Questions And Curiosities

Twilight led Scootaloo to the hallway, glancing both ways to make sure nopony was around. The weather outside was frightful, so she was unsurprised to see an absence of foot traffic—even on a busy day, only a few visitors were ever here at once.

As she walked toward her bedroom, she could feel her body betraying the secret of her arousal. Her pussy was winking desperately, a craving for touch that Scootaloo would soon sate. Was it wrong for her to be aroused by this? No matter how much she tried to justify it through the lens of her own interactions with Cadance, she knew that Cadance had never been so aroused at first.

Scootaloo followed Twilight Sparkle down the hallway, her eyes locked on the sight in front of her. Twilight's vulva, completely exposed by a tail that arched up and out of the way, seemed to be oozing some sort of wetness, and her clit was flashing in and out every few steps.

It was mesmerizing. Scootaloo was feeling... something. She couldn't really put words to the feeling, though—she just felt a desire to... to touch the secret laid bare before her. Was this what Twilight called arousal?

Twilight led the young filly to her room—the nearest bedroom to the library, of course. Her reading chair was right next to the door—the most well-lit part of her room. Twilight climbed into the chair, and looked down at Scootaloo. Raised off the ground like this, Twilight immediately realized just how perfect this spot was, as the filly's eye level was right at the level of Twilight's own groin.

Her heart pounded in her chest.. "Now, Scootaloo..." She parted her legs, giving the very attentive filly access to her most intimate parts. "You may touch wherever you like, but be gentle."

Scootaloo had seen mares' parts before, though never up close like this. Twilight's legs parted before Scootaloo's eyes and she felt something inside of herself growing... excited? Perhaps watching Twilight's legs open like that was like a flower blooming: seeing it happen was so much more alluring than seeing the fully bloomed flower after the fact.

She leaned in, and the first thing she noted was a smell. It was not a bad smell, but it was certainly a unique one that Scootaloo wasn't familiar with. A thick tang that she couldn't otherwise place. She paused to inhale the scent, closing her eyes as she breathed deep. Her eyes opened again to the purple and pink of Twilight's flesh in front of her. Though with Twilight in her current position the arrangement was upside down, she could easily identify each of the parts shown in the book.

Her eyes darted up briefly to look at Twilight, almost as if she wasn't convinced that this was okay. Twilight just smiled warmly down at her with rosy cheeks, which was all the encouragement Scootaloo needed. She reached out carefully with a hoof.

Twilight bit her lip as that small, orange hoof made contact with her arousal-slickened labia. Scootaloo began to explore cautiously, and each little motion sent electric waves of pleasure straight to Twilight's brain. "Mmm..." she hummed as she once again felt contact against her pussy that she'd been missing out on for so long.

Scootaloo moved her hoof around, feeling out the different parts from the book, pulling and prodding gently at the thick, deep purple lips of flesh surrounding Twilight's pink interior. She could make out the urethra, as well as the larger opening for the vagina as she softly pulled and prodded. The clit winked at her, too, spitting a tiny droplet of moisture onto Scootaloo's nose.

Her body seemed to be warming up, too. Something about the smell; about the closeness and trust she was sharing with Twilight. It was making her feel an increasingly odd—in a good way—sensation that seemed to only make her feel an almost contradictory tension.

Twilight's hums were not lost on Scootaloo, either. Unsure if they were good or bad sounds, she peered up at the older mare questioningly. The happy expression on Twilight's face told her she wasn't doing anything wrong.

The lesson about oral stimulation echoed through Scootaloo's mind. Would she really be willing to put her tongue against a place where Twilight's pee had been? She leaned in closer. The smell was stronger as her nose was brought nearly into contact with the pink flesh. Steeling herself for a possibly harsh taste, she stuck out her tongue, making gentle contact.

Twilight inhaled sharply as she felt Scootaloo's innocent exploration of her body. Her hoof had been nice, but feeling the actual warmth of a tongue on her folds was a whole other level of relief. Her lips pursed as she drew in a sharp inhale. Scootaloo's motions stopped, and Twilight looked down at the filly, who was opening and closing her lips with a confused expression. "It's okay, Scootaloo," Twilight breathed. "I'll let you know if you need to stop. It just feels really nice."

