Cheerilee's Special Valentine's Day Class

Chapters

Bonus Chapter
Lessons About Mares
Bad Teacher
Female Issues
Hidden Gem

Bonus Chapter

You walk into the classroom and immediately feel an almost predatory gaze upon you. You turn to face the person in the room, only to see Ponyville’s school teacher awaiting him. Or, at least, you hope it is the school teacher. The low cut, white blouse she wears has her nipples almost poking through the thin fabric, but your eyes soon leave them as her hands run down her body. The magenta digits drag your attention to her round thighs that are hugged by a small, gray skirt. In the position she is, on her desk, legs wide open, it hides nothing.

You take a step back and swallow the saliva that has filled your mouth. “Mi-Miss Cheerilee?”

She shakes her head and beckons you over with a golden envelope that she grabbed from her desk. “Please, while we are like this, call me Cheer. It’s what my friends in high school called me.”

Your feet force you forwards, but only a little bit. “Ma-may I know what is going on?”

Cheerilee glances down and bites into her lip. “Well, where to start? I suppose I need to teach you a bit about myself before we begin the main lesson then. Tell me, especially like this,” she hops down from the desk and immediately bends back over it, giving you a great view of her rump, though her tail still blocks her back door, “how old do you think I am?”

Your brain short circuits for a moment. There were definitely quite a few lovelies in town, but you hadn’t gotten a good look at any of them in the few months since you moved. At least, not like this. “Twenty-three?”

A small giggle escaped her lips. “No. How I wish that were the truth, but no. I turned forty this year, and yes, I know I wear it well. But that also means more than twenty Valentine’s days without a special somepony and seeing so many other ponies go without.” She turned back to you with a determined glint in her eye. “I’m done with that.”

She walked towards you, quickly taking away the safe space that kept you from the seductress. “I am done watching all of these ponies be so lonely, so afraid, so ashamed. So now, I will fix that. I will be their Valentine and I will teach them and drive them forward like no one else will. I will teach, I will fulfill fantasies, but above all else, I will fuck.” She grabs ahold of your crotch, causing you to jump. “What do you say?

The hardening of your cock tells you you want it, and the lustful bedroom eyes from the pink mare tell you she is willing. Her lips clasp upon yours and you hold each other in a passionate embrace. Her wet tongue fills your mouth and pleasure courses through your body as the experienced intruder shows its skills. In an attempt to not fall behind, you lower one hand from her back and pull down the shroud of a skirt she had been wearing.

A shudder runs through the body that is pressed against yours, as the fingers you sent to explore find a ripe hole for the plundering. Your lips move from hers and onto the soft flesh and fur of her neck as further moans escape her. Meanwhile, your fingers are being firmly clung to by the tight hole you have found, and each squirming of the two digits is responded by a pant or whine from Cheerilee.

She rips her blouse off, allowing your lips full access to her heavy bosom. Your free hand runs along one of the perky tits while your lips gently kiss and graze the other. Her tit is sweet in your mouth as you put suction on the vulnerable nub. A gasp escapes her lips and soon she is undoing the button that keeps your jeans on. Her hand immediately grasps your firm cock and this time a groan escapes your throat.

She smiles at the thick member between your legs and pushes you away slightly. For a moment you resist, wanting to continue to ravage the heavenly mounds on her chest. However, the beginning of silky, soft strokes against your rock hard dick immediately makes you obey and back away.

Cheerilee’s body stays firmly against yours as she comes down and you finally get a chance to inspect your two fingers. A cold sweat breaks out on your skin as you stare at the sticky digits. Were you just in her ass?

You do not have long to ponder though as a long lick runs along your shaft before being completed by a kiss on the tip. You let out a long groan as Cheerilee’s tongue slurps up the precum starting to edge out. She doesn’t go down though. Instead, she raises even higher and soon your manhood is entirely enveloped by her bosom, minus your tip, which is continuing to be licked playfully.

You shake as her breasts start to rub fervently against your crotch. Each squeeze, turn, and push only brings you deeper into her magenta clouds. The twitching of your cock only seems to drive Cheerilee’s lust as her mouth becomes a vacuum upon your tip, eagerly sucking on it with full strength.

A final spasm and your walls burst. A surge of tension releases from you and your eyes roll back as finally spew your load into her eager mouth. Thick ropes of cum cause Cheerliee’s cheeks to bulge, and her throat spasms once, twice, three times before she turns away and starts to cough. Your cum comes out in one last spurt, the white cream accenting her face and breasts. “I-I’m sorry.”

She takes one finger and smiles before wiping some semen from her bosom and taking a long time to lick the finger clean. Your eyes are locked upon the sexy sight and only tears away when she stands. She giggles slightly. “Don’t be ashamed. In fact, it was quite tasty. Now, if your fingers were any indicator, there was one more place you wished to learn about before tonight was over?”

Your brow furrows as the haze of passion from before clouds your memory. The sight of Cheerilee bending over her desk brings your attention to the slightly open asshole when her tail flicks away from it. “Ch-Cheer?”

“As I said before, I’m done with people being sad, lonely, or unfulfilled today. So please, use me as you want.”

Only a moment is spent considering the proposition before you walk over. Your arms wrap around the beautiful mare and for a moment, it is nice. Simply a gentle embrace by two lovers as they prepare for the next step. Cheerliee breaths, “Thank you,” and her tail swishes against your groin. You let out a small moan as you straighten.

You consider whether or not to simply put it in, but decide to savor first. Cheerilee gives out a heated moan as your shaft runs along the crack in her firm rear. Your cock grows from only half awake to full attention almost immediately and you bend over once more with her. You grip the edge to the table as the tip of your dick pushes against her rump and take in a deep breath.

Cheerilee tenses as you push, each moment applying more pressure to her rump. After about a minute, you finally spread her puckered hole just enough to force your tip in. It immediately closes around your cock and a loud groan escapes your lips as you freeze. Cheerilee looks back at you with a soft, sweet smile and for a moment you feel like you’re back in school and not trying to get balls deep in her ass.

One of her hands comes around and presses itself against on your chest. “Don’t worry honey. This is your first time in the rear, right?” She watches as you nod and then smiles once more. “Don’t overthink it. Take it like you would a virgin pussy. Slowly go in and then listen to the mare. So in other words, for me, get all the way in and then do as you please, please.”

A chill runs up your spine at the last phrase and you slowly start to rock your hips. Her own rear slowly moves to help grind your cock further and further into her. Each inch brings another surge of pleasure as her ass tries to bring you deeper. It is a tightness you have never experienced before.

Smack

You glance down to see your dick fully consumed and Cheerilee panting against the table. A rise in your pride comes with her next moan and her hips attempt to drive you in even deeper. A short breath calms your nerves and steadies your entrapped member. You pull out almost entirely from her, grip the desk, and thrust.

“Gaahmmm.” Cheerilee’s arched her back at the sudden filling of her backdoor. She shivered and shook as you slowly ground your way back out, getting ready again. “Please, more.”

The hungry growl from the magenta mare is more then enough to get you to smack your balls against her heavenly hips again. Your body quakes at feeling her wrap tight around you again. Each moment of pulling out takes a large amount of focus, as even the most minor slip causes the tightness to attempt to drag you back in.

Cheerilee soon picks up on your rhythm, and you find the tables turned when she’ll push back against the desk and thrust you back into her. The first time gets you to grunt, the second one almost gets you to cum. You almost go back out when Cheerilee’s panting smile warns you of the danger. “Okay, you want to play it like that Cheer?”

“You know I do.”

You wrap your arms around her, gripping into her large breasts and pulling her to an upright position. For a moment, you simply savor it and kiss her. Her tongue only loosely coils around yours as her moans shake both of your throats. You would swear you are in heaven, with her rear firmly clamped around your cock and your fingers digging deeply into her soft mountains.

Cheerilee separates from the kiss, only to then whine against your neck. “Please. Finish me off.”

