Chapters Advanced Friendship School
Good morning! Today is Thursday, the 4th day of moon 332.
As the first sunbeams pushed their way in through his curtains, the soothing voice over the radio roused Mocha Glaze from his slumber as it did every morning.
The time is 0800. This is your friendly reminder that you have one hour before check-in!
Mocha sat up and stretched, rubbing the sleep from his eyes. Waking up early was the worst, but it was a small price to pay if it meant he was one step closer to getting the assignment he wanted. He’d come all the way from the hills of Saddlabama to Canterlot to get on the good side of the ponies in charge, and there was no way he was going to let some sleepiness get in his way.
Attending the Equestria School for Gifted Ponies was quite the honor indeed. For the stability of future generations, most ponies were locked into taking over for their parents’ jobs, so that there would be no surpluses or deficits in any fields over time. However, Mocha had no intention of taking over his family’s little brick and mortar five-and-ten shop. Getting good enough grades as a kid meant he was given his golden ticket out of there, a one-way trip to freedom: his acceptance into the Equestria School. If he did well enough, he’d be able to choose his own career, he could do whatever he wanted!
Long had Mocha dreamt of the wild frontier, expanding Equestria’s territory, making houses and towns out of nothing but dirt and trees. Now that was the calling of an earth pony, living off the fat of the land and making mother nature submit to pure craftsmanship and brawn. Sure beats sitting behind the counter peddling knick-knacks.
Anyway, all Mocha had to do was go to class, not flunk out and all his dreams would come true; that’s how school worked right? And so far so good; it was only his first year, but he felt like he was doing pretty well. He felt pretty confident on the test he took last week, and that was worth most of the final grade anyway, so he had nothing to worry about.
Gah! Except getting to class on time! Daydreaming about his future, twenty minutes had gone by already. Mocha jumped out of bed, suddenly full of adrenaline and ready to face the day. He threw some cereal and milk into a bowl, scarfed it down, went to shower, brush his teeth and fix his hair.
He grabbed his backpack and bolted out of his dorm room, running to get to his home-room as the school bell tower rang out 9 o’clock. Just as the last clang of the bell was dying down, he dashed through the door and took his assigned spot, quickly getting his notebook and pencil out, as Ms. Celestia addressed the class.
Princess Celestia was quite the home-room teacher to have. She took time out of her busy schedule or ruling Equestria to teach these students, and they were all very grateful; they had to be! Principal Sparkle reminded everyone how grateful she was, and how grateful they should be to Celestia every chance she got. It went unspoken, but insubordination in Celestia’s class was treated almost as harshly as treason by Ms. Sparkle.
Celestia’s experience dealing with other leaders and politicians made her extremely adept at getting her students to do as she said, and she just had a presence that made it clear who was in charge. Not only was her personality indomitable, but being an alicorn meant that she towered over even the tallest stallions in the class. Mocha stood just above chest-height, which he certainly didn’t object to. Although it required a lot of craning his neck upwards, it also meant he was always met with the pleasant sight of Celestia’s breasts which, despite never having been a mother, always looked positively ready to burst out of her royal garb.
“Good morning, students,” she began, looking around the classroom, “So good of you to join us, Mocha, I was beginning to worry you were going to break our class’s perfect attendance record so far.”
Celestia let the quiet shame of almost being late hang in the air as Mocha shifted a bit uncomfortably in his seat, looking down at his desk and then around at the walls, not wanting to make eye contact with the intimidating Princess.
“Well then, I don’t have much news today; just a reminder that your projects on the benefits of friendship and teamwork are due tomorrow, and also that the third floor is off limits to students. You all are the best and brightest of Equestria’s youth, it wouldn’t be good for the school if our pupils needed to be disciplined on such a simple matter. Would it... Inkwell ?”
The dark black pegasus sat up straight in his chair, looking straight at the Princess, visibly nervous at being cold-called.
“N-n-no, Ms. Celestia. Certainly not.” He responded curtly.
She smiled a bit mischievously at him before turning back to the class. “Quite right,” she replied after a beat and turned back to her desks.
“Now, I have your exams from last week graded.” Celestia turned around to pick a stack of papers up off of her desk, “You all did very well,” she noted as she ruffled through the papers, pausing at one of them, “Erm, well, most of you,” she noted, before tapping them all together again on the desk and moving out towards the desks. “I would like to remind you all that I will not tolerate poor performance; none of you will be besmirching this school’s perfect record.” Celestia’s voice took on a suddenly more serious tone.
“While I hand these back, why don’t you all work on your projects individually?”
As Celestia started walking around, passing back papers, all of the students took out their folders and continued putting the finishing touches on their presentations and dioramas. The room was nearly silent except for the sound of pencils on paper and the occasional, “Well done,” from the Princess.
When she got to Mocha’s desk however, she looked at the paper in her hand in surprise for a second before smirking, as if something had just splendidly gone her way. As Mocha looked up from his desk, he gulped a bit; any special attention couldn’t be good.
Celestia bent down to get on eye-level with the stallion, looking right into his eyes, a devilish grin still painted across her face. Kneeling over the table, her breasts rested firmly on his forearms, which were previously writing something at the table. Their warmth already excited Mocha, though he dared not move his hands an inch, lest it be misconstrued as an attempt to grope his superior.
“Oh, Mocha,” she said, shaking her head and bringing her hand underneath his chin to brush him gently, moving his head so that she could look right into his eyes.
As she picked the next exam from the stack in her arm, and turned it around to show Mocha, his heart sank as he saw the letter grade on it.
F
7/52
What? But he was so confident, how could he have done so poorly? There was no way, but there it was!
“Mocha, as I said, I cannot tolerate failure in this school, especially from someone from such… humble origins such as yourself.” She set the exam down on the desk before leaning in even closer so that Mocha could feel her breath on his face.
His heart rate raced through the roof, and he was sure that Celestia could sense just how nervous and anxious he was. But despite that, he found himself doing everything he could to suppress a raging boner at the same time.
In the modern era, for casual affairs, students didn’t need to wear clothes; that was reserved for more formal affairs: if you’re on the job, or if you just want to stand out. As such, like most of the students in the class, Mocha was wearing his birthday suit. Erections weren’t rude, per se , they were a natural bodily function and more often they were just taken as a compliment. That still didn’t dispel the embarrassment Mocha felt from having one right in front of his teacher, and a Princess, no less.
Perhaps it was just the feeling of Celestia’s breasts on his arms, or how close she was that if he wanted he could just lean forward and lock lips with her, or maybe it was something deeper; he couldn’t explain it, but thank Celestia for not having transparent desks.
“I will need to see you after class for detention. You clearly need severe counseling to be put back on the right track. Understand?”
Mocha slowly nodded, not breaking eye contact with the Princess. She nodded back, glanced down between Mocha’s legs for a moment, and let out a little chuckle before standing back up, giving the stallion his personal space back.
“Good,” she said simply before moving on to passing back the next exam.
Mocha didn’t move, still gobsmacked at the interaction he just had, blankly staring forward for a few beats before turning and peeking back around to see if anyone else had the misfortune of failing. He wanted to know if there were any other wayward souls he could share detention with. Unfortunately, it seemed like he was the only one who did poorly enough to merit a detention. He turned his attention to the exam, going through the questions, and it seemed as though he’d missed obvious answers. It was all there in his handwriting, but he couldn’t believe he’d made so many simple, dumb mistakes.
As he reviewed his text, still in shock at how bad he did, a folded up piece of piece of paper landed on his desk with the label ‘open me ’ as he unfolded it, he revealed the simple note:
you’re F’d
😜
He looked up and around to see who had thrown him the note, but everyone just seemed to be looking down and definitely not making eye contact, so he just crumpled the paper and stuffed it into his back before going back to work, trying not to think about the awful experience that awaited him.
What would detention with a Princess of Equestria be like? Surely she wouldn’t make him write something a hundred times like they did in the old days. Corporal punishment was definitely off the table… right? Or maybe, she’d have him retake the test over again until he got the answers right. Or maybe it’ll just be a slap on the wrist, and a note to do better next time.
