Ponyville After School

~ ✭ ~

Sitting at her desk, Scootaloo idly watched Miss Cheerilee chatting with Pipsqueak without really paying them attention. Everypony else had already left for the weekend, including Apple Bloom and Sweetie Belle, leaving the young pegasus to wait in class alone.

She was exhausted. Studying was difficult. She had no issues learning stuff, but actually sitting down to revise, or to do homework, was… awful. She just couldn't stay focused, and the more Scootaloo forced herself, the worst it got. Why did she have to work twice as much than anypony else in class?

But, Scootaloo had worked super hard the entire week, and she finally did it: for the first time ever, she won Cheerilee's weekly reward. It was her turn to make love with somepony, to discover sex. She was so excited…

And yet, she was nervous. Why did she have to ask for Rainbow Dash, of all ponies? Of course, Rainbow Dash was Scootaloo's lifelong hero, but the filly had never really been attracted to other girls. Sure, Rainbow Dash occasionally appeared in her mind when she masturbated, but more as a kind of mentor, not a partner. What if Rainbow thought she was weird? Or, what if it changed their relationship?

With a sigh, Scoot chased that train of thoughts from her mind. She knew perfectly well that Rainbow Dash would be nice to her, that she'd do her best for her… and, yet, she was still worried.

Fortunately, the mare in question showed up before Scootaloo could chicken out of their night together. Rainbow Dash cheerfully hopped on the chair Sweetie Belle normally occupied, sitting next to Scootaloo.

"Hey, squirt! Sorry I'm late… Had to fly to Canterlot real quick this afternoon. Wonderbolt business."

"H-Hey, Rainbow Dash. Um…" Scootaloo wasn't sure what to say. Some kind of pickup line? She didn't really know any, and it sounded super awkward anyway.

After an excessively long pause, Dash cleared her throat. "So, are we going to my place?"

"Oh? Yeah!" That did sound nice, and if they were going to Rainbow Dash's home, it meant Dash would give Scootaloo a lift.

They said farewell to Cheerilee and went out. Dash knelt down, helping the filly climb on her back. Scootaloo hugged the mare's neck, burying her snout in the seven colored mane. Rainbow Dash soared in the sky, carrying home her young friend. Holding tight, Scootaloo let go of her worries. She loved to fly, to feel the rush of air in her mane. It was a bittersweet thing that she could not do it with her own wings, but being with Rainbow Dash, to feel her firm muscles as she flew, more than made up for it.

Below, Ponyville was basked in the warm glow of sunset. Instead of heading straight home, Rainbow Dash casually went around town, taking her little buddy for a ride. For a while, neither said a thing.

After a final flyby of Sweet Apple Acres, Rainbow Dash and Scootaloo arrived at Rainbow's cloud house. Scootaloo hopped off the mare, and enjoyed the fluffy, cushiony cloud under her hooves. Even without functional wings, Scootaloo could still walk on clouds, thanks to the natural pegasus magic that flowed within her.

Rainbow Dash ushered her young guest inside.

"I was glad when Cheerilee told me you were coming here tonight," the mare said, ruffling Scootaloo's mane. "Speaking of, she also told me you've been really awesome this week, and that your grades got better, so congrats! I'm really proud of you!"

Rainbow Dash put her hoof under the filly's chin and looked her straight in the eyes. "And, you're a big girl now, so how about we go straight to the bedroom and I show you big girl stuff?"

"Um, sure…" Hesitantly, Scootaloo followed her upstairs. Dash lifted her tail, showing off her vulva, but it only embarrassed the filly, who looked away instead.

"It's your first time, isn't it?" Rainbow Dash said, more like a statement than a question.

"Y-Yeah…"

"Eh, don't worry! First times are great, you'll see. I figured there's all sorts of cool sexy stuff we can do together. Oh boy, this is gonna be so awesome! Bet I could tie you up and make you cum with just my tail, or maybe we could play a game?"

Entering Rainbow Dash's bedroom, Scootaloo really thought she'd be more excited than that. Being with her idol, doing stuff with her, usually made her all giddy, but not this time. She just… wasn't sexually attracted to her.

Noticing the filly's downcast eyes, Rainbow Dash stopped, her cocky grin morphing into an expression of concern. "Hey, you alright? Something's wrong? If it's too much, we can just do vanilla stuff if you want."