Scootaloo wasn't sure what to make of the taste at first. The texture was viscous, not quite like honey, but enough that it stuck to her tongue. It wasn't bad though, and Twilight was clearly okay with her exploration. Something sparked within her—that she could make a pony happy just through a simple act such as this. She smiled softly up at Twilight, and then bent down again, pressing her tongue against pink flesh and exploring the contours of Twilight's body.

It occurred to Scootaloo that this was exactly what she'd seen going on between her aunts the previous night—and she understood now what Auntie Lofty had been doing to Aunt Holiday. A warmth in her chest sparked a joy she couldn't quite identify, but it grew with each lick, each moan, each moment that Twilight seemed to enjoy the touch of her tongue.

It sparked a sense of competition in the young filly. She wanted to make Twilight feel as good as possible. She began nosing around Twilight's private areas, testing out Twilight's response to different licks, varying the pressure and speed of her tongue and gauging the responses.

Twilight's hooves curled around the arms of the chair, gripping tightly as Scootaloo began suddenly assailing her pussy with a gusto that few of her lovers had ever had. What she lacked in technique, she made up for with enthusiasm. She had to resist the urge to grab the young filly with her hooves and force the filly's muzzle against her dripping slit. Then, as Scootaloo's tongue finally found her clit, her resistance partially crumbled, as her legs closed around the filly and she began panting heatedly.

Powerful legs closed around Scootaloo's head as the older pony moaned out. That was quite the reaction. The winking bulb of Twilight's clitoris retreated, and Scootaloo followed it with her lips and tongue. She licked at it again and again, and when it winked out at her, she caught it briefly in her lips, giving it a little suckle before letting it go. The legs clamped tighter around her head, spurring her onward even more as Twilight cried out happily.

The feeling in Scootaloo's chest was finally something she could identify: Pride. She was happy that Twilight was enjoying her actions. She was glad that she could do something for Twilight that the older mare seemed to enjoy so much that she was ecstatic about it. The feeling in her chest swelled more as Twilight gasped and panted.

Suddenly, Twilight's hooves grabbed the back of her head and forced her face to press tightly into the dripping, moist flesh in front of her. Twilight's body seemed to quiver as she screamed out loudly. Whatever the slick fluid was on Twilight's flesh flowed profusely from somewhere within, and Scootaloo soon found she was getting a significant amount of the potent fluid in her mouth. A long moan tore from somewhere deep in Twilight's core, and Scootaloo could feel the vibrations entering her ears right from the legs clapped around her head.

After a moment, Twilight's limbs went limp and she fell back into the chair, gasping. "Oh my stars," she panted, scarcely able to believe that an innocent filly had been able to bring her to such a mind-shattering orgasm.

The gushing flow of Twilight's mysterious fluids had soaked Scootaloo's face. Though she couldn't necessarily say that it was a pleasant taste or feeling, the internal 'pride' part she'd identified before was positively glowing with how happy Twilight seemed to be. Still, there was the question of what exactly had just transpired.

"Did you just pee?" Scootaloo's inquiry—laced with confusion—cut through the foggy haze in Twilight's mind.

"N-no," Twilight replied weakly. "T-that was just an orgasm."

"I thought you said orgasms were a stallion thing?"

Twilight chuckled as she began to recover. "N-no. Stallions expel semen from their penis when they orgasm, but that's not all an orgasm is. An orgasm is when your body..." she struggled a moment to come up with the right words. "It reaches a peak of sexual satisfaction and you feel it in every fibre of yourself. Your muscles contract powerfully, and some females—like myself—tend to squirt a bit of our own fluids when we orgasm, just like a penis would expel semen."

"Oh." Scootaloo nodded, licking her lips once more. That sounded so strange, and yet Twilight had seemed to enjoy herself immensely. And it also sounded really, really nice. "Do you think I could squirt like that?"

"I don't know," Twilight confessed. "You would have to have an orgasm to find out."

Scootaloo frowned. Was there a reason that couldn't happen? There was no harm in asking. "I'd like to know what it is like to feel what I was doing to you. You really seemed to be enjoying it." Scootaloo stepped back, and then rolled onto her backside carefully, making sure she didn't hurt her wing. "Can you help me find out?" she asked, spreading her legs in invitation.

