A week before the start of the 'season proper', Miss Cheerilee gathered the six colts in her school-room. The desk were pushed out of the way to make room for an open circle floor, with plenty of blankets, towels, pillows, water-bottles, and containers of lube within foreleg's reach at any time. Cheerilee in particular had an extra-large pink water bottle, which she'd flavoued with a little something extra before coming in to 'class'. It tasted a mix of sweet and bitter, a little like a citrus punch that had gone sour. Still, she needed all the energy she could get for the day ahead. Young boys weren't exactly known for containing their energy, especially at this time of year...

It was important, no matter what, to make sure anypony who needed instruction got it, and that was usually by age, and year, and by how many ponies Miss Cheerilee felt she could fit into a single day, or how many she should deputize and give to one of the subtitute teachers that had been ordained in a flash-frenzy around this time of year, every year. Anypony with enough willpower and know-how who could help dull the flames of youthful enthusiasm mixed with a body's first overcoming lust... it took a lot of everything to fight against that. And Miss Cheerilee wasn't about to let her body off the hook easily either. That was for the demonstration material.

Even though no official 'class' had been declared, the colts, or the boys—that is, Snips, Snails, Button Mash, Rumble, Pipsqueak and Spike, or what we'll now call 'the squad' going forward—had each been given a notice to their respective parental unit informing them of the details of the lesson plan, what time they needed to drop the boys off and when they needed to pick them up. 'Make sure they are well-rested and have plenty of hydration before arriving,' the letter stipulated. Twilight had offered to waylay the lesson and teach Spike privately herself, but Spike took one look at the day's outline activities and made a beeline for his room, letting Twilight know through the door that he'd much prefer to go see Miss Cheerilee with his friends, thanks, all the same. He couldn't imagine how awkward things might get afterwards if Twilight helped him... well, he wasn't exactly sure what, but he knew it involved sex of some kind, and in his experience anything related to that was too overpowering and naughty and mysterious to warrant discussing with anyone, let alone his almost-sister.

Not that Miss Cheerilee made him any less nervous. Somehow, maybe just because the temperature had been increasing daily, she looked different, a sharper, more vivid outline maybe. Spike found himself sniffing the air whenever she walked past, and being rewarded with a peculiar, unnamable aroma that permeated his senses and caused his cock to twitch even without being touched. He didn't know exactly what the day's plans were, but he was very certain he was going to be more attentive than he ever was around Twilight.

Snips and Snails seemed to be showing the same enthusiasm, wearing identical grins and jabbing playfully at each other with their hooves. Snails wasn't hard, but even flaccid, his obscene length dangled noticeable between his legs, and Spike caught himself staring for a long time at the girthy, vein-covered shaft. He licked his lips, then wondered why he'd done so. Maybe Miss Cheerilee could shed some light on the situation.

"Hello everypony—er, everyone, I mean to say," she said, noticing Spike and giving him a cute little wave. Spike blushed and waved back dreamily, sniffing the air again and hunting for a hint of Cheerilee's mystery scent. Cheerilee giggled at him, then looked down to her lesson plan, sketched out on a lengthy sheet of paper and resting on her desk.

"Today you've all been called in for a very special lesson. As you may have noticed, things around this time of the year can start to change in big ways. You might catch yourself looking at ponies who didn't catch your interest before, or having strange dreams about hugging and kissing someone else." Cheerilee went on with a calm drawl like the subject matter was the most ordinary in the world, but managed to catch both Button and Rumble with their hooves over their crotches, probably hiding the buldges of their burgeoning erections. It didn't take much for a young colt, Cheerilee thought to herself with a grin. Of course, I was more or less the same when I was a filly...

"What's happening across Equestria is known as the 'Estrus Season'," Cheerilee said. She pulled on a string in front of the blackboard and a helpful diagram on a sheet lowered down. A picture of a colt was on one side, and a filly on the other, both with enlarged, translucent outlines of bigger, more grown shapes, presumably what they'd look like once they were finished growing up. There were labels on the different parts, and both the filly and the colt had, in their young and grown forms, noticeable highlights on their genitals, the boy-pony's cock growing and standing up straight as the figure of his adulthood came into view, the girl-pony spreading her legs and dangling her crotch-tits, which swelled up and became big and full as she grew, and her pussy widened and spread open with her hooves moving it, showing off the invisible inside in the outlines of the informational drawing.