You nuzzle back and whisper, “Yes.” One hand stays upon her ample bust while the other snakes down. She jumps at the touch on her crotch, but then lets out a long moan from the three fingers that dig into it. You gently pull her away from your cock, almost taking yourself out. The grip isn’t the easiest with the fluid that is starting to crawl to your arm, but the fervent response from Cheerilee is more than worth the work.

Your fingers quickly leave her insides and switch to cupping her nethers and pushing. A surprised yelp comes from Cheerilee before a primal scream as you slam back into her, your arm providing even more force. The shaking against you warns you of her imminent climax, and you only just stop yourself from getting to the finish line.

Your fingers dig in deep one more time. Her rear almost tries to resist as she is dragged away one more time. The only thing keeping the hot school teacher upright at this point is your firm grip on her breast. You give it one more squeeze for luck before pushing right back in.

You let out a final groan of pleasure as her eyes almost roll back into her skull, as she utters a silent yell of pleasure. Her ass threatens to squeeze your cock off as a stream of liquid escapes her nethers. Your escape is aided by the thick torrent of cum you let loose into her rear. She lets out a final moan from the feeling of being filled to the brim with your warm, hot semen before her knees finally give out and she collapses to the ground. You soon follow, the amorous actions of the night catching up.

Cheerilee rolls over you and gives you one last, long, deep kiss. She comes away and nuzzles against your chest while her whole body warms you on top. A slight whisper enters your ear. “Thank you for letting me be your valentine. A plus, Ryuku.”

Lessons About Mares

Snails stepped into the darkened room. It held many memories for him. Memories of long chats with Snips about pollen and bees and of talking about how awesome it would be to one day clear out all the glue in Cheerilee’s cabinet for their enjoyment. It also held bad ones though, like the day Snails found out Silver Spoon didn’t like him or what everyone actually thought of him. Tonight, those memories were laid to the side, though, his mind too distracted by a mare he knew quite well, who stood behind a silver dining cart in the candle light.

“Hello Snails. Did you receive my valentine?”

He nodded at Cheerilee, the note clenched in his hands as sweat dripped down his brow. His teacher had never dressed like this before, nor had a sultry lilt to her speech. A short black dress clung to her body and let her smooth, magenta legs be shown to all. Snails actually currently found more comfort in them then her large bosom that was trying to come out of the top of the fabric. Not that they weren’t quite tempting to stare at, but that only caused him to force his gaze even harder upon the ground.

A small tisking sound entered his ears as her hoof steps came closer and closer. Cheerilee pushed herself up on to the balls of her feet and blew against Snail’s neck. The tall stallion shivered and he immediately gave her his full attention. “Is that any way to greet your love? Even you should know better.”

Snails swallowed hard and twisted the note. “But, um, you’re my old teacher, no–nott my love.” A small pulse of shame went through him as her eyes drooped. “No-not that you don’t, um, look very… pretty?”

Cheerilee’s face came below his and he could feel her body only an inch away from his. “So cute, just as always. As for the problem, for tonight, simply consider me both. A teacher, and a lover. Someone to help my students now that they are eighteen and adults learn the intricacies of romance and dating.” She wrapped her arms around his slightly muscled body. “I chose to ask you because I knew you would need the most help.”

“Wha-what do you mean?” Snail’s mouth felt like a desert, as he almost could look down her dress. Those beautiful green eyes drew in his attention. The slight shimmer of the firelight in her pupil, and something deeper. Sadness? He leaned in closer to get a better look. “Cheerilee?”

She shook her head, breaking the gaze and then grabbing his hand. “Please, call me Cheer. Now come along my beloved. I prepared a special meal just for the two of us and there is much for me to teach you before tonight is over seeing as, like most stallions, you know nothing about how to treat a mare, I would think.”

Snail’s stumbled as she suddenly pulled on his arm. Once at the small, candle lit table, she gestured for him to act first. “What do you do now for a lady?”

He bit into his lip and flexed his fingers before glancing back to Cheerilee. “Um… tell them they’re pretty?”

She giggled. “No, but that wouldn’t be bad when you first see your mare or when you two are seated. However, the first thing you should do is pull out the chair for her, make sure she knows you are a gentleman.”

Snails nodded fervently before speeding to the right side chair and pulling it from the white cloth. Cheerilee sat upon the warmed wood and gestured for him to sit. He cursed to himself for being just as stilted in his motions as he had been whenever he had to walk to the front of the classroom all of those years before. This was so weird and new and he didn’t want to mess up, so he was focusing too much on making his movements correct, which only made them seem even more incorrect. It was a habit he had never been able to shake and only made him feel even more nervous in front of such a pretty mare.

Cheerilee grabbed the top to her platter and revealed a heart shaped salad with thick olive dressing over it. Snails did the same and then looked up because of Cheerilee clicking her tongue. “Yes?”

“Next question is what you should do to start the conversation. What would you start a first date with?”

Snails picked up his fork and then grinned. “Thank you for cooking.”

A slight giggle met his ears. “A wonderful answer, though unexpected. For that, a small reward.” She leaned in closer and Snails felt himself lean in expectantly. “I’m not wearing any underwear.”

She sat back as Snails turned bright red and stammered out, “Well, um, they look, er, quite nice without it?” He started to twitch as Cheerilee watched him and then shook her head.

“Your first compliment really shouldn’t be about my bosom, though I suppose that is my fault. Girls like to be told they’re pretty, sexy, even cute sometimes, but usually about something a little less obvious. Now Snails, I know when you really try you can have some marvelous insight, so please, give me your all.”

The light flickered into his vision as he spent a moment attempting to focus. Snails felt his attention waver, wanting so badly to look back to her chest. His teacher had always been a marvel for the colts to admire, but the thought of her unsupported. Wait. He looked up with a large smile that caused Cheerilee to chuckle. “I love… you. How you are. I’ve always admired the fact that you didn’t ever need anyone and yet could still bear your heart and self to anyone who needed you. It really pulled me through on some of the tougher days.”

Snap.

Snails glanced at the now broken metal fork that Cheerilee held. “Cheeril-?”

She shook her head and looked back at Snails. “That… that was beautiful Snails. An answer truly worthy of a reward.” Cheerilee hooked her thumbs beneath her dress straps and pulled them off her shoulders. Snails eyes grew wide as the fabric was set free and her chest sat there exposed. “Remember, it’s not polite to stare.”

His eyes immediately went to his food and he licked his lips, tasting blood. He couldn’t really worry about the bloody nose or heat resonating off of his face as he tried to think of anything else. The gentle curvature of her breasts wouldn’t leave though. Snails wanted so badly to feel what he could only guess were soft mountains of wonders, but she had been his teacher! He lazily popped in a bite of salad and tried to use the taste and sound to drown out his young libido.

“Is it good?” She breathed a sigh as Snails nodded, but did not look up. “I believe now is time for our advanced lesson as I fear you may not be able to enjoy my more… regular lessons. A mistake on my part for giving such large distractions I suppose.”

The scraping of her chair and the giggle that filled the air almost made his heart stop as he sat there, stock still. Snails didn’t even breath as her hooves sounded off quietly against the wooden floor. A warmth came against him as two slender arms curled over his chest. Something soft pressed against the back of his skull and he felt his crotch twitch with need. Her breath came against his ear just before her teeth. “Cheeril-Cheer?”

The arms around him tightened and her breath came in sweet against Snail’s ear. ‘What do you think your biggest problem is?”

He opened his mouth before closing it immediately. So many options had filled his mind and a tear came to his face. He didn’t like being made to think about the topic and instinctively wrapped a hand over the comforting grip upon him. This was returned by a small stream of wind against his neck before her lips kissed the back of his ear.

Cheerilee almost didn’t breath as she gave him the answer. “You are timid, innocent. While admirable in a colt, you are eighteen. Certain things are expected, like you showing more interest, or being bolder. So please, when a woman exposes herself, despite what she says, enjoy them. It is a gift to the one they love, just as every hug and kiss is.” She ran her tongue gently against the ridge of his ear before nuzzling the top of his head. “Will you give me a gift back?”

