Posted originally on the Archive_of_Our_Own at https://archiveofourown.org/ works/13071642. Rating: Explicit Archive Warning: Underage Category: F/M Fandom: My_Little_Pony:_Equestria_Girls Relationship: Principal_Celestia/Original_Male_Character Character: Principal_Celestia, Vice_Principal_Luna Additional Tags: Shota, Cock_Worship, Older_Woman/Younger_Man, Breeding, Vaginal_Sex, Oral Sex, Loss_of_Virginity, Impregnation Stats: Published: 2017-12-20 Completed: 2018-01-11 Chapters: 2/2 Words: 9166 ****** Mature Tastes ****** by DraceDomino Summary There's a new student at Canterlot High, and none of the teachers can seem to keep their hands off him! He may be young, but that won't stop Aero from charming and breeding Celestia, Luna, and plenty of others! Shota story, starring the commissioner's OC! Notes See the end of the work for notes ***** Chapter 1 ***** Mature Tastes Chapter One: First Time for Everything -by Drace Domino Principal Celestia wasn’t entirely sure how things had gotten this far, but there was no going back now. The second her hand had lowered to rest in the center of her newest student’s lap, the second she felt his shaft throbbing against her palm through the fabric of his jeans, she had already crossed a line that teachers weren’t meant to cross. It was clear that she knew as much by the look on her face, and it took her a few seconds to really process just what she had done. While she thought her fingers found themselves rolling gently back and forth and squeezing at the sculpted weight underneath them, tracing along the outline of an impressive cock for a boy of his age. Her new student; Aero Ruinwing. Principal Celestia had only met the boy a few minutes ago when he showed up in her office, there to report for his very first day of class at Canterlot High. A transfer from a different school, it was pretty clear he was going to receive a very different sort of education than that which he was used to at this new place. For his part, the handsome young man remained perfectly still within his seat, though he did give a nervous swallow while he looked up at the older woman past the line of silver bangs hanging just before his eyes. “Ah...uhm...Principal Celestia?” He had to pause to take a breath, for his young body was already pulsing with excitement. How could it not? This gloriously beautiful older woman was crouching down right by his chair, her pearl-pink fingers still squeezing his member through his jeans. It was the first time anyone, let alone a teacher, had fondled him in such a way and part of the boy was afraid to ruin the moment. “Do...do you know what you’re touching…?” He was kind enough to give Principal Celestia that one out; that one escape from how their first meeting had gone. If she pulled her hand back and returned to her desk they could simply go about the orientation as if nothing had happened, as if she hadn’t crossed some horrible boundary in a direct violation of her teaching ethics. For a split second the thought of taking Aero up on his offer seemed to cross the older woman’s mind, but sure enough her hand continued to linger in place right atop his shaft. In fact, as she looked up to meet Aero’s gaze once more, her fingers even tightened to give him another slow, long squeeze. “I do indeed.” She finally spoke up in response, and a tiny smile pulled at the corner of her lips. She used her free hand to move out and hold the edge of Aero’s seat, balancing herself as she continued to crouch before him. Dressed in her typical blazer and plants that made her instantly recognizable as Canterlot High’s top teacher, she would’ve looked downright professional save for the alluring, seductive smile playing on her face. She took a long breath before speaking again, and when she did her hand pulled slowly up and down across Aero’s lap, making sure she was paying every inch of his young manhood attention with fondling fingers. “Aero, perhaps we should take a moment to reflect on what our first meeting has been like. I’ll admit, when I first came to work today I wasn’t in the greatest of moods. Our school has been subject to a bit of chaos over the past few months, and the recent Friendship Games was easily the most stressful time I’ve had in a while. So when I found out we were getting yet another student my immediate thought was ‘Great, another young person I can fail to protect from all this magical nonsense.’” “Magical nonsense…?” “It’s...not important.” Celestia quickly shook her head, and offered Aero a smile. Her eyes darted from the boy’s handsome features to the two braids hanging down from either side of the back of his head; long trails of tightly wrapped hair that flared behind him in stylish fashion. After just a few seconds of appreciative admiring she let her gaze flicker back to his face, where she met his eyes as she continued. “So I stepped into my office today in a bad mood. I’m stressed about the school, I just had an argument with my sister, and if I’m being completely honest...it’s been far, far too long since I’ve handled one of these.” Once more her fingers tightened, giving Aero such a squeeze that the young man gasped and lifted up slightly from his chair. “So after talking to you for a few minutes and noticing this bulge of yours, I…” “I’m sorry…” Aero murmured, a blush lining his charming features almost instantly. He fidgeted in place underneath Celestia’s grasp, almost feeling as if this whole thing was suddenly his fault. “Sometimes I can’t control it, especially when I’m talking to someone as pretty as you are. Believe me, I wish I could keep it down, but...uh…” “But it’s quite a lot to keep in check.” Celestia chuckled a bit, and scooted just a little closer in her crouching position. Soon her hand had pressed flat against his jeans before creeping up inch by inch, moving closer and closer to the zipper. She let her fingers dangle there for a split second; teasing at the metal clasp but not quite ready to pull it down. “I could help you with that, Aero. If you’d like your principal’s assistance, of course.” “Are you are?” Aero asked, blushing again as his chest started to rise and fall in a faster pace. “I mean, I...I think I’d love that, but...should you?” Principal Celestia, after only a few short seconds, merely smiled and let her other hand drift out. She pressed her fingers and her bare, smooth palm to Aero’s cheek and allowed her touch to sweetly caress him; soon