Student-Principal Confidential

“Rally Flag, you have some nerve showing up to my class forty minutes late!”

Rally paused half way through the classroom door, his gaze drawn immediately to Ms Harshwhinny and her clearly unhappy glare. The eyes of every student in the room were also on him as he closed the door, from Applejack’s concern and Rainbow Dash’s curiosity to Trixie’s mocking grin and Sunset Shimmer’s outright scorn. For his part he was too happy to really take notice, barely able to keep an idiotic grin off his face as he approached the teacher while offering the slip of paper Celestia had given him.

“Sorry Ms Harshwhinny.” He said as she took the slip. “Principal Celestia asked me to help her with something.” The teacher scanned the piece of paper for a couple of seconds before her eyes flicked back to him, clearly not happy about it but accepting his excuse nonetheless.

“I wish she would have waited to do this after school hours. Students need to take their classes in their entirety.” Harshwhinny grumbled, though it was clear to him that she really just wanted to get back to teaching. “There’s only one seat left, so take it and try to catch up.” Looking over the class Rally noticed that the last vacant seat was about half way down the rows and next to the window, Pinkie Pie on the other side. As he made his way to his newly assigned desk he couldn’t help but notice the poofy haired girl grinning widely at him, the look almost concerning though he shoved it to the back of his mind in an effort to actually focus on the lesson.

With just fifteen minutes left of the class Rally found it difficult to do that. His thoughts would drift back to Celestia, her satisfied smile as he lay on top of her, both of them spent from their sex. A dreamy smile settled on the blue haired teenager’s face, one hand propping his head up while the other put pen to paper, writing something about the lesson subconsciously. Barely five minutes of that had passed before he had given up on the lesson, already planning to ask Fluttershy for a recap before returning to daydreaming about the principal. The ringing of the school bell shook him back to his senses, most of the class already gathering up their books to head to the next lesson. He stood up, about to close his own book as Pinkie Pie collided with him in a tight hug.

“Uh, Pinkie?” He asked, more confused than anything else about the surprise hug. Out of the corner of his eye he noticed Fluttershy huffing quietly at the display, probably relating to the feud his friends were having that none of them were interested in talking to him about.

“You’re happy!” She said gleefully, not letting him go for a second. His face was practically buried in her hair, an almost overwhelming scent of her strawberry shampoo filling his nose. Pinkie pulled back just enough to beam up at him, clearly not concerned with the somewhat shocked look Rally had on his face right that second. “That was a real smile you had! Not like all those other smiles you get when you want to be happy but you can’t quite manage to be, but an actual really truly happy smile!” He blinked at her explanation before it occurred to him that he had in fact been smiling ever since leaving Celestia’s office earlier. She had a point though, Rally realising that he hadn’t been forcing himself to smile as he had for the past few years. It had just come naturally.

“Guess I haven’t been this happy in a while.” He admitted, the two of them leaving the classroom to find their lockers in the crowded hallway. Dimly he realised that this probably meant that he would be hanging out with her for the day, her presence all but guaranteeing that Fluttershy and Rarity wouldn’t talk to him. He might still get to talk with Applejack or Rainbow Dash, depending on which one talked to him first. Given that Dash had wanted to talk earlier he was reasonably sure it would be her.

“Ooh! Ooh! This calls for a party!” Pinkie added, almost seeming to not notice him speak at all though he knew that she heard and remembered practically everything when it came to friends. He rolled his eyes good naturedly, amazed that someone could be happier for his being happy than he was. “I know, we’ll have it after school today! That way Maud and Limestone and Marble can all join in! We’ll have plenty of games and cake and it’ll be a ton of fun!”

“How about an invite for me too then?” Rally and Pinkie glanced over their shoulders to see Rainbow Dash just behind them, looking at him oddly. Rainbow Dash was almost a head shorter than he was in contrast to the half a head Pinkie was, but he knew it would be crazy to judge the best athlete in the school on her height. He had always respected her abilities ever since freshman year, growing into a friendly rivalry when she realised that he was skilled enough to snatch a win from her every so often. It left them as firm friends and had introduced him to most of the others, the only exception being Applejack who he had known since kindergarten. “So what was so good that changed your mood from this morning, Rally?” She asked, one eyebrow raised slightly as they found his locker.

