Teacher's Pet

by kingfish

Rating: mature
Tags: Cheerilee, My Little Pony: Friendship is Magic, Alternate Universe, Porn, Sex, Fetish, Profanity, Scootaloo
Length: 6324

Mr. Cherryloo asks Scootaroll to stay after school for detention. But since he can't afford another detention, he agrees to be the outlet for the teacher's desires.

Scootaroll has somehow managed to get in trouble again, and Mr. Cherryloo has requested that he stay for detention. Since this marks the third time he's gotten detention this semester, Cherryloo will be forced to call his parents and have a talk with them about their son's behavior. Nopony wants that.
Luckily, Mr. Cherryloo offers him a deal. If Scootaroll can satisfy him, he'll politely pass on calling his parents. Of course, because this is clop, he accepts and molestation ensues.

NOTE: This story depicts gay rule 63 (crossgender) foalcon (pedophilia). This is only a fantasy and I do not advocate pedophilia in real life (obviously, I hope). If this offends you, be a smart pony and read something else.
Contains the following fetishes: teacher/schoolboy relationship, blowjobs, deepthroating, rimming, 69, spanking, creampie, dirty talk, domination, loss of innocence, hints of gender play
*This story is set before "Crusaders of the Lost Mark."
Pre-read by Indestructoyed

Published 2016-02-11 10:40:03 UTC
Last updated 2016-02-11 10:40:03 UTC

Extracurricular Activities

As the bell rang to signal the end of the school day, all of the foals save for three ran outside happily, eager to go forth and not have to worry about multiplication. One of the colts stayed behind and continued to sit at his desk, while his two other friends stood next to him.

"It's okay, Scootaroll," said Apple Buck, placing a consoling hoof on his friend's shoulder. "We can always reschedule our Cutie Mark Cavaliers' meetin' fer another time."

"Yeah," said Sweepy Belle. "I mean, it's not like we never see each other."

"We can stay with ya if ya want," continued Apple Buck.

"Thanks, guys," said Scootaroll, crossing his forelegs nervously and looking at his desk, "but you might as well just go. I don't want you two to have to live through detention, too. I know I wouldn't wish it on anypony; not even Diamond Crown and Chrome Spoon."

"What's wrong with you, anyway?" asked Sweepy Belle. "Don't you get detention, like, all the time?" Scootaroll looked up from his desk, his eyes as wide as dinner plates.

"Yeah, but this is my third detention this semester! Mr. Cherryloo is gonna have to call my parents now!" He grabbed Sweepy Belle's shoulders and pulled him close. Sweepy's head recoiled slightly as his friend gazed dramatically into his eyes. "When they find out I've been getting detention, they'll freak! They won't let me go to Rainbow Blitz's shows, then they'll ground me, and then when I start trying to escape, they'll tie me down to the bed and eventually I'll just grow old and die in my room all alone!"

Apple Buck jumped in between them, gently pushing Scootaroll away. The pegasus sat back in his chair and Sweepy, now deprived of the support from his friend's arms, fell backward onto his rump with a small "oof!"

"Take it easy, Scoots," said Apple Buck. "What are ya talkin' about?"

"Yeah," said Sweepy. "I assumed your parents knew about your detention."

"I've been telling them I've been out with you guys," he said. "But when they find out, they'll know I've been lying, and they'll crack down on me!" Just then, Mr. Cherryloo walked in the schoolhouse's open front door.

"Now boys," he said, "Scootaroll needs to stay here, and I'm sure you both need to go home to your respective families. Besides, it's not like he'll be staying here forever. If you really want to, you can see him in an hour when he's done with detention." He sat down at his desk and opened up a drawer. He dug around a bit, then brought out the hourglass that he used to keep track of the detention and set it down on top of the desk.

The two colts grumbled a bit at their conversation with their friend being interrupted, but the teacher's voice brooked no argument. They turned around and walked out the door, gazing for a moment with sorrowful expressions to their friend before walking out and shutting the door behind them with a click that sounded deafening in the otherwise quiet room.

Scootaroll turned around to look at Mr. Cherryloo. The mulberry earth pony sat at his mini-office, his hooves folded neatly on the desk. To his left sat a large, ornate hourglass with a gem set in the top piece of wood, the bottom bulb filled with brown sand. It was a magical model that Scootaroll knew was enchanted to ding when the sand had all fallen through.