It took him a moment to figure out what she could mean and swallowed hard. Snails could have stopped her. Their relationship would already be changed by this though, and it was a change he liked, if he were honest. A slight push against the chair brought him up and he bent his neck back. Cheerilee met him halfway and brought her lips against his for a light peck.

The arms against him moved away for a moment as Cheerilee brought herself around and sat into his lap. His whole body felt warm as he looked upon her. One hand was brave enough to follow his gaze, tracing over her soft stomach, her tender thigh, and then hesitating below her plump breasts. “You look amazing.”

Cheerilee nuzzled against him. “Thank you. You’re too kind to this old mare.” Her eyes glanced down as her thigh was poked by a rather large needle. “I’m happy to know they aren’t just words though. Now, remember how I said you were too timid? Prove me wrong.”

Her body stayed pressed against his. Heat radiated off of her bare limbs and her plump breasts pressed tight against his chest. Snail’s first thought was to touch her, and only for a moment did he stop those thoughts before allowing his hands to wrap around and touch her rump. It was nice and firm, providing a good place to grip. This made pulling her in for a kiss extremely easy as he enjoyed her sensual thighs.

Snails almost regretted kissing her from the moment it began. The older mare met his passion in equal amounts, if not immediately exceeding it. He also found out what a wonderful experience it could be as his tongue became coiled with hers. Their hot kiss seemed to last an eternity as his was pulled, twisted, and even tickled. Her slimy coil finally vacated him as he panted against the chair and stared at the ceiling. She licked her lips, taking in the fine line of drool from the stallion.

“Wha-wha-what was that?”

A small giggle escaped Cheerilee. “Just a kiss. Trust me, from eighteen to my age, you’ll know a lot more, and a lot better. I’ll even prove it to you, if you need it.”

Snails looked into the distance, still stuck in complete bliss and bewilderment. “That sounds amazing.”

Cheerilee leaned in again for a light kiss this time. “That’s what I thought you would say.” She put one hand on his chest. “Now, be a good boy and let me see that nice chest of yours. I’ll take care of the pants soon enough.”

Snails swallowed hard at that but nodded furiously as the heat on his face increased. His hands fumbled for a moment as he gripped the shirt and then started to pull it over his head. He stopped midway from Cheerilee’s hands rubbing his abs and her tongue coming between his pecs. The shiver that started then only increased as she licked, kissed, and suckled on his tough, sculpted abs.

Cheerilee backed away as she got to his jeans and looked up into Snail’s face. His shivering stopped cold as she took the button holding them together into her mouth. No. She can’t be. That isn’t– Snail’s jaw lost control as she came away with his pants undone and a low “Uh,” came from the him.

Soft hands came against his underwear and Cheerilee sat on her legs between his. “Snails, I need you to calm down. I know you’re bewildered, but just relax. I know what I’m doing and you have nothing to fear. Tonight is about being with each other without fear. With that in mind, will you relax? For me?”

He stared into the her soft green eyes and felt comfort wrap around him. It honestly amazed Snails. Cheerilee was bare naked, about to do Celestia knows what to his penis, and yet he could still find that calming, caring wave through him that always came with her smile and beautiful eyes. He leaned back in the chair and let out a long sigh, trying to calm down.

This attempt failed when the pressing of his underwear left his crotch and he smacked Cheerilee with the large, girthy member. She blinked a few times before licking her lips. “Well Snails, for anyone who thinks you haven’t grown up, I have some bad news for them.”

Snails covered his face as his throbbing cock twitched in the air. “Please Cheeri– Cheer, this is embarrassing enoAah!” He jumped a little in his chair as the tip of her tongue lapped up the small bit of clear precum on his tip. His hips tried to buck upwards as she kissed the tender space, but soon found the space vacated while Cheerilee continued her nuzzling along his shaft.

Her tongue ran along the pulsing veins as grunts of pleasure escaped Snails. Thi-this is nothing like by myself. This… this is amazing, like Trixie’s magic show mixed with a triple fudge sundae. The thought caused his balls to clench and he found a hand firmly clamped on his crotch in response. “Nng.”

Cheerilee gave an apologetic kiss onto the base of his shaft. “I’m sorry, but you need to learn to wait. A stallion can’t go on forever, so you need to try to hold back so the mare may get off. Think you can do that for me?”

Snails nodded and immediately found it rewarded by Cheerilee popping one of his balls into her mouth. The thorough enclosing of the sensitive part almost made him break down, but resisting the primal urge was well worth the continued moans from his lover.

She smiled and pulled gently on the morsel in her mouth. Her lips soon moved away from the base, slowly kissing and suckling the shaft on her way up. Each moment brought another twitch of not only Snail’s member, but also of his hips. By the time she got back to the tip, the poor colt was shaking and panting like he had run a five mile marathon. “Thank you for being patient. For this next part though, don’t hold back. Give me all of my dessert.”

Snails didn’t quite know what she meant at first. This quickly changed as her ruby lips opened slowly, but only just enough to keep a steady pressure against the shaft. The stimulation became almost painful as she slowly drifted lower and lower, her lip creeping over each new centimeter and bringing it into her tantalizing and slimy grip. His eyes rolled back as he gave into the last command from his teacher and his hips met her halfway. A small yelp came from Cheerilee as her throat was filled with her special treat for the night.

Snails felt his dam break in almost an instant as her throat had become a vice grip for him. Shivers ran down him as well and a loud groan escaped his lips as he found his pleasure being allowed to peak. A small tightening was all that came as a warning for Cheerilee. Her throat pulsed once, twice, three times before she finally pulled away and cum filled the air before landing over her face. Snails tried to mumble an apology, but couldn’t with how exhausted he felt.

Cheerilee took one finger and collected one of the loose strands of sticky liquid that covered her face and slowly sucked on it. “I am quite impressed with the amount. I did not expect to be treated that well.” She gave a small giggle and Snails felt his own mood lighten at the joke.

It’s still my teacher. My good humored, well meaning, teacher. Snail’s comforting memory faltered as she tried to stand but failed, causing her to fall back with her legs spread open. There in front of him was a glistening pink slit that shared its sheening liquid with two tender, inner thighs. His mouth slowly came open as a slight blush came over Cheerilee’s face. “Pe-perhaps you can help me to the bed?”

He nodded numbly and slipped down to her. After carefully picking Cheerilee up, the two walked over to the bed and Snails laid her back down, but this time on to the bed. Her hand caressed his face and then gently pulled him towards her. Their lips met for a brief moment before Cheerilee stretched herself out. “Please Snails, touch me.”

Snails didn’t even hesitate this time as his lips came rushing against hers. Her tongue only slightly played with him. He didn’t mind though. She had put up with a lot already and he guessed it was his turn now. His hands decided to attempt to make sure of this fact by coming down to her chest and gripping them gently. A slight moan escaped his old teacher and he came away. “I-is that good?”

“Ye-yes. If you really want to hear me moan though, maybe you should try licking them?” His mind stopped for a moment before a gentle force on the back of his head brought him into the soft pillows that covered her chest. The fingers ran through his hair as he nuzzled into them, his hands firmly digging into the mounds. “Don’t lose this innocence. It’s too cute.”

A blush came across Snails face and he decided to try to prove her wrong. A small gasp came from Cheerilee as his tongue came across her stiff nipple. His mouth soon enclosed the teat and he started to suck gently upon it. One hand came over her other breasts and started to move it back and forth. Cheerilee shuddered and bit into her lip as his rough tongue ran back and forth along her tit.

Snails buried his face further into the soft fur just as a sweet taste touched his tongue. He immediately sucked on the breast without a second thought, only much harder than before. The effort was received by an ecstatic yelp from Cheerilee and another burst of sweet, creamy liquid running down Snails’ throat.

Cheerilee writhed against him as his grip became stronger upon the other breast. His arm around her back pulled her up so as to have easier access to the milk while the other moved away and pressed firmly next to the bed for support. Snails’ cock soon was coming back up as his throat pulsed up and down. Cheerilee’s mouth opened as she panted and pushed against his head. It took a lot, but finally she pried him away.

“Wha-what is wrong?”