cupping his cheek and bringing his head forward a few inches. While she did so her own head drifted near, and her opposite hand pinched the edge of his zipper to start slowly pulling it down. By the time the zipper was all the way to the bottom Celestia had pressed a warm and tender kiss to the corner of Aero’s lips; hardly enough for a full kiss of intimate contact, but enough to ease his concerns. As she pulled back and allowed both hands to drop toward his lap, the older woman gave him a playful wink. “Let’s just keep it between us, hmm?” She asked, just as those smooth, soft fingers slithered into his jeans to recover his length. Aero gave a sudden gasp as he felt her grasp him without his pants in the way, for those pearl-pink digits fished right into his boxers to find the prize they sought. Before long she had freed him from his restraints and his shaft stuck straight up from the center of his lap, a beautiful length that wasn’t just a rival to any Celestia had ever seen, but a superior. The older woman’s eyes went wide as she first saw it, her throat tightening and her cheeks tinting with a noticeable blush. As she closed both hands around his shaft Aero gave a sudden twitch, his hands dropping down the wooden chair and grasping firmly upon the edges. This was all new territory to him, and it felt like if he didn’t hold on tight he’d go spinning right out of his chair. When Celestia offered him another whisper, it managed to excite him even further and intensify that spinning, light headed sensation. “Aero, dear, your cock is amazing.” “Uh, thanks, Principal Celestia…” Aero murmured, and bit down on his bottom lip as he watched the older woman’s head draw closer to his lap. She made sure to keep constant eye contact with Aero as her lips parted and her tongue rolled forward, and by doing so ensured that he could gaze into the eyes of the first woman that wrapped her mouth around his cock. Her lips closed about the tip and her tongue pressed flat to the head, slowly working back and forth to make the young man shudder in his seat. Still rather overwhelmed by it all Aero could merely tightening his grip on the edges of the chair, his eyes drifting close despite how very dearly he wished he could keep watching. Everything just felt too good! The warmth of Principal Celestia’s mouth, the wetness of her wiggling tongue, and the smooth grip of her hands as she slowly, steadily pumped his shaft. It was a different sensation from anything he had ever experienced for himself, and it became astonishingly clear in a short amount of time just what the big deal was about sex. As Principal Celestia continued to slowly slurp up his inches, it took every ounce of strength in Aero’s body to lift his eyes open once more and not give in to simply melting in his seat. “That feels...it feels...I can’t even describe it!” In response, Principal Celestia merely gave a tiny chuckle with her lips smiling around his shaft, and she gave his member one more squeeze before picking up the pace. Aero was learning a lot during his first day at Canterlot High, that much was certain. Heck, he was learning a lot during his first hour there. His legs slowly spread as much as they were able to give the older woman room to keep servicing him, and he was rewarded by Principal Celestia taking him down to new depths with every passing second. She pushed her head down along his throbbing length and pulled back up only to descend once more, and each time those smiling lips passed downward they managed to get a little bit deeper. Before too long she was bumping her nose against the fabric of his jeans, and he could tell that his girth was past her mouth and well into her throat by then. It didn’t seem to bother her; however, in fact it only seemed to encourage her further. The cock hungry older woman delighted in deepthroating her new student, still crouching there in a lewd state with her gorgeous glistening hair framing the sides of her face. Hair that looked so beautiful, so soft, that Aero couldn’t resist the urge to reach out and grasp it any longer. He was nervous as he took Celestia’s hair in both his hands, but the older woman looked up at him with a playful smile when she felt his fingers sink into her flowing locks. She was deepthroating him at the time and when he made that bold gesture she pulled her mouth up once more; just enough that her lips left the tip so she could speak to him. In those brief seconds Aero could see his cockhead glistening wet from his principal’s spit, while threads of it connected to her lips and danced with every word she spoke. “Don’t be afraid to touch me, Aero.” Principal Celestia cooed, and swung his member back and forth so it slapped her playfully on her parted lips. She even wiggled her tongue out from her mouth and let it dance back and forth underneath his tip, sending even more shockwaves of pleasure through him. “Are you enjoying what I’m doing for you?” “It’s the best thing I ever felt.” Aero admitted without hesitation, and once more found himself nibbling on his bottom lip. What could he say? How could he respond to this unexpected turn of events? He had expected his first day at Canterlot High to be boring beyond all measure, but this? He couldn’t help but wonder one thing, and his voice quivered out in a curious tone to the older woman. “Do...do you do this for all your students?” Celestia merely gave a delightful laugh, and pressed a long smooch to the side of his shaft before responding. “Just you.” She purred, and made a point of letting Aero watch her lick his cock from the base all the way up to the tip, complete with a long coil of spit bouncing from the bottom edge of her tongue. She didn’t mind looking a bit messy - not when it meant making her new friend throb all the harder. “There’s something about you. And there’s definitely something about this beautiful thing right here.” She gave another squeeze of his length, and winked. That was good enough for Aero! With a smile he was finally bold enough to pull at Principal Celestia’s hair; his fingers tightening within her locks and ushering her mouth to his tip once more. Celestia was just about to wrap her lips around that lovely length once more before a sudden noise filled the room - so piercing and so loud it made both of them suddenly jump. A loud knock came to Principal Celestia’s door, and as she looked up with a panicked expression on her face she quickly