Scootaloo shook her head, avoiding the mare's eyes. "It's… not that… Dash, you're amazing, I want to be just like you, but… I should have picked a stallion." Tears welled up her eyes, her voice breaking. "I don't know why I picked you… I'm sorry, I just wasted your time…"

Hooves gently wrapped around her. It took a moment for Scootaloo to realize she was being hugged by Rainbow Dash. It was a tender, comforting gesture, not sexual at all, and Scootaloo leaned onto the mare. Overcome with emotion, the filly sobbed quietly, wetting Dash's fur with her tears.

"There, there, it's okay, Scoot," Rainbow Dash whispered, stroking the filly's soft purple mane, letting her cry.

Scootaloo huddled closer. "I'm sorry… I'm so stupid…"

"Hey, you're not stupid." Gently, Rainbow Dash wiped the tears off her face. "Life's been hard on you, I know. Your wings, your parents… But you keep going, no matter what. You're brave, and loyal to your friends. You're awesome, Scoot. You hear me?"

The filly sniffed, still sobbing, not saying anything.

Rainbow Dash sighed. "You know, I was so hype when Cheerilee told me you wanted to spend the night with me, because I wanted to make you feel as amazing as you are. Having a good roll in the hay with you would be cool, but only if it's fun for both of us. If you want, I can drop you off to your aunts' place, or we can just have a normal sleepover here."

"R-Really?"

"Yeah, really! We can play board games all night, or make a pillow fort. Heck, we can do makeovers and stuff, if that's what you want." Rainbow's expression suddenly turned pensive. "Though… if you like handsome guys, I do have plenty of magazines in my stash."

Scootaloo immediately felt a flicker of excitement. "Woah! What kind of magazines?"

Rainbow Dash snickered, and shot the filly a wink. "I got all kinds, duh. Anything from sport models to pornos. Wanna browse some of my favourites with me? We can start with the less naughty ones, and move on to the others if it gets you going."

Scootaloo's face flushed scarlet, but checking out hot stallions with Rainbow Dash sure sounded fun. It certainly was more to her taste. "O-Okay, yeah! I-I wanna see."

Grinning, the mare opened the drawer of her nightstand and grabbed a big pile of magazines, which she let spill on the bed. Scootaloo hopped on Rainbow Dash's fluffy bedsheets, eager to see what she had.

Scootaloo shuffled through the pile of scattered magazines, checking out the glossy covers and reading the titles. As promised, there was nothing explicit or even saucy in there, just pictures of stallions and mares in sporty outfits.

"Anything catches your eyes?" Rainbow Dash asked.

"Hmm… Yeah…" Scootaloo kept browsing, unsure which she preferred. Eventually, she stumbled upon a cover which got her interest: it was a picture of a pegasus stallion with a wild mane, standing over a cliff and looking confidently toward the horizon. The title read Equestrian Wanderers: Expedition to Mount Everhoot with Gale Hawk.

"Oooh, nice one!" Rainbow Dash commented.

Curious, Scootaloo skimmed over the pages. It was full of pictures, most showing dashing stallions in climbing gears against stunning mountain landscapes, with little paragraphs of text giving some context. "This is so cool!"

"Yeah, Equestrian Wanderers is great," Dash said, looking over the filly's shoulder.

One photograph was of three stallions chatting around a campfire, visibly tired after a long day but happy to be there together. Scootaloo lightly stroked the picture. It wasn’t very difficult to feel desire for these guys; they were handsome, adventurous, brave. "I'd like to go with them, discovering new places and hanging out, you know?"

"Hehe, maybe not tonight, squirt… but you will someday."

Scootaloo brightened up. "You really think so?"

Rainbow Dash teasingly ruffled the filly's mane. "Of course you're gonna do it, Scoot! You're the best filly around. And guys will beg to go with you, trust me."

Scootaloo bit her lip. She couldn't ignore the nagging thoughts at the back of her head, telling her always she was a failure, a mistake… but she trusted Rainbow Dash more than those. Checking the photograph again, it was easier now to picture herself with those guys. Her body would be sore from days spent hiking in the mountains, but the triumph would be bliss, and she'd revel in it with her friends.

And maybe one of the guys would be willing to share a tent with her, no?

