I Can Do What I Want, I'M RICH

by Wendy Crescent

Rating: mature
Tags: Sex, Cheerilee, Diamond Tiara, Dark, My Little Pony: Friendship is Magic
Length: 3013

Diamond uses her cunning to blackmail Cheerilee into doing what she wants.

Trigger Warnings: Foaldom, Blackmail, Dubious Consent, Fillyfooling, Spanking, Eventual Consent
This story was requested by a friend . I hope you like the story dear, you know who you are. winks I am so going to hell for this.

Diamond Tiara is bored. She is sick and tired of detention, she wanted to have something new: a mare to play with. The target of her desires? Why the teacher who is making her suffer detention Cheerilee of course. The Mare that constantly seemed to block what she wanted at every turn with her school work. After getting detention for playfully mocking some blank flank she had enough. She with the help of Silver Spoon is going to put that mare in her place. She was rich, she should be saying what goes not some commoner!

Editors:
* Eastwestian
Setting:
* Canon Equestria

Published 2016-08-10 10:50:01 UTC
Last updated 2016-08-10 10:50:01 UTC

Bad Teacher!

I Can Do What I Want, I'M RICH!

By Wendy Crescent

It was getting late in the afternoon, class had been over for hours now and yet she was still in the school house. To say that Diamond Tiara was frustrated with that fact was quite the understatement. She was furious, who did this mare think she was giving her detention, she was rich without her family the school would be a lot less than it is currently. And yet this insolent fuchsia mare was insistent on getting in the way of what was harmless fun. Blank flanks deserved to be mocked, they couldn't even figure out their special talents, them being poor compared to her only doubled the reason why they should be mocked.

Yet here she was in detention, scribbling away at a piece of paper, writing yet another apology letter meant for the colts she had been mocking before. It was probably the most humiliating thing in her life having to apologise to a commoner. Going to school with them was almost more than she could handle; her father refused to hire a private tutor for her, saying she would learn more here. Sighing deeply, she placed down her pencil and then quite promptly ripped up the letter she had been writing. Glancing at the window, she saw Silver Spoon finally in place with her camera. Leaving her desk, she approached the fuchsia mare with a small innocent smile on her muzzle.

Cheerilee was sitting at her desk, a book in front of her. She hated detention, it was probably the most boring part of the job. This part did offer her the chance to catch up on some light reading, that is if she wasn't swamped with school work like grading tests and the like. The sound of hooves touching the ground caught her attention after a moment. Looking over her book she watched the sickeningly sweet smile forming on Diamond's muzzle, she rolled her eyes for a moment and then said as nicely as she could "Yes Diamond? What is it?"

"Well miss Cheerilee..." the filly started, jumping on the mare's desk with a quick leap pressing her muzzle to the older mare without a moment's hesitation shocking the adult mare into dropping her book and recoiling away from the filly. "I think it’s time I put you in your place... a commoner like you shouldn't be in charge." She said in the most sickeningly sweet, haughty and arrogant voice she could, lunging forwards, pressing her lips to her teacher's once more; who on instinct for a short moment returned it, and then pushed the filly away horrified.

"Diamond Tiara what is the meaning of this!?" She shouted, standing up to her full height as if about to strike the young filly. She paused as the snapping of a camera's shutter finally reached her ears. Her eyes went wide with the realisation that the fucking brat's shadow was taking pictures of the entire thing. She was unable to even find words for it, dropping on her rump she stared at the floor, her mind raced. She desperately tried to come up with a way out of this.

"Well... let’s see how long you will be a teacher, or even a resident of this town when ponies find out you were making out with a little filly... or threatening to hit her. I think Celestia has a special jail that she banishes ponies like you to." Diamond purred softly, she gave a victorious smirk at the mare cupping her cheek with a hoof she forced the crestfallen mare to look her in the eyes. "I rule this school, and I own you... Unless you want Silver Spoon to run to the guards right now and give them the pictures?"

For a long moment Cheerilee remained silent, she didn't dare to make a comment. This is the last thing I need, she thought to herself, this spoiled fucking brat ruining my life. Why can't I just find a nice colt friend to settle with!? Sighing deeply, she slumped her shoulders. "What do you want Diamond?" She asked numbly, knowing there was no way to actually get past this and a sick morbidly curious part of her wanted to know that the filly would try to get.

"Oh nothing special really, just to get a little revenge for how you have been treating me with a significant lack of respect." The filly informed her with that sickening tone of superiority.

"And that entails what, giving me detention?"

"No... that would be silly!"

For a moment Cheerilee was surprised by that, she never imagined Diamond to be smart. She had always thought she was a dumb, spoiled brat. And then the demon's little shadow walked in with a small satisfied grin. Carrying not only a camera but also a... she paused, staring at the slender riding crop and then the ping pong paddle. Her mind raced with ideas what the filly was planning to use them for, and judging by her grin she could very well imagine what she meant by punishment now.