started to lift herself up to her heels. “Sister, it’s me.” There was a female voice coming from the other side of the door, one that Aero hadn’t yet had the pleasure of meeting. He just watched as Principal Celestia did her best to wipe the spit away from her face, and even snatched up a mirror to take a quick look at herself. “Can we talk about earlier?” “Uh...just...just a minute, Luna!” Principal Celestia stammered, and gazed down at her student with his big, wet cock sticking straight up from his lap. It was desperately difficult not to throw herself onto it all over again, but she had to keep herself content by reaching down to tease the tip with a finger, and whisper in a hurried voice. “Just...stay right here, and don’t say anything!” Not only would Aero not say anything, he wasn’t entirely sure he’d move ever again. The knock on the door and the sound of a third party’s voice was enough to scare the sense out of the young man, and he sat there with his cock still rock hard as Principal Celestia ushered herself to the door. She had the foresight to block the entrance with her body as she opened it just a crack, making sure that her sister didn’t have any chance to step inside the room or even see what was hiding behind her. “What is it, Luna?” Celestia sounded hurried and rushed - understandable considering what she had waiting for her in the office. “I’m...I’m really busy right now.” “I’m sorry, Celestia, I just wanted to apologize for earlier.” The smooth tone was that of Vice Principal Luna, though no matter how Aero twisted in his seat he couldn’t manage to get a look at her. At least not without risking being seen, himself, and he was in no condition for that! “We haven’t had a fight like that in a while. I know you’re under a lot of stress these days, and I’m...I’m just sorry.” “Yeah, me too.” Principal Celestia chimed in, and impatiently drummed her fingers on the top rim of the door. “I’m sorry too, Luna. Thanks for dropping by, I really need to get to wo-” “Celestia, are you okay?” Vice Principal Luna’s voice chimed up again, sounding curious and concerned. She even let a hand drift up to feel her sister’s cheek, noting that it was slightly damp. “Your color’s all drained and it feels like you’re running a fever. Should I call for the nurse?” “No! No, I’m fine, Luna.” Celestia quickly explained, still doing her best to block her sister from entering. When she thought of a quick excuse her voice dropped low, and she whispered in a tiny, embarrassed tone. “I...I was upset after our argument, and I was crying a little. But I’m fine now.” “Oh...oh I’m so sorry!” For a moment it seemed like nothing Celestia said would manage to make the conversation end quicker, and it was rough for all parties involved. The guilt that ebbed in Luna, the awkwardness for Celestia in trying to keep her activities a secret, or the fact that poor Aero was left sitting there with his cock throbbing, practically aching for more attention. Thankfully Celestia managed to break away from the conversation by leaning forward and giving her sister a quick kiss on the cheek; a kiss that left her lips marked with a tiny wet mark hinting of Aero’s flavor. “It’s okay, Luna, really! I love you, sister, I just need some time!” After that kiss she pushed her hand to her sister’s shoulder, and wedged her out of the way so she could close the door. “I actually think I’m going to take a small nap during lunch, so...I’ll see you after!” “Oh, okay, would you like me to pick you up anythi-” The door slammed on Luna and Celestia quickly moved to lock it, breathing a sigh of relief as she turned her attention back towards the young man. Even though they had nearly been caught it clearly didn’t sway Celestia away from her planned course of action, and she set her gaze hungrily on the young man and his throbbing, spit-covered cock once more. With a smile she stepped forward and loomed tall over Aero, casting a shadow on the boy’s body to the point where it made him fidget in a nervous moment. “Uh...is...is something wrong?” He asked, and deeply hesitated before asking the next question. “Should we stop…?” Oh, how he didn’t want to ask it, but it was the responsible thing. Thankfully, it wasn’t a question that Celestia was prepared to humor with a response. “...I need to get you inside of me. Now.” Was her simple reply, just as her hands drifted down to the edge of her belt. As she snapped the strap through the buckle her eyes flickered from Aero’s cock to his face, and her grin grew by leaps and bounds the longer she pondered her decision. “Aero? Time to lose your virginity.” Aero, being the good student that he was and so very willing to please his principal, offered a sharp nod and a quick voice. “Yes, ma’am!” --- Aero was left marvelling at his first real look at a woman’s pussy not long after, for it didn’t take long for Celestia to drop her slacks and panties to the floor and step forward. For the moment she still wore that brown blazer set overtop a CHS sports jersey, and she was so eager to get her new young friend inside of her that she didn’t seem particularly concerned about stripping further. As she stood in front of Aero she let her legs spread while a single hand moved down to her shaved slit, pulling the folds apart and letting him see the glistening pink that was waiting for his cock. “I can’t wait to feel you deep inside of me, Aero.” She whispered and teased him by slipping her middle two fingers into her pussy, probing slow and gently mere inches before his eyes. “We just have to be careful...can’t let you cum inside of me. You wouldn’t want to knock up an old woman like me during your first time, right?” The laugh that flowed from her was sweet and charming, and as she stepped up closer she allowed her fingers to gently pop from her folds. She moved to stand straddling Aero’s lap, but before she lowered herself down to envelop his cock in her warm, wet folds she stretched the same hand forward to offer her center two fingers to Aero’s mouth. She let those glistening fingers draw closer and closer to his lips, speaking up just as he was able to catch the scent of her pussy. “...care for a taste?” As if she had to ask. Aero just smiled and let his lips pull up and over Celestia’s fingers, his tongue moving to sweep in between them and collect the nectar they glistened with. The thrill of a woman’s excitement was firmly on his tongue by now, and it encouraged