“Uh, Principal Celestia gave me some great news while I was helping her.” He said, opening his locker so that he didn’t have to look at her while answering. “Kinda personal though, don’t really wanna talk about it just yet.” He added, realising that leaving the question open could lead to more awkward questions. He had promised not to tell anyone, and while he was sure he could trust his friends it was more important to keep things under wraps for now. As he searched for the book for next period the picture of his family caught his eye, Rally pausing as he wondered just what his parents would have thought. His mother Glacia, her snow white skin and exquisite dress with her blue hair held up in an elegant style. His father Zephyr, slate grey skin and slicked back black hair with an expensive looking black suit on. Himself, thirteen years old without scars and looking awkward in his own suit. The only one missing was his older sister Olivia, the girl having eloped with a French transfer student a year before that picture was taken when she was eighteen.

Not that he missed his sister. She hadn’t replied to any of his emails after the accident when he had needed someone to talk to, leaving him nothing but bitter towards her. He might not have been officially adopted by the Apples, but he considered them more his family than Olivia.

“Eh, okay.” Rainbow Dash said as he retrieved his book for next period, closing the locker before the trio headed for their next stop. “Soccer tryouts are on tomorrow, so make sure you get enough sleep tonight. I want all the best players on the team again this year.” He gave her a relaxed smile as they stopped at her locker, though she was too preoccupied with the lock to really notice it.

“Yeah, yeah.” He said flippantly while she swapped books. Out of the corner of his eye a swish of rainbow hair caught his attention, his gaze drawn to Principal Celestia as she made her way down the hallway. For a brief moment her purple eyes met his blue eyes, the older woman giving him a quick wink and getting a happy grin in return. The moment passed, Pinkie Pie having noticed his grin which caused one of her own to appear.

“There’s that smile again!” She declared, Rally unable to help but chuckle at the observation as they set off for her locker. After all, he felt like he was on top of the world.

***

Celestia sighed, tapping the form that she still needed to fill out with the end of her pen. Ordinarily she would have had all of the work for the day done at least half an hour before the end of the day, but this had turned out to be far from a typical school day. It had been something of a battle with her conscience the previous night, the debate on what to do with regards to Rally Flag raging in her mind until she finally fell asleep. Eventually she had realised that she was sick of focussing on her career, sick of just sitting with her drink while Luna, Cheerilee and Harshwhinny found people to spend their nights with when they went out. She had wanted something to make her heart beat that little bit faster, to give her that wild feeling she remembered from her teenage years. Rally Flag, a student at her school, had certainly given her that opportunity.

That morning she had woken up with her decision firm in her mind. Sitting next to Luna at breakfast she had wondered if her sister had noticed any change in her demeanour, if she had noticed her nervous energy as she mentally prepared herself for what she was going to do. By the time he entered her office she was struggling to keep herself from jumping the teenager once the door was shut. Now, she was convinced that the morning had only been a sample of what he had to offer and Celestia was determined to have it all for herself.

After what she considered far too long the final bell of the day rang, her heart pounding against her ribcage as she waited for the arrival of her new interest. It didn't feel right to call him a boyfriend just yet, as they wouldn't be able to do all the things a couple could do together. As she waited for him she considered her office, wondering if she needed to do anything in preparation for his 'detention.' Glancing behind her she looked at the whiteboard with the remnants of her to do list, a single item that related to the paperwork strewn on her desk. Coming to a decision she got up and erased it, reasoning that she wouldn't forget the last task of the day when she was nearly finished it anyway. No sooner had she wiped it off the board did a knock on her door grab her attention, her heart quickening a little as she turned to face it.

"Come in." She called out, a small surge of excitement going through her as she watched Rally open the door and step inside. Celestia smiled suggestively as he closed the door behind him, watching him like a predator might eye off its latest meal. "Rally." She said, watching as he deposited his backpack next to her desk only to stand there awkwardly, unsure of what he should be doing. Deciding to save him the trouble she circled around the desk to join him, the teenager seeming more at ease when she leaned down to kiss him, the prompt enough for him to follow. Their lips met for a few seconds, brushing against each other and sparking the start of lustful feelings. When she drew back he tried to follow, finding something plastic held up to block his lips from kissing her. Curious, he looked at the object to see that she was holding up a whiteboard marker with a coy smile. "Ah ah ah, you're here for detention." She chided him, unfazed as his face fell.

