Student-Principal Confidential

Rally stared at the ceiling of his room, lying on his bed with his arms folded behind his head and one knee propped up in the air. The fan above was on a low setting, balancing the temperature nicely as he thought about everything that had happened between him and Celestia earlier that day. His computer was still on, a video on YouTube about Team Fortress 2 playing in one tab and MyStable open on another, neither of which he was paying any attention to. Today had been the best day he had had in a long time, not just because he had lost his virginity to a beautiful woman but also feeling like someone cared about him again. He knew that his friends all cared about him, that the Apple family cared about him, but today felt like an emotional dam had come down and for the first time he was actually able to realise it.

Tapping his foot on the white sheets restlessly, he wondered why despite all of that he wasn’t smiling right that moment. He did feel happy, but at that moment he also felt lonely. While he had been at school Celestia had felt accessible, but now that he was at home it felt like she was out of his reach. He raised his hand above his face, letting the black sleeve fall down his forearm a short way to reveal his watch. 8:34pm. Dinner was always dead on 6pm with the Apple family so there was little chance of him being disturbed, Rally glancing at his night stand where his phone sat. Maybe he could call her? Rolling onto his side he grabbed the phone and unlocked the screen, pausing right after he remembered that Luna shared the house with Celestia. A phone call might be overheard and would lead to awkward questions. He let his hand and the phone fall to the bed before remembering that he could text her. Hastily he typed out a message and sent it.

Hey, did you enjoy today as much as I did?

Getting up and sitting in his desk chair, Rally set the phone down in front of his keyboard as he waited for Celestia to reply. On the screen was the video, several YouTubers having teamed up to play a round of Mann vs Machine with some very questionable tactics. He switched the tab over to MyStable, checking some of the notifications that had started to pile up. Pinkie had liked some things he had posted, Rarity had invited him and Applejack to her upcoming birthday dinner, Trixie had left an obnoxious comment on an old picture of his. He frowned, unable to remember why he had even added her on there but not bothered enough to remove her. After about ten minutes of aimless browsing his phone played the message tone, his eyes lighting up as he saw it was from Celestia.

Yes, very much. We will have to do it again soon. ;)

Her confirmation left him with a big smile on his face, glad to know that he had been good enough for the principal. The fact that she had suggested that they do it again was very encouraging, Rally almost quivering with excitement as he sent a reply.

Anytime you want <3

He didn’t have to wait long for the next reply, Rally guessing that she hadn’t been with her phone when he had sent the first message.

Can you come over on Saturday morning? I need to do some yard work but we can play once that’s finished.

Sure thing. Looking forward to it!

Feeling pretty good about where things were going Rally put his phone back down and turned the screen off, his confidence back and leaving him wanting to play some video games. Closing the web browser and opening up the game client, he paused just before opening the game when he heard his phone go off again. Curious, he found another message from Celestia waiting for him. His jaw dropped at the sight that greeted him, the principal having sent him a picture of herself. She was lying on her bed, the sheets strewn messily around her and a pillow propping her head up. Celestia was giving the camera a suggestive pout, her free hand holding one finger up to her lips but what really got his interest was the lack of any clothing above her hips. Her breasts were completely exposed, looking very soft and inviting and leaving him wanting nothing more than to touch and kiss them.

Rally got back out of his chair, heading for the bed with his phone in one hand and the other fiddling with his belt buckle.

***

Saturday could not come fast enough for Rally. There were still two more days between then and him, but fortunately he had things to keep him occupied until then. Thursday saw the soccer team try outs during final period, Rally’s improved mood getting him playing his absolute best and only narrowly being outperformed by Rainbow Dash. To celebrate they had gone out to a movie and pizza after school with the rest of the team. Due to his detention on Wednesday Pinkie Pie had rescheduled the party to Friday after school so Rally had plenty to enjoy, even if her father kept a close eye on him the entire time. He had almost wondered if he would have enough energy for Celestia after those two days, but getting an early night on Friday was easy enough and he felt refreshed and energised when he woke up on Saturday morning.