The squad gawped at the illustration with their eyes and mouths wide. Pipsqueak started to take notes.

"The season is different for fillies and for colts," Cheerilee went on. She raised a pointing stick (is there an official name for those?) and gestured to the diagram of the colt first. "For you boys, you'll be noticing an increase in size and... let's say the 'desire for attention', in your penis. You can call it that, but there are many slang names that someponies prefer, like 'cock' or 'dick'..."

"Or schlong!" Snips said, raising his hoof helpfully and grinning.

Cheerilee smiled and nodded at him.

"That's right, Snips." She scanned the classroom. "Does anyone else have another word for their special part?"

"Big Chungus?" Snails said, the question mark draped over his entire clueless expression.

"Um," Cheerilee said, "I don't believe I've heard that one before—"

"Joystick!" Button Mash said. When his hoof shot up, it revealed the hard-on he'd been trying to conceal, and when he noticed, he blushed and scrambled to cover it up again, though the head poked up through his hooves with a glob of precum glistening on the tip.

"Well," Cheerilee said, "I suppose that could—"

"Fuck-rod," Rumble chimed in helpfully.

Cheerilee put a hoof to her mouth and raised an eyebrow.

"My word. Rumble, where did you hear a term like that?"

"Aw, my parents say it all the time. 'Get over here you fuck-rod! Gimme that fuck-rod, you fuck-rod!' It's like a nickname or something."

"Well," Cheerilee said again, "I suppose you should know that as well. 'Fuck' is another word for what you'll be doing during the Estrus Season when you're older, to make babies with the fillies, or mares, at that time, who will also be in heat. For now, though, just you and your friends will be doing the 'fucking'..." Cheerilee giggled wildly at the thrill of saying such a naughty word inside the class-room. What else could she get away with under the pretense of instruction, she wondered? Already, she'd begun waking up to a wet pussy and dreams of young, virile cock in her mouth, spraying her with white, sticky, creamy cum. She loved the way they always wanted to keep going, never enough, one session after the other, and the way their balls twitched and seized against their bodies as they emptied a load, usually into her dripping pussy...

Cheerilee shook her head. Classroom. Lesson. Focus.

She wondered if she'd put too much of that powder in her water-bottle for the day.

"I want you boys to know that it's okay to explore," Cheerilee said, taking a moment away from the diagram and setting down her pointing-stick-thingy. "While we're discussing these topics, it's very normal to get excited and want to play." To demonstrate, she turned around and spread her legs just a bit, giving the squad a good view of her dripping slit and heavy teats. The classroom let out a collective 'woah' at the sight, and stared in silence for the full ten seconds before Cheerilee turned back around, giggling with her hoof to her mouth. Nothing beat the thrill of being able to turn on a bunch of young boys just with a flash of your pussy.

"So if you'd like to touch yourself, or your friends would like to let you touch them, please, go ahead," Cheerilee finished. Every now and then she noticed she could turn just to the side and give a view of her winking pussy and puffy teats to whomever she wanted, or even to the entire class, so she started doing it surreptitiously between pointing at sections of the diagram.

"For a filly, the changes will be the same, but different in subtle ways," Cheerilee said. She pointed to the filly on the diagram. "Her tits will become bigger, and she'll start to have the desire to be rutted, that is to say, breeded, by a big, virile stallion who can give her lots of healthy babies... that could be any one of you, of course, you all look very big and strong." Cheerilee smiled at the class, who, true to her word, had each grown in size since the start of the season and were all presenting prodigious hard-ons for kids their size. Snails was always the notable stand-out, it was hard not to notice a pony with a cock as long as his leg—but Cheerilee knew size wasn't everything, and that as long as enthusiasm carried you forward, communication could iron out whatever else lay between you and a successful time with a lover.