Twilight balked. That was the line. The one she crossed with Cadance when she was a filly—asking to be touched in return. Now with a much more adult perspective, she understood Cadance's reaction. It was easy to justify letting a filly learn more about her own body through your own—it was effectively impossible to study your own intimate spaces visually, and having a 'real' one in front of you to study, prod, and examine was an opportunity.

It was another thing entirely to directly stimulate a filly to 'educate' her. She could touch herself if she really wanted to explore her own body and feel those sensations. Twilight considered offering to buy Scootaloo one of the many 'toys' designed for exactly such a purpose.

There was no rationale or justification left. Before, she could at least pretend to tell herself that it wasn't about the pleasure, but the education. But deep down she knew that was a lie—she'd enjoyed it. Craved it even. She shuddered to think what could happen if she were a stallion in her position. She couldn't move forward with such an act and continued to pretend she wasn't just as equally interested in her own ability to benefit from it.

And yet, Cadance, too, had ultimately acquiesced. Twilight looked down at the filly before her, practically spreadeagled on the ground and pleading to be touched. As a filly, Twilight had never understood the gravity of her request, but she would have been devastated if Cadance had denied her at that stage in their interaction.

She could not, and would not, inflict that grief on Scootaloo. This precious, brave, brilliant little filly had been abandoned by so many in her life already. In that moment, Twilight decided she would not dismiss this filly like so many others had, appropriateness be damned.

Twilight's horn lit up with magic. Scootaloo felt her whole body lift off the ground as Twilight carefully, gently moved her across the room to the bed, and climbed up next to her.

"Scootaloo," Twilight breathed, her own arousal still coursing through her veins. "Are you sure this is what you want?"

The filly nodded excitedly. "Yes, Miss Twilight."

With a bit of coaxing, Twilight moved Scootaloo into a sixty-nine position. Her larger frame meant she had to bend forward slightly in a slightly uncomfortable way, but it was comfortable enough. And now, she was face-to-cunny with Scootaloo's small, delicate feminine features.

The way her body was contorted would make it difficult to stimulate the filly with her hooves from this position, so Twilight lit her horn and caressed the inside of Scootaloo's thigh with her magic—just a little bit, not wanting to overwhelm the eager filly too quickly.

Scootaloo felt something special as Twilight's magic touched her leg. She couldn't quite understand what it was, but there was a tension there that felt indescribably strange. Whatever it was, she wanted to feel more—to understand it more.

Twilight's own sex sat in front of Scootaloo's face. Something about seeing it in front of her like this felt different from just standing in front of Twilight in a chair. She couldn't quite place what it was, but it was as if the context between them had changed. This time, she used both of her hooves and reached out to Twilight's folds, pulling the lips apart ever-so-slightly.

There it was—Twilight's vagina, slick with the fluids from her earlier orgasm. Scootaloo's curiosity was overwhelming. She slowly started tracing her hooftip across the sensitive, slick, pink flesh, wondering exactly how something was supposed to enter.

A sudden touch against her virgin pussy made Scootaloo yelp. "It's okay," Twilight's reassuring voice came from behind her. "I'm not going to hurt you. Just let me know if you want me to stop."

"No," Scootaloo said, breathing slightly heavier. "It's... nice. Keep going."

Twilight smiled, though Scootaloo couldn't see it. She could feel that Scootaloo herself was getting bolder with her explorations, and she was content to reward like-with-like. Using her magic, she began rubbing gently along Scootaloo's supple, dark orange pussy lips, and was slightly surprised when the tiny clit actually winked at her.

The strange sensation in Scootaloo's nethers caught her off-guard. "What was that?" Scootaloo asked aloud. The genuine confusion in her voice was evident.

"You winked," Twilight replied, smiling. The same thing had happened to her in her exploration with Cadance.

"That felt kinda funny," she said with a titter.

"You'll get used to it," Twilight replied. Indeed, some mares found winking itself to make them hornier. She used her magic to caress Scootaloo's nub directly, making the little filly squirm.

"Ah~! Mmmph...hah!" Whatever Twilight had just done was like it lit her entire brain on fire with pleasure.