“Ah, Rally. Right on time.” Celestia said as she opened the door on Saturday morning, the teenager greeting her with a bright smile. She was wearing the same clothes she had worn when he had first done yard work for her, the black t-shirt and purple shorts he remembered so well giving him a great view of her figure. Beckoning for him to follow her around the side of the house, Celestia gave him a quick wink as he followed her with his bike. “Luna went home with someone last night, so we should have the house to ourselves for the morning.” She murmured, his smile growing at her implication. “We’ll just take care of this yard work first, alright?”

“Sure.” He said, leaning his bike against the wall before joining her at the shed. “Want me to do the mowing?”

“Please.” She replied, allowing him to take the lawn mower out so that she could grab the hedge trimmers. Silently they both headed back to the front yard, Rally stopping a the gate to prepare the mower while Celestia moved to the shrubs along the driveway. As the mower roared to life she started clipping at the bushes, glancing over her shoulder to see him starting along the fence. A faint blush spread along her face as she imagined what he would look like without his shirt, sweat glistening on his bare chest as he did all that work. She bit her lower lip, sorely tempted to just call off the work and get him into her bed right then but resisted the urge, knowing that the work had to be done or Luna might suspect something when she got home.

Contenting herself with thoughts of what was to come she turned back to the bushes and started work on them, going a bit faster than she normally would in anticipation. Likewise Rally was going as fast as he could while still trying to do a decent job, not wanting to disappoint Celestia in any way. The minutes passed by, both student and principal mostly caught up in their own thoughts as they did the best job they could in as short a time as possible. Soon enough the lawn was finished, the catcher emptied into the bin followed by the clippings off the shrubs to leave the front lawn looking very neat and tidy. Rally checked his watch, noting that it had barely been half an hour of work but the result was worth the time.

“Anything else to do?” Rally asked, wiping his brow on his sleeve. It had been quite warm, leaving the teenager sweating a little.

“No, that’s all we needed to do.” She replied, shooting him an impressed smile. They both knew why he had really come over that morning, but the fact that he was checking to see if anything more was there showed a good work ethics. “How about we have a glass of water?” She suggested, the teenager nodding in response and following her back around the side of the house. Depositing the mower and trimmers back into the shed principal and student headed around the backyard pool into the kitchen, Rally taking a seat at the table while Celestia fetched two glasses and filled them with water from the purifier. Gratefully he accepted one of them, downing the entire glass quickly and enjoying its coolness in his mouth. “So, I was thinking that since we’re both all hot and sweaty, how about we have a shower?” Celestia purred once she had finished her glass, fixing him with an amorous gaze.

“Sounds great.” He said, reaching over to hold her spare hand. He ran his thumb along her smooth skin, smiling happily at the simple gesture. The fact that he could just hold her hand like that, even though he couldn’t do it in public, made him feel a warmth he hadn’t felt in a long time. They were silent for a minute, gazing at each other with their thoughts their own.

“I suppose it’s hard to get in the shower if we just sit here.” She said, causing both of them to laugh. Spurred on by the thought, Rally stood up while keeping hold of her hand, letting Celestia lead him down the hallway towards the bathroom. When she opened the door he was surprised at just how roomy it was. Directly across from the door was a double basin, the side closer to the wall home to Celestia’s bathroom apparel while the other belonged to Luna. The floor was smooth black tiles with a single step up into the biggest shower he had ever seen on the right hand wall. He could see two shower heads in there, once again each side home to the belongings of one sister. “The glass on the doors turns opaque when either shower is in use.” Celestia explained, gently encouraging him into the bathroom. “Sometimes we sleep in, so we shower together.” She added, a deliberate purr in her voice. “It’s so nice to help clean each other, rubbing our hands all over each other’s wet, soapy bodies...” She smirked at his expression as his imagination took off, a faint blush and grin appearing at the thought of Celestia and Luna fondling each other.