Aero to take Celestia’s hips in his hands. He was pulling her down now, just as eager as the mature woman was to join with her, and he continued to suckle at her fingers as she lowered herself in a smooth, swift motion. The first touch of her nethers against the tip of his cock came as a shock to them both, and Celestia pulled her hand from his lips so she could reach both of them around the back of his neck. For a moment her gaze was gentle and tender; as if the sex-mad older woman that had been teasing him to that point was briefly replaced with a kind, considerate educator. “Here we go...I hear a boy never forgets his first.” Celestia cooed, and her hands found a spot at the base of Aero’s braids, gripping gently as she started to spear herself against his shaft. Both Aero and Celestia fell silent as the first few inches penetrated her; Celestia still shuddering from the taboo bliss of fucking her student, and Aero left staggered by his first experience with a real pussy. As the inches glided inside of her it felt like there was never any end to it - Celestia pushed herself down so slowly and gradually that it drew out the pleasure for what felt like long, glorious minutes. By the time she was perfectly seated on his cock and pressing her full breasts against his chest, both of them wore a line of sweat against their brow and a heavy blush across their face. Then, with Aero fully shoved inside of her, Celestia moved in close to kiss the boy on the corner of his lips before offering him another whisper. “Next time you’ll be doing a lot of the work, but for this first time? Let your principal take good care of you.” And with that, she started to rock her hips. Aero’s voice broke out in a sudden and joyful cry as the older woman started to fuck him; not just due to the pleasure of the moment but for Celestia’s promise that this wouldn’t be their last time together. He was honestly eager to do as much as he could to help things along, but if his teacher felt like it was better than he sit back and learn for his first time, who was he to judge? His cock was wrapped tight in a wonderful warm slit that continued to slowly rock up and down across him, each time with Celestia bringing her bare lower half down to sit atop his jeans. Aero, still almost fully dressed, couldn’t help but to let his hands slip down to the sides of Celestia’s pearl-pink rump and give those full cheeks a tender squeeze. “Hehe...enjoy my ass, hmm?” Celestia cooed, her hands tightening on Aero’s braids as she picked the pace up a little. By now the chair underneath them was starting to gently creak with every motion, rocking from Celestia’s momentum. As she loomed over Aero, fully exploiting their noticeable size difference, her mouth drew whisper-close to his own as she gave him another sweet and delicate tease. “...keep being a good boy, and you’ll get to know what that’s like, too.” Poor Aero didn’t get a chance to respond to that, for no sooner than Celestia spoke did she mush her mouth forward to steal a kiss from her student. Their lips pressed firmly together as the older woman’s tongue snaked forward, chasing down Aero’s own and grappling it to the roof of his mouth. Aero was left moaning and tightening his hands against Celestia’s rump as he was given his first illicit kiss - today was a day for lots of firsts, it seemed! The kiss continued alongside Celestia’s steady thrusts, and the creaking of the chair was joined by the noise of Aero’s thick length pushing slow and deep into her wet, hungry hole. From there it only continued, ensuring that while Aero was a boy when the morning started he was a man by the time lunch came. Celestia’s pussy gripped tight along his length and refused to let it go every time she pulled her hips up, ensuring that when she landed back in his lap that he went all the deeper. Her knees continued to slowly bend to keep the pace up, but before long Aero’s hands at her ass had figured out the rhythm to throw his own strength into it. She would’ve told him how proud she was, but her mouth was simply far too busy probing Aero’s own with her tongue. Celestia was a woman well in need of a good fuck, and Aero was kind enough to provide it by sacrificing his virginity to the beautiful principal. In return for his kindness he enjoyed the unbridled pleasure of having his length milked by the older woman’s warm slit, giving him a pleasure that he had never known before that morning. The scent of Celestia’s hair, the feeling of her breasts pressed against his chest, the taste of her tongue...it was all simply glorious, and it was a miracle that Aero managed to hold on as long as he did. Proving that Celestia hadn’t made the wrong call in which student to throw herself at, he remained steadfast and hard inside the older woman’s pussy while she rode him for five, ten, fifteen minutes solid. Her motions were slow but steady, her kiss was a constant on Aero’s lips, and her hands took the time to explore every inch of him she could reach. Those long braids, his handsome cheeks, even under his shirt where her clever fingers explored a surprisingly fit and mature figure. It all spurned her on more and more, until finally Aero could sense that there was something happening with her. “P...Principal Celestia...it feels...you’re…” Aero wasn’t even sure what he was trying to say anymore - wanting to speak up about a dozen topics all at once. His head was swimming as he thrust up into the older woman again and again, shuddering in shockwaves as pleasure ached across his figure. How could something so wonderful steel his strength so magically? Was it possible for something to feel so good that it left him helpless? If so, that was certainly what was happening in that moment. “Ohh, Principal, I’m...you better...stand up…!” Celestia knew full well just what was about to happen, she knew that Aero was mere seconds away from flooding her pussy with rich, fertile cum. The responsible thing would be to stand up and prevent him from cumming inside of her, but she hadn’t gotten to such levels of profound pleasure by being responsible! Besides, even if she wanted to stand up and rob herself of the feeling of a womb filled of warm young cum, she couldn’t possibly hope to on those quivering knees. Celestia gripped Aero tighter, pulled at his braids, and gave a muted cry against his throat as her own orgasm rocked through her. She twitched, she spasmed, and her