Scootaloo's voice crying out fueled Twilight's own arousal further. Her magic might help the filly understand, but the tiny beads of arousal forming around Scootaloo's pussy were just begging for attention. Twilight extinguished her magic and leaned in, placing a long, gentle lick up the entire cleft of Scootaloo's sex. The taste was divine—much less harsh than other mares Twilight had been with—and almost sweet.

"...Whoa." Scootaloo could barely form coherent thought, much less words. Her chest heaving with labored breaths, Scootaloo could barely move as she processed countless new feelings she'd never experienced before. Twilight hadn't been wrong. It felt nice.

The way Scootaloo's little body quavered in front of her, Twilight couldn't help herself, giving the little filly another long lick. This time, she dragged it out with long, slow licks, pressing firmly into her little cunny and tasting the flesh within. There was something intoxicating about this. Something taboo.

Scootaloo's breaths came a little shallower as she stopped her exploration of Twilight's body entirely to focus on what she was feeling. The indescribable feeling from before came back, but she craved more. To touch and be touched. She understood now—this was what she felt when she looked at other fillies sometimes. Was this what Twilight meant by 'intimacy'?

Twilight wasn't oblivious to Scootaloo's sudden absence, but she didn't care—she loved to hear the filly squeak as she continued to deliver lick after slow, deliberate lick. But Twilight's own desires were starting to overflow into her actions. She wanted to explore more. Such a small body in front of her—it would be so easy to just... slip. She gave one more long, slow lick, but this time, she continued even further, allowing her tongue to rub slightly over the filly's rosebud.

"Auuuuuhhh..." Scootaloo whined in a half-moan half-complaint. "Twilight," she gasped. "That's my—"

"I know," Twilight whispered softly. "And I know it can feel nice, too. Is it okay?"

"I—" Scootaloo was conflicted. That was where she pooped from! But Twilight was right, it had felt... nice. Everything Twilight had told her so far was true. Was she really going to doubt the mare now, after all they'd already done? "O-okay."

Twilight smiled as she resumed her sensual assault on Scootaloo's small lips. Her broad tongue pressed into the filly as she swept across the lips again, parting them ever so slightly. The little body squirmed, gasps bursting forth from her lips and leaving warm breath passing across Twilight's own engorged lips.

Scootaloo breathed heavily as Twilight continued to do... whatever she was doing. Despite their exchange, no more contact had been made with her... dark place. Scootaloo slowly began to adjust to the onslaught of pleasure, able to focus a bit better, even though she still immensely enjoyed the sensation of Twilight's tongue probing her.

She resumed her exploration of Twilight's intimate place. Pulling Twilight's pussy lips apart once again, Scootaloo marveled at the warm, wet hole that almost seemed... inviting. Thoughts of her aunts once again flitted to the front of her mind. She looked at her small hoof, and back at Twilight's entrance.

Carefully, Scootaloo lowered one of her hooves, rubbing gently against Twilight's exposed flesh, feeling the slick lubrication of her arousal. Slowly, her hoof pressed into the opening. Twilight's flesh parted as she applied a gentle pressure, and soon the walls of Twilight's pussy were wrapped around Scootaloo's hoof. Twilight's clit winked out at her, almost as if thanking her.

Twilight moaned as she felt something begin to fill her—Another of the many things she had been missing for so many years. Taking deep breaths, she rocked her body slightly against Scootaloo's hoof, encouraging the filly to explore deeper.

Her eyes locked on that rosebud. Her long lick exploring Scootaloo's tight entrance once again was extended. This time, Twilight allowed her tongue to linger against the little pucker, tracing a circle around the muscular ring. The filly's little bulbous clit once again winked out to greet her.

"Miss Twilight," Scootaloo gasped again in reply. She seemed to keep her composure as Twilight continued to lightly tongue at her dark entrance. "That feels really good." There was no doubt or question in her voice. Indeed, the filly seemed to be encouraged by this shared debauchery, pressing her hoof deeper into Twilight's dripping sex.

"Mmm..." Twilight hummed. "That feels nice, too, Scootaloo. But it could be even better. Try pulling your hoof out a little bit before pressing it in again. Gently, but rocking slowly in and out, going deeper each time."

Scootaloo looked at her hoof, fetlock deep in Twilight's flesh. She wanted it deeper? True, she had expected a lot more resistance than she'd gotten so far. She withdrew her slightly, and then, just before it came free completely, she pressed it slowly back into Twilight's depths. Twilight's clit winked again.