"Do you know why you're here, Scootaroll?" Cherryloo asked. Scootaroll sighed.

"I'm here for speaking out of turn, Mr. Cherryloo," he replied in a monotone.

"Correct," the teacher replied. "And how many detentions is this now for the semester?" Scootaroll sighed again.

"This is my third detention for the semester."

"Right again. And do you know what I have to do this time, Scootaroll?" Scootaroll looked at him.

He doesn't seriously expect me to answer him again, does he? he thought. The teacher looked back at him expectantly. He does. He actually expects me to answer him. But if he answered he would have to acknowledge his parents, reminding him yet again of all the horrible things they would do to him when they found out. Scootaroll started getting fidgety. His left hind leg started bouncing up and down and several beads of sweat formed on his forehead. His breathing quickened and he could feel his heartbeat in his ears. Eventually, the teacher noticed something was amiss.

"Scootaroll?" he asked, his face expressing concern. "Are you all right?" Suddenly, the colt could no longer handle the pressure. He jumped out of the seat and got down on his knees, practically sobbing.

"Please, Mr. Cherryloo! Please don't call my parents! If they find out I got detention, they'll kill me! Please! I'll do anything, I swear!"

Cherryloo put a hoof to his chin and seemed to consider that a moment. Scootaroll sat watching as the teacher considered his response with excruciating slowness. Just when he was ready to shout at his educator, the stallion replied.

"Okay," he said. "I have an idea. Would you be willing to make a deal?"

"Yes!" said Scootaroll. "Anything!"

"Alright, then. Come up here." Scootaroll jumped up from his kneeling position and ran to the front of the classroom, skidding to a stop to the right of Cherryloo's desk. The teacher turned in his chair, facing the colt.

"Oh, thank you so much, Mr. Cherryloo! You have no idea how much this means to me!"

"Now hold on, buddy," he said. "You don't even know what the deal is yet. Did your parents ever give you the Birds and the Bees talk?" Scootaroll shook his head.

"No, but I know all about that stuff from my friends. Mostly Apple Buck."

"Okay, then. Here's the deal: if you agree to pleasure me, then I won't call your parents." He sent a sly smile in a confused Scootaroll's direction.

"Um... what did you say?" the colt asked, attempting to clean out his ear with a hoof.

"I won't call your parents if you have sex with me," Cherryloo reiterated. Scootaroll recoiled slightly in surprise. Then that surprise gave way to trepidation.

"I don't know," he said uneasily. "I've never done anything like that before."

"Don't worry, I'll guide you through it. That is, if you accept my terms." Scootaroll considered that for a few moments. He already knew a lot about sex from Apple Buck, of course. Being a farmer, the colt was exposed to the circle of life quite early, and being a foal, he had naturally shared all his knowledge with his friends.

But he had always heard about colts and fillies getting together, not two colts. He had never even really thought about it. Okay, maybe he had thought about doing some things with Rainbow Blitz. But that was just normal admiration, right? It would almost be like doing a chore for him.

Suddenly, he realized Mr. Cherryloo was still waiting for his answer. He shook his head to clear it of any stray thoughts.

"So I just... make you feel good?"

"You could say that," replied Cherryloo. Scootaroll stared for a moment.

"Uh... sure, I guess." He shrugged.

"Now, we won't do it unless you really want to," said Cherryloo.

"Oh, uh, yeah," said Scootaroll, "I wanna do it."

"Alright, then." Cherryloo smiled and breathed a silent sigh of relief. He knew how big of a risk he had taken directly confronting Scootaroll about his feelings. But he was a good judge of character and he had known Scootaroll for quite a while. He had felt sure that even if the colt had turned him down, he would have been either too prideful or too ignorant to inform another adult of the situation. But Cherryloo wanted to get his permission; after all, he was already pushing his luck far enough without forcing himself on the colt.

Scootaroll watched curiously as Mr. Cherryloo sat back in his chair, exposing his belly. But that was not what mainly held his interest. Between the stallion's legs was a lengthening dark purple cock slowly poking out of its sheath, throbbing ever so slightly with his heartbeat. Beneath the base of the shaft sat his heavy balls, which seemed to pulse as well.

"First thing's first," he said gently. "Start licking it." Scootaroll obeyed and leaned forward, slowly bringing his mouth closer to the shaft. As he grew close, his nose caught the scent of Cherryloo's stallionhood. The musky aroma wafted into the colt's nostrils, sending a shiver down his spine. The organ smelled of sweat and masculinity, and it made the colt's mouth water for reasons he did not understand.