“I… I just thought you might want to feel what it’s like to get a mare to clamp down on you full force, and trust me, there is no better time than right, now.”

Snails was actually slightly intimidated by the almost predatorial tone, but soon she was back to panting and leaning against his chest. He smiled and only then realized just how hard up he was with a pained groan. He laid her down and gently spread her lovely thighs. Staring into the glistening crotch, his only thought could be about just how pretty it looked in the candle light.

She had her head back and seemed surprised when his face came up to hers. “Wh–what is it Snails?”

He swallowed hard as his legs spread apart and his cock started to slide against the entrance to her pussy. “I… I just wanted to let you know that I love you Cheerilee, and that I’m really happy to be losing this to you.”

She was quiet for a few long moments before she looked back at him with tears in her eyes. “I… I love you too Snails. Now please, don’t tease me anymore.”

Snails was all too willing to oblige. One moment his large cock was quavering in the open air, the next, it thrust into her halfway and caused her to gasp. He let out his own grunt and felt his arms waver. She felt unbelievable, wrapped around him, and all he wanted was more. His shaft was soon retreating back out of her, dragging her sensitive folds with it.

The next thrust found Cheerilee screaming on the bed and caused Snails to pause as he worried for her safety. The panting smile and thin line of drool on her face dismissed the worries, thought that bit of drool was far too tantalizing for him to ignore. He came in for a kiss at the same time as his hips slid back. This time Cheerilee’s hips bucked back in a desperate attempt to keep him there, but simply couldn’t, leaving her waiting expectantly for the next thrust as her tongue weakly played with his.

Snails kept the kiss going as he finally found a rhythm. Each surge forward would bring a loud yelp from Cheerilee and rivulets of liquid spread against their chests. Each drag back came accompanied by a long, sensual moan from deep in her throat that almost drove Snails insane with sensation when mixed with the clingy nethers that simply would not let him go.

The kiss finally broke with Snails gasping for air. He soon put his face into her neck, snuggling into the warm fur and feeling her stiff nipples grinding against his own chest. A small whisper was in his ear, Cheerilee trying to tell him something. Whatever it was though was lost amongst desperate pants and long moans.

Snails thrust one more time and felt Cheerilee tense beneath him. Her tight fit suddenly became a vice that caused him to freeze as well as she let out a primal scream. A strong current of something passed over Snail’s member, allowing him to pull it out once more despite the vacuum suction it had . She shuddered for a few more thrusts before it was Snails’ turn to let out a final, primal bellow.

He shoved his cock forward as he sucked on her neck, trying not to bite in as his body tensed. His crotch tightened and he shook. Soon he felt his hot semen fill her and felt her folds tighten around him one last time as he finished. Snails panted a few more times, before collapsing to the side and staring at the ceiling.

A soft hand caressed his chest and he got to take in the spectacle that was Cheerilee. Her chest, along with his, was covered in white, creamy milk. More white liquid spilled from her crotch and he swallowed hard. Unable to say anything though, he could only lay his head back. The words, “Sleep well. You earned it, and an A plus in mare satisfaction,” lulled him quickly to sleep.

Cheerilee smiled down upon him and kissed his forehead while tears welled into her eyes. “Yes, yes, I do love you, but it can only ever be for tonight.” She then laid down against him and fell asleep, sad, but also satisfied.

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Bad Teacher

Rumble stuffed his hands into his football jacket as he walked through the halls, trying to get back some of the warmth the cold outside had taken from him. Doesn’t help that I had to walk all the way from Silver’s. He heaved a sigh of annoyance, recalling the brief glimpse of another stallion, another suitor. He shook the thought away, as he always had in the past, and comforted himself with the simple thought that he would be victorious, someday.

A few fingers stretched out and grabbed part of the note in his pocket. I shouldn’t be here though. I really shouldn’t be here. And yet his hooves continued to noisily clop against the tiled floors. He went into autopilot as he maneuvered the hallways, admiring the place that held his childhood.

A smirk grew on his face as he stopped in front of a trophy case. Rumble breathed against the glass and rubbed part of his jacket on it to get a better view. “Champions. Always were, always will be.” He stood straight, taking in deep breaths as the smirk became a content smile, the taste of SIlver’s lips on his mouth from after that stormball game coming back in full.

“That is a very good attitude to have.”

Rumble jumped at the voice and looked to the new presence. Immediately, his tongue retreated down his throat at the sight of Cheerilee, or, to be specific, the outfit she was wearing. It was a school girl’s outfit, only it was about three sizes too small. Her large bust almost ripped the shirt apart, and just a hint of a darker pink slipped out of the fabric. His heart almost stopped as she came closer and lifted one of her legs, putting her knee on the cabinet.

He tore his head away from the massive cleavage and luscious legs, staring back into Cheerilee’s eyes. He swallowed hard and forced a smile. “H-how are you Cheer-” He stopped as her face got much closer and one finger was placed on his lips.

“Perfect. Call me that.”

His jaw started to ache at how much he fought his mouth’s desire to drop. “Alright, um, Cheer, I-I got your letter.”

Cheerilee bounced away and Rumble had to wonder how in the world her breasts weren’t simply coming out. He had no such thoughts on the miniskirt as he was flashed a pair of moons that were completely uncovered. She glanced back at him. “I am very happy to hear you did. Now, follow me.”

He swallowed hard, but did as he was told. Rumble tried to tell himself this was just his teacher, but the swaying of her blue skirt kept dragging his attention down while his libido begged for another infrequent glance at her large booty. One of these times, Cheerilee’s hand came back and stopped her skirt from moving just as he could see that tempting ass in full glory. A glance up showed her watching him, but before he could say anything, the hand was away.

They burst into the cafeteria and made their way quickly along to the counters where Cheerilee hopped over the serving shields. Before Rumble could jump over, he got a full view of her rump as she bent over to pat her legs. His cock pushed against his pants as his eyes finally went to a small slit between those heavenly thighs, but he managed to dismiss his gaze before long. She turned back to him. “Are you coming?”

“Uh, um, yeah.” He popped his wings open, though how nervous he was already had them tight. She was now willing to squat, which only caused Rumble’s eye to start twitching. “So, why did you ask for me to be, um, your… friend for Valentine’s day?”

She stood, smiling as she handed him one of the two bananas she had, and his veins turned to ice. She brought the stem to her lips and bit into it before pulling it down. Rumbled’s fingers curled as she ran her tongue along the now exposed fruit. He snapped when she let out a moan at the same time she inserted the tip. “Alright, what the fuck is this?”

Cheerilee raised an eyebrow. “What do you mean?”

He stepped forward and spread his wing which was countered by a simple smirk from her. “You know me and Silver are together!”

One of her hands covered her mouth as she looked away from the light gray pegasus. “Now whatever would cause you to remind me of that?”

He almost wanted to pull his hair out from the answer, but then he noticed where her hands drifted to. One gently pulled at the top, slowly revealing more and more of her breast. It was the last straw for him.

Smack!

Rumble stared at his hand, unsure where the action had come from. He had simply reacted, stopped her from doing something so wrong. Cheerilee turned to him and his heart twinged at the pain in her eyes. Something stopped him from apologizing, the same part that said that his teacher had turned into a harlot.

Her fingers laced into his own and brought his attention back to her instead of the action. “You… you got frustrated, didn’t you?”

Finally, his mind started to thaw. “Oh sweet Celestia, I’m so sorry-”

“You don’t care about me enough. I understand that.”

Rumble blinked a few times. “What?”

“I’ve seen you and her around town. She orders you around, pushes you, and if rumors serve right, still won’t let you kiss her around Diamond Tiara.”

He paled as it clicked. “Th-this is diff…” He looked away, the stern stare from her taking away the outfit and reminding him of all the times he had to be told to stop being like Thunderlane. “I-I’m eighteen. I don’t need to listen to you.”

Rumble was almost at the door when his tail got pulled. He turned back and saw the coarse, gray hairs in Cheerilee’s hand. The other hand went up to her cheek as she simply raised an eyebrow. Rumbled swallowed hard. “I, I said it was on accident.”