Either way, he’d rather not find out. He was much more keen on getting whatever penalty he was going to get in the form of a fine, or in a public setting. Staying one-on-one with the most powerful mare in Equestria was not an experience he wanted to have. So when the bell rang for the end of class, he surreptitiously packed his things and snuck out of the classroom with the rest of the mass of students as Celestia was erasing the blackboard.
Except , as he was just getting to the door, he felt his body stop dead in its tracks and as he looked down he saw the characteristic golden aura of Celestia’s magic holding him in place. The other ponies shuffled by him, not getting in his way or acknowledging him at all.
As the last of the others made their way out the door, Mocha was lifted slightly off of the ground, and pulled back into the room, and the door closed gently after him. The soft click of the lock engaging was unmistakable, and it was absolutely dreadful in Mocha’s ears.
“Did you really think you could pull the wool over my eyes?” came the voice he dreaded from behind him.
“I, um, I uh-” As he tried to formulate an answer, he felt himself being flipped backward, and laid down on the ground, looking up at the ceiling as Celestia walked over to him, her heels clicking on the hardwood floor beneath her. As he looked over in her direction, he could barely make out the red shoes underneath her silver dress.
“That’s alright. I understand I can be intimidating. But you must understand that it is all for your own good,” Celestia began, taking slow steps circling around Mocha, “Your grades in this school are no joke. You may have heard the adage that ‘D’s get degrees,’ but I will not tolerate that kind of mediocrity in this school, and especially not in my class.”
“But I-,”
“Don’t interrupt.” Celestia said curtly, looking down at the boy, with a pointed glare, and he immediately closed his mouth. “As I was saying, I know of your aspirations, Mocha. You want to be free of your hometown, you want to go to the frontier and expand it, and you need this school to get there. Well, I’ll have you know that this school isn’t a one-way ticket to all your dreams come true. No, it is a place for me to see what each student is best at and to assign them to their best place in society, as I see fit.”
“Now, as I’ve told you many times by now, this class is to assess your skills, which requires your cooperation and a minimum level of effort and engagement. Clearly, given your poor performance on that last exam you are not giving this class its due diligence. And because of that, you need to be punished. You will have another chance on the next exam to prove your dedication, but if you do poorly again the consequences will be more… severe.”
Mocha gulped at the notion, trying to not think about what he might be about to endure. Though as his eyes darted around the room he realized, the view from below wasn’t too bad. The close encounter with Celestia from before made her now seem cold and distant, but he could now admire her features in all of their glory.
Not only was her bust incredibly… full, but she was very well put together. Perhaps being a Princess meant that she had the power to look however she wanted, but nothing looked a hair’s width out of place. The bulging form of her chest curved down to a sleek abdomen, and the tight shape of her ass was visible even through her dress. The fabric curved down and gave way to show off her silky smooth thighs which came perfectly to rest at-
Wait, how could he see her thighs?
It had happened so slowly over her speech, but Mocha realized with a start that Celestia had been pulling her dress up slowly, and was now up to and past her knees.
“Do you understand, Mocha?” Celestia asked, taking her final calculated steps to stand directly above his head, letting him see up her dress, all the way up, revealing that she wasn’t wearing any undergarments beneath the dress. He could just barely make out the lightly glistening sight of her royal slit just peeking through. Mocha tensed up, nodding his head slowly as all of his mental facilities into not embarrassing himself with another hard-on, especially in such a compromised position.
His mind wandered further, wondering more about what kind of punishment Celestia had in mind, and why she would willingly reveal herself to him.
“Good, and as for your punishment…” she said, stepping over him and turning around, before kneeling down over her victim, standing just inches above his half-hard member, after which Mocha tensed up quite a bit and was clearly desperately trying to hold down.
“Now, Mocha, I know you’re a virgin, but you needn’t be so bashful. I’m the ruler of Equestria, you ought not hide anything from your Princess.”
“I-I’m not a-,” Mocha began, trying to save some sort of face, and regain some sort of control of the situation, squirming a bit in the magical bindings.
“Hush. And furthermore, you mustn’t lieto your Princess.” She cut him off, “Now tell me; do you think you deserve punishment?”
As she waited for a response, she brought one hand down to run softly against his neck, tracing down his chest, sending shivers down Mocha’s spine.
“I, um… I… yes, I do princess,” he stuttered out looking down, focused on her hand as it slowly made its way to its destination between his legs, “Princess, wh-what’re you doing?”
“I’m administering your punishment, dear Mocha. For the next few hours of detention, you are mine , and you will obey your Princess, understand?”
Mocha didn’t know how to respond, it was all so sudden. How could Celestia be so brazenly sexual with him, a student! Surely this was some violation, or against the rules, or he had some say in the matter, but then he remembered. This was Celestia, the god-princess of Equestria; there was no higher authority and if this was her will, there was no one in the world who could tell her otherwise. At a loss for words, he simply nodded again slowly, swallowing nervously and looking back up at her eyes, trying not to think of her hand gently wrapping around his member.
“Good. Now, get this little tool of yours rock hard for me.”
“I-I’m... Princess, I’ve never, um... isn’t there a-a-another kind of, uh… way that I could learn?” he said, trembling as he felt Celestia’s warm hand slowly start to stroke up the length of his cock.
“Do not question my methods, delinquent. Do as I say, or else ,” Celestia didn’t elaborate on what the else might be, but Mocha was sure he didn’t want to find out if this was the better option.
Mocha tensed up, and his breathing was shaky as Celestia moved her hand up and down his member slowly, this being the first time anyone else had touched him. Mocha had hoped that he might lose his virginity during a nice, sensual evening with another mare, as they both explored each other’s bodies for the first time. Never in his wildest dreams, or nightmares for that matter, did he think he would be pinned down beneath the Princess of Equestria against his will. Fate has a funny way of defying expectations in that way.
Slowly but steadily, Mocha’s member sprang fully to life in Celestia’s hand, filling itself with blood and becoming thicker and harder and hotter by the second. Mocha, meanwhile, was steadily getting used to the new sensations, finding a way to relax just a bit and moan gently under his breath as the strokes started feeling good to him. Once it felt like Mocha was as hard as he was going to get, Celestia stopped stroking, held his cock in place and spoke up again, looking back from admiring Mocha’s length to making eye contact again.
“Hmm, not bad. Are you ready?”
“R-ready for wha-,” Mocha was cut off and before he could finish his response, Celestia sat down the rest of the way and impaled herself on his cock, hilting him within herself in one swift motion.
Mocha moaned out as Celestia shifted around a bit, twisting herself around on his cock. Something Mocha wasn’t quite ready for was the entire weight of the princess to be suddenly supported by his hips. In pure height, Celestia easily outclassed him, but from his angle, all he could tell was that she didn’t skip leg day. Not only did her thighs rival Mocha’s whole torso in girth, but she had an absolutely titanic ass. As it plopped down on Mocha’s lap, he gulped as began to realize his helplessness in the face of the Princess.
“How does it feel?” she asked mischievously, amused at Mocha’s rather cute reactions where most stallions would have been enthusiastically playing along for a while. “It’s your first time, so I really want to make sure you have a good time”
Mocha took a few seconds to steady his breath and get his mind straight about what he was experiencing, breathing a little heavily as the warm pulsing of Celestia’s pussy sent shocks of pleasure though his body.
“It feels… g-good,” he said, biting his lip a bit as he curled up a bit around Celestia, sitting up. Now that Celestia was pinning Mocha down herself, she no longer needed her magic to hold him down, instead bringing her hands forward to push down on his chest.
“Relax, Mocha,” she said in the most soothing motherly voice she could muster. “You’re losing your virginity, this is a big moment; you need to just relax and enjoy it.” She ran her hands against Mocha’s chest gently, then moved her hands up to his shoulders to rub them, giving him a light massage in an attempt to get him to chill.
The young stallion nodded slowly and took a deep breath, which was quickly cut short as Celestia started to slowly lift herself up again, giving all of Mocha’s cock a thorough stroking, letting nearly all of it out of her before sliding back down again, starting to get into a steady rhythm.