"Ah Silver thank you!" Diamond practically purred taking the paddle from her assistant, and then motioned to the desk with a hoof. "Over the desk!" She barked at Cheerilee, and without any resistance the mare threw herself over her desk, her tail pulled between her legs to hide her marehood from sight from the fillies. Looking at the spoiled brat she practically hissed in frustration with her; even as the filly took up a place standing on her hind legs, tapping a hoof to the flat surface of the paddle.

Cheerilee closed her eyes, trying to simply push away the thoughts of being spanked by a filly. The thought was both humiliating, and to her eternal shame... it aroused her. A sick and twisted part of her mind was excited by this. Her tail wasn't just covering her for the sake of decency but it was also top hide her slowly building arousal from sight. That didn't deter the little terror though. The paddle struck her right over the cutie mark. It wasn't a powerful strike but it was perfect enough to make her gasp half in pleasure rather than pure pain. The little filly didn't have any proper power behind her strikes but it stung like hell, it stung in just the right way for it to be pleasurable. Cursing herself the mare whimpered loudly, her eyes half open as she looked to see Silver Spoon floating around her still taking pictures of the scene.

The little filly laughed at the sight of her teacher's discomfort, she allowed herself a little grin hearing the half moans that she elicited from the adult mare with each strike of her paddle. This was fun, she had never been allowed to do this to her maid. Her father always stopped her, but daddy wasn't here to stop her anymore she could do what she wanted to this mare... and judging by the all too familiar scent of feminine musk she was pushing all the right buttons to make it appear like Cheerilee had wanted her to do this rather than her being blackmailed into this. "Miss Cheerilee, raise your tail and give us a good look at your marehood." She cooed softly, spanking her particularly harshly over the cutie mark.

Reluctantly Cheerilee raised her tail, offering the two fillies a good view of the sticky mess that had formed under her tail, strands of her juices sticking to her tail and marehood making for a lewd display of arousal. With a click it too was committed to photo evidence: she knew her fate was sealed, but that sick and twisted part told her not to care, it told her to enjoy this to let it happen. She gave a frustrated cry. "J-just STOP! P-please Diamond... I'll do anything just please... s-stop this!" She was startled that her own voice sounded so... half hearted. She didn't want this, but why did she sound like she did!? Whimpering softly, she rested her head on her hooves her flank raised ever so slightly.

Silver Spoon remained entirely silent the entire time, she simply kept finding angles to take pictures of to make everything look as much like Cheerilee was enjoying herself, not that it was hard the moment she revealed that she was dripping wet. She looked at Diamond, smiling as she saw the look of pure joy on the other filly's face. This was weird to Silver Spoon; but as long as Diamond was happy so was she.

Continuing her furious assault on Cheerilee's hindquarters Diamond Tiara let out a little laugh as she shifted the paddle mid strike, hitting her squarely over the marehood and plot hole. Coaxing a loud moan from her teacher. Watching the mare's face scrunch up, and tears of shame and the stinging pain forming was the more exquisite sensation Diamond had felt building up inside of her chest. Pulling back the paddle she struck her teacher once more just as firmly as before coaxing another sweet, perverted moan from the mare.

Cheerilee felt utterly humiliated in the moment, the stinging in her flanks taking a back seat to the mind-numbing and almost crippling pleasure that shot through her. She knew that spanking was something ponies were into; but she had always written it off as being for weirdos. And yet here she was being spanked by a filly and she could feel the arousal dripping down her inner thighs. She could feel the stinging pain coursing through her body with each slap of the paddle over her flank. She felt an all too familiar pressure building, all those lonely nights spent with a bottle of wine and a trashy novel had taught her the feeling of a building orgasm well enough.

Breathing became more ragged and irregular, each slap on her marehood from the now thoroughly soaked paddle produced a lewd wet slap, the sound bringing a blush to her cheeks it was a sound she wasn't used to... it almost sounded like what she imagined it'd sound like to be rutted by a stallion. She squirmed her thighs pressing together giving the two fillies a nice long look at her winking marehood. Something snapped inside of the teacher she stopped caring and she especially stopped her poor attempts at hiding her pleasure... the words coming from her own muzzle shocked her. "YES! More! P-please Diamond more!" She pleaded needily, feeling the desperate need for release building.

"You will call me 'Miss Diamond', peasant." The filly decreed with that imperious tone that normally infuriated Cheerilee, but in this moment? She didn't care. She almost actually decided that she enjoyed the little filly's treatment of her. Never had she thought she would be dominated by anyone other than a stallion... even less so that it would be a filly from her class. But she didn't complain, she didn't even want to complain about it that sick and perverted part of her mind had taken over and she was loving the treatment, even more so as it came from Diamond. Her hind legs trembled, barely able to support herself from the arousal.

Cheerilee was finally sent over the edge by a particularly powerful smack to her marehood, to make her feel such intense pleasure through spanking her! The strike was aimed directly at her clitoris. She howled in a mixture of pain and pleasure, her back arching and her soaked pussy squirting a healthy dose of marecum into the already large puddle that had formed behind her desk. Her mind spinning with the surreality of it all... she had cum at the hooves of a filly, she should be outraged, she should want to curl up in a corner and chastise herself for even daring to enjoy her student like this. And yet that didn't matter anymore all that mattered was the little filly that had driven her to climax through spanking her and humiliating her.

