Raising Grades

“Diamond Tiara, please wait outside the building while I talk to your father,” the purple schoolteacher said to the stuffy filly.

The filly in question pouted, though was inwardly happy to oblige. Now she wouldn't have to deal with Cheerilee's berating with her father next to her, giving her glances of disapproval while her teacher talked.

Once Diamond Tiara closed the door behind her and Cheerilee was sure she was out of earshot, she turned to the brown stallion standing in front of her.

“Thank you for coming over on such short notice, Mr. Rich. I know how busy you can get, especially with the Zap Apple harvest around the corner.”

“Think nothing of it, Miss Cheerilee. I can get quite busy as a single parent, but that's no excuse to neglect my only daughter. Though, I get the feeling that is exactly what I'm here for.”

“More or less, yes,” Cheerilee replied. “I'm concerned about Diamond. Not only does she love to berate others that aren't as, shall I say, wealthy as her, but she is starting to neglect her studies as well. Her grades have been in a steady decline for a time now, as you may have seen from her latest tests.”

“I'm afraid I haven't, actually. I've been quite occupied by my work to pay any attention to her results. I had always assumed that while I was working, she'd be in her room, studying.” He recalled last month's phone bill which, though hardly an object, seemed much steeper than usual. “I knew I didn't make that many calls last month. She must've been spending her time calling with that friend of hers... What was it, Silver Fork?”

“Silver Spoon, actually. And your assumptions are probably correct; her grades aren't much better than Diamond's. I intend to talk to her parents tomorrow.”

“Well... Would you mind if I could I take a look at Diamond's results, please?”

“Not at all. They're in my desk drawer. Just a moment, if you please.”

With that, Cheerilee turned around and walked over to her desk. She kept the recent test results in the bottom drawer, so she had to lean down to grasp the handle with her teeth to pull the drawer open. Doing so, she unconsciously raised her rear end into the air, directing it straight towards Filthy Rich.

The stallion followed Cheerilee's every move, mundane as they seemed, until she shoved her rump into the air. Like a set of magnets, his eyes were pulled directly at said area. Thankfully, Cheerilee's tail hid everything underneath from view.

He flinched as he caught himself staring, but struggled to avert his gaze to anywhere else. The last time he had been with a mare - which resulted in Diamond Tiara - had been years ago. Seeing her presenting herself to him like this - accidental or no - made it hard to look away. He felt his face turning red.

Good grief! Why is she doing that? I mean, why would she not get the papers from the other side of the desk? That makes sense, right? Unless she... Goddess, those flanks are so gorgeous- Oh!

Hearing the sound of a closing drawer, he raised his eyes back to Cheerilee's face as she righted and turned around, carrying a stack of papers in her mouth. After putting them on the desk, she opened her mouth to speak, but then noticed Filthy's flustered face. She then immediately realized what she had inadvertently been doing while fetching the tests.

But instead of getting embarrassed, she smiled inwardly, and acted like nothing had happened. Tonight might turn out very interesting...

“Ahem. Well, here are Diamond's results," she said, pointing a hoof at the papers in question. "As you can see, they have been going in a steady decline over the past few months. If this keeps up, I'm afraid she'll have to... well... repeat the grade.”

Filthy's eyes widened. “Oh Goddess, please no. Never in our entire family tree has that debacle occurred. The shame would be unbearable! I, Filthy Rich, father of the first filly in the Rich family that had to repeat a grade? Well, not on my watch. I won't stand for it! Miss Cheerilee, please tell me what to do. I don't care what it takes!”

Cheerilee fiddles with the papers, pretending to make and put them back in the drawer. “Well... Perhaps we could work something out...” she said in a different, softer voice. She lifted the papers to her mouth, but "clumsily" fumbled a few of them. A few errand sheets floated left and right, and one of them even under the desk.

“Oh my, how inept of me. If you'll excuse me...”

Cheerilee turned and ducked again, and reached under the desk, “trying” to fish out the paper from underneath. It was well within her reach, but she strained as if it wasn't, making grunting noises as she faked stretching her limb to its limit, all the while lifting up her rear once more. This time around, she even flicked her tail occasionally, giving the flustered stallion a glimpse at her marehood underneath.

Filthy's mind raced as his eyes were pulled towards her buttocks again. Oh, mother of - she's doing it again! Now I KNOW she's coming on to me. She's not... suggesting that we... do that... in order to raise her grades... Does she? But, on the other hoof... we both know Diamond isn't going to listen to me. Heck, she hardly ever does. I really don't want her to repeat the grade... She sighed. Well... Here goes nothing...

Hoping against hope he wasn't making a bad judgment call, he stepped over to Cheerilee, and delicately slapped a hoof against her rear.