He leaned in and brought his mouth close to the tip of the shaft, a small drop of drool dribbling out the corner of his mouth. He stuck his tongue out and gingerly touched it to where the head met the shaft. The musky taste washed over his tongue, making his mouth water even more.

He retracted his tongue to briefly consider the taste. Essentially, it tasted like skin. But there was an odd muskiness to it, something Scootaroll did not really have the vocabulary to describe. It was almost as if he could literally taste Cherryloo's desire. And he liked it a lot.

He stuck his tongue back out, but this time he bent a little lower to lick the base of Cherryloo's shaft where it met the balls. The stallion's penis towered over him like a skyscraper, partially covering his face. He slowly licked up the length of the teacher's shaft, savoring the taste as he went. Eventually he reached the head and his tongue left the firm flesh of the member. He looked up at Mr. Cherryloo to see that he looked like he was enjoying it.

"Like that, Mr. Cherryloo?" he asked.

"That's excellent, Scootaroll," sighed Cherryloo. Scootaroll grinned, happy that he had done a good job. Then his grin turned into an expression of slight confusion.

"Am I done?" Cherryloo smiled back.

"Oh, we've barely begun, Scootaroll!" he chuckled warmly. Scootaroll actually smiled slightly at this.

"Good. I kinda like it."

"That's good, Scootaroll," said Cherryloo with a sly smile. "Maybe you could do it some more?"

"Okay, Mr. Cherryloo." The young pegasus went back to licking Cherryloo's shaft, running his tongue eagerly up and down its length. He moved his tongue back and forth, licking all over the thick meat pole. Soon, it was slathered in saliva and was glistening in the afternoon light.

"Now try putting it in your mouth and sucking on it," said Cherryloo. "Like a lollipop." Scootaroll obliged, moving his mouth to the head of the older stallion's penis. He looked at it for a moment, considering how to approach it. A drop of some clear liquid seemed to be oozing out of the tip.

"It's precum," said Cherryloo. "It means you're doing a good job. Try tasting it." Scootaroll beamed at the compliment. Emboldened by the stallion's praise, he moved forward and did as he suggested, sticking out his tongue and licking up the small, clear droplet. It tasted slightly salty, almost like some salted caramel ice cream he had tried once. And it was somewhat thick and gooey like warm honey.

"It tastes nice, Mr. Cherryloo," he said. The stallion looked down at him and smiled.

"If you think that tastes good, just wait 'til the end!" he said. "Now keep going."

Scootaroll continued his advance as instructed, opening his maw wide to fit the head of the large organ. He carefully wrapped his lips around the bulbous head, making sure to keep his teeth out of the way. Since he had his own stallion parts, he knew how sensitive they could be.

It tasted the same as before, but now he could feel the texture of it in his mouth. He ran his tongue over the richly textured skin, exploring all of its intricate bumps and ridges, before remembering what Cherryloo had asked him to do. He pulled back ever so slightly and suckled on the head of the cock like a piece of candy. Cherryloo gave out a low groan and he took this as a good sign.

"Aw, yeeeah..." he groaned. "A little more..." Scootaroll obeyed, taking more of Cherryloo's dick into his mouth. The head moved past his tongue, almost reaching the back of his throat. Cherryloo lifted his left front hoof and placed it on the back of the young colt's head, moving the hoof affectionately through his fuchsia mane and at the same time gently pushing his mouth further down the shaft of the dick.

Eventually, when his lips had almost reached the medial ring, it hit the back of Scootaroll's throat and he gagged. He pulled up off the dick, coughing slightly and trying to catch his breath.

"Are you okay, Scootaroll?" asked the teacher.

"Fine, Mr. Cherryloo," he replied in a raspy voice, his eyes moist at the corners. "Just went a little too far is all. It happens sometimes when I brush my teeth too."

"Do you think you'd be able to relax and go farther?"

"Uh... Yeah, I think so." Cherryloo smiled again.

"Good." He leaned back again in his chair. "Now let's try it again. And try to relax."