Mocha’s cute moans steadily grew louder and more strained as his body reacted more and more to his first experience, and the view of Celestia’s bountiful underboob combined with her pussy, which was somehow still tight after centuries of experience, made it hard for him to even attempt to hold back.
After just a few minutes, Mocha was tensing up again, and was letting out forced moans despite his efforts to bite his tongue.
“Ah , Celestia, I-I’m… close!” He said desperately, closing his eyes and preparing himself as he felt Celestia push him past the point of no return.
“That’s right, cum for me; cum for your Princess!” Celestia responded, speeding up her bounces, letting Mocha get all the pleasure he could, for now.
All of Mocha’s tension was released in an instant as he arched back, thrusting himself hard and deep into Celestia, feeling himself unload into the cunt that felt like it was almost milking his cock for all it was worth. He moaned out a loud, guttural sound as he thrusted a few more times, as more and more ropes of his thick cum filled the Princess’s womb.
Celetia too, slowed down once she let Mocha ride out his orgasm, giggling a bit to herself as she watched his young body twitch as she continued to gently slide along his shaft. She felt his member start to go soft, but interrupted before he could lose too much excitement.
“Well, Mocha, did you enjoy yourself?” she asked, careful to make sure her student wasn’t so tuckered out yet as to pass out; he had a lot more work to do before he’d be allowed to do that.
Mocha nodded slowly, before opening his eyes gently and starting to sit up.
“That… that felt really good Ms. Celestia, th-thank you,” he said, still catching his breath and looking up at the larger mare. “C-can I go clean myself up now?”
Celestia laughed a little to herself, shaking her head and glaring menacingly down at Mocha.
“Not even close. After all, this is supposed to be a punishment; and I don’t think you’ve properly learnt your lesson yet. Hmm, what do you think, do you think you’ve learned?”
Mocha nodded his head again, “Yes, Princess, I think I’ve learned my lesson, that I need to work harder in class.”
“Tsk tsk tsk ,” replied Celestia, “Now what did I tell you about lying. I know you haven’t learned anything yet. Do you know why? Because I haven’t even taught you yet. Shame. That really is quite a shame. Well, at least that has at least one upside.”
“Wh-what?” Mocha asked, though he was quite afraid of what the answer would be.
“I won’t need to hold back.” Celestia laughed a bit more to herself before bringing her hands down to push Mocha back onto the floor, and stabilize herself. “Please, try not to squirm too much.”
And with that, she lifted herself up and started purposefully bobbing up and down on Mocha’s softening cock, forcibly coaxing it back to full size, as the sensitive organ sent waves of spasms and twitches through his body.
“Ah, fuck, oh, Celestia, please stop,” Mocha cried out, grinding his teeth and writhing as Celestia pushed his newly non-virgin cock further than it had ever been pushed before, and gave him his first experience with the dismays of overstimulation.
It was difficult to describe the experience because it was like nothing Mocha had experienced before. His cock, which was only minutes ago begging for attention and release now felt like an open wound that Celestia was unabashedly aggravating. The only way he could think of to deal with the pain was to dissociate somewhat and try to disconnect himself from his penis, and just deal with the rush of pain as he experienced it. But unlike a wound, or just a sore, Celestia’s bouncing up and down constantly brought him back into the moment, a constant reminder of the situation he was in.
“I told you to relax,” Celestia cooed tauntingly as Mocha continued to spew profanities, trying to find any way to cope with the excruciating pain. She continued moving her hips, speeding up and slowing down to keep her subject engaged in the learning process.
As she continued, Mocha felt a strange feeling through the pain; he felt more pressure welling up in his loins and he realized that he was getting close to the edge again. It was more proof of how little control he really had over not just the situation, but his own body.
“Oh, Celestia, please, fuck you’re gonna make me-, ah!” He cried out, his body tensing up again as, against his will, he felt his member release another load into Celestia, mixing pleasure and pain like he’d never felt before.
“Cumming again so soon, Mocha? Hm ,” Celestia said, smirking a bit as she continued, slowing down a bit to give the stallion a bit of hope.
“Oh Celestia ,” he swore, breathing shakily as he felt her relent slightly, “Oh, I’ve learned my lesson I swear, I’ll study harder, I’ll ace every assignment, I’ll do it all early but for the love of all things holy, please stooooppp~” Mocha cried out, on the verge of tears as the pain in his dick only got worse as he rounded the corner of his second orgasm.
“Oh Mocha, naive child, detention is two whole hours , and you’ve barely made it half an hour so far. And your little friend down there seems to like it. I’ve never had anyone cum again so quickly. Just remember, this is the punishment that bad students like you deserve, you don’t need to do anything but endure. ”
“Oh fuck,” was all Mocha managed to say before Celestia sped up again, making him unable to say anything more than guttural yelps and groans of pain.
Rrrrrriiiiinngggggg.
As the bell signalling the end of the school day, and thus the end of detention, rang, Celestia gave her victim a few more bounces to help him ‘ride out’ his tenth and final orgasm of the day, finally coming to a rest with the whole of Mocha’s sore and abrased member hilted in her dripping full pussy, as it twitched out its last drops of cum.
If Celestia could compare the first and last loads, it’d be proof that she’d milked Mocha totally dry. She was surprised that Mocha had cum so many times, taking a breath herself and wiping the sweat from her brow. Silently, Celestia praised herself for having built up such strong thigh muscles, essentially having been doing squats for the last two hours straight. Though it was more than worth it, she eked out a few out a few orgasms herself and she got the absolutely adorable sight of Mocha struggling to have any agency over his own body. As ruler of Equestria, Celestia loved nothing more than a power trip and the stallion below her scratched just that itch for her.
She smirked as she looked down at the softly breathing form of Mocha on the ground below her. He’d passed out somewhere around orgasm number 6, but Celestia was much more focused on getting herself off at that point for her to pay any attention. It made it a little less fun, but watching him twitch and squirm in his ‘sleep’ was almost just as good.
What a cute one, I’ll have to remember him. Celestia thought to herself. As she looked around, she also noticed a few slight cracks in the floor. Maybe she overdid it a little bit as she worked her queen-sized hindquarters; but it was fine, Mocha didn’t break any bones, some bruising, sure, but nothing daddy time couldn’t fix.
Celestia stood up slowly, unfixing herself from Mocha’s quickly retracting member. As she did so, it was like the cork was being removed on an upside-down bottle of wine and she felt a gush of cum run out down her legs and drip onto Mocha’s chest, adding to an additional few splotches that had been splashed from earlier fun and had already begun drying.
Once she stood up completely, she stretched a bit, and leaned down to pick up the all-tuckered-out student, holding him under the arms. She looked down and noted the outline of Mocha in little cracks in the floor. Celestia made a mental note to fix the cracks before class tomorrow; or rather, to tell someone else to fix it.
She held out the boy and gave a quick visual inspection, noting some bruising around the loins, and clear red irritation where there was the most friction, but all in one piece and nothing broken.
“Hm , lasted better than the last one,” Celestia said to herself, fondly remembering the stallion she put in the hospital during the last detention.
She took one more admiring look at him before bringing him in close, closing her eyes and locking lips with the boy. As she did, though, his body again began to move with a mind of its own, his member slowly rising again from what could only be a Pavlovian response because he was anything but aroused. In fact, just the act of getting hard again was painful as the more blood flowed through his beleaguered cock, the more sensitive to the soreness it became.
Mocha’s eyes opened with a start from the sudden return of pain, widening fully as his brain processed what happened over the last few hours, the pain in his loins, the fact that it wasn’t all a dream and the situation now of the Princess of the Sun forcing her tongue into his mouth.
Immediately, he tried to pull away, but Celestia’s hand held him firmly in place, and as he was given more time to contemplate the situation, he decided that the best thing to do was to just let it happen, so he tried his best to relax, regain his breath and let Celestia do whatever heinous things she wanted with his mouth. Soon enough, thankfully, Celestia broke the kiss and set Mocha gently down on the floor, leaning him up against the desk as he looked about to collapse.