"Really?" He said, his disappointed tone making it clear that he had been hoping for a repeat of the morning's events.

"Fifty lines, 'I will concentrate in class.'" Celestia instructed, Rally sighing audibly but taking the marker nonetheless and heading for the whiteboard. Satisfied that he wasn't arguing, she watched as he uncapped the marker and wrote the first line of his punishment. As he started on the second line she wrapped her arms around his midsection, resting her head on his shoulder so that her cheek brushed against his. "I don't want you to think this means I didn't enjoy this morning." She murmured gently into his ear, one hand tracing her fingertips along the middle of his chest through his shirt. He smiled at her admission, the happy feelings returning at the combination of her praise and her touch. "I have no regrets." She continued, planting a kiss on his cheek.

"I really liked it too." He replied, his free hand coming up to rest on hers as it trailed up and down his torso. At his touch her other hand came up to slap him on the wrist, causing him to jump slightly. "What was that for?" He asked, almost sounding hurt.

"You're supposed to be writing lines." She chided him, which only lead to a confused look from the teenager. She greeted him with a kiss, the  told him to write lines, then started to make moves on him only to chastise him when he responded in kind. What the hell did she want from him? "I can see this isn't making sense to you, so think about what you're writing." Still confused, he read the line over and tried to make sense of it in context. "Basically, you are going to concentrate on writing lines. If you lose focus..." She continued, he hand making its way around to run a finger between his butt cheeks. "Well, I won't be the one getting penetrated." Rally's eyes grew wide at her declaration, now fixed firmly on the whiteboard. He had no objections to gay people but he certainly wasn't interested in her putting anything in his ass.

Gulping, Rally once again raised the marker and started on writing lines. Deciding it would help his cause to focus on just one thing, keeping his hand steady enough to write properly seemed like the most logical choice. He could feel her hands returning to his torso, this time her fingers slipping under his t-shirt to trace light circles around his belly button. It was difficult to ignore her and write lines at the same time, but he was managing to get them done in a reasonably legible manner. Once the fifth line was finished Celestia started to up the ante, her hands making their way to his belt buckle and undoing it. Rally could still feel her gaze watching him intently for any sign of his concentration wavering, the blue haired student keeping his eyes stonily on the whiteboard as she pulled his jeans and boxers down with one fluid motion to expose him to her office.

"I especially enjoyed this." She purred into his ear, one hand wrapping itself around his faintly stirring cock. Her touch quickly finished what her teasing had started, his shaft growing fully erect in a few seconds. Rally could feel muscles in his face tightening in protest as he forced himself to keep his eyes on the whiteboard, his hand starting to tremble slightly as he made to start on the sixth line. The principal's hand made slow, deliberate strokes along his length, her lips kissing at his bare neck and letting her breath ghost on his skin. He shivered faintly at the combined intimate feeling of her kisses on his neck and the more direct pleasure of her hand stroking his cock, wanting nothing more than to bend her over her desk and have his way with her. However the penalty for not focussing was still in place and he was equally determined not to let her win.

Rally suppressed a grunt as Celestia found a rhythm, her hand maintaining an even pace as her kisses ceased to allow her better observation. The speed of his writing had definitely increased, sacrificing some neatness for the chance to finish quicker and spare himself the torment. Smirking, her other hand found its way down to cup his balls gently, massaging them with care. His hand froze at the new sensation, the blue haired student mentally ordering himself to keep writing even as he yearned to look down and see what she was doing. Blinking hard, his attention locked itself back onto his goal of writing out the fifty lines as quickly as possible. Eleven lines were on the board now, Rally not caring that they weren't perfectly straight as he started on the twelfth, feeling reasonably confident that he could finish without incident.

Keeping a close eye on him, Celestia could sense an emerging feeling of confidence coming from the teenager as he reached the fifteenth line. It wouldn't do to let him get too confident, the principal moving around so that she was standing just to his right side, partially in his field of vision. To his credit Rally kept his blue eyes firmly on the writing, ignoring her almost completely even though his writing was still affected somewhat. Her devious smile was still there, fuelled by the thought of how difficult things were about to get for him. Rally could see her in his peripheral vision as she got onto her knees, the principal licking her lips hungrily as she came face to face with his cock. Now on his sixteenth line Rally had to suppress another groan as he felt her wet lips give the tip of his penis a gentle kiss, his writing hand freezing once more.