Diamond Tiara dropped her paddle and started laughing, she felt euphoric. She had made her teacher cum through simply spanking her. It was such a thrill having this amount of control over the mare. And without ceremony she spread her hind legs showing off the mess that was her tiny fillyhood. "Cheerilee. Attend to me? You got to have your fun now it’s my turn." She commanded rather than requested, to her surprise the mare simply pounced her, bringing the filly close and instantly burying her muzzle into her cute puffy fillyhood, her tongue eagerly lapping at the sweet juices.

Cheerilee gasped for breath, realising what she'd just done, when then promptly shoving any guilt aside. She was being blackmailed into this this wasn't her fault and ponies would understand why she had to do what she did. With her reasoning out of the way she simply started to enjoy the soft pussy lips she had been presented with her tongue pressing deeply inside the pink filly, taking in the sweet delightful taste of her juices. "Hmm.... S-so d-delicious Miss Diamond!" She commented, blushing lightly as she addressed the filly as her better. The small hooves resting on her head didn't lessen her embarrassment, and it certainly urged her ever onward. The dominance this filly showed her was driving her crazy with desire.

Diamond tiara cooed and mewled lightly in pleasure, the large tongue lapping against her sensitive fillyhood felt awesome, it was hard to describe for the little mare, she had once tried to do this with the worthless maid but it didn't feel this intense. She never had this warm feeling building up in her chest before. Her small hips bucked lightly against the teacher's muzzle, her eyes rolled back as she and Cheerilee found a comfortable rhythm for both their enjoyment. Diamond did her best to keep up a dominant appearance but it was hard to when the mare was making her writhe in pleasure, her mewls slowly becoming cute moans of absolute delight as her dripping snatch was invaded by the large tongue.

The filly didn't know what a cock inside of her felt like, but she assumed that it would feel just as good as Cheerilee's tongue licking at her tight inner sanctum. Her hips giving another powerful buck and a scream of lusty, sinful pleasure to match. Her teacher had a sweet spot she never even knew she had, a hoof rubbing at her tiny engorged clit, her tongue passionately rubbing along the sweet spot inside of her drenched, winking pussy. Diamond Tiara didn't last long against the onslaught of her teacher's tongue. In fact, she came then and there, her juices squirting from her little fillyhood coating the mare with the clear sweet tasting and intoxicating musky marecum.

With a furious blush on her cheeks Cheerilee withdrew away from Diamond Tiara, licking her drenched muzzle clean. Her eyes were downcast as the shame of orally pleasuring an filly finally struck her full force. Even as she took in the little filly's almost additive sweet scent she couldn't look at her. She had done the worst thing a teacher could do... even if she was being blackmailed she had taken advantage of a filly. No pony would understand; they couldn't this wasn't just taboo this was downright illegal. Sighing deeply, she looked at Diamond, whispering fearfully "Diamond... P-please don't continue this? I... I could get in real trouble if any pony saw those pictures..."

The tiny filly was unresponsive for a long moment, laying on her back panting lightly still recovering from her first proper orgasm, one that wasn't caused by her tiny hoof. She had a goofy smile on her muzzle and with a light chuckle she motioned to Silver Spoon. "Silver... show her?" She asked in between ragged panting to catch her breath.

Silver Spoon for her part simply turned the camera around, and showed the lack of a film roll inside of the device. Her cheeks were a bright shade of crimson at what she had witnessed happening between her teacher and best friend. She didn't really know what to think of it, she had been told that it was wrong to engage in this kind of things with strangers... and yet Diamond had gone out of her way to plan it. She simply placed the device down and ran from the room.

Cheerilee stared at the camera, dumbfounded. The first response in her mind was anger. Pure undiluted anger for both fillies, and yet as she looked at the tiny filly who was still in a state of post coital bliss she couldn't remain angry, what they had done was a serious crime against her... and yet why did her heart feel like it just doubled in speed? Why did she pick up diamond Tiara in her fore hooves cradling her close for a gentle chaste peck on the muzzle? She didn't know and quite frankly she didn't care anymore she had already committed the ultimate sin of a teacher what did it matter anymore. Looking Diamond in the eyes she simply asked one simple thing of her. "Does... this kind of thing make you happy?"

The small filly simply nodded, her hoof lightly petting Cheerilee. "Yes." Came the tired and simple reply, it was the only thing that really needed to be said in the moment. The less chaste kiss that followed spoke volumes of what the two of them thought. Their tongues dancing with each other in a slow gentle place, a pace not set by Cheerilee but set by Diamond, even in the moment of being much weaker she was the one in charge of this, and that was accepted by the teacher, it was fine with the adult mare as long as the filly was happy that was all that actually mattered to her.

Her thoughts were only focused on Diamond, but she couldn't help feeling that this was only the start.

<<<< The End >>>>