“Well done Mocha, you survived detention; fairly well I might add. I hope you learned something,” she said, looking at him up and down again, waiting for a response.
Mocha’s legs were trembling as he did his best to keep himself upright, not having any response to the Princess, looking back up at her in some amount of desperation, hoping that she really did mean it was over. After a few moments, Celestia spoke up.
“Well, you’re free to go, but if you want to stay,” she moved closer and gently ran her pinky finger along his pulsating shaft, “I’d be happy to give you some extra lessons ,” she said with a devious smile, looking into Mocha’s eyes.
Immediately, Mocha sprang into action, turning around and stumbling towards the door. “No thanks,” he managed to croak out as he ignored his bag and unlocked the door, swinging it out and tripping as he fell out of the doorway, much to the amusement of the teacher. He quickly regained his balance and Celestia listened to his unsteady hoofsteps running down the hall.
She chuckled a bit to herself at how fast Mocha regained his mobility, and made her way back to her desk.
Nngg , she involuntarily moaned to herself, bringing her hand down between her legs to feel cum still flowing out of her womb, bringing her hand back drenched with the stuff. As much as she would never admit it, she was just as tired as Mocha, though in his state, he would never notice it. She grabbed her water bottle and took a long swig as she raised her dress again, looking down at the streams of semen flowing down her two legs and the puddle on the floor of the classroom with a trail following her around. She casually put her finger in her mouth and sucked the moisture off of it as she thought.
That must be an academy record , she thought to herself, for pure volume if nothing else. It wasn’t even breeding season and he had outperformed everyone in recent memory. She thought some things over in her head, surprised that he was able to keep producing, even when he was forced to. As she mulled these things over, she pulled a piece of paper out of her desk, an exam, with Mocha’s name on it; this one a perfect score. It was so much fun making students think they actually failed; forgery and a bit of magic persuasion was all it took to put any one of those little bookworms at her mercy. She looked the papers over for a bit, chuckling to herself before putting it back into her desk, right beside the real exam of the last unfortunate soul to get detention.
“Looks like I picked the right one this time,” she said, as a million scheming thoughts ran through her head.
Advanced Friendship School
Mocha walked into class a few minutes early to make sure that he would get his preferred seat: at the back of the class. It had been a few days since his detention with Celestia, but he couldn’t tell if it felt shorter or longer ago. On the one hand, the memory was so burned into his mind, he found it hard to even look at Celestia, or else his mind would immediately jump to seeing her undressed; and if he could help it, he would never need to see her above him again. On the other hand, the next day, Celestia treated him as if nothing had ever happened, and everything in the classroom was back to normal, it might as well have never happened, save for Mocha’s memories.
Now though, he was more keenly aware of how the other students who had gotten detention reacted around Celestia. It was no surprise now that all of the ‘delinquent’ students were male, two other stallions who’d gotten detention earlier in the year. Each of them, whenever Celestia would get close, would sit up straighter, always talk very cautiously and did hardly anything during class but look down at the table and take notes.
Mocha had taken to sitting in the back of the class since his detention because, for the most part, Celestia spent her time near the front of the class, and it was easier to avoid her gaze. But more than that, his terrified face whenever Celestia mentioned him and, though he tried to stop himself, his erections, made him want to avoid being anywhere near her as much as possible.
“Okay class. There’s a few minutes left, so you all can start on your homework. I’ll be walking around if you have questions.” Celestia said, as everyone got out their assignments.
Mocha looked down, eager to make it look like he wasn’t having any trouble and was focused on his work, so that there was no reason to be spoken to. He moved between his notes and his answer sheet, writing down his answers with all the focus he could muster.
After a few minutes however, Mocha was startled by the feeling of a hand clamping down firmly on his muzzle, a clear sign for him to keep quiet. The warm breath beside his head and the soft pressure of her breasts against Mocha’s back made it obvious who his assailant was.
“Ah see here, Mocha, we discussed this pretty quickly yesterday so perhaps you didn’t fully grasp it,” Celestia began in a hushed tone, not drawing any attention and speaking in an inconspicuous way if anypony were to listen in. “Friendship and companionship are different in a number of ways, but the main difference is the presence of a specific shared journey in companionship. This can often lead to…”
Celestia continued, explaining the questions Mocha knew the answers to, but just hadn’t gotten to answering yet. From the mere presence of Celestia pressing up against him, his member was already at half-mast, but as she talked, her other hand slowly moved down his chest. If she were attentive enough, she could probably feel Mocha’s heart pounding in his chest as more blood rushed to his member and he panicked, unsure of what to do or how to react.
After a few agonizingly long seconds, her hand finally reached its destination between Mocha’s legs and gently wrapped around his girth. With just a few short pumps of her arm, she got Mocha to full mast, who involuntarily let a short groan through his nose.
As soon as he made any sound, Celestia gave his member a firm squeeze, causing him to tense up at the uncomfortable feeling in such a tender area.
“... that’s why being quiet and listening is such an important part of any relationship. Now, Mocha, I know you’re a good listener, but you really should be working and taking notes on this. Come on now, don’t get lazy.”
Shakily, Mocha raised his quill and moved it against the paper, trying to remember anything Celestia had said, slowly taking notes. In a certain light, Mocha was glad that Celestia was holding his muzzle closed. As her grip slowly tightened around his cock, he felt sure he would have made some embarrassing exclamation, and drawn the attention of the class, if he wasn’t muzzled.
Slowly, he managed to ignore all of the stimulus and put ink to paper, writing down some semblance of an answer to the questions, as Celestia continued to both talk and loosen her grip, starting to stroke him steadily.
It was hard for him to focus on writing however, constantly looking down at her hand and around to see if anyone was noticing, but it seemed like Celestia had some experience doing this discreetly. Mocha, though, was still having trouble not making sounds or breathing too heavily as Celestia slowly released his mouth from her grip.
It was uncomfortable, embarrassing, invading, for sure, but Mocha couldn’t deny that Celestia knew how to work a stallion, her adept hands seemed to know every weak spot and sensitive point on his cock as if she’d worked it a million times before. However, his brief moments of pleasure were short-lived.
Just as he was able to start getting into it properly, Celestia slid her hand down his shaft and kept moving until she was gently cradling his sack.
“That’s it Mocha; class can’t be all just fun and games, but you’re doing a good job, almost done, see?”
He had never given his balls very much attention during his own private sessions, and the new experience of Celestia’s experienced hands massaging him there was sending him places he’d never gone before. And as she brought her other hand down to rub against his shaft, Mocha was in pure bliss… and just as quickly as he was about to blow, Celestia stopped and stood back up, putting her hands back at her side.
“You catch on pretty fast, all it took was a little helping hand, and you’re basically finished~”
The sudden end to his simulation jolted Mocha back into the real world as he looked down at his papers, and the pen in his hand, flipping one of them over. All of the questions on multiple pages he hadn’t even started were all answered, and though his handwriting was shaky, he could still make it out and more importantly, it was legible. How he managed to answer all these questions without even thinking about it was beyond him and he just looked back up at Celestia in confusion and disbelief at everything that had just happened, who leaned down to speak softly with a sadistic smile.
“Thank me for my help,” she said simply, before standing back up.
“Th-thank you Princess Celestia,” Mocha said, looking back down at his papers, still trying to comprehend what just happened.
“Anything for a pupil in need,” Celestia responded, patting Mocha’s hair gently before walking away.
After a few more moments of staring at his work in disbelief, the bell rang for the end of class and all of the students, Mocha included, packed up their things and went for the door. As soon as he got out though, he heard a whistle from a mare standing in the hallway. Looking her way, he spotted a triplet of mares, one of whom motioned for him to come closer. Mocha had never seen them before, but by the looks of it, they were upperclassmen.
“Looking good, Mocha,” one of them called out, a light orange pegasus with purple hair, the other two giggling to each other a bit. He gave them a confused look and tilted his head a bit as he took a few steps towards them.
