—her own orgasm finally dying down—then gave him a bright smile. “Of course I can keep a secret if it’s that big a deal. I love you, and would never do anything to get you in trouble!” He breathed a sigh of relief. “Although, there is something else I wanted to try. I think the book called it ‘cunilingus’, and its male counterpart ‘fellatio’.” She batted her eyes innocently, then not so innocently squeezed him with her vaginal muscles. “Doesn’t that sound fun?”
Shining glared at her for several seconds, but the filly’s huge, glistening eyes caused him to slump in defeat. “Oh why not...” Twilight’s eyes sparkled with joy, and she pulled him in for a tight hug, consequently slipping his softened dick out of her. He shivered.
Just what have I gotten myself into?