Snips and Snails seemed to have taken Cheerilee's invitation to play as an immediate instruction, because while their teacher was going on with her lesson, they'd both started jerking each other off, hoof-jobs in the middle of the classroom, though it looked quite different with the desks pushed aside. Snips was staring at Snails gargantuan prick like it was a secret prize, and Snails seemed eager to let him examine it. He moved his hips forward so the tip was dangling under Snips' nose, who then leaned forward and sniffed, then licked the tip, leaving a gob of his spit over the sensitive head and making Snails groan a little, the first of many sex noises that begun to flood the class-room.

While this was going on, Rumble had awkwardly started playing with himself, doing it as though he hoped nopony else would notice, but ultimately being too obvious to hide even for a second what was going on. Besides which, every time his hoof hit the base of his cock, his eyes shut and he let out a cute little squeal, which made Cheerilee's pussy quiver just from the sound of it.

Spike, Button, and Pipsqueak were still hard, but they hadn't started to play yet. They seemed intently focused on the instruction.

Maybe it was time for the 'hooves-on' portion of the demonstration.

"Pipsqueak, Spike, could you come to the front of the class please? I'd like to talk about what kind of activities you'll be getting up to during the season." She turned around and spread herself across her desk, with her butt propped up in front of the colts and her legs spreading to give access to her tits and pussy. "There are a lot of things it'll be fun to do with fillies and colts, and I can show you some of both of those things, though you won't be getting to spend the season with fillies for a few years now..."

Spike rushed to the front of the class, but Pipsqueak took a more leisurely pace, taking time to pause by Button Mash's seat and flick the end of his cock with a hoof, which made Button jump and scowl as he watched Pipsqueak walk to Miss Cheerilee with his tongue stuck out. Button Mash wanted to be the one up there instead, but there was no RNG-manipulation for teacher's choice.

"Now," Miss Cheerilee said, leaning her head back and looking over her shoulder to see the two boys. "If you haven't seen one before, this is what a mare's pussy looks like when she's in heat. It gets quite wet and hot, and gives off a distinctive smell to let you know she's ready to mate."

Spike and Pipsqueak both took in a deep breath, and smiles lit their faces as their teacher's musky aroma filled their nostrils. Cheerilee grinned at them devilishly.

"Below that, you'll find my tits have swollen up a bit... they're very sensitive this time of year, so make sure to be careful when you're touching them..."

"We're allowed to touch them?" Spike interjected, holding a claw aloft next to Cheerilee's ass, pussy and tits and staring at it as though he couldn't believe his good fortune.

Cheerilee grinned and nodded.

"Mhm-hmm," she said. "You'll need to get well acquainted with everything back there. I suggest you dig in." She giggled again, and ran a hoof over her pussy to spread her lips a bit and collect a healthy sample of her wetness. She brought her hoof to her mouth and licked it, long and languidly, like she was getting the head of a cock ready to slide inside, and by the time she'd finished cleaning it off, the boys not currently occupied with each others' cocks were all staring at her like she'd just taken off her own head.

It was impossible not to laugh. She felt so young again like this.

"Oh, boys," she said. "We're just getting started. Why don't you go ahead and get going with your 'hooves-on' anatomy lesson, hmm?"

Spike didn't need to be asked twice. The fire in his head was already screaming at him to extend his tongue and lick up and down Cheerilee's dripping slit, and that's exactly what he did, noticing for the first time himself how extra long he could stretch his tongue, how the forked tip could tickle and lick as a prehensile appendage. When the taste and smell of Cheerilee's soaking-wet sex hit him, it swallowed up his senses all at once, and suddenly there was nothing besides the pussy in front of him and the movement of his tongue, lapping at every corner and tasting each drop of girl-juice that leaked out.

Cheerilee moaned and shook her hips from side to side, evidently enjoying her first student's enthusiastic examination.

"Don't be afraid," she cooed to Pipsqueak, who was still standing to the side of her teacher's desk with his cock awkwardly between his hooves. "I'm available over here too. Why don't you come see how much fun you can have just using your mouth?"

