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?