Scootaroll nodded and started the process all over again. He wrapped his lips around the head and slowly moved down the length of the shaft, sucking all the way and eliciting more moans from Cherryloo. Eventually, it once again reached the back of his throat and he paused. He concentrated and tried to relax his throat muscles, imagining he was trying to brush the back of his tongue. The soft walls of his throat spread to accommodate the intruding cock head and he slowly resumed moving his head forward, slipping his lips past the medial ring.

Cherryloo groaned louder as he felt his cock slip gradually down the colt's warm gullet, spreading the walls of his esophagus as it went. Despite his earlier difficulty, the young pegasus seemed to be a natural at deepthroating. He idly wondered if he might get together with the colt again another time.

Scootaroll managed to reach about the three-quarter mark before having to come up for air. He coughed a bit, but not as much as the first time. He wiped his mouth with a forelimb to clear away the excess saliva.

"Am I doing good?" he asked before going back down.

"Excellent, Scootaroll," replied Cherryloo. "You're actually doing a really good job for your first time."

He repositioned his forehooves to hold Scootaroll's temples and gently guide him up and down the stallion's shaft. They eventually reached a moderate pace, Scootaroll's head moving evenly up and down like a piston. Soon Cherryloo felt that familiar, pleasant pressure starting to build deep in his balls. But he didn't want to waste his cum on a blowjob; he would much rather have Scootaroll take his load another way.

Cherryloo lifted his student's head off of his shaft. The colt's eyes were half-lidded and his mouth hung open, a thin strand of saliva connecting his slightly extended tongue to the head of the shaft.

"I wanna try something else, Scootaroll," said Cherryloo.

"Like what?" asked the pegasus breathlessly. Cherryloo patted his lap.

"Get up here, facing away from me." Scootaroll shifted uncomfortably.

"But I..."

"What?"

"My, um... thnmsrd." Cherryloo leaned his ear in closer.

"Pardon?"

"My... thingie is hard." The young colt blushed and looked away. Cherryloo glanced down between Scootaroll's hind legs to see that he did indeed have a raging erection. As he looked at it, it twitched and dripped a small drop of precum on the floor.

"That's good, Scootaroll," he said, still wearing his gentle smile. "It means you're enjoying it. Now hop up." He patted his lap again and after a few seconds of hesitation, Scootaroll obeyed. He placed his front hooves on the teacher's lap and, with a small burst of propulsion from his wings, hopped up onto it. He did as the teacher had instructed and turned around to face away from him, giving the earth pony an excellent view of his rear.

The colt's now rock-hard dick was a pleasant brown color, several shades darker than his coat. Despite his age, the pegasus' penis was already quite large, and Cherryloo was confident he would be quite popular with the mares when he got older. As it bobbed up and down with his heartbeat, it jostled his plump, round balls and made them swing back and forth like a pair of meaty pendulums.

Behind the balls his taint curved around his frame like an arrow pointing toward his tailhole, the wrinkled flesh of which protruded slightly from his rump like a tiny donut. Despite his apparent reluctance his fuchsia tail hung to the side to leave his tailhole in plain view, his body sending a clear (though likely subconscious) message as to his true desires.

"Um, what are you going to do, Mr. Cherryloo?" asked the colt.

"Why, I'm going to make you feel good, Scootaroll," replied the teacher. "I'm sure you want me to make you feel good just like you've been doing for me. Now just relax and let me do all the work."

"O-Okay," said Scootaroll. He lowered his head and shoulders, giving Cherryloo a perfect angle for what he had planned. The earth pony wrapped his forelegs around Scootaroll's midsection while the pegasus braced his hind legs against his chest to keep himself steady. He moved his muzzle forward until it was just centimeters from the young pegasus's hole. He took a deep breath through his nose and closed his eyes, savoring the sweet, musky scent.

"Mmm," moaned Cherryloo. "You smell so good." He poked out his tongue and brought it to the colt's taint, and Scootaroll gasped. Cherryloo slowly licked up his taint and over the puckered flesh of his anus.

"Anh..." Scootaroll let out an effeminate moan, his cock twitching from the bizarre new sensation he had just experienced. "That f-felt weird..." he panted.

"'Good' weird or 'bad' weird?"

"Uh... 'good' weird, I th-think. Can you... d-do it again?" This time Cherryloo's grin was almost predatory.

"My pleasure." He moved back in and ran his tongue around the rim of Scootaroll's hole and then kissed the taint just below it, sucking gently on the sensitive skin. Scootaroll let out some more girlish noises and tensed slightly from the new sensations.

