Teacher's Secret Side

by CreatureofTheNight

Rating: mature
Tags: Cheerilee, My Little Pony: Friendship is Magic, Original Character, Porn, Profanity, Slice of Life, Sex, Anthro
Length: 3477

Feeling frustrated over her dating life, Cheerlie takes a fancy to one of her students, Stone. All she needs is an excuse to have him...

Frustrated after weeks of not having a date or having sex at all for that matter, Cheerlie starts to take notice more about one of her student's massive crush on her.

She then finds out he's been drawing dirty pictures of her, and decides to make his fantasies come true.

NSFW!!!

Contains: Big Boobs, Teacher Fetish, cream pie, doggystyle, missionary, blow job, and pussy licking

All the characters are of legal age.

Published 2021-08-09 22:00:01 UTC
Last updated 2021-08-09 22:00:01 UTC

Lesson Time.

The feeling of boredom echoed in the classroom, as Cheerilee started to work slowly on some paper work while the students were told to do their own work. She had a little relief, these were not those other kind of students, the rowdy ones, the annoying ones, the ones that made her question why she ever tried to be a teacher and why she stopped teaching foals. Go older, she said, it'll be more fulfilling she said, you get to meet your old students as adults she said.

Well, truth be told, this was one of those cases. Thankfully, and she means very thankfully, this was a class that contained some of her old students now all grown up, and it's been interesting seeing how they are now. Apple Bloom, Scootallo, and Sweetie Bell, have all become fine mares. They are sweet, respectful, and, from what she heard around the grapevine that was school rumor, all three of them had partners that treated them with respect.

She envied that in a way, ever since Big Mac moved on to Sugar Bell, she hadn't really had that much going on in the dating department of note. Sure there were the occasional one offs, but nothing of real note.

Truthfully, it didn't bother her all that much. She was sure she would find a nice stallion to live a happy life forever and ever with. She was optimistic about that. However, there was just one...small...problem.

One tiny

itty

bitty

problem.

She hasn't had sex since her last date! See Ms. Teacher had a little bit of a dark side, one full of perversion and fun. She remembered her last date though, he was...not good. Sure he had a great personality, a decent sized tool, but had no idea what he was doing. Not in the fun way either of showing a virgin their fun first time, no...like...it was just terrible.

However, terrible as it was, it was still sex. Sex she had not had in months, and her best truly great lay is now a happily married man. She shook her head as she decided to focus on her school work, it was simple minor grading of the last few tests of the weekend. Her paused as she flipped over to a name, Stone Brick. She remembered when Stone first came into her class at the beginning of the year.

He was one of her students when she taught foals, and now he was all grown up. She looked up at him in the back giving the occasional blushing glance at her, as she looked back down to her papers. Still clear as crystal that the boy still had a crush on her. She drifted a bit as she started to think back to the first day.

Cheerilee was busy getting her lesson plan when she saw Stone walked in. He was a medium sized kid that wasn't to spectacular. However she recognized his surprised eyes, and his brief glance. She knew that brief glance all to well, he was imagining her wet, dripping, and begging for him and him alone. However, she started to talk to him and he was nothing but a gentlecolt.

It's been that way for a little while actually, just a few glances, some small talk, and him showing respect but still clearly wishing that she was moaning his name like a she was in heat. That or going on a date with her, or something like that. She thought it was kind of cute, he wasn't the first student to have a crush on her but she was the one who was consistant all year.

She paused thinking about that. Was it really all year? All year he was checking her out? All year he was giving her bed room glances but never being a creep about it? All year he's been like this? The thought of that kind of made her blush. Maybe he was just into older women, or it was just her.

She looked at Stone again, who looked down really quickly, what was that boy thinking of. What was swirling in Stone's little head? She paused seeing Stone pulling out a pencil and drawing in his notebook. He must have been finished with his work, or trying to keep his mind off of things.

Truth be told, this is the first time she really paid attention to what Stone was doing. She went down and graded his paper, and lamented that it was a perfect hundred. She blinked at that, why would she be upset that he's doing well? Cheerilee sighed to herself, she never should have thought of sex because there is a guy clearly interested and he's a sweetheart.