"Mmm, yes," Twilight moaned as Scootaloo followed her instruction. "Just like that." There was that stimulation she craved. She could feel an orgasm building again. She was never the kind of pony that could orgasm without direct clitoral stimulation, but she could certainly get built up to a hair trigger to blow at a moment's notice.

Scootaloo built up to a rhythm, enjoying Twilight's squeaks and moans of pleasure. Though it was fascinating to watch her hoof slowly go deeper, the repetitive nature allowed her thoughts to focus a little bit. Butterflies fluttered in her stomach—this feeling was... strange. Like she wanted to keep doing this forever. To be with Twilight like this forever. She didn't understand this deepening desire.

She tried to focus instead on Twilight's actions. She was confused at how nice Twilight's tongue felt against her anus, and felt a dark curiosity about it—if Twilight enjoyed having a hoof inside of her vagina, and stallions apparently engaged in anal sex with each other... would it feel good to have Twilight do... that...?

Her lip trembled. It seemed like a question that shouldn't be asked. "C-c-can you..." Scootaloo stopped, barely able to voice those syllables. She took a deep breath. "Can you go... deeper?" It was little more than a whisper.

Twilight breathed heavily. The further into the depths of questionable decision making she fell, the more she found herself turned on by the taboo. "Okay. Just... tell me if you need me to stop, alright?"

Scootaloo nodded. "I will." She returned to hoofing Twilight's sex, gently letting her hoof slide in and out. Twilight's clitoris winked out again, and the filly stared at its beckoning call. As if it wanted to be touched again.

She brought her lips closer to Twilight again, her nose sliding against her own hoof, until her tongue lapped at that bulb again. Twilight tensed up, and Scootaloo could feel the vagina grip firmly around her hoof.

At the other end, Twilight's magic came to life again, fishing around in one of her drawers, removing her smallest anal plug—while it was certainly not large enough for her own pleasure now that she had adjusted to larger sizes, it would likely be a safe insertion for a young filly like Scootaloo.

Twilight's tongue seemed to linger, and then disappear as Scootaloo felt a strange pressure on her tailhole. Her body went rigid with momentary fear.

"It's okay," Twilight moaned out. "Just relax and let the pleasure wash over you."

The pressure pulled away and Scootaloo tried to relax a little as Twilight continued to trace circles around her anal ring with her tongue. Once she was fully relaxed again, Twilight returned the plug with her magical energy, pressing it against Scootaloo's tail hole again.

This time, Scootaloo stayed relaxed enough for shallow penetration into her sphincter. It felt weird—nothing like the usual function for that orifice. Utterly alien. But before Twilight could go any deeper, Scootaloo had tensed up again at the foreign intrusion, and Twilight withdrew the object again, but kept tracing delicate lines around the ring of muscle that continued to deny it.

"It's okay," Twilight said. "We don't have to keep going."

"N-no," Scootaloo replied, putting on a brave face. "I can take it."

This willingness to explore aroused Twilight all the more. Her heart fluttered in her chest—what was this feeling?

Twilight's clit winked again, and this time, Scootaloo grabbed it with her lips, running her tongue along it, savoring the strange taste that she was starting to develop a fondness for, holding it for a moment before letting it go again.

Twilight felt the pressure inside of her increase. Scootaloo's hoof pressed even deeper until it suddenly found resistance at the back of Twilight's passage. The impact against her cervix made Twilight gasp. Her winking clit began firing off repeatedly as her arousal peaked.

When Twilight gasped, she briefly lost control of her magic, shoving the butt plug more roughly into the filly. Scootaloo gasped out, too. There was a mild moment of pain, but afterward she felt... full. Something about this felt right—felt complete. She felt herself winking furiously, her body screaming for something she didn't fully understand.

Both of them eyed the bulbous flesh that greeted them over and over again—Twilight, with a genuine understanding of Scootaloo's arousal, and Scootaloo with a wondrous curiosity and a desire to see if Twilight would 'squirt' again.

Their lips reached out simultaneously to catch the interlopers. Scootaloo released Twilight's clit immediately as a bolt of unknown pleasure coursed through her.