vibrations were just enough to push Aero over the same blissful edge. The boy gasped as he felt his cock suddenly throb, unloading his cream deep into the older woman. To fuck a girl raw and flood her with cum during his first time was truly an accomplishment, but neither Aero nor Celestia had any idea just what an accomplish it was that early afternoon. All Aero knew was the warmth and wetness and overall joy that rushed through him, and all Celestia knew was the creamy delight that made her feel full and satisfied in a way she had never known. Neither one of them could tell - though they might have well guessed in more sensible times - that Aero’s seed was rushing deep into Celestia’s cervix, making a beeline for her tubes in the desperate hope of finding an egg to fertilize. Even as it happened within Celestia she knew nothing more than her blissful post-orgasmic joy, and the feel of Aero’s hair through her fingers. She leaned in close and pulled the boy into another warm, wet kiss as some of his cum oozed out of her pussy and down along his shaft, eventually pooling at his lap within his jeans. Things were a sticky mess down below, but the wet spots on Aero’s jeans were hardly the most permanent result of their first time together. Even as they kissed and fondled each other further, sperm were nestling to one of Celestia’s fertile eggs, attaching in the hopes of being chosen. The first time the Principal of Canterlot High ever fucked a student was also the first time she got pregnant - something she would look back on one day with a content smile and a full, round belly. But for now, she and Aero were both unaware as their kiss parted and Celestia started to pull herself up to her feet. Cum still oozed from her slit as she moved to her nearby slacks, stepping over them and started to pull them up along her legs. As she got dressed Aero followed suit, tucking his softening cock back inside of his jeans and blushing tremendously. The scent in the room was overwhelmingly one of their lust, and long before Celestia spoke she moved to a nearby window to open it up in the hopes of getting some of their lusty stench from the room. After all, she had a parent teacher meeting in a half hour! “Well, Mr. Ruinwing, it was certainly nice to meet you.” Principal Celestia finally spoke, and scooped a small yellow schedule from the corner of her desk before handing it to Aero. “As we were saying before I got...distracted, here’s your schedule for the current semester. I trust I won’t have any troublemaking from you, will I?” “Oh, definitely not, Principal Celestia!” Aero smiled, taking the schedule and standing up to his full height. Still a solid foot or so shorter than the older woman, putting him right at the line of her breasts. “I promise, I’ll be a model student!” “I’m sure of that.” The principal grinned, and moved a hand up to teasingly fix some of Aero’s hair that had gotten dishevelled during their session. The motherly hand of an older woman - fixing his hair, straightening his collar, and soon to be fondling his cock once more. “I’m expecting big things from you, Mr. Ruinwing.” She would not be disappointed. End of Chapter One. ***** Sisters Sharing ***** Chapter Summary Vice Principal Luna has been lonely lately, and it doesn't help that her big sister keeps bragging about the great sex she's having with her new boyfriend! When Luna comes home early one day, she sees something she shouldn't of...and joins in on something she never would've expected! Mature Tastes Chapter 2: Sisters Sharing -by Drace Domino It had been a long, frustrating week for Vice Principal Luna. Most weeks were; she was underappreciated by the students, did far more work than her older sister gave her credit for, and on top of all that it had been far, far too long since she had enjoyed the company of a man. Her argument with Principal Celestia last week was just another sign that poor Luna’s resolve was starting to slip, that she couldn’t keep being the demure little sister that always took everything on the chin and never put up much complaint. It was a stressful time for her under the very best of circumstances, but if there was one thing that absolutely did not help her attitude...it was her sister’s constant bragging. It had only just started a week ago, and already Luna was sick of it. Celestia had found herself a new boyfriend, and had been completely unable to shut up about him. During the drive home she would talk about how sweet and handsome he was, and late at night she would brag about how massive his cock was and how well it filled her up. It had been a rough thing for Luna to have to listen to when she herself had been in a bit of a dry spell, but she had continued to do the good, sisterly thing and revel in her sister’s fortune while silently feeling jealous. “I tell you, Luna, it just...mmm!” Celestia giggled on the car ride to school, pressing her thighs together as she was clearly unable to hold back her arousal at just the thought of her new, mysterious boyfriend. “He’s going to fuck me again tonight after class, so I’ll need you to come home a little later. Wouldn’t want to bother you with all the noise I’m going to make!” “...fine, Sister.” Luna just rolled her eyes as her hands tightened around the steering wheel, keeping her vision focused on the road ahead. The fact that Celestia was so worked up at the idea of her boyfriend being inside of her again was enough to prove that he was a quality lay; nobody got that excited without good reason. “I guess I’ll just go to a fast food place and sit in the parking lot. Again.” “It’s so sweet of you, Luna.” Celestia giggled, and moved a hand out to pet at the side of her sister’s hair, stroking down the dark locks with a gentle caress. “I promise, I’ll make it up to you! When you get a boyfriend I’ll do the same for you!” Luna deeply, deeply doubted that her older sister would ever be so selfless...but considering the fact she doubted with the same passion her own ability to land a virile lover it didn’t really matter. She simply sighed with a heavy slump to her shoulders, and continued driving them to class. “Sure you will, Celestia...sure you will.” --- After another long day of work and another equally long drive home while her sister twittered in delight over her impending fuck, Luna dropped Celestia off at home and did exactly as she had said. Another evening spent sitting in her car eating a salad