"Mmm..." She murmured, just loud enough for him to hear and pique his interest. His face was stonily on the whiteboard, though his eyes had widened a little at her latest attentions. Celestia kept watching his face for any sign of his attention wavering even as she poked her tongue out to rest on the base of his shaft, running it slowly along the rigid length right up to the very tip. The warm, wet feeling along his cock was probably one of the most intense things he had ever felt save actually having sex with her that morning, but as he felt the head of his cock become enveloped by her heated mouth he realised that things were about to get so much harder. His first blowjob, the first time he had ever had this done by the woman he admired so much and he wasn't even allowed to look! It was so unfair!

Now on his twentieth line, Rally had to contend with the swirling mess of thoughts going on in his head. On the one hand he was amazingly happy that a woman as incredible as Principal Celestia was willing to be with him and do all these great things with him. But on the other he was feeling pretty angry that he basically wasn't allowed to enjoy it right now, that he was forced to try and ignore her talented mouth and tongue and instead write lines. Finally there was the sinking realisation that if he gave in and did lose their impromptu competition, he would simply surrender himself to the punishment no matter how much he didn't want to. He liked her too much not to do so.

The combination of physical pleasure and psychological torture continued for what Rally swore was an hour at least, though he had continued to write out messy lines in a reasonably consistent manner. He was unwilling to risk even the quickest glance down, unsure of just how much the principal could see from her current position. Temptation to do so fought a constant battle, arguing that when more of his shaft was in her mouth she couldn't possibly be able to see his face and he could afford a quick peek. Reason countered that if he did look he might not be able to look away and thus would definitely be caught, and reassured him that it would all be worth it in the end if he just hung on. All he had to do was keep writing...

"Just five more lines..." Rally managed to gasp out, knowing that his writing had gone from passable to a barely legible squiggle during the ordeal. He was leaning against the whiteboard, sure that at least some of the writing had been smudged or erased by his sleeve. Now he was on the brink of release, Celestia having used every second of that time to drive him wild with pleasure. At his statement however, Celestia stopped touching him completely. Suddenly aware of the cool air caressing his shaft and seeing her get up and walk away in his peripheral vision, he could barely muffle a scream of frustration. Rally wanted to put her back on her knees and make her finish what she had started, but he had already come so far and he wasn't about to give up now. Scrawling out the last remaining lines in a manner that could only loosely be considered words, Rally turned around with a scowl and fully ready to demand that she finish the job only to find her on her knees behind him, smiling up in approval.

“Very good, Rally.” She said, her hand coming up to hold the base of his cock. “I thought you might like to see the finish.” Blinking, his glare disappeared almost immediately as he watched her wrap her luscious lips around him once again, the pleasure that had started to face returning in force to compliment the visual gratification of the principal sucking on his cock. Now he could really enjoy himself, surrendering completely to her as she set a quick pace to finish him off and relieve him of the earlier torture. Moaning, Rally rested one hand on her head as she brought him straight back to the brink, finally taking just his tip on her outstretched tongue and rapidly jerking him off. He felt his climax hit, their eyes meeting for a brief instant as he came, Rally feeling immensely relieved as he shot his seed into her mouth and all over her tongue, the sight making him incredibly horny even as he enjoyed his orgasm. “Tasty...” She purred, closing her mouth and deliberately swallowing his cum.

“Principal Celestia...” He panted, watching as she got back to her feet only to plant her lips on his in a lustful kiss.

“I’m glad you enjoyed it.” She said, just inches away from his face. “But now I’m all hot and bothered, and I still have paperwork to do.” She simpered, holding his hands and guiding him over to her desk. “You put your pants back on and hop under there while I clean this board quickly, and then help me out.” He nodded almost dumbly, more than happy to do what she wanted. Safely tucked in under her desk he watched her legs as she wiped off all of the lines he had written, until finally she rested her hands on the top of her purple pants, sliding them down along with the frilly panties to expose herself to the office. His eyes were firmly fixed on her pussy, licking his lips in anticipation as she sat down in her chair and rolled it in, her legs on either side of him making the space a tight fit.