“Th-thanks, um, hi, nice to, well, wh-why are, um…” Mocha stumbled over his words before he was silenced by one of them, a light olive earth pony with pink bow in her red mane, walking up to stand right in front of him, before looking downwards. She brought her hand down to gently graze against his still-hard member, sobering him to the fact that while Celestia wasn’t there, the effect she had on him was still very much noticeable.
“Nice stiffy you got there; ya must be really excited t’ learn about friendship , huh?” the girl said with a devilish grin as she ran her finger softly along his length, her friends barely stifling their laughter behind her.
Mocha’s eyes widened as he brought his books down in front of his crotch, forcing her hand away from him quickly. He knew he was close when Celestia had him in her grasp, and did not want to risk having any embarrassing accidents in front of these girls who were clearly mocking him.
“Th-thanks, I, uh, need to go,” he says hurriedly, rushing for the door without looking back, though he heard more giggling behind him as he left. He power-walked down the halls, making a beeline for the little colts’ room.
One bathroom break later and Mocha was feeling significantly more… presentable, if still a little embarrassed and vulnerable. He knew better than to finish himself off in the bathroom (there was no telling what surveillance spells had been cast in there), but a quick piss, some deep breathing and cleaning himself up was enough to calm him down. Though he looked normal, his balls ached a bit; he guessed that this is what it felt like to be blue-balled.
Luckily, the time he spent in the bathroom wouldn’t be missed because he had the rest of the day off. His friends mostly still had classes later, and instead of going back home and doing more homework, Mocha decided to just wander around the school. It wasn’t often he had time to himself while school was in session, and he hadn’t really gotten the chance to admire the building itself.
Despite the flaws of the … inhabitants of the school which he was now privy to, the School for Gifted Ponies was one of the best-built campuses in the nation. Celestia had commissioned for it to be built herself, so it had the full force of the Equestrian treasury to spruce it up and make it easy on the eyes for Celestia as she roamed the halls. Luckily, that meant it was just as nice for everyone else too.
The main entrance way could have been a cathedral, with its high ceiling and arched roof, and each of the hallways connecting to it leading to a different, equally impressive section of the school.
As he was walking near the office section, he spotted the same group of girls who had spotted him earlier, along with a few other students chatting together in the hall. He tried to turn away and walk by quickly to not get noticed, but one of them spotted him and called out.
“Hey Mocha, come over here, we wanna ask ya somethin’,” asked the mare with the red bow from earlier, who motioned for him to join them.
Mocha begrudgingly walked over and joined the group, looking around at all the unfamiliar faces.
“Everyone, this is Mocha, he’s in Celestia’s homeroom. He’s a first-year like y’all, and from what I’ve seen he’s got quite the tool,” she said to the group, giggling a bit to herself as the others follow suit.
“Mocha, I’m Applebloom and these’re my friends Sweetie Belle and Scootaloo; some o’ the first years were asking advice on how to get through the year, and we were just answering their questions. Whether to stay for more years, or how to make friends, that kinda stuff.”
Mocha waved hello and curled into himself a bit, this was certainly not the kind of first impression you want to make, and it seemed clear that they were just here to make fun of him.
“Hi, um, by the way, how did you know my name?” Mocha asked the mare, tilting his head, trying to remember if he’d seen her anywhere.
“Well, we were just talking to some of the girls in your class and they mentioned a cute little earth pony with two tails who got detention, and you’re the only one ‘round who meets that description.”
“Detention?” piped up one of the stallions in the group, before smirking a bit. “Well Mocha, seems like you won this week’s lottery. Did you enjoy your time with Miss Celestia?” As Mocha struggled to find a response, the rest of the group erupted in laughter.
“You know, Celestia was at his desk in class today” Sunny Daze, one of the mares in his class, responded between laughs, “ you should have seen it afterwards, he had a nice hard on as he was walking out of the class.”
“No, I-I didn’t want…. that’s not,” Mocha tried to butt in over the laughter of the group, though it seemed fruitless as they weren’t interested in hearing his side of the story.
As the laughter was dying down, one of the other stallions interrupted,
“Shh! Look who it is,” he said, motioning down the hall, to where the sound of clicking heels was coming from.
Mocha was happy to have any distraction from the kind of treatment he was getting from the group as he looked down the hall to see none other than Princess Luna walking down the halls, holding some papers calmly in her arms.
Celestia and Luna were like two sides of the same coin in their appearance. Celestia was physically very well endowed whereas Luna had a significantly smaller, but still respectable bust, and narrower build. To make up for it, however, Luna wore a two piece outfit that seemed more fitted to a tropical getaway than a Canterlot school.
Her top seemed more like a swimsuit than working clothes, but it seemed to cover just enough to pass the modesty requirements, though it didn’t stop every stallion, and mare for that matter, from being drawn to stare directly at her almost bare chest. Her bottom was a dark blue dress split down the middle so that the sides of the legs, even all the way up to the thighs, were visible whenever she walked.
Another counterpart to her sister however, Luna was very professional in her manner of teaching. Perhaps a holdover from her proper royal upbringing years ago, rather than being as personal and helpful a teacher as Celestia was, Luna was known for being calm, collected and understanding. That reputation was maybe the only reason the school was okay with her dressing the way she did, because everyone knew she was just a teacher and out of reach.
However, that didn’t stop every male, and several females, in the school from secretly fantasizing about sleeping with her. As she walked down the hall, Mocha could barely draw his eyes away from her chest and back up to her face before Luna spotted him. She gave them a quick glance, a slight friendly smile and a nod before looking forward again and continuing on her way. Mocha, and the other stallions’ eyes firmly planted on her rear as she walked away, her dress giving just a momentary flash of her dark blue skin between the fabric.
If she’s anything like her sister… there’s nothing else under that dress , Mocha thought to himself involuntarily, not realizing that such a thought would give him another erection after having tried so hard to get rid of the last one. This time, however, he wasn’t alone, the other two stallions in the group were just as excited about having seen Luna, and the older mares, who’d seen this a million times, were ready to pounce.
Before he knew it, Applebloom and Scootaloo were upon him, wrapping their arms around him.
“I, um, l-ladies? Can we…” Mocha tried to say something in his defence, but before he knew it, Applebloom had leaned in and had kissed him on the lips, bringing her hand behind his head to hold him in place.
“You know yer pretty cute when yer hard” she said, after briefly breaking the kiss and looking him up and down, “You stallions’re so easy to play with, Luna shows a little titty and you melt like butter.” Applebloom put on a big smile before reconnecting the kiss and moving his hands around to plant them firmly on her butt. Meanwhile, Scootaloo stood behind him, pushing against him and reached her hands down to rub his balls gently, steering clear of his shaft, as she pulled Applebloom closer so Mocha’s dick was pushing right up against her stomach.
Applebloom could feel his warm member pulsing against her skin, and Mocha was unsure what to do, his wide eyes darting around as he saw the girls from his class, giggling to themselves, no doubt learning from the more experienced students how boys were expected to be treated.
Before he could get close, the school bell rang for the next class; Applebloom broke the kiss and wore a devious smile as she looked at him, and felt him grabbing onto her ass on his own at this point. She leaned into his ear and whispered,
“For your sake I suggest you think real hard about me and my friends tonight, wouldn’t want you to lose that nice tool of your’s cuz you dreamed about the wrong mare now would you?”
Without waiting for a response, they picked up their bags and motioned to Sweetie Belle, who was supervising the other first year girls teasing the other boys, that they needed to get to class.
“Nice meetin’ ya, Mocha, come on girls, let’s get to class,” she called to the others before jogging away, again leaving Mocha hard, unsatisfied and deeply confused and uncomfortable.
Back home, he was used to being teased on occasion because of his body’s, well, excitations, but never anything more than the odd embarrassing remark or the occasional flirt. Maybe it was Canterlot sexism or regular school politics or something else was going on at this school, but it seemed like if he was going to survive the next semester here, there was a lot he’d need to get used to.