Pipsqueak plodded over nervously, but when Cheerilee lowered her head and began to lick up and down his shaft, his trepidation vanished, and he even put his hooves on the back of Cheerilee's head and ran them through her mane, an instinct somewhere in the back of his mind taking over as his teacher lubed up his cock and then began to swallow it whole, taking the pre-cum lubed tip and then the entirety of his shaft, down to the base and licking his balls, which made him squeal, delicate and high-pitched. He'd never felt anything like that before, and if every school lesson was anything like this one, he'd never miss a day of class again.

"This is starting to feel like a hentai anime," Button Mash whispered under his breath to Rumble.

"Huh?"

"You know," Button Mash said, one hoof idly rubbing his cock. "The kind where the girls are always horny and they wanna get naked and do stuff all time."

"I usually read the ones where the colts have to dress up in little filly skirts..."

"Snips, Snails! Maybe you could move to the front of the room to make sure you're getting a good look." Cheerilee smiled at the pair, lost in each other's newfound erections and working up a good frenzy just with their hooves, though Snips was looking longingly at his friend's cock with a hungry, lustful expression and licking his lips every now and then. The two colts picked up and did as they were told, scooting their towel, water-bottle and lube-tubes with them.

Now she could pay proper attention to Pipsqueak's cock, and her mouth was already watering in anticipation.

When she extended her tongue and licked at the head of the young colt's cock, it twitched in front of her, and Pipsqueak made a nervous-sounding yelp.

"Ahh!" he said. "Blimey. That feels way better than doin' it myself."

Cheerilee giggled and let the young thing's cock settle a bit before giving it another kiss, then languishing her tongue long and tenderly up the side, slurping around every inch and getting it nice and wet before she tok the whole thing in her mouth. Pipsqueak groaned and bucked his hips nervously, and Cheerilee moved her mouth with the motion of his thrusts, making sure not to let him sneak the head of his cock into her mouth before she was ready. She smiled with her lips around his shaft, finally content with the coating of spit she'd given his cock, before working her way, tongue-moving, to the tip of his member and then licking the delicate underside of his head.

Pipsqueak groaned and bucked again as Cheerilee slid her mouth over the entire length of his cock, sucking it in and making a contented-sounding 'mhmm' in a single motion.

Spike's tongue had worked Cheerilee's pussy up to a frenzy, dripping all over the classroom carpet and the towels laid-down underneath. For some reason, every taste he got of Cheerilee's musk made him want more, and also made his cock twitch and ache like it was demanding to be touched. He tried playing with one free claw while he licked, but it was no use, nothing felt as good as what his brain was telling him to do next. It wasn't too hard to get up on the desk, and Cheerilee even moved and wiggled her rump at him to signal he was on the right track. Then the head of his cock throbbed in his hand as he lined it up with Cheerilee's pussy. He even managed to rub the tip against the desperate teacher's engorged teats, which sent a shiver down her spine and made her moan on Pipsqueak's cock at the other end of the desk.

Cheerilee looked over her shoulder at Spike, lustful, wide-eyed, with her lips still planted firmly at the base of Pipsqueak's cock.

'Ready?' they seemed to say.

Spike nodded and slid inside.

It was like liquid velvet, or a hot, warm handshake that never opened up. Spike felt an extra tightness around his shaft that he'd never manage to replicate with his claw, he could see Cheerilee's muscles contracting as she clenched and squeezed his cock every inch it slid inside... Spike grabbed onto Cheerilee's butt for balance and accidentally slapped one of her cheeks a little when he stumbled, which surprisingly prompted an extra-needy sounding moan from Cheerilee, muffled by the sound of Pipsqueak's cock. Spike raised his claw and studied it as though unfamiliar again, but when he lowered it with force to Cheerilee's backside again, shaking her butt and jiggling her pony-teats at him, he knew that was a good sign. A butt you could slap and somewhere warm to put your cock... Spike was becoming a big fan of the new season.