“And how long before your frustration leads to another accident?”

“It won’t!”

Cheerilee was silent as Rumble panted, having charged his way to just in front of her. His eyes widened in horror, but he stayed due to the soft touch of his teacher. “I know you Rumble. You don’t want to cause problems, you just want to fit in. Silver, Silver Spoon makes that easy for you, but it can’t be so one sided. You need to stand up, show her you’re a part of your relationship, otherwise you aren’t fitting in with the one you love, you’re just their shadow, there because you have to be.”

He looked down, his fists clenched. They soon relaxed though, and he looked back up. “What do you think I need to do? And I mean… I mean to stop this, because I am tired of it.”

She smirked at him. “Well, I believe if your previous actions are any sign, I have been a very naughty girl.”

He swallowed hard and turned away. “Yes, yes I suppose you have, but little sluts,” he paused for a moment as she looked hurt, but a small gesture for him to continue bolstered his confidence to continue, “are very hard to punish.”

Cheerilee hopped off of the desk she had been sitting on. “Well, I guess I can go home teach, can’t I?”

Rumble watched for only a moment as she stepped away before grabbing the ruler from the blackboard and swinging it around. The sick crack sent a chill of excitement up Rumble’s spine.

Cheerilee jumped before placing her hands on her wide rump and starting to rub it, doing so in just a way to ride her skirt up even higher. “Sir! That is highly inappropriate.”

Rumble raised an eyebrow. “You came to school in the middle of the night, dressed as a hooker, and you think this is inappropriate?”

“Of course!”

He raised the ruler to her chin. “Well, two questions then. First, do you really not want this?” He hefted a sigh of relief internally as she bit into her lip and looked away. “Well then, the other one is, who’s going to stop me?”

She swallowed hard and tried to push her breasts forward, getting more of the nipples to show. “Please sir?”

Rumble’s eyes glanced behind him and a sick smile came across his features. “You see that whiteboard? I want ‘It is bad to dress as a whore and enjoy being fingered.’ written fifty times on it.”

Cheerilee chuckled a little bit. “Now Rumble, I’m happy that you’re having fun with this, but-”

Crack!

“Yeep!” She put her hands back on her bottom again and glared at her Rumble. “Yes sir.”

Another ripple went through his body as she blushed a bit. The magenta mare reached up with one hand to write, but the other reached back and now tried to cover her bottom with the skirt. Rumble came up behind her and blew into her ear. “Finally being modest?”

“I-It’s different. Before I was seducing you. I was in control. Th-thiis isn’t how it was planned.”

“But isn’t it better this way?” Rumbled stopped, the words feeling odd to him, as if they weren’t for her. He glanced down and bit into his lip. A quick glance back at Cheerilee allowed him to see her smirking. Is she still manipulating me? Oh Luna no! He shifted the ruler, this time to bring it right between her thighs.

Cheerilee screwed up the word she was on at the same time the wood caught against her nethers. “S-sir?”

Rumble smiled at the reaction and slowly ground it backward, sliding the stiff plank along her crotch. “I really hope you’re continuing with those. It isn’t like you have a reason to stop.” He pushed up extra hard and saw her shift uncomfortably on the stick, also causing her writing to get to the point of scrawling again. “And I expect neat work. None of your normal chicken scratch so you can be done faster.”

Cheerilee shot him a glare from the side of her vision before getting back to work. Rumble currently couldn’t believe his luck to be able to perfectly replicate the worst detention of his life. Of course, with added benefits, he thought as the ruler slid forward now, causing the sensitive mare to wobble a little. “What are you supposed to be learning here? And how are you failing?”

Cheerilee’s legs closed, but the ruler wasn’t about to magically teleport away from her pussy. “I-it says from being fingered, sir.”

Rumble stopped to think for a moment before nodding. “Alright then, a change in terms is necessary. If you can manage to not cum while writing this, the punishment ends. If you don’t though, you have to do exactly as I tell you until you finish again. Sound fair?”

“No… but kind of exciting.”

He shifted closer to her, pulling away her hair and blowing on her neck before licking it. “Good.” One of Rumble’s hands moved up her side, slowly making its way until it found the edge to her white blouse. Pulling the cloth away caused him to lick his lips before his fingers pinched the rigid nipple. A gasp escaped her and Cheerilee’s knees bent slightly.

A small sucking sound could be heard below him that was in rhythm with each push and pull of the ruler. A glistening coat of liquid started to coat the majority of the rough wood as Cheerilee’s breaths started to come in pants. “P-please sir, this is so wrong.”

Rumble smiled at the grin on Cheerilee’s face just before she yelped from her nipple being squeezed harder. The hand then spread out, slowly covering the whole breast before squeezing it in his strong hand. Her pants were a chorus to him as he continued to massage and tease her. To finally have a girl at my mercy… I never thought it’d be this exciting!

Cheerilee’s legs attempted to straighten, and it was only then that he realized that the lightning quick hands of a teacher had almost beat his tactics. She would have to stretch though, and he knew he could stop that. The ruler came away from her for a brief moment, only to come back with a wet, thick smack against her booty. Cheerilee’s knees dropped in time with his free hand.

Cheerilee let out a long, sultry moan as the ruler went back to its job, sliding easily between her lower lips, her juices having thoroughly coated the wood by now. A hand came against her thigh, working its way up, but she gasped as Rumble pushed his thumb into her tight rump. “N-no, that place is, nng.” She couldn’t even try to stand straight as her now free tits smacked against wall, her strength failing fast.

His other fingers wrapped around to squeeze her rear and moved down. The sweet scent of her arousal filled his nose and a one last shiver ran down him as his cock became as hard as it was gonna get. Rumble’s tongue slowly came out and ran along her rump before he simply nuzzled against the large pillow of muscle.

Each moment filled his ears with more eager pants and shivers from the body beneath him. In one final attempt to win, Cheerilee collapsed. Rumble fell with her and watched as the older mare pulled herself up, reaching for the last space on the board. He grabbed ahold of the ruler one more time and acted without thinking.

Cheerilee visibly stiffened as the plank of wood wedged itself between her thighs. She let out an outcry of pleasure as she forced herself to stay up, even as she shook and quivered. Rumble was right beneath her as this all happened and felt a few drops fall on him. One fell into his mouth and he noticed that it tasted slightly sweet. The stream that soon came though was not what he wanted.

He ran a hand over his now wet facial fur and tossed it away, though he was still damp. Once the ruler was pulled away, Cheerilee completely collapsed onto the ground. She glanced his way and chuckled. “You deserve it, you damn tease.”

Rumble scowled slightly. “How far am I going to have to go to get rid of that snark?”

“Well, you’ve got me for one more go. Let’s see what you’ve got.”

Rumble nodded and stood on shaking knees. “Onto the desk, now.” He slumped against the board as Cheerilee stood and sat, crossing her legs. He gestured for them to part and she shook her head. “You need to say it.”

He swallowed hard. I had practically been putting a toy in her a moment ago, so why is this so hard? And yet, he still had problems with the thought of actually doing her. His teacher’s sigh hit his ears and he scowled. She just got to finish while my cock is about to explode. “Show me your pussy!”

One of Cheerilee’s hands came onto his shoulder. “Maybe we should stop. You need this, but go too far and… you might hurt yourself.”

Rumble opened his mouth to respond, but couldn’t come up with an argument. He didn’t want to. He had been mean to her already, and now he wanted more of his teacher, not the naughty schoolgirl. He hugged her tight. “Thanks Cheer. I… I think this will help me.” He then jumped as her hand ran along his crotch.

“You still have this to be taken care of though.” She smiled slightly, her hand still rubbing the front of his pants.

Rumble bit into his lip before growing a big smirk. “You think I’m actually going to risk impregnating you or getting anything you have? Though, you are quite right, I do need to get off.”

“So, continue as is?”

He shook his head. “No. Instead, I want a show, so you’re going to fuck yourself.” He put the ruler in front of her face. “Meanwhile, I’ll do myself, and if I catch you watching me, it’ll be to the board again.”