As he caught his breath and walked back down the halls, he noticed more clearly how the stallions oftentimes carried their backpacks to hide anything unsightly that might draw any teasing mare’s attention. Rather than continue his walk through the school treading on eggshells, after a little bit more walking Mocha decided to retire to his dorm room in order to not risk his aching dick and balls from getting any more discomfort thrust upon them. Perhaps on the contrary, he might be able to pleasure himself and get some relief after all.
After a particularly long and satisfying masturbation session later that evening, Mocha slumped over and promptly drifted off to sleep through the afterglow.
The next instant, Mocha found himself in his homeroom class, but alone now for some reason. As he looked around, he noticed the second curious thing, the bright white shine of the moon bathing the classroom in its light.
As he turned away from the window, he noticed the dark figure in the corner of the room walking out of the shadow and into the light, stopping at the teacher’s desk.
“Good evening Mocha,” said Princess Luna, her horn lighting up a bit to illuminate her face a bit better, showing the sly smile she wore. “Thank you again for skipping out on your friends and agreeing to stay so late after class to help me with this important assignment.”
Mocha’s mind raced as his brain tried to make whatever connections it could. He tried to remember what Luna had called him in for; he was sure he finished all of his work, but couldn’t specifically remember what this assignment was.
“Oh, uh, no problem Princess. Any way I can help, I’m more than happy to do so.” He said instinctively, sure that Luna would come up with some paperwork or something to help her with… Though after spending alone time with Celestia there was some dread in the pit of his stomach that it wouldn’t be so easy.
“Alright then, Mocha. Get to work.” Luna walked closer to him as Mocha looked down at the empty desk in front of him, opening it, checking the floor around him for something, anything to do… except the mare now sitting softly at the end of his desk.
Without saying a word, Mocha’s gaze was drawn from his surroundings straight back to Luna. He watched in awe as her hands gracefully moved down to her already revealing dress, and pulled it up and apart to reveal her dark, enticing nethers. From her arousal, they seemed to almost sparkle in the light of the moon, and Mocha couldn’t look away.
Instinctively, something deep within him told Mocha what he needed to do. He stood up, finding his cock already at full mast, and walked over to face her, looking her up and down. He reached out with his hands to grab her hips, but hesitated, looking back to her face. Was he really going to just… fuck a Princess, willingly? Her sister nearly rode him to death, is there still a chance to decline?
“Yes, that's Mocha. Help me like you promised! I’ve got a big problem that needs a bigsolution, and I need you,” Luna begged pleadingly, wrapping her arms around Mocha, which was just enough encouragement for him to grab a hold of her hips, line himself up and thrust into her.
Definitely a far cry from Celestia’s forced encounter, thrusting into Luna was absolutely heavenly. As he quickly hilted himself in her, he couldn’t help but moan from the pleasantly warm and tight hole he found himself in.
“Oh yes, Mocha, I need more!” Luna encouraged him as she pulled him in closer and he could feel her breath on his neck.
On command, Mocha started to thrust in and out of Luna’s needy pussy, starting slowly and speeding up as he continued. For his part, Luna’s cunt seemed almost made for his dick. It was just tight enough so that they could both feel every inch of movement back and forth, but it was forgiving and inviting enough for there to be no uncomfortable resistance anywhere.
“Fuck , Princess, you feel so good!” Mocha blurted out as he jackhammered into her, her breath becoming shakier and more erratic as he felt himself working up to the edge.
“That’s right, Mocha, fuck your Princess, I want you to fill me up with that earth pony cum of yours!” Mocha moaned in response, closing his eyes and biting his lip as he focused on obeying and pushing himself over the edge.
“I’m close!” He yelped as he felt himself pass the point of no return.
“Yes! Cum for me, do it now! Cum!” she yelled in return, before her speech degraded into unintelligible moans as Mocha’s cock began to shoot the first ropes of its load deep into her royal womb.
Moments later, Mocha opened his eyes again and stopped to catch his breath before… realizing that he didn’t need to catch his breath. He wasn’t tired, and as he looked down, his cock was still rock-hard, even as the remnants of his load leaked out of Luna’s pussy.
“Oh Mocha?” she said, between labored breaths as Mocha still marvelled at the stamina of his body. He was broken out of his stupor as Luna leaned forward to deeply kiss Mocha, pushing her tongue into his mouth for a few seconds before breaking the kiss and smiling at him again. “Do you think you can give me more? I’m still so hungry for your seed~” she asked ravenously.
“I think I just might be able to help, Princess,” Mocha said, resolving not to ask any questions and focus on pleasing his ruler, pressing his hands against her chest to pin her down against the desk and thrusting into her again.
As Luna’s moans picked up again, he got more and more empowered, bringing his hands to roughly fondle her already almost exposed breasts. He cupped them and pinched her hard nipples through the thin fabric as he thrust harder and harder into Luna’s snatch. Before he knew it, they were both sharing another orgasm as he filled her up again, a white puddle beginning to form on the floor below them.
For the rest of the night, Mocha was accustomed to hearing only one word from Luna: “More .” And Mocha was happy to oblige, while he was able, he had orgasm after orgasm, pumping Luna’s most inner sanctum full of his sticky white essence over and over again, without tiring.
He lost track of how many times he came, but he was sure that Luna came more. By the time the moon was setting, Luna was a moaning figure on the table, her dark blue dress and skin stained white all over, with all the times Mocha had finished outside.
As he finished one more time, this time deciding to get her tits just as white as her belly, the classroom grew dark as the moonlight edged out of view of the windows.
As he rode out the afterglow one more time, he was surprised to see Luna sitting up, breathing heavily as she pulled him down to kiss him again.
“Thank you Mocha,” she whispered once she’d broken the kiss, “but now it’s time to wake up.”
And as she took her hands off of Mocha, he felt hours and hours of endurance and exertion flood back into him all at once. He rolled over, lying on his back on the deck, as the soreness in all of his muscles quickly all came back to him at once.
“I hope that shows you Mocha, that even in your dreams, nothing comes for free.” She stood up and looked down at him with the same sly smile she had earlier before Mocha felt himself fading. He closed his eyes, being quickly and rudely sent back to the real world.
Luna leaned back on the table, stretching a bit after the encounter. As she spreads her legs, she looks down to touch at the seed flowing out of her, bringing it up to her face to look at, before chuckling to herself.
“I hope I’ve taught more students not to get distracted by females, they must be really feeling it after all that.” She takes a moment before looking down at herself again. “Those fillies don’t know the half of what I do for them.”
After all this work, I hope those perverted colts are focused on class and nothing else.. She thinks, humming to herself. Perhaps I’ll volunteer for hall monitor duty to make sure all those ‘attentive’ faces are only concentrating on education, and not chasing after the girls.
Mocha woke with a start in a cold sweat, breathing heavily and sore all over.
Celestia, what the fuck did I dream about? Mocha thought to himself, as he tried to stretch his arms and legs, wondering what he could have done to feel like he’d just run halfway to Neighpon and back.
As he looked down, however, his eyes widened to show his sheets and really his entire lower half were completely covered in a layer of cum.
He took a few more minutes to stretch and catch his breath before standing up, grunting as his muscles wailed with exhaustion and looking himself over, he shook his head.
“Sheesh, this is almost as bad as when Celestia was on top of me...” he said quietly to himself, before he realized his cum was dripping down his legs onto the carpet. He yelped, horrified at the mess he now had to clean up before stumbling into the shower and rinsing himself off. Cleaning himself off with a towel, he ran over and balled up all of his sheets and snuck out of his room to the laundry chute at the end of the hall. Luckily, it seemed like everyone was still asleep, so he could throw his dirty laundry down and have some unlucky washing pony deal with it, and he could be guilt-free.
Relieved, Mocha mozied back to his room slowly, still recovering and stretching a bit with each step. Just about halfway back, however, another door opened and another stallion popped out with wet hair and carrying all his sheets, the dark fabric visibly stained white. The sight would have been amusing if the stallion didn’t look so completely dead on his feet.
The other stallion barely even acknowledged Mocha, clearly too tired to have any social interaction, he just hobbled over to the laundry chute like a zompony. Before he could think to ask if the guy was okay or needed any help, another stallion down the hall walked out in the same sorry situation as the first.