"Can colts do that with each other too?" Rumble asked. He was staring wide-eyed at Spike's young but rigid cock as it slid in and out of Cheerilee's cunt at rapid speed. Spike had taken only a few thrusts to find that he liked going faster much more than slow, and the wet slapping sounds it made as he slammed the teacher-pony from behind rattled the desk and layered over the soft stroking noises and murmurs that were there underneath.

Snips and Snails seemed spurred on by the demonstration, and now that they realized they could use more than their hooves, were experimenting with positions that might let them both get a mouthful of the others' cock. Snails' monster dong was easy to get into reach, but Snips was stout, and had a little more difficult maneuvering to make sure his cock was near enough to Snails' mouth to do some licking and sucking. Eventually the two of them found an equilibrium, with Snips on top and turned upside down, and Snails resting on the floor with his enormous cock standing straight up like the school flagpole. Snips took only a few seconds to get into position before finally diving desperatley onto his friend's dick, and taking as much as he could into his mouth, which was about half, as it turned out. He started making a gagging sound, and pulled back, gagging with a bit of spit dangling out of his mouth.

Cheerilee pulled her lips off Pipsqueak's to a gentle groan and turned her head to Snips and Snails.

"Make sure to take it slow, you too. It's easy to get carried away, but you'll have all the time in the world to try plenty of things out in the next few months... and yes, Rumble, two colts can absolutely do this with each other. Those little bottles are full of a slippery substance that will—unh—" Cheerilee let out her first interrupted grunt, somehow managing to hold her composure through Spike's flurry of thrusts. "...those bottles, I mean, are a lubricant, and if you put a nice amount on your penis, and your friend's butt, you'll find it's a very nice hole to fit yourself inside."

"Butt-fucking?" Button Mash asked, incredulous. "I thought that was just an insult for when you're beating somepony in an online video game."

"Apparently not," Rumble said. He looked down at the bottle of lube sitting next to them, then shyly up at Button Mash, blush beginning to creep into his cheeks.

"Would you like to, uh..." he said. The words didn't seem as easy as just doing it. Instead, he turned around, showed off his taut, underage butt to Button Mash, and held out a bottle of lube in his hoof.

Button Mash took the bottle and looked up at Rumble, who was smiling nervously over his shoulder.

"Wanna fuck me?" he said, his voice shy but playful.

"Hell yeah," Button Mash said. "I thought you'd never ask." He sprang to his hooves and popped open the bottle of lube simultaneously, and before even approaching his friend had squirted a substantial coating of the slippery substance onto his already engorged cock. The rest he squirted inbetween Rumble's butt-cheeks, eliciting a giggle and a shiver as the clear-fluid ran down Rumble's hole and dripped on the towel underneath.

"That feels weird," Rumble said, smiling. "Good though. But weird."

"You think you're gonna like having my cock in your ass?" Button Mash asked. He was lining up the head of his prick against Rumble's tiny butthole, already comfortable with the slang he'd picked up and probably eager to add more to the vocabulary.

Rumble felt a shiver go through him again, this time not from the lube. Hearing Button Mash talk like that made him all... tingly inside.

"I think I might," Rumble said, doing his best to hide his smirk.

"Let's find out," Button Mash said. He prodded experimentally at Rumble's hole with the head of his cock, and was aghast to find it part for him easily, coated up with the slippery lube, and helped by Rumble relaxing into the sensation. Button Mash wanted to push in all at once, all the way, just the same as he'd seen Spike do... but an instinct guided him slower, and Rumble seemed to appreciate it, groaning quietly as Rumble went into his butt, inch-by-youthful-inch. Button Mash might have liked being in charge, but he also knew you needed to look after your teammates to get anything accomplished.

"Feel okay?" Button Mash asked. He stopped halfway in and gave Rumble a pat on the back, running his hoof through the colt's grey wings.

Rumble cooed at Button Mash when the tingles from his feathers hit his head, and the feeling of fullness he was getting from Button's cock working its way into his butt made it incapable to think or speak about anything besides what they were doing now—fucking, as Cheerilee had so eloquently labeled it. They were fucking.