“Not gonna lie, I want in on that.” He said, turning back to her as her foot clicked the door shut. They stepped in close, their arms wrapping around one another in a close embrace as their lips followed suit, student and principal sharing a passionate kiss. Celestia’s hand snaked up to his neck, his own coming down to tenderly squeeze her firm backside and hold her close, the principal able to feel his growing desire. It only made her want him more, her hands trailing down his neck and back, running along the fabric until they reached the bottom of his t-shirt and started to lift it up. Rally’s eyes went wide mid-kiss as he realised what she was doing, his hands coming up instinctively to grab his shirt and hold it down as the kiss broke. She stared at him in confusion as he took a step back, looking down and blushing in embarrassment. “No one...” He mumbled, still not able to look at her directly. “No one’s seen me without my shirt on since... since...”

“The accident.” She finished, getting a small nod in response. His face was burning, the student clearly not having realised until that moment he would be going without it in the shower with the promise of sex distracting him. Gently, Celestia took his hands in her own and simply held them, her thumbs rubbing along his green skin in an effort to calm him. His knuckles were white due to the grip he had on his shirt, but she could feel it beginning to relax soon enough. After a minute he finally released the fabric, looking up at her where she could see that while he still had worry in his eyes, he also wanted to trust her, to let her in. Her fingers slowly slid up under his shirt, the bottom of it coming up as she hooked her thumbs onto the fabric. Standing as close as she was to him Celestia couldn’t see anything yet, Rally raising his arms and allowing her to take it off completely. “Oh, Rally.” She whispered as she got her first look at his bare chest, her eyes drawn to the scar that ran from just under his left collar bone all the way down to his navel, realising for the first time just how close he had come to death that day.

Rally couldn’t stop her from giving him a hug. He closed his eyes and let himself be held, the warmth and closeness of her body keeping him from feeling as self conscious as he had been initially. To his knowledge the only person who had seen it apart from himself was the nurse who had removed the stitches, and now his shoulders slumped in her embrace as he thought that she wouldn’t want to be with him now that she had seen it. She felt the movement, bringing her head back to give him an affectionate look. Lifting his head up Celestia gave him a tender kiss, her fingers curled under his chin while the other hand ran up the back of his neck and into his hair, the fine strands falling between her fingers softly.

“Principal Celestia...” He breathed, blinking when he saw the odd smile she was giving him.

“Rally, when it’s just us you don’t have to use my title.” She gently admonished him, the teenager blushing as he realised how silly it sounded. “Just call me Celestia.”

“Okay... Celestia.” He said, grinning at this simple change. Giving him that option made him feel that she regarded him with a healthy amount of respect, that he was more than a student or a booty call. Satisfied that he knew that she treated him as an equal, Celestia brought her lips down to kiss at his neck, eager to return to their activities. He could feel the hard basin behind him, content to let her do what she wanted. Her lips and her breath against his neck sent shivers through him, his eyes closing and a raspy breath escaping him. Emboldened, she gently placed a single finger on the middle of his chest. She felt him tense up at the contact, the older woman feeling his breaths become short and his heartbeat quicken as she let the rest of her hand join it.

If he wanted her to stop, she would. But it was important for him to learn that he could trust her, that he could let her in.

“Rally...” She murmured, rubbing her hand along his torso. The teenager didn’t exactly have defined muscles but his chest felt firm, strong and fit. It was to be expected from one of the school’s top athletes, but just feeling it under her hand was getting her excited. She eased her hand across until her fingertips came into contact with the scar. Rally held his breath, unsure of what he was worried about. He knew it wouldn’t hurt. He knew it wouldn’t spontaneously open up. Above all, he knew that he could trust her. Slowly he released the breath he had been holding as her fingers made their way down the length of the scar. It was rough, the principal not having felt anything quite like it before.

Celestia’s free hand cupped his chin, lifting his face up so that she could kiss him again. Her soft lips felt wonderful, the kiss helping him to relax. Once again her lips moved to his neck but this time his hands came up to rest on her hips, sliding just under her shirt to rest on the smooth skin of her waist. Rally started to lift her shirt up, the principal stopping her kisses long enough to let him lift the black t-shirt up and off her. The bra was next, the teenager fiddling clumsily with it for a few seconds before it came undone. Celestia watched with amusement as he took her bra off, his eyes fixed on the prize that awaited him. Having only seen her breasts in a picture it was something of a treat to see them in person for the very first time.