Cherryloo moved his mouth directly to Scootaroll's anus and suckled on the ring of muscle, massaging the soft and tender flesh. His tongue poked out from between his lips and prodded at the tight entrance, making the colt moan in pleasure once again. He applied a steady pressure, wriggling it back and forth like a snake. It finally slipped inside and Scootaroll gasped as he felt Cherryloo's tongue enter him.

Cherryloo pushed his tongue deeper and deeper into Scootaroll, swirling it around his anal walls. He then started moving it steadily back and forth, the muscle pistoning in and out of the colt's ass.

Scootaroll was overwhelmed by a flood of pleasurable sensations, each one completely foreign to him. He had never even thought of anypony licking his tailhole, and it was like nothing he had ever felt before. He felt something, an odd kind of tension building inside, and it was spurred on by the pleasure he was receiving.

"Mr. Cherryloo..." he panted, "I feel... k-kind of weird. It's like... a p-pressure in my belly." Cherryloo slipped his tongue out of Scootaroll's ass to reply.

"Is it a nice kind of pressure?" he asked.

"Yeah... What is it?"

"You'll see, Scootaroll. Just be patient." Cherryloo's cock throbbed with even more arousal. Not only was Scootaroll a virgin, he had apparently never even had an orgasm. He knew he was taking this colt's innocence and he loved every second of it.

Cherryloo returned to rimming Scootaroll, but this time he brought his left hoof down so that it went around the colt's blank flank and he wrapped his hoof around the pegasus' throbbing brown cock. Scootaroll groaned at the additional stimulation, and then groaned some more when the stallion began to gently stroke him.

"Try sucking me off some more, Scootaroll," said Cherryloo. "And make sure to get it nice and wet."

"Okay, Mr. Cherryloo." Scootaroll lifted his head and brought his mouth to the tip of his teacher's dick. He wasted no time and immediately took it into his mouth. By this point it was much easier for him to open up his throat, and he quickly settled into a steady rhythm of going all the way down to the three-quarter mark of Cherryloo's length before coming back up and repeating the process.

"Aw, fuck yeah," breathed Cherryloo, briefly lifting his muzzle from his student's rump. "Yeah, suck that cock, boy." He returned to eating Scootaroll's ass, using his tongue to lubricate it while simultaneously working the colt's shaft with one hoof and aggressively massaging his rump with the other.

Eventually, Cherryloo decided it was time to take things one step further. He removed his mouth from Scootaroll's hole with a quiet pop and stopped his ministrations. Scootaroll lifted off of Cherryloo's cock and glanced behind him.

"Mr. Cherryloo, what are you—Whoa!" The adolescent pegasus exclaimed in surprise as Cherryloo lifted him by his arms and turned him around so that they faced each other. As he was set down in Cherrloo's lap, he realized how much bigger the stallion looked than him and he suddenly felt much more intimidated. This was certainly not helped by the fact that the earth pony looked like a dog barely restraining the urge to bark.

"We're gonna try something different now," he said. Scootaroll was slightly scared, but for some reason Cherryloo's aggressiveness sent a thrill through him.

"What's that, Mr. Cherryloo?" he asked nervously.

"I want to fuck you, Scootaroll," the stallion said, breathing heavily. Scootaroll blinked in confusion.

"You mean like... put it in my butt?" Cherryloo nodded.

"Would that be okay?" Scootaroll paused.

"Won't that hurt?" he asked.

"Only at first," said Cherryloo. "But I promise it'll start to feel really good after a minute. We can go slowly at first so you can get used to it."

"Um..." Scootaroll nodded. "I guess I can try." Cherryloo did not have to be told twice. He wrapped his right fetlock around his shaft, stroking himself, while his left hoof moved underneath Scootaroll's tail to prod at his anus. The tip of his hoof massaged the colt's well-lubricated hole, spreading it and preparing it for Cherryloo's cock.

Scootaroll fell forward and rested his front hooves on his teacher's shoulders. This also brought their faces barely inches apart, and Scootaroll shivered as they made eye contact, his leaking dick flopping against the stallion's chest as it throbbed with arousal. Cherryloo brought his muzzle forward and locked lips with Scootaroll, and the colt's blush intensified until his cheeks felt like they were on fire.