Very tempted to find some fuel for those thoughts, Scootaloo almost asked Rainbow Dash to bring her saucier magazines, but she was too embarrassed to do so. Instead, she closed the one she was reading and grabbed another edition of Equestrian Wanderers, this one focusing on an expedition to a tropical island.

Scootaloo browsed various publications, getting a sense of her own preferences. Some magazines were about the Wonderbolts, and some were about different sports. While she liked those, Scoot was surprised to realize she felt much more strongly for the adventuring stuff. The sense of scale, the danger, it called to her.

The filly was getting very curious about what else Rainbow had in store. Luckily, Rainbow Dash wasn't known for her patience. Getting bored, the mare poked Scootaloo in the ribs. "Eh, mind if we move on?"

Scootaloo blushed and nodded.

"Awesome!" Smiling, Dash prodded under her mattress for a moment before producing a cardboard box. She casually shoveled the previous magazines off the bedsheets to make room for the new ones.

Compared to the previous bunch, these ones were definitely on the saucy side. Shivers ran through Scootaloo's flank as the filly peered at the covers, seeing stallions and mares in suggestive poses. She picked one at random, and skimmed through it. Halfway through the magazine, Scootaloo stumbled upon a full page photograph of two stallions walking side by side. It wasn't exactly sexually explicit, but the picture was taken from behind, and the two stallions' tails weren't properly covering their rears, conveniently providing a nice view of the heavy balls dangling underneath their tailholes.

"Just imagine how it'd feel like when they empty those things inside you," Rainbow Dash said, licking her lips.

Scootaloo's nether warmed up all of a sudden. "Y-Yeah… Um… Did you ever do it?"

"Uh-uh! Plenty of times!" Tenderly, Dash caressed the filly's lower belly. "When a guy cum, you feel his tip flare deep inside you, and he pushes it as far as it will go. And, when you feel that… I dunno… You just want him there, and it feels amazing. Then, his dick kinda pulses, and you get this warm, creamy feeling that spreads right around here, in your belly."

Blushing, Scootaloo simply turned the page and continued to browse. There were more attractive stallions there, and she spent a while simply looking at them.

The next magazine offered even better shots of genitals, male and female. Scootaloo found a photo that showed every detail of a stallion's cock, which she dreamily traced the length of with her hoof.

"You know, Scoot," Rainbow Dash said, amused. "If you want to hold one of those, I might have something for you." Chuckling quietly at the filly's dumbfounded look, Dash retrieved yet another box from under her bed. However, what she pulled out of it wasn't a magazine, but a black silicone replica of an erect stallionhood.

"Huh, is that…?"

"A dildo, duh! Neat, right? Sure, I get plenty of action, but it gets handy sometimes."

Scootaloo examined the toy. Curiosity had free reins, and she ran her hoof along the smooth length. It looked — in Scootaloo's arguably limited experience — very realistic, with an arborescence of veins adorning the hard shaft, a thicker medial ring, and a flattened flare at the end. It even had balls, a pair of pillowy sacks at the base. Surely, that thing had been inside Rainbow Dash before, inside her vagina, and it gave the filly a strange, naughty thrill just thinking about it. What would it even feel like to have something like this in you?

Scootaloo was getting quite hot and sweaty. It was getting especially damp under her tail, where the lips of her vulva were spreading the heat of her budding arousal. She stirred uncomfortably.

A situation shared by Rainbow Dash, apparently. Without really thinking about it, the mare rolled on her back, bent her spine, and caressed her sex, as she so often did after a hard day practicing with the Wonderbolts. Rainbow Dash masturbated tenderly, releasing all the arousal she'd been building up. She moaned, her hoof stroking her labia, dipping in her vulva.

"Hah, better!" Rainbow Dash said, stretching her wings. Oh, she needed this.

At her side, Scootaloo was blushing, plainly aware of what was going on. Her idol was doing such an intimate act in her presence, simply letting go. Their eyes met, and under Dash's hazy, lustful stare, Scootaloo felt the trust of her mentor. Rainbow Dash was always so cool, showing haughty confidence to all who'd meet her, never faltering. That she would lower her guard as such, let Scoot witness her in such a vulnerable, compromising moment, was an acceptance the filly had never dared dream of.