Fantasies started to play out in her head, she could lie and say he wasn't doing well and keep him after school and let him rut her into oblivion. She could ask him to come up and just let him display her other side out for all to see, moaning like crazy as her fellow students would be envious that he was all over her. She could see if he was struggling with any other class, and take him over to her place for some...tutoring.

Cheerilee had to shout at herself in her head, that would be wrong! He's a good kid, a smart kid, a kind of handsome kid, a kid that's clearly interested in her, a kid that looks like he could go for a while, a kid that...

Her brain shouted at her to stop again, as she took a deep breath and went back turning the page and pausing seeing that Stone was the last paper she graded. She said "Okay class, I finished grading your papers early" which caused some of the class to pale a bit.

Getting up, she moved around and placed the papers down , slowly getting to Stone. She kept her lip tight, as she looked at his paper. She could lie...she could lie right now. She could trick him. Urg, she hated herself as she placed down the colt's paper without incident. Stone said "Thank you, Ms. Cheerilee."

Cheerilee said "You are most welcome, Stone, and excellent work with..." Cheerileee looked down quietly at the notebook he was doodling on, and went wide eyed. Is that... Stone quickly saw the glance but Cheelie saw it herself. She looked at him and he reluctantly knew the jig was up.

Gently, Stone handed over the paper as Cheerilee paused looking into it and turned red. It was... there she was, at least in art form, spread out with her legs in the air using her fingers to open her pussy and a text balloon saying the words Take Me Stone. She flipped through more in shock as there were more and more erotic pictures of her. More and more she moved it and grinned as she whispered to herself "Jackpot"

Cheerilee said "Stone, you and I need to talk after school" as the class looked at him stunned. Cheerilee gently took his notebook up there as Stone held his hands in his head. She smirked as she waited for the bell to give out it's glorious ring, and she sat down seeing the class scatter. Slowly the room began to empty leaving her alone with Stone. She headed to the door, and closed it after the last student...secretly locking it.

"Ms, Cheerilee, I..." Stone said very quietly, as Cheerilee stood in attention and played the role of strict teacher for now. "I don't know what to say, I'll be honest"

Cheerilee stated "You don't need to say anything," she revealed the notebook "These drawings say enough for you" she turned the pages again, quoting them "Fuck me with your hard cock, Stone?" Stone backed up a bit "Do you like my big tits, Stone?" Stone then became frozen in terror. "Do you like my ass, Stone?" she kept flipping through pages and pages of lewd drawings. In secret, every one of those drawings was turning her on, she has a little artist in front of her. One very horny, but talented artist, she could feel herself braying like a dog in heat these words. She faked her anger gripping her table to not break character "Do I look like that kind of woman to you, Stone?!"

Stone flinched and said "I...it's just....I..." trying and failing to find the words he needed to say to save himself, if any at all. He closed his eyes and said "I just...you're really pretty and...funny, and smart, and sexy, and I..."

"I'm also a good ten years older than you" Cheerilee pointed out. She moved her hands to let him down gently, hoping, nay praying, that he would object, he would do something. "You're a good kid with your whole future ahead of you. I'm just some old mare,"

"No you're not!" Stone practically screamed firmly, as Cheerilee was surprised by the passion but Celestia damn it did she love this fire. "You're one of the hottest mares in Equestria. I can't get you out of my head! It's why I draw those pictures. I can't imagine anyone else more beautiful and..."

Cheerilee put her finger on his lips and gave a little smile. "That's quite enough," her voice now more calm and relaxed as Stone paused at her moving to the shades and pulling them all down. "So, you really think I'm that beautiful." which got a meager nod from Stone. "I see," a coy smirking Cheerilee said as she pulled down the last shade making it kind of dark in the classroom. She gently turned on a lamp and said "So, what did I ask you earlier? About me?"

Stone was quiet and said "What?"

"About earlier, I asked you something,, can you repeat that question for me?" the Stallion looked confused as Cheerilee said to him. He was silent for a little bit as she demanded now "What did I ask you?"

"Did I take you for that kind of girl?" Stone stated in confusion. "Of course I do..." he flinched as he locked up. "W...wha..."