“Whoa...” He said, struck dumb momentarily at the sight. While her breasts weren’t huge they were a nice size, the blue haired teenager reaching up almost hesitantly to cup the soft mounds as an idiotic grin spread on his face. He gave them a few gentle squeezes, catching her nipples with his thumbs and teasing them until they were hard. His tongue came out to lick his lips unconsciously, leaning in without thinking to take one of her nipples in his mouth and suck on it. Celestia let out an encouraging moan, her hand sliding into his hair once more to further encourage him. Having him suck on her breasts and grope them was making the older woman feel very close to him, a smile finding its way onto her face in between moans.

“How about we get into the shower now?” She suggested, the teenager nodding in agreement. They broke apart, walking towards the shower while undoing their pants on the way. Celestia started the water running, Rally marvelling as he watched the shower glass turn opaque almost immediately as she said it would do. “Put your clothes in a small pile there.” She said, Rally following her instruction by folding them up and putting them on top of his shoes. In contrast Celestia threw her clothes on top of his messily, her intent clear as he saw that they hid his nicely. Her panties were the last thing to join the pile, the green skinned teenager blinking as he realised that meant the principal was full naked. He couldn’t help but smile at the thought that they were fully naked together for the first time.

“I really like you, Celestia.” He said, moving to her side and loosely embracing her. She smiled gently back at him, one hand coming to rest on his lower back and holding him close. A poke on her leg alerted her to his excitement, the principal’s smile becoming more amorous as her free hand found its way to his rock hard shaft.

“I like you too, Rally.” She murmured back, her hand stroking his shaft. The touch emboldened him, one hand moving from her hip to tease at her soft folds with his fingers. A quiet moan was his reward, the teenager continuing to slowly rub at her pussy until he could feel it starting to get wet. The softly hissing water was starting to radiate warmth onto their skin, though it was nothing compared to her heat around his fingers. “I want you now.” She said, those words enough to get them both into the stream of heated water. They turned to face each other, stepping close to share a passionate kiss as the water streamed over them both. Rally instinctively rocked his hips, his hard cock thrusting between her thighs and only serving to make both of them incredibly horny. She reached down to guide his tip up, feeling it press into her entrance before sliding inside her welcoming body.

“Heh, being shorter isn’t all bad.” He laughed, Celestia joining him in a quick laugh as they both stood upright in the shower, his cock inside her comfortably as they embraced. Gently he bent his knees, the movement allowing him to pull out of her before straightening back up, smoothly thrusting into her. It had only been a few days but Celestia could barely believe how much she had missed having Rally inside her, being filled by his cock and the pleasure it gave her. He kissed at her collar as he started with a slow pace, managing to keep that position going for a bit over a minute before his knees started to get uncomfortable through the repetition, pausing for a second. “Sorry, can’t keep that up.” He apologised, the rainbow haired woman nodding in acceptance.

“Put me up against the wall.” She whispered, following his steps until she felt her back up against the cool tiles. One of his hands found its way onto her thigh, lifting her leg up as her own hands draped themselves over his neck. Rally soon after lifted her other leg up to join the first, using his body to pin her to the wall securely. She turned the shower head with one hand so that the water cascaded onto them again, leaving them slick and warm as the student began thrusting into her once more. “Oooh, this feels so good!” Celestia moaned into his ear, her skin tingling as he returned to kissing her collar again. Her ragged breath in his ear only made him want her more, his kisses on her neck becoming almost rabid. Not for the first time she was glad that he was such a fit partner to have.

“You’re amazing!” He breathed, his hands sliding down to hold her ass and squeeze it firmly. It felt soft in his grip, the teenager starting to thrust a bit harder in his excitement. Celestia moaned louder and her arms held him tighter as she felt his tip reach further inside her pussy, stroking on the sensitive nerves and flooding her senses. All she could focus on was his cock sliding in and out of her, it was all she wanted to focus on.