He moaned into Cherryloo's mouth as the teacher's lips mashed aggressively against his own. He allowed the older stallion to lead the kiss, going along for the ride as his mouth was nudged open by Cherryloo's tongue. Cherryloo reached into Scootaroll's mouth and rolled the muscular appendage around inside, licking over the colt's own tongue and moving all around it in alternating directions. Added to the stimulation he was receiving from his hindquarters, this sent ripples of pleasure through Scootaroll's small body. His wings fluttered and he felt like he could float away any second.

Cherryloo broke the kiss and grabbed Scootaroll's rump in both hooves, lifting it up. Knowing what was coming, Scootaroll lifted his tail in order to give Cherryloo easier access. The stallion positioned Scootaroll's rump so he was in the proper position. He reached his left hoof down to grasp his shaft and used it to steady himself and guide the head of his cock to Scootaroll's puckered entrance.

"Let me know if it hurts too much," said Cherryloo. He then proceeded to gently lower the young pegasus' tailhole onto the head of his cock. The fleshy glans pressed against the ring of muscle, the rounded shape spreading it millimeter by grueling millimeter.

Scootaroll's face scrunched up in discomfort as the meaty rod attempted to gain entrance to what had previously been a completely untouched area. He tried his best to relax, taking deep breaths and spreading his hind legs.

Finally, the head of Cherryloo's dick popped inside, making Scootaroll gasp and grunt at the foreign feeling in his rear. He felt a sudden fullness, accompanied by a burning pain like being stuck with a hot poker. He clenched his eyes shut and tried to ride out the pain, doing his best to simply ignore it. After a few seconds the burning began to subside, and his genitals twitched as his muscles flexed and molded around the bizarre intruder. Eventually, the pain went away completely and he realized... it actually felt rather pleasant.

Cherryloo bit his bottom lip and grunted as he felt himself slip inside Scootaroll's ass. The colt's muscular tunnel wrapped his cock in a warm and snug embrace, and he had to stop for a second to keep from cumming right then and there. It had been so long since he had had a colt like this, and he was determined to enjoy it as much as he could.

Once he felt his impending orgasm subside, he looked to Scootaroll, who nodded for him to continue. He grabbed Scootaroll's rump with both hooves and began gently pushing it down onto his shaft. The thick rod gradually spread the colt's insides as it moved ever deeper, parting the fleshy walls of his rectum like a stake being driven into the ground.

"Nngh..." Scootaroll groaned as the fullness in his rump began to creep deeper inside of him, the feeling spreading to his abdomen as Cherryloo went deeper. He felt Cherryloo's medial ring reach his entrance and the stallion stopped for a moment before slowly drawing back out. He drew back until just the tip was inside, then pushed back in a bit faster than before. Once again the medial ring reached Scootaroll's anus, but this time Cherryloo pushed a bit harder and it gently popped inside, sending a ripple of pleasure through Scootaroll's body.

Despite his intense arousal, Cherryloo somehow managed to move somewhat slowly. He gradually thrust forward until his cock was two-thirds of the way into Scootaroll's rump. He pulled back out and repeated the process, and this time he reached the three-quarters mark. Every time his medial ring passed over Scootaroll's anus the adolescent pegasus shuddered and let out a sexy, fillyish moan of pleasure.

Cherryloo thrust one more time, sinking himself deeper than ever into Scootaroll's intimate recesses. His cock finally hilted inside the colt's tailhole, sinking in balls deep. He felt Scootaroll's tail brushing against his ball sac, and the colt's dick twitched as his own balls came to rest on the teacher's belly.

Scootaroll had to take several deep breaths as he grew accustomed to the incredible feeling of fullness inside him. He could feel Cherryloo's heartbeat through his anal walls, the hot, pulsating flesh warming his insides.

Scootaroll felt Cherryloo lifting him back up, the thick shaft drawing out of him and leaving him feeling strangely empty. But the unpleasant emptiness did not last long as Cherryloo thrust back into him all the way back up to the hilt. He groaned and his member twitched as he was filled all at once with his teacher's rod.

"Ride it," said Cherryloo suddenly, moving his hooves to rest on Scootaroll's lower legs. "Bounce up and down on it." Scootaroll braced his hind legs on the edges of the chair, still using his forehooves to hold onto Cherryloo's shoulders. He lifted his rump, moaning once again as the emptiness returned. But this time Scootaroll was in control, so he did not have to wait to be filled again. He immediately slid back down the tool's length, and Cherryloo groaned loudly.