Rally felt her hand reach under the desk to rest on his head, guiding him to his destination with only slightly less encouragement than the sight of her slit so close to his face already filled him with. He brought his arms up to rest on her spread legs, his hands coming to rest on her ass and stretching his neck far enough to bring his mouth into contact with her crotch. The smell of her arousal filled his nose and only made him want her more, but as he extended his tongue to lick along her slit for the first time he found it was nothing compared to the taste. Warm and sweet on his tongue, he lapped at her in an effort to get more of her wonderful flavour, the principal moaning softly above her desk as she felt the teenager eating her out. Much like his kissing he lacked skill but made up for it with enthusiasm, allowing her to keep focus enough to fill out the last of her paperwork.

“Tia?” Student and principal froze at Luna’s voice and the accompanying knock on the office door, realising for the first time that day just how insecure her office was for their current activities. “Are you busy?” Tapping his head quickly to get him to stop, Celestia righted herself in her chair and hoped that her sister didn’t need much.

“No, come in.” She called back, keeping control of her voice easily enough as Luna opened the door. Celestia watched as she closed it behind her and sat down, offering her a pleasant smile even as she cursed her sister inwardly for her awful timing. “What can I do for you?” She asked, eager to cut to the chase.

“I just wanted to let you know that I’ve been talking with the technicians and it appears that the upgrades to the computer lab won’t be finished until at least Tuesday next week.” The principal made a face at this unwelcome news, while hidden under her desk Rally grinned evilly at an idea that had crept into his mind.

“That’s unfortunate, but I suppose it can’t be he-elped.” She responded, her speech wavering for a second as Rally returned to his previous task of licking her pussy. Outwardly she maintained her composure, though her thighs tightened around his head in an effort to get him to stop. With his face pressed right up against her slit, it was a doomed attempt. “Did they say anything else?” Celestia asked, hoping that her sister didn’t notice her breaths becoming a bit shorter.

“No, they have everything they need to do the task.” Luna said, her eyebrows furrowing slightly at the faintly odd look on the principal’s face. She was smiling but it looked as though it was fixed, a faint blush starting to spread on her pale cheeks. Underneath the desk Rally started to tease at her clit, his hands squeezing her backside while his tongue flicked over the sensitive nub of flesh, causing Celestia to shift in her seat at the pleasure now spreading through her. “Are you feeling alright, Tia?” She asked, her face filled with concern.

“Ah, I’m fine Luna.” She replied, gesturing to the forms still on her desk. “I’ve just been sitting for a while and still have some paperwork left to do before I can stretch my legs.”

“Alright then.” The vice principal said, getting up to leave. “I’ve finished my work for the day, so I’m going to go and do the shopping. Did you need me to get anything that wasn’t on the list?”

“N-no!” Celestia said, a sudden surge of pleasure causing her voice to rise slightly. She couldn’t believe how close she was to her orgasm, unsure of if it was the fact that it was a student eating her out secretly in front of her sister or just how pent up she was that was speeding up the process. All she knew was that she wanted Luna out of the office.  “I’ll see you at home.” The vice principal nodded, exiting the office and closing the door behind her. Once it was closed the barely maintained neutral look shattered, anger being the dominant emotion due to the ordeal he had just put her through. “Rally are you ins-aaah!” Her protest was cut short at the sudden arrival of her orgasm, her inner walls tightening around the student’s tongue while her thighs gripped his head tightly. She collapsed forward onto her desk, stuffing her hand into her mouth to try and muffle the rest of her moans.

Slowly, Rally felt the pressure her thighs had on his head ease up as Celestia’s body went slack in her afterglow, finally able to bring his head back to admire his handiwork. The sheen of her juices wasn’t just on her pussy but also partially on the chair below. Now that he was further away he could also feel that his chin was wet too, licking along his lips only to find her sweet taste lingering on there. Easing himself out from under her desk, Rally stayed on his knees long enough for Celestia to meet his gaze, though her own was withering. “Not a good idea?” He said, a touch of worry in his voice as he realised that he may have made a grave error.

“You need to use better judgement in the future, Rally.” She panted, the student nodding his acceptance. After a moment her gaze softened again, satisfied that he had learned his lesson. Celestia beckoned him closer, giving him a passionate kiss and happy that she had made the right choice with him.