Scootaloo was finally at ease. Enough, anyway, to drop her own inhibitions. Her fillyhood was winking, pulsing, ready to be shown some love. Giving the enticing pictures one last glance, Scootaloo laid her chin on the pillow and spread her hindhooves. With a deep breath, she passed her hoof under her barrel, caressed her crotch, then touched her little slit. "Mmmmh…"

Dash smiled. "Look at you, squirt! Nothing to worry about. Just have fun!"

The filly said nothing. She simply stroked her sex, feeling the warm softness of her vulva. Her little clit poked out, and she pressed on it with the hard edge of her hoof. She loved the intense pain-pleasure it caused, and it quickly fueled her arousal.

*Shlick-shlick-shlick*

Scootaloo masturbated alongside Rainbow Dash. Filly and mare tended to their own pleasure, a couple feet apart on the bedsheets. They weren't having sex — not exactly — but that was okay. For the young pegasus, it was enough.

The scent of Rainbow's sex was nice, and her little throaty moans were too. Scoot kept checking her out, getting an enticing sneak peek at her mentor's techniques; Scootaloo always did kind of the same thing when she pleasured herself, and she was curious to know how Rainbow Dash tended to herself. Rainbow clopped in an entirely different way than Scootaloo. She was on her back, almost curled into a ball to reach her nether, which she rubbed vigorously with unmistakable glee. It contrasted with Scootaloo's style, who preferred to raise her butt and press with greater force on her pussy.

Everypony, boys and girls, had their own way, their technique, Miss Cheerilee had said once. It was the natural way of things. Truth be told, while Scootaloo was interested in learning, she wasn't compelled to imitate her idol on this.

Not that Rainbow Dash didn't seem to enjoy herself. "Nnngh, aah! Oh fuck… Scoot, you're gonna use that?"

Confused, Scootaloo checked around to find whatever Dash was talking about, only to see the dildo laying on the sheets. She had left it there and had completely forgotten about it. "Um… No? I dunno?"

Dash's lustful smile didn't waiver. "Well, if you change your mind, that's cool. For now though, don't mind if I do." She tenderly stroked the toy, and made herself comfortable.

A hoof still caressing her little fillyhood, Scootaloo watched in awe. Rainbow Dash teased herself, rubbing the fake glans against her labia and exposing the pink flesh of her sex. The head of the toy grew slick with Dash's fluids, and her clit winked happily.

A cute, feminine moan came from Rainbow Dash. Eyes shut and biting her lip, she pressed on her entrance. Her fold parted, letting the flared tip of the dildo disappear inside her waiting snatch. She rubbed it there, wiggling the shaft around. "Oh, yeah, that's the stuff…"

Scootaloo rubbed her own slit a little harder. "Does it hurt?"

"Nah… It feels great. Mm…" Smiling, Dash pushed the dildo deeper into her sex. As she took the toy into herself, the mare squirmed in excitement and swayed her hips, her hindlegs trembling slightly. Inch after inch, the toy disappeared in-between Dash's blue labia, sinking in her vagina until only the black balls were left outside.

Grinning, Rainbow Dash left it there for a moment, her pussy winking with delight around the base. Of course, since she was the Rainbow Dash, it was only for a moment: quickly, she pulled out the soaked shaft nearly all the way to the flare, then pushed it back in with one swift stroke.

Scootaloo's hoof picked up speed, the filly instinctively syncing her rhythm with her mentor's increasingly loud moans and coos of pleasure. Scoot masturbated with feverish intensity, her young eyes glued to Dash's pussy, only occasionally straying to peek at Dash's flushed, pleased face.

The filly inhaled deeply, taking in the powerful scent of excited mare. A trail of wetness, gleaming in the sunset light filtering through the windows, oozed from Rainbow Dash pussy, soaking her rainbow tail a little more with each plunge of the dildo into her sex. It was going in and out so fast it was almost a blur, Dash putting in everything she'd got into the motion.

The older mare was panting, her legs were trembling, but she only pressed harder. Scoot knew what was happening: Rainbow Dash was about to climax.

And Scootaloo wanted to see it.

"A-Aaah!" With one last throaty squeal, Rainbow Dash came. She slammed the dildo as deep as it would go, holding it in place as her vagina contracted around it over and over again. Her chest heaved, and she bit her lip to stifle her cry.

Fascinated, her hoof wet from her own pleasure, Scoot caressed her mentor's belly, feeling the contractions under her sweaty blue fur.