"Oh, fuck! Your ass feels really good, Scootaroll..."

"Th-thanks, Mr. Cherryloo," the pegasus replied as he lifted up again until just the head was inside of him. "You f-feel really good too."

"Mm, yeah?" said the earth pony. "You like my thick cock in your tight ass?" Scootaroll slid down once again all the way to the base. He nodded.

"Mm-hmm. It feels really good."

"Try going a little faster," said Cherryloo. Scootaroll did as he was told, bouncing up and down faster and soon settling into a brisk, steady rhythm, with each thrust moving up to the medial ring before coming back down hard with a repetitive slapping noise.

"Fuck yeah," moaned Cherryloo. "Work that fucking blank flank on my dick. How does it feel to get fucked by a real stallion, Scootaroll?" The teacher retracted his right hoof and slapped Scootaroll's flank with a loud crack.

"Ah!" Scootaroll yelped at the unexpected impact. He was about to say it hurt, but he realized it actually did feel really good. The residual tingle made the pleasure he was already feeling even more intense, and he increased the speed at which he rode his schoolteacher's dick.

"I said," Cherryloo growled, "how does it feel to be fucked by a real stallion?" He smacked Scootaroll's flank again, harder this time.

"Anh!" whined Scootaroll. "It feels amazing, Mr. Cherryloo!"

"You like takin' my cock?"

"Yes, Mr. Cherryloo, I love it! It feels so good!"

After so long trying to hold back, Cherryloo could barely contain himself any longer. He grabbed Scootaroll under the arms and lifted him off his dick with a wet schlurp. He practically threw the colt facedown on the desk so that his hindquarters (including his cock and balls) hung off the edge, and took a moment to admire the view before making his move.

Scootaroll gasped and his wings flared in surprise as Cherryloo was suddenly on top of him, the stallion placing his forelegs on either side of him. He felt a brief pressure in his rump, and that was all the warning he had before Cherryloo shoved his entire length back inside the colt's tailhole.

"Ngh..." Scootaroll grunted as Cherryloo's shaft brushed against something extremely sensitive inside him. It felt like an electric shock went through his entire body whenever it was touched, and every time he moaned louder than before. In addition, he could feel the pressure in his abdomen starting to build. He had no idea what was happening, but it felt amazing.

Cherryloo grunted as he thrust in and out of Scootaroll like a machine. He was the stud and the young pegasus was the broodmare, restrained for his use. With every thrust he felt the underside of his shaft rub against Scootaroll's prostate, giving him extra stimulation while at the same time driving the colt crazy if his loud moans were any indication. Scootaroll was grunting and whining with every thrust and it was driving Cherryloo into a rabid, lust-induced frenzy.

Suddenly, Scootaroll's pleasure reached its peak. Though he was not aware, his body was preparing for what was imminent. The head of his dick flared slightly and he felt the pressure within him about to release. The rapid thrusts of Cherryloo's cock drove him over a proverbial cliff and the world seemed to disappear in a storm of ecstasy.

"MR. CHERRYLOO!!!" The colt screamed his teacher's name at the top of his lungs as his body was racked with spasms. His dick twitched and spewed viscous, white liquid all over the floor underneath the teacher's desk. The first spurt covered the wooden floor in as much as half a cup of the sticky fluid. Then immediately afterward came the second, third, and fourth spurts, each dropping a glob of white on the floor, and each accompanied by an incredible wave of ecstasy, pleasure like he had never felt in his life.

Cherryloo was not far behind with his own orgasm, and he was almost pushed past the edge by the tightening of Scootaroll's anal muscles. He leaned down and grabbed the back of Scootaroll's neck in his teeth, using it as leverage to pump his hips even harder and faster. Scootaroll's rump was now even more sensitive than before and every movement of the stallion above him sent a ripple of white-hot ecstasy through his small body, making him wail in incomprehensible pleasure.

After only a few more thrusts, Cherryloo's cock head flared and plugged Scootaroll's colon like a cork. He shoved himself balls deep inside, dumping his enormous load of pent-up cum into the young colt's virgin ass. His swollen testicles twitched against Scootaroll's taint as they pumped out their load of semen. A copious glob of thick, sticky cum shot out of the tip of the stallion's cock and deep into Scootaroll's colon, filling him up like a water balloon. He groaned and felt the heat spread through his belly as he was filled to the brim with his teacher's steaming hot seed.