Without thinking any more, Mocha just hurried back to his room and sat down at his desk, trying to think. Maybe there was some sickness going around that affected the males in a really bad way and drained them of their… vitality. After all, this stuff doesn’t just happen on its own, does it?
Advanced Friendship School
Lucky for Mocha, he’d woken up for his dream with enough time before class to get himself at least half decent. He hopped into a cold shower and thought back to last night, trying to remember anything about his dream. Figures; the one wet dream I have in months and I don’t even get to enjoy it .
After stepping out and drying himself off quickly, Mocha threw on his backpack and left his room, joining the flow of students on their way to class. Looking around, most of the ponies seemed pretty normal, chatting with their friends, or looking stressed; but more ponies looked really tired than usual. Could it be that he wasn’t the only one who had a long night? Or maybe he just never really paid attention before. As he was walking, he noticed a strikingly familiar face watching the students pass by.
Luna stood, cross armed as she watched the students, mainly from the male dorms, shuffle past her. She smiled a bit to herself as she noticed the exhausted faces on a number of the stallions, few of whom dared to make eye contact with her. None of them would remember their escapades with her last night, but she was sure the shame from their soiled sheets would be enough to be wary around her, given that she could see into their dreams.
Not only were they tired from her late night fun with them, but the dream also casted a temporary impotence spell on the males who were eager enough to finish the job with her. Luna saw this as an absolute win, no more horny stallions distracting themselves or the mares with that pesky organ between their legs; now they can all focus on their studies instead of the pleasures of the flesh.
One male, however, stood out to her, one that Celestia had warned her to keep an eye on. Mocha, like all the other males, didn’t make eye contact with her, but there was something about him; he didn’t seem exhausted like so many of the others. Luna was almost sure that he was one of her targets from last night, but something about the pep in his step gave her pause. Was she imagining things? No, there was only one way to tell.
As Mocha got close to his homeroom, and the crowds of students began to thin, he heard a voice call out and ask to speak to him. Turning around, he found none other than Princess Luna standing right behind him. Mocha jumped back a bit, surprised at how he could have missed such a … voluptuous figure getting so close to him.
“Princess Luna,” Mocha said with a tremble in his voice, needing to talk with the higher-ups was seldom a good thing, “How may I be of assistance?”
“I was wondering, Mocha, how the morale amongst the students is. I was looking around today and noticed that many of the students, stallions especially, seemed to be quite unmotivated. Do you know anything about this?”
Immediately, Mocha thinks back to the swarm of stallions who left their rooms after him, apparently also having sullied their sheets overnight.
“Well, um , I’m not sure, I noticed a few might be having some trouble sleeping? Not sure about morale, a few are mostly just tired I, uh, I think.”
“Mocha…” Luna leaned down to get on eye level with him, smirking a bit. “That’s a delicious name you have. You know, as Princess of the night, it’s my duty to make sure that all of my subjects are having a good night’s rest. I’ll look into it some more, but I’m glad that you seem to be well-rested, dear.”
Luna reached out and patted Mocha’s head gently, condescendingly, which drew his attention down to notice that by kneeling down, Luna’s dress had parted just enough for him to see to the top of the thighs, and find out that she prefers going commando.
His eyes widen a bit as they focus on the gentle folds of skin he’s just barely to make out under the shadow of the dress. Blinking his eyes, it was almost like he saw a flash of white down there, staining the princess’s dark skin. Another blink, and it was gone. Was he really that sex-crazed that he was imagining such perverse things about his princess?
He wasn’t able to think about it too long before a touch between his legs jolted him back to reality. “Like what you see?” asked the voice, a tad seductively, “I’m glad at least some of you boys prefer a real woman over my bimbo of a sister…”
Mocha looked back at her face, speechless, his mind still darting back to what he saw under Luna’s dress, and not really sure how to respond.
“Are you thinking about painting my dark skin white?” Luna asked, smirking as she playfully tapped the growing between his legs again, making Mocha blush, and his member grow even more.
Luna laughs condescendingly a bit to herself before standing back up, “Sorry, my dear Mocha, I’m teasing you a bit much aren’t I?” Her horn lit up and Mocha looked down to see her purple magic engulfing his crotch, and he prepared himself for another session. But much to his surprise, instead of any pleasure, Luna’s magic had the opposite effect, cooling the need between his thighs, softening his hard-on with each stroke until it was once again safely asleep in its sheath.
Her magic then moves to his balls, massaging them gently, “I don’t mean to give you blue balls, sweetie. I can’t empty them, but I can numb them a bit for you so they’re not distracting.” Mocha sighed a bit and waited nervously, enjoying the numbing effect of the spell working its magic gently until they didn’t bother him any more.
“Alright Mocha, enough fun, time for you to get to class.” Mocha nodded and scurried off, still flabbergasted at the whole interaction, doing his best to focus on the tasks ahead of him and block out what just happened.
Meanwhile, Luna scowled a bit as he walked away. The new spell should keep him tamped down like the others, but something about him was stronger than the spell she could disperse through the dream. Though he didn’t consciously remember it, Luna could tell that Mocha did have a dream with her, as a side perk of the soothing spell.
As she watched the last stragglers get to class, a few more exhausted males looking like they could barely walk, she felt a little unease that Mocha was able to get past her dream spell. If she wasn’t able to keep his dick down like that, she’d need to deal with him specially .
Mocha scurried back to class and somehow was able to make it to class on time and score a reasonable seat, a few rows back so he wouldn’t be front and center, but it also didn’t look like he was hiding. The class period went by rather uneventfully. Was that the right thing to call it? Celestia still gave his crotch a touch while she was walking around during study time, and at this point only being slightly molested by his teacher was a win. Maybe the remnants of Luna’s effects on him let her know that he wasn’t up for it today.
Hearing a muffled yelp from the back, which any normal student might attribute to pricking one’s self, or having dropped something, Mocha’s mind immediately recognized it as Celestia finding another victim for her play further back in the room. His speculations were confirmed at the end of class when one of the pegasus males was cornered by a few giggling mares, each pointing and teasing him for his uncontrollably stiff member.
The rest of the day went without a hitch. Going from class to class without incident almost made him feel like a real normal student. After classes, he swung by the library to study and work on homework a bit before going back to his room and having dinner. Mocha hopped in the shower, rubbed a quick one out, and came out feeling clean, refreshed and ready for bed… until he saw his bed and realized he was still missing his linens from that morning’s mess. He rummaged around his closet to find his spare set of sheets, he really should change his sheets more often , made his bed, and went to sleep, feeling rather good.
Once again, Mocha found himself dreaming about being in class with Luna after school, helping her out with some paperwork.
“Why thank you, Mocha, you’re always such a big help to me,” cooed Luna, distracted from her work and clearly more focused on Mocha. “You know,” she said, as she reached her hand over and placed it on Mocha’s leg, “you were always one of my favorite students.”
Mocha blushed, focusing on the papers in front of him, doing his best to seem composed, even as Luna’s hand reached further and further up his thigh, “Um, th-thank you, Princess,” he mumbled.
“Oh come now Mocha, don’t be coy, I know you want this as much as I do,” Luna said as her hand finally reached her destination, slowly coercing Mocha’s hardening member out of its sheath. “And it looks like the little guy agrees~”
“L-Luna,” Mocha stuttered, just as in awe of being molested by the Princess as he was the first time, “I don’t know if we should…”
“Mocha, this is a dream, don’t worry about it. Just close your cute little mouth, and stick your cute little dick where it’s supposed to go,” Luna said, persuasively, climbing up onto the desk and spreading her legs wide for him. “Do it. ”
Faced with few other options, Mocha stood and lined himself up. He paused for a moment as a strong feeling of deja vu washed over him, wondering for a second how often Luna manipulates people’s dreams like this. His thoughts were interrupted by Luna leaning up and placing a soft kiss on his lips.
“Come on, big boy, give your princess what she wants,” and a moment later, all the hesitant thoughts rushed out of Mocha’s mind as he thrust forward.