"Aah… unf… ahh… oh yes… aaaah…" Coming down from her peak, Dash went limp, her head laying on the pillow. She let go of the dildo, letting it slip from her gaping vulva.

With a goofy grin, Dash turned to her young onlooker, her hoof idly caressing her puffy sex. "So, Scoot… what did you think?"

"It looked… awesome," Scootaloo replied in a daze, her own clit winking furiously, begging for release.

"Well, it's your turn now. Wanna try it?"

Scootaloo gulped, but her mouth delivered the only answer her needy pussy would allow: "O-Okay!"

Rainbow Dash grinned even more, proud of her little pupil. "Sweet! You're gonna love this! Hang on a sec…"

A bit wobbly, as if drunk from her orgasm, Dash nonetheless made her way to the box she'd pulled the dildo from and retrieved another item from it. This time, it was a sort of harness, which she promptly fitted around her hindquarters. Then, she attached the dildo to it, clipping it between her legs so she wore it like a stallion would.

Rainbow Dash posed proudly, displaying her new equipment, the black tip still dripping on the bedsheets. "There! Now you can get the full guy experience… kinda."

"Um, what do I do?"

Rainbow Dash caressed Scootaloo's mane, then moved behind her. "Just stay still, okay? I'll take care of everything." Gently, she lifted the filly's tail, and planted a soft kiss on her most intimate parts. A shiver ran along Scootaloo's spine, but Dash simply climbed on her back, pinning the soft purple tail under her belly.

With a hoof, the mare guided the hard flare to her little buddy's excited fillyhood. Scootaloo cooed: the thing pressing on her sex felt heavenly, still warm and slick from its time in her mentor's vagina. Her labia opened willingly, letting the dildo slip inside her velvety canal.

Dash pushed slowly with her hips, cautious not to hurt Scootaloo as she took her virginity. Aided by the filly excitement, the shaft slid smoothly into her sex, her vaginal muscles parting to accommodate the plastic girth. Gently, Dash pushed the flare to the filly's cervix and wrapped her forehooves around her neck, hugging her.

Nibbling on Scootaloo's ears, Dash whispered into them, "Feeling good?"

"Uh-uh…"

Smiling, Rainbow Dash pulled back, leaving an aching void within the filly, which was then promptly filled again as the older mare thrusted back in, producing a wet smack as her thighs met Scootaloo's butt.

"Aaah! Yes!"

Dash picked up a steady rhythm, carefully letting her young partner's inner walls stretch around the dildo. Soon enough though, the filly's tight vagina ceased offering much resistance at all, and Dash gave her more, confident she could take it without pain.

As she mated Scootaloo, Rainbow Dash licked the filly's ears and planted little kisses all over her mane. Pleasantly surprised by her mentor's softer, caring side, Scootaloo moaned and cried, begging for more. Already stimulated from before, the young pegasus was trembling, feeling the onset of something wonderful building within her very core.

"You close, buddy?" Rainbow Dash asked, barely slowing down.

"Mmm! Hm-hmm! Y-Yeah! P-please!"

So, after a few extra frenzied thrusts, Rainbow Dash slammed roughly all the way into Scootaloo's sex and bit her ear hard, a primal yet effective way for a male to tell his partner he was in to stay, to unleash his fertile sperm within her womb.

The filly cried out with joy, and a little bit of pain, as she came. It shook her harder than any climax she'd ever given herself. For a brief, wonderful moment, there was nothing but the fire coursing through her flesh, white-hot like nothing she'd felt before.

And then it faded, but it was okay, because she was hugged by tender, caring hooves. As Scootaloo went limp, her breath ragged from exertion, Rainbow Dash gently pulled out the strap-on from her sensitive fillyhood and discarded it to the side to be taken care of later. She caressed Scootaloo's mane, letting her recover.

Once her heart had settled down a little, Scootaloo turned to Rainbow Dash. "Did I… Did I do it right?"

Dash kissed the filly's snout. "You did perfect, and you were as awesome as you always are. More importantly, though: did you have fun?"

Scootaloo smiled. "Yeah! It was amazing!"

There was a moment of silence, then Dash grinned. "I'm glad. So… next time, how about I invite a couple of Wonderbolt boys to join us? That'd be pretty great, right?"

Scootaloo grinned too.