Cheerilee smiled at him as her hands found themselves covered in her own liquids from the rod. “Silver is a lucky girl to have a guy like you.” She then placed the ruler against her crotch and let out a soft coo, the wood slowly rubbing against the folds. Her breath caught slightly as she pushed the very edge of the makeshift dildo in her. “I-it’s so big Rumble!”

Rumble smiled at the joke as he slid his cock out and let out a small grunt as he touched it. It twitched in the air, already screaming at him to ram it into her. A few deep breaths though, and his hand was decided as an acceptable substitute as he stroked the taut skin. His own breath started to become labored as Cheerilee’s cries became increasingly desperate.

Each movement of the rod came with Cheerilee shaking a little, as if electricity was arcing through her body. She still only had a few inches in, but her acting made Rumble think she was being done by three stallions. “I-it’s so good. I can’t believe what you can do with, nng. Ma-maybe a little to the, Oh yes!”

She started to thrash on the desk, the hand not dealing with the ruler grabbing ahold of one huge breast. She forced it up, her eyes fixed on the pink nub on her body. Her lips barely enclosed the nipple before she threw her head back, forcing the breast to stretch even farther. Rumble saw the large mound quiver and shake as her muffled cries became louder and louder.

Rumble’s own pace tried to keep up with the frantic thrashing of his partner. Loud slaps could be heard as his balls swung against his thighs, a casualty of just how fast he was stroking at this point in anticipation. He started to see decent bit of clear liquid on the tip of his member appear and hoped she was close to being done.

Cheerilee’s free hand left the top of her body and she forced herself to take one more shuddering breath as she looked past the mound in her face to look at the desperate stallion who was panting against the blackboard. Her own body shook with anticipation, knowing its master could finish her off in one moment. Just… a little… longer, for him.

The pressure was too much and Rumbled finally gave up, thinking it was a race he was doomed to lose. His pleasure spiked as he grip his large, throbbing member. At this same moment, an ear piercing scream filled the air.

“Rumble!”

He felt himself spike even harder as the primal cry met his ears and the mare in front of him gushed her own fluids across the table and onto the ground. Rumble focused it forwards and went back one more time before pushing it all forward. Thick, white strands of cum flew through the air and landed on Cheerilee’s lewd body as she spasmed and shook on the table. Meanwhile, Rumble simply collapsed to the ground, ignoring the liquid that covered the floor.

After a few minutes of quiet panting, Rumble stood. Cheerilee opened her eyes and tried to lift herself up slightly. “Wha-what are you going to do?”

He looked into the distance and groaned. “I have flowers and chocolates to buy. If I hurry, I can get back to Silver’s before she does and make me her one and only valentine this year.”

‘And if she says no?”

He smirked. “I have no idea, but I don’t plan on ‘okay’ being my answer to that. Not anymore.”

Cheerilee closed her eyes and listened to the door softly close. “Good luck Rumble, you’re going to need it.”

/ \ /\ /\

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Author's Note

Sorry if I didn't quite deliver well on the fetishes. I'm still working on some, and admittedly, these are not my strongest and criticism is always welcome.

Female Issues

Author's Note

Warning: The kinks for this chapter changed a bit once it was written, so you may want to check if you're worried. Nothing too extreme though.
Also, a few minutes of your time please.

Female Issues

Apple Bloom took a deep breath in as she stood at the exit of the changing rooms. The note she had received earlier that day had called her to this place, but it was almost eleven thirty, and she was a little antsy to see her teacher this late. Still, I suppose it is Ms. Cheeril- No, wait, the note said to call her Cheer. “Agh!” Apple Bloom sighed and put her head against the wall.

Knock, knock.

“Do you need help in there Apple Bloom?”

She swallowed hard at hearing her teacher’s voice. Apple Bloom took a deep breath in and shook her head clear while she opened the door to the pool. “No, no I should be fi–fi-fi–” She stopped as a single finger was placed on her lips.

“Don’t think, just act.”

Apple Bloom’s tongue ran along her lips. Every thought in her mind screamed to run, but her body simply continued to take in the tantalizing view in front of her. Cheerilee’s normally voluptuous body may as well not have been covered as two strings covered only the tips of her dark pink nipples. Her crotch was also finely outlined, and her eyes lingered there, Apple Bloom’s tongue coming out further as she wondered what it might taste like.

Cheerilee leaned forward and gave the tip of her student’s tongue a small lift with her own. Apple Bloom shuddered from the touch and let the words, ‘don’t think, just act,” resonate in her mind as she gave into her desires and tried to wrap her arms around her teacher. She found nothing though, except a slight giggle.

Cheerilee smiled as she started to fall back. “Catch me if you can.” For a moment she ran a finger over her almost bare crotch, but then was in the water, twisting around so she would be able to give Apple Bloom a good chase.

Apple Bloom paused for a moment, her heart racing as she thought of just what that gesture meant. Her tongue started to run along her lips, but stopped midway, just like every time gym class had become swim class. Her body twitched, the tease of her teacher’s tongue still fresh. I… I can’t ac-actually do this, can I? She gripped the sides of her head and shut her eyes, putting one foot out above the water before leaning forward.

For a moment, she was stunned as the cold liquid surrounded her, but she had long ago become an almost natural in the water due to long days in the sun with her family. She opened her eyes and smiled as she saw Cheerilee going far too slow to keep away from her. Apple Bloom slipped through the water, a shark after her tasty fish. At the last moment though, the fish twisted her body and swam directly over Apple Bloom.

A hand soon was coming underneath her one piece and gripping her rump, sending bolts of embarrassment, fear, and arousal coursing through her. Cheerilee used the pause to pull herself around, one hand still on that wonderfully large, farm grown ass. Apple Bloom gasped as she felt teeth nibbling on her neck and a hand started to caress her stomach.

Cheerilee placed a single finger on the latex over her student’s clit and found Apple Bloom’s hands tight around her own, forcing it away. She simply smiled though as she finally let go of the firm rear that she had enjoyed, and instead used that hand to grip the clenched swimsuit that was between Apple Bloom’s cheeks. A simple pull and Apple Bloom spasmed again, allowing Cheerilee to cup the young mare’s crotch, now even more vulnerable as the latex pressed and ground against it as well.

Apple Bloom tried desperately to fight back. To push away, swim away, anything, but her body simply wouldn’t co-operate. Her hands couldn’t muster the strength, her legs kept twitching every time she tried getting back to swimming, and then there were her hips. Those had gone full traitor and ground against the very fabric that was supposed to be protecting her, filling her with every bit of guilty pleasure that she had always wanted.

Her body started to tighten as her mind still fought it. Applejack wouldn’t like it, it would make her an even larger outcast then she was, the one she loves… Cheerilee likes it. Cheerilee seems to be fine with it. With that one thought, the dams burst wide open. A long, powerful wave surged through her as she became a stiff plank in the water. A silent scream forced its way from her lungs as bubbles surged from her mouth, along with liquids that she prayed could not be noticed in the water.

Cheerilee smiled at the climax, but she was nowhere near done with her student. Not when her real plan should have been starting at any moment. She murmured a mental apology to Apple Bloom before using the shuddering mare’s back as a springboard and launched herself upward.

Apple Bloom spent another few moments at the bottom of the pool, stunned. Another mare had gotten her off. Not only had she gotten her off, but it had almost felt just as good as when she had gotten her cutie mark. She glanced up and smiled at the legs that dangled there. Don’t think, just act.

One firm push against the bottom of the pool later, and Apple Bloom had a vice grip on her teacher’s thighs, smiling at her as Cheerilee showed mock surprise. Apple Bloom didn’t care though, not with the scent of her teacher’s arousal thick in the air as her nose was almost against the barely covered slit.

She leaned in and rubbed her nose against the tight suit before opening her mouth, letting her tongue move the fabric away. One lick proved what she had long ago assumed, and soon she couldn’t stop, only trying to bury her face deeper and deeper into Cheerilee. This stopped her from noticing another’s gasp, or the splash into the water that soon followed.