"Feels great," Rumble said. He shook his butt at his friend, again out of instinct, and found himself rewarded with a groan from behind and a shove of another half inch deep into his ass. "Unh, fuck... feels really great. Are you in all the way yet?"

"Not yet," Button Mash said, grimacing slightly, not from pain, but from the overwhelming tightness. It felt like he was going to bust before even getting to experience the whole thing. Better speed things up. "You think you can take the rest?"

"Hell yeah. Give it to me." Rumble reached back with one hoof and spread his cheeks, giving Button Mash an even better view of his innoccent butt, spread wide with Button's cock.

"Fuck," Button Mash said. He squirted the last of the lube bottle onto the middle of his shaft and tossed it onto a nearby towel. Just a few more inches... three, two, he was almost all the way in... there. His balls were hanging against Rumble's butt, and his cock was all the way inside.

It was tighter and hotter than he'd imagined.

"Oh shit," Button Mash said. He tried to pull out, but the second he managed to retract an inch, his body urged him forward again, until his retreat turned into a series of frantic, awkward thrusts, pounding Rumble haphazardly as Button Mash's balls squeezed tight and unloaded his first load of cum of the day into his friend's ass.

Rumble let his mouth fall open and found the moan inside his chest escaping at a constant volume. His cock was rock-hard, he hated that term, 'rock-hard', but it really did feel like a rock when he reached down and touched it with his hoof, he was hard and swollen and throbbing and even though he'd barely gotten any attention, that warm, full feeling in his behind was something he'd never experienced before, it was like he was chewing on a bolt of lightning, his head and his cock were on fire and what was this now, he understood the 'Oh shit' suddenly, that was what it felt like—you'd open a door you were never supposed to know about and somehow let a flood through.

Rumble's cock twitched as he spurted his own load onto the towel he was standing on. The thick, creamy white blurred with the matching color of the towel, though the heavy, shiny streaks shone under the classroom light, while the towel didn't. Button Mash's cum dribbled and dripped out of Rumble's butt as he finished his orgasm, staying with the rhythm of his panicked thrusts before finally tapering out and bottoming his still-hard, cum-sticky cock in Rumble's butt.

Snips and Snails had a mouthful each, and they looked a bit silly with cum dribbling down their cheeks as they smiled up at their friends and Miss Cheerilee, then licked their lips and gulped down their respective loads.

Miss Cheerilee, meanwhile, seemed overcome with the throes of instruction. Spike was pounding her like a jackhammer, if they had those in Equestria, and the smell of Pipsqueak's cock and balls flooding her nose made her drool and bob her head up and down like she was possessed, suddenly overcome by a lustful obssession with her pupil's underage cock.

It was more than the boys at either end could take. Spike held up admirably, but eventually had to call uncle, which he did by slamming himself one final time into Cheerilee's pussy, grabbing onto both butt-cheeks with his claws, and clinging for dear life as he painted the inside of Cheerilee's cunt with his sticky dragon cum.

Pipsqueak fared no better on the opposite side. Cheerilee's mouth was more experienced than his hooves, and a thousand times wetter and hotter besides, and when she looked up at him with her big, brilliant eyes while her lips were wrapped around the base of his shaft... Pipsqueak felt himself cumming like a white flash over his eyes, and before he knew it he was squealing and panting and jerking his hips forward as he shot blast after blast of salty, sticky white stuff down his teacher's throat.

When everypony had finished their respective orgasms, the classroom reeked of sex. Cheerilee was sweating profusely, and leaking cum from both ends. She wiped a hoof across her forehead, then took a long swig from her water-bottle, which still tasted of slightly sour citrus. All the energy she could get, she repeated in her head.

"Now class," she said, taking a deep breath before continuing, "let's make sure everypony has a turn before the demonstration is over..."

Author's Note

Patreon shout-outs! :3

Huge thanks to Sorden, carinoGeneticist, David Griffin, Jake, and infernap12 for their overwhelmingly generous contributions. We are beyond thrilled that folks think our silly little writings are worth supporting. Big love. <3