The lock on the bedroom door gently clicked and the door silently swung open as Luna felt him make contact with her dream presence, meaning that he’d be sound asleep for some time. The tent in the bedsheets below his waist was further proof that he was ready for her.
Pulling the bedsheets softly off of him, Luna smirked a bit at the young stallion she was about to rape. Of course, defiant males like him don’t deserve a choice, but unfortunately that wasn’t in law yet. She was the princess, though, so she could hardly be breaking her own laws.
Luna pulled a tube of lipstick out of her pocket and applied it liberally to her lips, before unclasping her dress and letting it fall to the ground around her feet. She did the same with her bra and finally tossed the tube of lipstick atop the growing pile of her clothes. Now nude, she climbed into bed with Mocha and brought her face up to his stiff member.
Luna rubbed her face gently against the warm organ, it slowly let out a small bead of pre in response.
She giggled a bit at the sight of his dick, now covered in kiss marks, “Hope you enjoy tonight, Mocha; by morning you’ll never get hard again,” she leaned in for one more kiss right at the tip, Mocha’s whole cock glowing lightly in the moonlight.
The marks glowed a little brighter before turning into runes that wrapped around his package and disappeared into the skin. Luna got up to her knees and lined herself up with the member below her. “Why should I only get to have fun in my dreams?” She asked herself, before lowering herself slowly down, taking the whole thing down to the hilt.
She gasped a bit, reminding herself what it felt like to have a dick inside her real body since so few have ever had the privilege. She began to move herself up and down, breathing heavily, using Mocha as a dildo, safe in the knowledge that he wouldn’t be able to cum inside her until he was finished dreaming.
Mocha had already came inside dream Luna a few times, and was beginning to lose steam. Just as he grunted and let loose one more load inside his princess, his vision went hazy for a moment, and as he blinked, he saw Luna riding him in his own bedroom rather than the classroom; blinking again, Mocha was back in class.
“Phew, I’m p-pretty tired, Princess, maybe I should-” Mocha started pulling out, before Luna stopped him in his tracks with her magic.
“Hmm you’re such a naughty boy, trying to get out of your dream. Aren’t you having a good time?” the confident, promiscuous Luna in front of him cooed.
Mocha tried again to pull out, something not letting him. “Wh-what’s going on?”
Luna giggled, finding the slight panic in Mocha’s voice a little cute, “Alright, fine , I’ll clue you in Mocha~” Her horn lit up and in an instant, Mocha fell backward to the ground. The fall wasn’t painful, and as Mocha looked down to check himself over, he noticed that his dick was missing!
“Don’t worry, you didn’t lose your favorite toy, this is a dream remember?” Luna brought her hand down between her legs and pulled out his disembodied cock in her hand. “We can do a lot more in here than we can out there. Now I can do a lot in here, but for me to do anything to you, I need your consent, and what better way than getting you to fuck me in here?” She asked, bringing the member up to her lips and kissing it gently, sending tingles down Mocha’s spine as he realized he could still feel it as if it were attached.
“You see, our school has a problem, and it’s too many horny males like you getting distracted, distracting the girls and taking the whole operation. So, it’s my job to go into dreams and drain the males so that when they wake up, they’re all tuckered out for a while. It’s a thankless job, and it typically wears off after a while, but it presents sex-crazed boys like you from getting horny when they should be focusing on their education.”
As she waited for Mocha to absorb the information, she brought cock up to her mouth, and thrusted it in and out a few times, before it spontaneously started coming. The sudden orgasm caught him off guard as he watched his dick pulsing and pumping its load into Luna’s mouth, which she promptly swallowed. “Why do-” Mocha was cut off as Luna pulled his cock out of her mouth.
“Thanks for the drink, Mocha. I must admit, you’re fun to play with, but it’s a bit of a shame that you won’t remember this, and next time I’ll need to convince you all over again, just like the first time,” she giggled, hinting at how often she does this to boys like him.
“You see, I guess you’re special, Mocha, the first time I did this to you, it didn’t work so well, and the real me out there wasn’t too happy about it. So she’s out there right now putting a stronger spell on you that’s way more potent than anything I can do in here. So, unfortunately for you, the moment you cum in real life, like you want to so badly, you’ll never get hard again. I suggest you enjoy your time in here with me while you can, not that you’ll remember it~”
“I’m still no-” Mocha started before his eyes widened, “Wait, what’re you doing?” He yelped as he watched Luna push his member deeper and deeper into her throat, until the base passed beyond her lips, deepthroating it before swallowing. Mocha watched in horror as the bulge in her throat moved slowly down her neck and into her stomach.
“Ah~” Luna said, smacking her lips, “Thanks for the snack,” she said, giggling a bit before jumping down and pinning Mocha to the ground. “Oh how I wish I could keep playing with you, you’re such a cute little toy. Sadly, though, I’m on a tight schedule,” Luna reached down, rubbing the smooth skin where his dick once was, before pulling her hand away and watching Mocha’s dick grow right back on him as if nothing had ever happened, before clasping her hand around it and rubbing it fiercely.
“You’ve cum a few times in your dream, but you won’t finish in the real world until I’m done with you, so I’ll let you have a little bit more fun in here, since it’s your last time.”
In the meantime, in the real world, was Luna bouncing up and down on Mocha’s cock, feeling herself get close to her own climax, almost having forgotten hot good it felt to have a real cock inside of her. But as she glanced out the window, Luna noticed the moon falling towards the horizon, and knew that her sister would be bringing up the sun soon. “Guess the fun’s almost over,” she said to her self, rubbing her waist gently, “Good work, Mocha, sadly it’ll be the last night you’ll be working this hard for a long time.”
Back in the dream, Luna had mounted Mocha, thrusting her hips up and down as she leaned down to french kiss the boy, letting him finish inside her one last time. “Alright, Mocha, it’s been fun. I don’t usually get to fuck the same boy two nights in a row, but sadly our fun’s over, and now it’s time for your good-night kiss.” She leaned in one last time to give him a peck on the lips, and in an instant, all of the fatigue of non-stop sex the whole night, poured into his body, snapping him out of his dream. “I’m gonna miss him,” dream-Luna said, sitting in a slowly growing pool of cum, “too bad we’ll never have that fun again.”
Real-Luna felt Mocha’s dick suddenly swell as it let the whole night’s worth of cum erupt out of it. She bounced up and down a few more times, enjoying the feeling of a womb full of warm seed. After some time, the sleeping pony’s cock started to shrink, and eventually popped out of her.
Luna slid off the bed and stretched a bit, looking back at the mess running down her legs and on the bed. Feeling a little bad about making him change his bedsheets two nights in a row, she lit up her horn and cleaned up the cum from off the sheets, but left what remained inside her and on her thighs, as a little unspoken reward to Mocha for making her work so hard.
Luna pulled the blankets off of the floor and spread them back over Mocha, watching his exhausted-looking sleeping face contort like he was having a bad dream. “You’re gonna feel it in the morning, Mocha. Too bad you won’t remember it,” she said, leaning down to give him another peck on the lips before collecting her clothes and walking out of the bedroom.
In the school nurse’s office, a pink alicorn bounced up and down on the moaning patient beneath her. “Come on, cum for me big boy, fill me up!” she yelled enthusiastically, over the pained and pleasurable moans coming from the stallion beneath her. “That’s right, finish your treatment and paint my insides white!”
He moaned loudly one more time, his balls clenching as he finally shot his load into her, before his softening dick slid out of her. They both looked at each other, breathing heavily after the hours of sex, before the nurse asked, “Ready for round two?” with a devious grin.
The look of exhaustion quickly turned to fear as the Princess of Love leaned forward to kiss him deeply, involuntarily making his sore member stiffen again against his will. She broke the kiss and looked down between his legs, “Oh I’m so glad you are,” she said, before lowering herself back down onto him, as he began to wail in anguish, which was quickly silenced by another deep kiss as Cadence started pumping her hips up and down.
All that anyone passing by the nurse’s office could hear was a few muffled cries and moans from another student who would vanish, never to be seen again, and then silence.