Cheerilee on the other hand did, and tried not to pout as she let out long moans and pressed a hand against the back of Apple Bloom’s head. She liked the intense focus on her, but she knew better. Tonight was not about her.

Apple Bloom almost leaped from the pool as she felt her ass get grabbed again. She looked behind her, and for one moment, she stared into those familiar, purple eyes, framed by a soft orange face and a wet, purple mane. Her heart almost stopped, but both of them thought the same thing as they returned to their wants.

A shudder ran through Apple Bloom as she got back to Cheerilee, but the tongue up her rear almost forced her to stop. Her grip on Cheerilee’s legs fell away as she went to gripping the side of the pool. Her eyes shut and she started gasping, her mind at this point unable to work. The object of her taboo desires was currently licking the last place she had ever thought she would be touched, and it was almost driving her right back to the brink of climax.

No, I am not letting her get me off before her. Apple Bloom twisted around, forcing Scootaloo off. She then hopped out of the water, and before Scootaloo could even try to get back to her, the pegasus was being grabbed by her arms and pulled out of the water. Both watched each other for a moment and Scootaloo swallowed hard. “Hey Apple Bloom. How are y–”

Both became silent as Apple Bloom fulfilled a fantasy she had had for years. by tackling the other mare. Her first kiss, given to Scootaloo. She shuddered slightly as Scootaloo wrapped her arms around her and deepened the kiss. Scootaloo had dated guys in the past, but that didn’t prepare Apple Bloom for having her tongue twisted, tickled, and teased. She came away, panting as a trail of saliva linked them. For a moment ,her smile faded and her voice went very low. “I love you.”

Scootaloo smiled back. “I love you too.”

Apple Bloom immediately smiled before nuzzling against Scootaloo’s neck, nibbling the wet fur and tight muscles. “Ah, Bloom, you know how sensitive I nng.”

She smiled. She definitely did know how sensitive Scootaloo could be. Just attempting to message the mare’s neck could get her in almost tears on the floor. She didn’t have to think for more than a second before her hands slipped underneath the yellow bikini that her marefriend wore, looking to see if the same sensitivity applied to other places. Apple Bloom almost came again from the long moan that escaped Scootaloo.

Slowly, Apple Bloom made her way down. Just as her lips pressed themselves against every part she could think of, her hands did the exact same. When her tongue ran over one of Scoot’s flat breasts, teasing and curling around the pink nub in the middle, her hands massaged her stomach. When her lips got there, one finger was burying itself into Scoot’s pussy. The tight folds only excited Apple Bloom more as her hand came away far stickier, starting to move to the toned thighs. Her face though had once more found a sweet treat to be had.

Scootaloo wasn’t about to lose either though, and she knew she was doomed if Apple Bloom started down there. Her wings spread out, pushing against the cold tile and providing enough force to get her to sit up and then tackle Apple Bloom. Her lips clasped around the farm mare’s, eliciting another moan from Apple Bloom.

Apple Bloom soon felt the cracks in her defenses, and she did the only thing she could. She thrust her hips upward and started to shake them. Her nethers caught against something, and both mares straightened at the contact. Scootaloo forced Apple Bloom down with her, closing almost any gap between them as her kiss became even more passionate. The burning in her slit as Apple Bloom’s lower lips sucked and ground against her own made it very hard to do much of anything except to try to grind back.

Apple Bloom for her part had her eyes starting to roll back, her body on true autopilot as she ground back. She was with Scootaloo, and had even found out that she was loved back by her. The only reason she didn’t let go already was the fact that after such wonderful gifts, she had to return the favor.

It soon became far too much for either mare though. Scootaloo felt like her ribs were possibly being crushed as Apple Bloom screamed so loud that she swore even Celestia could hear it. Scootaloo kept quiet, but just barely as her body shuddered and shook from levels of pleasure she had never before experienced either.

Cheerilee smiled at the two of them as they lay there, both practically unconscious at this point, exhausted from their passions. Passions she knew would only continue to grow as their thoughts accepted the facts that their bodies had long ago figured out. She picked up the note she had sent to Scootaloo earlier that day and smiled.

She likes you, I promise. For proof, come to the pool, eleven fourty-five, and don’t think, just act.

-Cheerilee.

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Hidden Gem

“Look, you can tell them that if they don’t want to end up fucked over when the merger happens, they’ll take a few more minutes with their heads out of their asses and actually think before I come there myself and rip them apart myself. Now, if you have to call me again before tomorrow, consider yourself fired!” Diamond Tiara slammed her phone shut and sighed. It had been a long week for her with the company takeover that was happening, but she had promised herself tonight. A day to be with an old… acquaintance. It’s better than being alone, I suppose.

Still, she did think it was odd for her old teacher to call her. Cheerilee had always seemed to dislike her, or at least think poorly of how she acted, so to call her on Hearts and Hooves Day was the last thing she had expected. “Come on Dia, you know better than to think such things. She probably just wants to catch up.”

Opening the room though, she felt a small tightness in her chest and loins as she saw her old teacher in what could only be considered as lingerie. A small wrap around her breasts, and a loincloth was all that covered her titillating body. Diamond swallowed hard before turning around on a dime. “I’m sorry, wrong room.”

“No, it’s not Diamond. Just like it wasn’t for that one time you got detention in sixth grade. Your embarrassment was cute then too.”

Diamond felt her face flush at the memory of her first detention and stepped forward, clenching the door frame. “I’m sorry, but what have you done with Cheerilee, as such a person who looks like yourself cannot be her.”

Cheerilee raised an eyebrow as she shifted her leg to the side. Her spot on the table gave Diamond a clear view of her cootch, and Cheerilee smiled as the pink mare turned away. “Do you remember chemistry and teaching safety? Specifically after the incident where Boom talked about chemical mixes.”

The pink mare bit into her cheek. Cheerilee had had to listen to almost fifty different ‘fun’ ways to cause a small accident. The day after, just to make sure they all were safe, she had herself lit on fire, with a magical barrier provided by Twilight being all that protected her. None of them knew about the barrier though. To say the least, it had the desired impact. Just like this might if she’s being weird and preachy.

Stepping back into the room, Diamond crossed her arms and finally stared at Cheerilee, though only at her eyes instead of…Don’t even think about it Dia. “Okay Cheerilee. I came here with the apparently idiotic hope that you wanted to connect with me and put the past behind us. If you’re just here to bitch at me though, I’m not having it. Not now.”

Cheerilee shook her head as she stood up. “I’m simply reminding you of a basic lesson.”

“What? How to make my father have a heart attack?”

Cheerilee shook her head. “When was the last time you calmed down? Just, sat down and didn’t have to think about anything?”

“I spent lunch with Silver a week ago.”

“And how did you possibly want that lunch to finish?”

Diamond tried to keep her fire down, but no matter how stoic she kept her face, the reddening of her cheeks gave her away. Cheerilee stepped closer and put a hand against Diamond’s face. “Did you really want it with her though, or simply because you were repressed? Needed some… relief?”

A quick shake of her head switched the arousal back to the stoked fire that was normally within her. “I don’t even know why you would think I think about such things. I don’t have the time for relationships or anything so basic as carnal desires.” She caught her breath as Cheerilee took a long stride and was now dangerously close to rubbing against her body. One small touch on the front of her short, tight skirt got Diamond to look down and her mouth dried up. “Wha-what are you–”

Cheerilee kept one finger on Diamond’s lips. “Just getting your attention. Unlike others, you need to continue to think. Think about whether or not you want to lose the greatest years of your life to anger, work, and,” tapping the skirt again, “fear.”

Diamond backpedaled fast, but soon found herself tripping over a desk and crashing to the ground. Cheerilee leaned over her and held a hand out to her. Diamond watched as her teacher’s barely restrained breasts swung in front of her face. She licked her lips as a small bit of pink showed itself, but then turned away. “No.”

Cheerilee got onto her knees and put a hand on her student’s leg. “If I was going to judge you, would I be dressed like this? Like a young, teenage hooker? I dressed like this to remind you that you need to have a side, well, maybe not quite like this, but one without that pole up your rump. Now please, at least talk to me.”