and slowly sipping at a cup of tea, stewing in frustration over how the past few weeks had been going. The younger of the two sisters had always been the one to garner less attention; Celestia was brighter and more lively, more charismatic and able to claim the adoration of others. Sitting in her shadow had been something Luna had grown accustomed to, but as the seconds ticked by on her watch the vice principal’s patience started to wear thin. She had done some paperwork, finished her dinner, and even taken the time to E-mail their cousins Daybreaker and Nightmare Moon from her phone...and yet there was still at least a full hour to go before she could safely return home. As she stared at her watch stewing in her irritation, finally the younger sister gave a grunt and turned the car’s ignition once more. “...to hell with it.” She murmured, and made a beeline for home. If she managed to sneak in the house and up to her bedroom, surely that wouldn’t be enough to bother her sister’s precious fling! By now she was positive that Celestia and her new boyfriend had most likely moved up to her bedroom, and that meant Luna would have a clear shot through the house to get to her own room in discrete privacy. As the vice principal murmured as she pulled into the driveway: “If I’m going to sit around all night being lonely, I’m going to do it in my own damned room.” And with that, Luna slipped out of the car and started to head to the front door of the home she shared with her older sister. She moved quietly and carefully - even with her currently sour attitude, she was still considerate enough that she didn’t want to disrupt Celestia’s fun. By the time she slipped in the front door and very delicately closed it behind her; however, she already had the vague idea that she had made a mistake. “Mmm, yes! Fuck me, fuck me, baby! Ohh, I just love being your little slut!” It was her sister’s voice filling the house; echoing from the walls and carrying a weighty, thick lust. Luna cringed at the sound of her older sister saying such filthy things, though she had to admit...she had never heard Celestia happier. “Your cock is so big, so thick…! I could let you fuck me all day and I’d never get used to it! Yes, yes, yes…!” Luna’s cheeks darkened as she heard the steady sound of her sister’s pleasure, though she stuck to her plan of creeping through the house as quietly as possible. All she had to do was move from the living room to the kitchen, then up the stairs and hang a left into her bedroom. Surely, Celestia’s voice sounded so clear because she must have left the bedroom door open, and certainly it wasn’t because-- “Luna!” --or rather, it was entirely because Celestia was fucking her new boyfriend on the kitchen table. Luna stood in the doorway utterly frozen in place, her eyes wide and all the color immediately drained from her cheeks. Her purse dropped to the floor and her arms hung limp at her sides at what she had stumbled across, and immediately she knew...this wasn’t something she should be seeing. Her beautiful sister was riding her boyfriend cowgirl-style on the kitchen table, and she was dressed for the occasion. Dark thigh-high nylons and a pair of fishnet gloves that rolled up nearly to Celestia’s shoulders, and a pair of leather boots that Luna was positive her sister had borrowed from her. Without asking, of course. Celestia’s body was otherwise completely bare; her full breasts exposed, her shoulders glistening with a thin line of sweat, and her shaved pussy wrapped around...wrapped around… “...Celestia…” Luna’s voice was weak, as if she secretly hoped that it wasn’t true. “You’re sleeping with one of our students?!” The new boy of CHS was laying on the kitchen table; by now with his head tilted to look at the vice principal from an awkward angle. He was stripped down bare and his silver hair was a dishevelled mess around his face, though his sheepish smile and enormous blush could easily be seen. He even lifted a hand up off of Celestia’s waist to give her a little wave, and his voice slipped into the room in an almost timid fashion. “Uh...h-hi, Vice Principal Luna.” Aero Ruinwing greeted Luna to her own home, though he admittedly had a hard time thinking of just what to say afterwards. What could he possibly say after being caught fucking her adult sister on the same table they ate breakfast on? “How...How was school today for you?” It was an awkward scene for all involved; from Luna not only catching her sister having sex but doing it with a much younger man, to Aero suddenly finding himself naked in front of yet another older woman, to Celestia unsure of whether she should pull herself up and try to cover herself, or simply just keep riding on Aero’s cock. After all, she was very close to her climax...and Aero was still rock hard. For a tense moment the three sat in each other’s presence in complete and total silence, and poor Vice Principal Luna’s head was spinning as she tried to think of what to say. What could she say? Tell Celestia that what she was doing was forbidden and taboo? No doubt her older sister knew that and simply didn’t care! Could she tell Aero Ruinwing that he was being a bad boy and had to go home? Considering the circumstances, “bad boy” almost sounded like she was praising him! Could she just turn around, get back in the car, and go sit in a parking lot far, far away? No, because there was no going back after what she had witnessed. With her hands trembling and a line of sweat beginning to form at her brow, Luna finally started to speak with a quivering, yet still scolding voice. “C...Cel...Celestia…” She began to stammer to her sister, before giving Aero a quick glance. Clearly, he was at least partly at fault in all of this! “...Aero. I’ll thank you both not to do...what you’re doing...on the same table I do puzzles on!” That hardly seemed like the biggest issue between the three of them right now, but it was the only one that Luna could wrap her head around. She liked doing puzzles! She sure had plenty of time to do them in her sexless, lonely life, and now she wouldn’t be able to put them together without thinking about her older sister riding on a student’s ...throbbing ...thick ...cock. Luna’s throat tightened as she looked at the seam of where her sister’s pussy wrapped around the base of Aero’s shaft, and her eyes went even wider as Celestia started to pull herself up. It was a slow process but Luna could