Twilight had captured Scootaloo's nub and was lashing it with her tongue. The filly still hadn't been able to climax. It was no longer just about the question Scootaloo had wondered about—lost in her carnal desires, Twilight wanted to see it for her own sake.

The growing tension inside of Scootaloo—the warm, fuzzy feeling that seemed closer and closer to breaking free—suddenly snapped. The feeling against her intimacy button was too much. Her body shuddered and trembled as she spasmed next to Twilight on the bed.

A small trickle of Scootaloo's orgasmic fluids sprayed forth from her tiny slit, and Twilight smiled, putting her mouth wholly over the opening and drinking deeply of the sweet, thick nectar. She continued to tongue the filly's convulsing pussy as she drank from those lips.

Scootaloo was left uncertain what had just happened. She rolled onto her back, gasping for air as her whole body recovered from something incredible.

"What was that?" she managed to ask between breaths.

"That was your first orgasm," Twilight said softly. "Was it good?"

"It was..." Scootaloo stared at Twilight's ceiling. "Better. Good doesn't really cover it. It was amazing..." Twilight's face came into view, and Scootaloo locked eyes with her. There was something... special about that connection. A little flutter sparked in Scootloo's chest.

Twilight gazed down at Scootaloo—this smart, vulnerable young filly. Her heart swelled. She couldn't explain it: she wanted to protect. To be there for her. Not as a mother or a sister—nothing like the relationship she had with Spike.

Her heart pounded in her chest. Was she really falling in love with this little filly?

"Scootaloo..." Twilight whispered. "I... I want to... kiss you."

Their eyes remained fixed on each other as Scootaloo remained silent, unable to form an objection. Twilight's lips lowered slowly over the filly, their lips meeting together. The lack of experience with kissing made the entire experience quite awkward, but that only endeared Twilight to the filly even more.

As their lips parted, Scootaloo felt a strange sense of loss. She opened her eyes again. Twilight was inches from her face. Twilight's disheveled mane framed her face perfectly, and drooped low enough that nothing else could be seen—her entire world was Twilight for a moment. Her heart skipped a beat again.

There was no way around it. "Scootaloo... I know it's not okay. I know it's not appropriate for a mare my age, but..." she trailed off.

Scootaloo stared up into Twilight's eyes—she wanted nothing more than to stare into those eyes. "But...?" she whispered.

Twilight hesitated, sitting up onto her haunches in the damp bedding. There was no way she could date somepony so young, and yet she wasn't willing to let go of this newfound connection—one that seemed to resonate so strongly within her. "Would you... be okay with coming back? To do this again sometime?"

Scootaloo sat up, feeling the butt plug inside of her rock with her body. It was an awkward feeling, but also felt... pleasant? She shuffled her hips to get more comfortable. "Twilight, I... I don't know..."

"It's...it's okay," Twilight replied, sadly. "I... I understand." It was for the best this way anyway. She slowly stood up from the bed, her gaze drifting toward the bathroom. "You... you can clean up and go home."

"No, Twilight," Scootaloo replied. "I can't."

"Huh?" Twilight blinked, terrified that she'd missed some important information. "W-what do you mean?"

"I can't go home." Scootaloo gestured toward the soundproofed window. Twilight walked over to the window and looked outside—flashes of thunder and torrents of rain poured from the sky. "I'll have to stay for the night. My aunties would kill me if I went out in weather like this. But... is it okay if I sleep here. In your room. With you?"

Twilight smiled broadly. "Mhmm," she said, tears brimming in her eyes.

"And do you mind showing me more sex things?" Scootaloo rocked back and forth on the butt plug for emphasis. "You didn't even explain what you put in my butt, but can I put one in yours?"

Twilight couldn't help but stifle a laugh as she wiped the tears from her face. She didn't know where this might lead. Her covert relationship with Cadance had lasted several months before it ended—a tryst that never went beyond a casual crush and a lot of sex. A small part of her hoped that maybe—just maybe—this one could be something more.

Fantasies played out in her mind of all the fun things she and Scootaloo could get up to. All of the ways they could share a life together. Twilight could never adopt the filly—that would be even more inappropriate than the relationship they already had.

But only time would tell if there could be something more.

"Okay," she said, laughing in spite of herself. "Okay, you can stay with me tonight. Maybe I can teach you how to kiss better."

Scootaloo smiled. "I would like that."