Diamond shook her head. “No. Just… just go. I have work I should get back to.”

“Look me in the eyes and say that.”

She looked up and stared into Cheerilee’s green eyes. They didn’t waver, they didn’t shake, they merely continued to watch. Continued to care. Just as always. Diamond rubbed at her eyes. “You don’t get it. I’m supposed to be perfect, and all I am is a freak.”

Cheerilee nuzzled against Diamond’s cheek. “Have you ever even shown it to another pony outside of your family? Had someone see it and scream?”

Diamond opened her mouth, but then closed it. She had no answer, and she laid back with a sigh. “I… I’m not sure if I want you to look at it though.”

Cheerilee started to rub the slight bulge she could see with her palm. “Hoping to save it for the one you like? Because if so, I would love to hear when you planned to do so.”

The sarcasm stung just as much as it always had, and a tear ran down her face as soft, white fur crossed into her mind. Fur she would never have beneath her throbbing– “Gah!” She looked down, only to see that Cheerilee’s hand had disappeared beneath Diamond’s skirt. “What are you, nng, doing?”

“I know you, just as I know my other students. Without a push, you won’t get anything done. Not with this.”

Diamond Tiara swallowed hard as she felt Cheerilee’s hand gently run along her member. Each inch that she caressed sent shivers of repressed arousal shooting through Diamond. It was the first time another pony had touched her this way, and already she was adoring it

Cheerilee noticed the tears coming down her student’s face and frowned before she leaned forward. With the large meatstick still firmly in her right hand, she gently kissed one of the drops away from Diamond’s cheeks. “Please, forget about her tonight. You’ll hate all of this in the morning and be at square one if you can’t enjoy yourself, so please, try. For me.”

Diamond looked back into those radiant eyes that were over her and took a deep breath in as the first drop of precum escaped her tip. “Ye-yes, Cheer–” Her teacher’s finger cut her off, and she simply nodded. She knew Cheerilee was right, and no matter how disgusting it was, she was finally willing to learn how to use her curse.

Cheerilee laid Diamond down onto the ground before pecking her cheek. The draft in the room caused her pert nipples to rub through the thin wrap on her chest, and she let them grind against Diamond’s fluffier body as she made her way down. With each button her mouth met, she flicked her tongue around it and popped the plastic circle loose, allowing Diamond’s own large, perky breasts to peak out. Just as Cheerilee rested her head on the mare’s waist, she reached up and pushed one hand underneath the lacy pink bra, squeezing the mound underneath. “This needs to come off.”

Diamond Tiara bit into her cheek as shivers ran down her spine. “I… I think I’m good. Revealing… it, is going to be hard enough as it is. I don’t need to show off everything.”

Cheerilee smiled slightly as she started to rub the mound. As her hand stretched the bra, the other mound moved in time with her hand, being forced to and fro just like its twin. “You know, I can see why you want it like this. Your excuse was cute though.”

The friction between her nipple and the stressed fabric continued to send shivers down her body and she felt herself starting to heat up. Cheerilee’s hand was merciless as it took full advantage of her mistake. Her nipple was firmly clenched in between two of her teacher’s fingers and was pulled being firmly pulled and pushed, with each motion stretching, tearing, and grinding the fabric against her. All while a loose grip was kept around her shaking and quivering shaft. “Chee-Cheerr, I… I’m not going to be able to take much more.”

Cheerilee simply smiled as her right hand started to move again. Slowly, the tender fingers ran along the throbbing mass that was hidden beneath the skirt. With each pump, more precum escaped the tip, precum Cheerilee pressed against her palm, before sliding her digits back along her length so as to wet the shaft. The wet smacking sound of the the hand against Diamond was only beat by the young mare’s sweet moans as her pleasure grew by the second.

Diamond Tiara tried. She didn’t want to cum, not when she was still in her suit, not while she was in front of Cheerilee. It felt so good though as the fingers rubbed her down, and that naughty palm that constantly was driving her insane almost brought her to tears. One more glance down at Cheerilee’s lust filled eyes was the final push. Those eyes that demanded her cum.

Diamond’s cock throbbed and pulsed as finally all that had been pent up got to burst free. Thick ropes of cum shot out from the large member, each coating more and more of her skirt. Cheerilee hummed to herself as she slowly pumped the last bits of cum from her student before pulling her drenched hand out from beneath the soiled fabric. She ran her tongue along her hand, her eyes dead on Diamond’s. “Give me your skirt.”

Diamond’s mind was numb as she hooked her fingers into her underwear and skirt’s hems and handed the brown fabric to Cheerilee, who brought it to her face and sniffed into it. The teacher’s rump came high into the air as she rubbed her face and the skirt onto the ground, humming to herself to emphasize just how much she adored the smell. She tucked some of the soaked threads into her mouth and moaned as she tasted the cum through it, shaking her hips.

Diamond sat speechless as she got to watch the person who had made her school days a hassle at times, act as if she were a cock addicted whore. How fi… No. She’s just doing this for me... right? Diamond shrugged off the second option, as the idea that her teacher would degrade herself like this for her sake brought a tear to her eye. The sentiment quickly passed though as Cheerilee’s tail flicked to the side.

Cheerilee heard the exclamation and smiled to herself as she lowered one hand to her exposed crotch. Her tail flicked to the side, moving the short skirt she wore out of the way so Diamond could get a real look at her hot, dripping arousal. Two fingers came around her crotch and started to slowly, deeply, stroke into it. After a few moments of simply enjoying the site, Diamond realized just what she was doing. She was signalling for her to come there.

Cheerilee’s scent filled Diamond’s nose as she crawled on the ground and came within centimeters of Cheerilee’s pussy. The smell caused her to shiver, and the lick she gave the trembling folds did taste sweet. It wasn’t what she wanted though. She had never been the type to simply please others, and she didn’t plan to make this the first time she did so.

The older mare jumped slightly as she felt Diamond rubbing her rear with her cock. With each moment, the cock grew stiffer as it slid between the nice, tight rump. For a few moments, Diamond bit into her lip as she considered plugging that small, puckered hole she kept glimpsing, but quickly decided against it. She would be a real stallion tonight, no matter how stupid that meant she was.

Shudders ran through both of them as the hard prick touched Cheerilee’s entrance. For a second, Diamond thought about not doing it. She was already coming to accept the curse between her legs, so maybe she could wait for the one she wanted. Wait for her sweet Sweetie– “Gah!”

Cheerilee had decided her student needed another push and Diamond found herself half within her teacher because the older mare had pushed herself up. Her resolve now steeled and the pleasure already almost getting her to cum as the hot folds surrounded her, Diamond pushed her teacher back down, hilting the heated mare.

Cheerilee found her tits grinding against not only tight fabric that only truly covered her nipples, but also the floor, and it got rivers to start running down her legs as each thrust filled her. Diamond on the other hand, was not dealing with it so well, wanting this to last, just like Cheerilee, but feeling like she was about to burst, just like her tits from the constraints of her bra. Each thrust brought her to the brink, and tears started coming to her eyes, wishing she could do better. Not be the only one pleased tonight.

“D-don’t worry, I’m right there too Dia.”

Diamond’s eyes flew open as Sweetie Belle’s voice filled her ears and she found herself unable to control herself. She slammed forward one last time and both mares let out loud screams. Sweetie’s body shook as thick, hot semen filled her and started to surge out. Each smaller thrust from Diamond forced more in, and both her legs and Sweetie’s thighs ended up covered in her white gift.

Sweetie slowly crawled off the thick member that slightly throbbed as her folds tugged on it, before she weakly pushed herself over. She smiled at the mare she loved and held her arms open, her voluptuous chest now fully exposed. Diamond didn’t hesitate before she dove into the inviting bosom. The two shared one, long kiss before they collapsed, happy to be in one another’s arms.

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Author's Note

Apologies for how long this took to come out. It has actually been done for a while, but do to problems with my editor and me being busy, it ended up slipping under the radar to actually get published. We only have two more chapters left though, and I hope you enjoyed this one!