see Aero twitching, hear him gasping as Celestia’s slit pulled off of him with a slow pop, and his impressive length flopped forward glistening and wet. Aero’s first instinct was to try and cover himself, though even if his hands could’ve reasonably blocked the sight of his massive member - which they couldn’t - there was a presence at work that wouldn’t let him. As he tried, Celestia simply squeezed in with her thighs, keeping Aero from moving much underneath her. “Don’t be shy, Aero. You have no reason for it.” Celestia finally purred, and with a hand moved forward to gingerly, delicately wrap her fingers around that glistening shaft. She was disappointed to have it pulled from her pussy, but delighted to feel it throb within her grasp. With a playful smile Celestia’s eyes set across the room to her blushing sister, and the words that followed from her lips were enough to make the room’s other two inhabitants quake with surprise. Delivered in a tone that was sultry, sweet, and fully aware of the sinful implications, Celestia’s voice flowed forward. “Luna? Do you want to go for a ride…?” Young Aero was tense as he laid there on the table, still pinned under his principal’s weight. His cock was wrapped in a veil of pleasure he couldn’t possibly deny, still wet from Celestia’s pussy and now gently squeezed by her careful fingers. Over the past week he had fucked the older woman what felt like hundreds of times, and though he never failed to satisfy her it was always clear between them that Celestia was the more experienced, more practiced hand. If he had learned nothing else during their brief time together, it was that if he trusted the older woman his cock would be well rewarded. As such, he didn’t bother to resist as Celestia offered his cock up to her own sister. He even lifted his head from the table, cleared his throat, and spoke in his own trembling, slightly timid voice. “It’s...It’s okay if you want to play with us, too.” He offered with a smile, just as Celestia let her hand stroke from his tip to his shaft, enough to make his hips gently lift from the table. He shuddered with glee, and as his eyes passed over the vice principal’s body he couldn’t help but imagine just what it would feel like inside of her. “I...I think I’d really like that, too.” The two lovers had been interrupted, but they were hospitable within it. Celestia held Aero’s cock at the base, offering it to her little sister - a kind gesture she did not have to make. And Luna, still drifting somewhere in between shock, curiosity, and arousal, found herself stepping forward for the first time. Her knees were weak, her heart was racing, and despite every good sense inside of her she felt her hands moving to the belt of her dress pants. It had been a while, after all, and Aero’s cock looked like one that was well worth the wait. --- Despite her hesitations, something inside of Luna was so eager to join in that she was kneeling on the kitchen table before she even fully managed to get her pants off. It took her a few quick shakes of a leg to finally dismiss the fabric to the floor below, and wedged in along with them was the thin fabric of her moistened panties. With her work shirt and blazer still on Luna crept up to join Aero and Celestia; the latter of which invited her sister over with a warm smile and open arms. “Glad you’re ready to treat yourself a little, Luna.” Celestia beamed, and moved so that she was mounted right over Aero’s belly. She lowered herself down on the young man’s body such that he could feel her wet slit press against his flesh, and her hand still held his heavy length sticking straight up. When Luna swung a leg over Aero’s lap so she could enjoy the same pleasures as her sister, Celestia continued to hold it firm to make sure her sister could savor the moment. She watched with glee as Luna started to slink down, and her dark- skinned pussy pressed to the very tip of Aero’s thick, throbbing cock. As the clear mastermind of the tawdry threesome, Celestia giggled as she glanced over her shoulder to look at the young man still laying flat on the table. “Aero, you’d better not forget about me now that you’re getting to enjoy some slightly younger pussy!” “I...I promise I won’t!” Aero whimpered, and rocked his hips in a building lust as he felt Luna start to descend. A little more than a week ago he was just a virgin, but now he was already experiencing the warm, wet grip of the second pussy to ever let him inside. Luna was slinking down his shaft inch by inch, taking it nice and slow as his member filled her out. Aero was left gripping the sides of the table with a white-knuckled grasp; his chest rapidly rising up and down as he struggled to keep his composure. It felt different from Celestia’s pussy but still overwhelmingly joyous, so much that he couldn’t help but to let his voice carry to the two sisters riding him. “V...Vice Principal Luna, you feel so...so good…” “Our young friend knows how to appreciate an older woman’s pussy.” Celestia looked back to her sister and slinked her hands forward, taking Luna by the waist and pulling her near. She ignored any semblance of decency between herself and her closest relative, pressing her bare chest to Luna’s shirt and dropping their mouths sweetly close. As she whispered to Luna’s stunned features her warm breath cascaded over the other’s lips; helping to add an alluring assurance to the somewhat frightening moment. “I know how lonely you’ve been lately, Sister. I promise...you’re going to love this.” “It already feels...feels wonderful.” Luna quivered in response, though it was clear that it took the younger woman a considerable amount of effort to find the words. She was still letting her lustiest instincts guide her, allowing the momentum of the moment to sweep her up. If she thought too much about what she was doing, she could’ve easily fainted. It was easier to focus instead on how good that young, enormous cock felt as it slowly stretched her pussy. Soon she bucked forward and claimed every inch of Aero inside of her, and as she rested on the boy’s hilt her hands moved forward to hold Celestia’s shoulders. Bracing herself, she took in several long, deep breaths, and finally offered a tiny whimper of helpless desire. “...Aero...you’re inside me…” Nobody was more aware of that obvious fact than Aero himself, but it was the only thing Luna could manage in her aroused, bewildered state. Thankfully, her