After a few more little spurts the flow of semen stopped and Scootaroll could feel the hot liquid sloshing around inside him, firmly contained by Cherryloo's flare. The pressure inside him was gone now, apparently having been relieved by whatever that incredible feeling had been.

Cherryloo pulled his hips back, his softening dick slipping out of Scootaroll's rump inch by inch. It resisted for a moment when it reached the head, then came out all at once with a lewd pop. Cherryloo's front hooves fell to the wooden floor and he backed up, trying to regain his footing.

The moment Cherryloo's flare left him, Scootaroll's thoroughly loosened tailhole began to leak semen, the schoolteacher's jizz slowly creeping down his legs in thick streams. Its sticky strands moistened his coat, making the hairs stick together in tiny wet clumps.

Cherryloo stood up straight, looking down at his student with satisfaction. He gently helped Scootaroll down from the desk, being careful not to let the colt slip on the pool of jizz he had left on the floor. The teacher winced when he saw it; he would have to remember to clean it well or the wood could get warped or stained. Scootaroll turned around to look at Cherryloo, his eyes half-lidded from fatigue.

"That was awesome, Mr. Cherryloo," sighed Scootaroll. "What was it?"

"I just gave you your first orgasm, Scootaroll," he replied. "I made you cum."

"Guess I... didn't know nearly as much as I thought, huh?" said Scootaroll, smiling at his teacher. Cherryloo chuckled.

"I guess not. But that's okay; you still have quite a bit of time left to learn."

"Would you... Would you teach me?" Cherryloo's eyes widened and his smile disappeared.

"Teach you?"

"Yeah," said Scootaroll. "I kind of had fun today. And I learned stuff too!"

"Okay, we can do that," said Cherryloo after a moment.

"Whoo!" Scootaroll jumped in the air and buzzed his wings, keeping himself aloft for a few moments longer than normal before falling back to earth.

"But you can't tell anypony," said Cherryloo. "This has to be our little secret." The colt's shoulders and wings drooped.

"Aww, man..."

"Most ponies don't approve of foals and adults doing what we just did. I don't want either of us to get in trouble."

"I understand, Mr. Cherryloo," said Scootaroll glumly, looking at the floor.

"Hey." Cherryloo lifted Scootaroll's chin with a hoof so their eyes met. They gazed into each other's eyes for a moment and then Cherryloo brought their lips together. Their muzzles ground against one another and their tongues danced inside their mouths, and then Cherryloo broke the kiss.

"Don't worry," he said. "I'll handle it. Now we need to clean you up. Hold still." He grabbed a hoof towel from a desk drawer and cleaned Scootaroll's rump of any stray semen, throwing the towel on the desk afterwards.

"So, what do you say to an... after-school tutoring program?" said Cherryloo with a smirk. "Maybe every Friday?"

"Yeah, sure," said Scootaroll, returning the expression. Cherryloo gestured with his hoof for Scootaroll to leave.

"Now go on. Go hang out with your friends. I've still got some cleaning up to do." Scootaroll turned around and trotted over to the door, then turned back to look at Cherryloo. The teacher gave him a wink, and his wings buzzed in excitement. He then opened the door and walked out into the afternoon sun.

After he closed the door behind him, he saw Apple Buck and Sweepy Belle sitting on the wooden bench at the end of the school's long driveway looking quite bored. Sweepy Belle saw him and tapped Apple Buck on the shoulder to get his attention. They both hopped down from the bench and galloped up the driveway to meet their friend.

"What happened?" asked Sweepy Belle as they got within earshot. "You weren't even in there half an hour. Did he let you out early?"

"Yeah, spill it, Scoots!" added Apple Buck.

"He made a deal with me," said Scootaroll. "He said if I stayed after every Friday for a... tutoring program... then he wouldn't call my parents. It just took a while to... hammer out the details." Apple Buck crossed his arms and pouted.

"T'ain't fair. How come I don't ever get offered a deal like that when I get detention?" Scootaroll shrugged, the corner of his mouth twitching as he tried not to smirk.

"Well, maybe Mr. Cherryloo likes me." The three colts started walking down the road, heading toward their next adventure. Sweepy Belle chuckled.

"You're not going to become the teacher's pet, are you?" he asked Scootaroll teasingly.

"Shut up."

Author's Note

Roll credits!