Cheerilee had moved her hand and started to rub on his crotch a bit whispering "What if you found out that you were kind of right?" Stone became frozen in fear "True, I don't put out for just anyone. I have to like the pony very much." She rubbed him a little harder feeling his tent growing a bit. "But truth be told Stone, I love sex." She got on her knees and saw the tent whispering her tone shifting to a very sultry tone, "I love sex a lot..." she reached up to her teacher's uniform and unbuttoned every single one as her breasts bounced in her bra. "and to be honest, I like you very much Stone." She kissed his tent a bit which made him tremble "Are you okay with that, Stone? Are you okay that you have a bit of a slutty little teacher?"

Stone nodded "Ye...yeah. Like you said, you wouldn't do this for an...anyone." nerves clearly getting to him as Cheerilee's chesire grin grew in size.

"Right awnser," she stated unclasping her bra causing her boobs to bounce free as she took a deep breath. Cheerilee smirked "Here's one of your fantasies, I often walk around with no bra except in school" which caused Stone to continue his frozen state but Cheerilee saw that tent get bigger as she undid his belt bunkle and let his pants fall to the floor. He looked at the tent on his underwear gaining a smirk "Oh...lucky me..." she rubbed his tent a bit "You probably never had sex before huh?" Stone shook his head "Which means I get to break out this bad boy...

All...

to...

my...

self!" as she gave a big yank freeing Stone's cock as it lightly tapped on her face. She smirked and stroked it a bit, after she pulled his underwear down all the way. "You like this?"

Stone said "A lot..." grunting in pleasure which made Cheerilee wetter, as she kissed the tip of it and licked around the shaft causing him to let out soft moans of his own. Cheerilee made sure to lick up and down his shaft as she finally let this side of her show. While not the biggest she's ever had, Stone wasn't a bad sized guy, not bad at all. She's going to enjoy having this beast take her everywhere. "Wo...wow..."

Cheerilee smirked saying "And we're just getting started big boy," she wrapped her lips around the tip of Stone's cock giving a few playful sucks, and swirling her tongue at the top as she started to bob her head down enjoying every second of this already. She kept going then felt her head get hands placed on them. She looked at Stone who was grunting, and looking like a primal animal. She smirked and went with his hands as he guided her rhythm a bit. This must have been one of his fantasies too. She felt his dick twitching in her mouth, he was about to cum soon. She didn't want the fun to end but she noticed the grip getting tighter and tighter as Stone moaned out her name.

Her mouth swelled up with his young cum, a few of it dripping down as it kept shooting more and more and more. Cheerilee wondered if it would ever end. Eventually the spurting stopped as he pulled out a bit. "S...sorry I..." he looked at he with widened eyes, as she swallowed every last drop. She wiped the few bit of his semen that dribbled down her lips and said "Yummy, so much in there." She stood up and said "I'm a bit sad that we have to end our fun though. You..." she gasped in surprise as she was suddenly picked up and her desk cleared. She looked at him as he shook his head "Wh...what?"

Stone whispered "Even if it's just this one time, I'm living my ultimate dream right now" a suddenly boldness which was both surprising and making Cheerilee glisten in anticipation. Slowly she felt him pull down her pants and paused seeing her panties. He yanked off his shirt which caused Cheerilee to grow even redder. There was a handsome young stud of a stallion under that shy exterior, and her body certainly agreed with that. Cheerilee felt his hands gently on her panties as he was surprised a bit. "They're...so...wet."

"I told you, I love sex" Cheerilee admitted "And this has been very exciting, but Stone you already came you..." she paused getting interrupted by Stone planting a kiss on her lips a bit as she flinched as brief as it was. She paused as he finally slowly peeled off her panties, revealing her glistening opening. She paused as he got on his own knees. She asked "What...are you?"

"You haven't yet..." was Stone's response as Cheerilee locked up feeling his fingers enter her snatch causing her to moan out loud, being very thankful no one was around school right now to hear her. She tried to calm it down so they wouldn't get caught but it was hard to do when he flicked her clit, rubbed her walls, and opened and closed them with his own fingers. She gripped one of her tits in approval moving it around, rubbing it as the hard desk under her was a faded memory, loving every moment of this just giving up hiding her approval. It's been so long since someone went down on her, she shouldn't be surprised Stone was so good at this. He is a fast learn...