“Oh, Rally!” Celestia moaned, feeling the pleasure coursing through her start to really build up. She could scarcely believe how quickly it had happened, feeling her orgasm nearing all too soon. A few more thrusts from the teenager was all it took, the principal’s arms and legs gripping him close as her pussy tightened around his cock. One final cry of pleasure escaped her, Celestia feeling truly satisfied by the sex. After a few seconds she realised that something was missing, her purple eyes looking into his blue eyes in surprise. “You didn’t cum?” She asked, the student shaking his head. He had significantly slowed down his thrusts now, his shaft easing into her and gently stroking along the highly sensitive nerves. “Do you mind if I finish you off a different way?” She panted.

“Okay.” He agreed, letting her put her feet back on the floor and pulling out of her. Rally had actually been quite close himself, but her orgasm had made him want to not overdo it in case it made things worse somehow. Focussing on her, he watched as the principal got onto her knees and quickly took his length into her mouth, wasting no time in sucking him off. Her mouth felt incredible around him, accompanied with the sight of the water cascading through her rainbow hair made for a sight he never wanted to forget. She could taste her own arousal on him, sucking on his cock with all the experience she had to please him as best as she could. “Ahhh, Celestia! I’m gonna cum!” He moaned, the principal taking as much of him into her mouth as she could while one hand gently massaged his balls.

“Tia, I’m coming in.” Luna’s voice caused both of them to freeze even as Rally came, filling Celestia’s mouth with his cum. Her surprise was muffled by his cock in her mouth while the teenager stuffed one hand into his mouth to stifle a groan of his own. The principal quickly swallowed as the bathroom door opened and her sister walked in, the vice principal yawning as she approached the mirror. Luna looked somewhat dishevelled, her blue hair messy and the grey t-shirt and jeans she wore looking as though they had been in a pile for most of the night.

“She can’t see through the glass.” Celestia hissed quietly in his ear, the running water preventing her sister from overhearing. Rally’s blue eyes were wide, the fear evident to her though he stayed perfectly quiet. “Good morning Luna.” She addressed her sister, trying to sound bright and chipper. “How was your night?”

“Very enjoyable.” She replied, a broad smile appearing on her face as she stretched against the basin. “Sky High was certainly quite the gentleman you saw when we met him... and he certainly knows how to treat a woman.” The smile turned devilish, the meaning of the words clear.

“I’m glad you enjoyed yourself.” The rainbow haired woman said, able to relate to Luna’s elation for the first time in years.

“You really should have at least considered his friend though, Tia.” She added, another yawn escaping the blue skinned woman. “You don’t want to be alone the rest of your life, do you?” Rally blinked, taken by surprise at the revelation that someone else may have been trying to get involved with Celestia. The thought punctured the last of his happy feelings that Luna’s arrival had missed, his face falling at the idea that she could do better than a high school student.

“Luna, I assure you that I’m quite happy at this point in time.” Celestia said, having noticed his shift in mood. A reassuring smile was all it took to reignite the happy feeling again, Rally letting her take his hand in hers comfortingly. Out of the corner of her eye she noticed Luna moving again, her top being peeled off to reveal her lacy black bra. “Uh, you look tired. Maybe you should get some sleep?” She suggested, trying to get ahead of the vice principal’s intent to join her in the shower. She paused, hands having slid her jeans half way down her rear to reveal a matching v-string as she considered Celestia’s words.

“Good idea.” She said, yawning again even as she let her jeans fall to the bathroom floor. “I just might fall asleep in the hot water.” Leaving her clothes on the tiles she exited the bathroom, student and principal both exhaling a breath they didn’t know they had been holding. Celestia glanced over to see Rally lowering himself to the floor, joining him in a side hug as the water continued to fall onto them.

“Didn’t think you were serious about you two showering together.” He said, still a bit dumbstruck that he had almost seen the vice principal naked in the same room as the principal. She began to chuckle quietly, Rally joining in soon enough as the tension faded away.