big sister Celestia was there to help. The older woman’s arms moved around her sister’s waist and she started to rock up and down while holding her; dragging Luna up to the point where Aero’s thick cock was nearly pulled from her pussy, only to shove her slowly back down. The first few thrusts of Aero’s cock into his vice principal was by Celestia’s own efforts, since both of the current lovers were otherwise stunned into a solid state. As Celestia continued with those motions her own pussy rubbed back and forth across Aero’s flat belly, leaving his flesh glistening with her arousal and coated in her heat. Aero laid there with his length being fully embraced by Luna’s warm slit, his hips only able to rock forward to meet her after a few moments finally passed. The experience of his second pussy ever was just as thrilling as the first, and the mild mannered boy handled it with the same weight and worship that he handled Principal Celestia’s. This glorious older woman wasn’t just willing to have sex with him, she was eager to, and that was worth giving every bit of his effort. When he was able to pry his hands away from the edge of the table he moved them up to hold Luna’s waist, joined there with Celestia’s hands as they helped the vice principal ride him. He swallowed and shivered and did all he could to hang on; to keep himself hard and hold back from releasing no matter how much he wanted to. Celestia continued to play the role of the mischievous woman in the middle, happy to see both Aero and her little sister so happy. She squeezed in closer and continued to ride Aero alongside Luna; rocking her hips up and down to keep kissing his belly with her wet, warm pussy. As she drew in close her lips moved to the edge of Luna’s ear, and she ducked her shoulder under her sister’s chin so Aero could see Luna’s face while she was fucked. In that content position Celestia started to whisper, and with even more sinful pleasure offered a few delicate kisses across her little sister’s ear, cheek, and throat. “He’s a little shy at first, but just wait until he gets comfortable with you.” Celestia purred, and her hands crept from Luna’s waist to reach down to her sister’s bare, dark-skinned rump. She took two fistfuls of warm flesh within her hands, make Luna gasp and buck her hips forward from the action. While she double-grabbed her sister’s ass and helped her to fuck Aero all the harder, Celestia’s tone continued to dance across Luna’s goosebump-clad flesh. “Aero’s going to drive you crazy with his cock, Luna. It’s so good when you can finally let yourself go...when you throw all that worry aside and just let him fill you up…” “Y-Yes...yes, it’s…” Luna looked over her sister’s shoulder to the face of the boy underneath her; framed in silver hair with such handsome young features. It was hard to imagine someone his age could be so well-endowed, and yet the proof of it filled her with every motion. “Oh, Celestia, this is...thank you for sharing with me…” Celestia merely giggled, and her motions picked up to help her little sister fuck her student all the faster and harder. Luna had finally found the strength to move her hips as well, and together the two women worked to bring as much pleasure as they could to the boy underneath them. Luna held on to Celestia as she rode Aero’s cock, and her eyes remained transfixed on the face of the young man below, studying him and trying to wrap her head around the joy filling her. She was reckless that afternoon, and that same carefree nature continued as the three of them just kept going, grinding and thrusting and riding until finally, with a sudden gasp, Aero bucked his head back and pushed his lap up with one fierce, final thrust. “Ahh…!” The boy’s cock started to throb within Luna’s pussy and his torrent of cum was suddenly unleashed. Luna gave an equally delighted cry as she convulsed against her sister’s body, only held in place by Celestia’s strength with her orgasm rocked through her. Both Luna and Aero were stunned and shuddering in their heated climaxes, though the coy Celestia could only imagine just what was going on below the surface. Aero’s eager little swimmers rushing up into Luna’s shivering folds, sweeping past her nectar and pleasure and gliding around those warm, pink walls. Just like she knew had already happened to her, Aero was breeding her sister in that heated moment, sending his cream to do its duty. Luna would be carrying that boy’s creampie only for a few moments, but she’d be carrying something else for many months longer. The thought of it made Celestia groan in delight as she kissed at her sister’s throat once more, and finally let her hands peel from Luna’s ass so she could find Aero’s and give them a little squeeze. “Looks like you’ve got two girlfriends now, Aero.” Celestia purred to the boy underneath them, and licked her lips in aroused fashion. After all, the older sister still needed a creampie of her own. “Think you can handle dating two older women at the same time?” Aero looked from Celestia’s alluring frame to Luna’s pretty features; still marked with sweat, still gasping, and still shuddering as cum oozed out of her pussy across Aero’s shaft. He would’ve had to be crazy to turn down such an offer, and his hands returned the squeeze to Celestia’s as he responded. “You bet.” He offered in a short gasping breath, and steeled himself for what would come next. Having two sisters ready to ride his cock was a hell of an accomplishment for a boy of his age, and Celestia found herself beaming with a bit of pride at how far he had come in just a week or so. He was a fine boyfriend that had always left her drowning in satisfaction, and now that her sister was joining the fun she could stop feeling guilty for leaving her out. Sure, they’d have to be more careful - after all, that damned Cinch of Crystal Prep was always looking for dirt - but it was well worth the risk. Celestia moved a hand down to dust her fingers across Aero’s silver hair, and gently caress his cheek. “...let’s go upstairs.” She murmured, and gently began to lift herself up from the kitchen table. “You’ve still got plenty of work to do, young man.” A model student always put in as much extra credit as possible, and always tried to make as many teachers happy as he could. It just wasn’t always this much fun. End of Chapter Two. End Notes Hope you enjoyed! 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