Her train of thought was interupted as she was practically screaming in pleasure, Stone had opened her walls again but this time placing his tongue inside of it. She gripped her tit tighter as he licked inside of her in every direction. Up, down, left, right, in a circle, Cheerilee squirmed on the desk practically pounding on it because it felt so good. She thought it couldn't get any better, then was proven wrong almost as soon as she thought of it, as his tongue started to thrust in her walls. She recoiled with every tongue thrust then paused feeling something in her gut. She said "Stone, wa..." She couldn't flnished it as she let out another moan. She tried to say something again, but nothing more than a moan came out. "St..." was her last pitiful effort as suddenly she gripped the desk so hard the wood practically splintered in her hands. "Oh fuck yes!" she shouted to the heavens as she splashed Stone with her lady cum. She panted like crazy seeing Stone stand up with pride and seeing his revived cock.

"Now, I want you now!" mimicking his drawing Cheerilee opened her walls, flinching a little being so sensitive "Stone! No more teasing, please just fuck me! Fuck me now! Rut me like you want to breed me!" Stone guided his cock towards her and slowly pushed himself in causing her to bend upwards a bit. She was still very sensitive from her previous orgasm, as she looked at him and he started to move causing her to wrap her legs around his waist.

Each thrust caused her nothing but pure bliss and pleasure, where they were and what would happen if they got caught were all a distant memory to her right now. She looked at Stone's hands and moved them to her breasts. He smirked giving them a playful squeeze as he still went for it. Cheerilee whispered "Harder, I told you to rut me like you wanted to breed me! So do it!" moaning out now. "Fuck me until I can't walk straight. Make me never forget this sex!"

Those words spurred the young stallion on as he trusted harder and faster, which caused Cheerilee to moan out "Just like that! That's it Stone! Keep fucking me like that!" moving her own hips upwards in the time of her thrusts his hands still firmly on her tits, which moved in his hands as he thrusted making her feel like they were caressing him. He picked her up suddenly again, and laid on the floor. He went to explain but she didn't care as she started to bounce up and down. "You like seeing me bounce on your big cock!? You, like that this is the best sex I've had in ages!" She kept moving more and more as he gripped her hips and started to thrust in time with her bounces. "That's it, Stone! Keep fucking me, don't you ever fucking stop! I don't ever want this to end!"

Stone grabbed her waist once more and gently bent her on her desk. Cheerilee felt him enter again but feeling him more and more. She could only moan out Stone's name, "Stone, I should have done this when I first found out! I wish I knew you were this good!" he started to pound on her wildly as she felt his hands grip on her tits tighlty. "You're about to cum again, I can feel it!" she was twitching, as her own body was telling her the same. "Don't you pull out! Don't you dare pull out! I want to feel it all inside of me! Breed me like I'm yours!"

With one massive thrust Cheerilee practically screamed into heavens as she felt Stone's cock pumping more and more cum into her. Her head was face down and her tongue was out feeling his seed still going in as her own lady cum came afterwards. Stone leaned over a bit as Cheerilee felt him pull out, causing him to sit down. She looked at his cum oozing out of her a bit with nothing more than a grin.

The weekend passed and Stone entered the classroom quietly as Cheerilee gave him a little bit of a smirk. Cheerilee said "Stone, I need to talk to you privately."

Stone nodded in both excitement but paused in worry as Cheerilee revealed a pregnancy test being positive. Stone went to say something but Cheerilee placed his finger on his lips. "I'm the one who begged to be breed, remember?" She smirked at Stone's reaction, because how could she forget either. "You know, I'm not getting any younger...maybe it's time for some foals of my own."

Stone said "I'll be with them and you, I promise"

Cheerilee stated "I know you will," gently placing her hand on his shoulder "You're such a sweet boy, though I am going to warn you. If we become a family...you better be prepared"

Stone got confused and asked "Prepared for what?"

"Prepared to make more" was Cheerilee's coy response as she gave Stone a little wink.