“Oh!” Cheerilee yelped, and bumped her head against the desk (slightly, since there wasn't much room between the desk and the floor to begin with). She righted herself, and looked over he shoulder towards the stallion, grinning as she did. “Why, Mr. Rich. Surely that was an accident.”

“Uhm... Only if you want it to be,” he said, still quite unsure of her intentions.

“I don't,” she replied as she turned around, lowering her eyelids to a seductive stare. “Suddenly, Diamond's latest F got turned into a D minus. Imagine what would happen if more... "accidents" like that occurred...”

Inwardly sighing with relief that he read the signs right, Filthy smirked, closed his eyes, and leaned in for a kiss. He got halfway before Cheerilee threw her forehooves around his neck, and locked her lips with his. Filthy flinched, but quickly eased into the kiss as Cheerilee forced her tongue into his facial orifice.

Moaning softly, their tongues swirled around each other. After a few tense moments, Cheerilee broke the kiss, and sucked in a sharp breath of fresh air. “D plus.”

Next thing she knew, Filthy gently pushed her backwards until her rump bumped against the desk behind her. Wasting little time, he placed his own forehooves underneath her shoulders, pushed her up the desk and resumed his kissing. Cheerilee's cheeks flustered crimson – hardly visible due to her purple coat – as Filthy proceeded to plant little pecks across her cheek, her neck, her chest, and going lower still.

“C minus,” Cheerilee grunted as she bit her lower lip while reclining on her desk. Filthy had reached her nethers, which were already glistering ever so slightly. Feeling his stallionhood beginning to stand at attention from the pleasure running through him, he reached out to it with a free hoof, giving it gentle strokes as it hardened.

“G-Go ahead, Mr. Rich... Earn your daughter a C plus...” Cheerilee groaned as she looked down at Filthy Rich. His nostrils filled up with a musky scent as his mouth hovered just above her moist lower lips. He looked up, and locked his eyes with hers for the briefest of moments. “For now... You can call me Filthy,” he said, before plunging his tongue down Cheerilee's marehood.

“OH!” she yelped, feeling the flexible piece of muscle squirm its way inside her, lapping up the natural lubricant she was producing. She lifted her hoof to bite into it, preventing herself from making moans of pleasure. Diamond Tiara was still in the vicinity, after all.

That concern vanished like snow in the sun as Filthy found his way to her her fun button. Eyes widening like saucers and rolling away to the back of her head, she took in sharp breaths as Filthy alternated between working her lips and her clitoris. Her climax was building fast through his administrations. It had been so long since she had been with a stallion, and while toys offered some compensation, there was nothing quite like the real deal.

“Uh... Deeper...” she moaned, urging Filthy to increase his efforts. He complied by stretching out his mouth to its limits, and then closed it around her nether area, forcing his tongue in as far as it could go. Through this act, he had to resort to breathe through his nose, which tickled her sensitive teats.

Seconds seemed like centuries for Cheerilee as she tried her best not to scream in delight, every lick another stroke of unparalleled bliss as her climax built. Her moaning drove Filthy's tongue to its absolute limits, reaching just a little bit deeper every time. Just when the tongue reached the apex of its flexibility, Cheerilee suddenly shocked and gasped loudly as a salty liquid splattered all over the inside of his mouth. She tried her utmost not to cry out in ecstasy from her sexual release. He closed his eyes, and allowed the liquids to pool up inside his mouth, until Cheerilee grew still. With her eyes closed, one forehoof resting on her chest and the other lolling over the side of the desk, she muttered in ragged breaths, “B... minus...”

Filthy removed himself from Cheerilee's marehood, some of the liquids spilling out before he managed to shut his jaw. With bloated cheeks, he climbed halfway up the desk, bringing his face in front of the teacher's. Becoming aware of the nearby body heat and the sound of hooves on wood, Cheerilee managed to open her eyes to a slit, and saw Filthy's face in front of hers, leaning in for another kiss. She complied and opened her mouth. Filthy did the same, which resulted in letting her own produce spill into her mouth as they locked lips.

When the kiss was broken, Cheerilee swallowed down her own juices while Filthy did the same, even though there was hardly anything left. Both of them savored the sensation, and relished in the moment.

Before either of them could contemplate taking things to the next level, an all-too-familiar voice sounded from outside the classroom door.

“Daaaaaad! Are you almost done in there?! I'm – so – bored!”

Startled, Filthy turned around, trying to think of something to prevent his daughter from walking through the door. “In a minute, honey!” he shouted out. “I'm almost done with your teacher! Uh – talking, that is!”

“Whatever,” she replied huffily, “just hurry already. I don't wanna miss the next episode of NTV's Stables!”

Due to the interruption, Filthy's member had started to retract into his body again, since it was clear it was going to be devoid of action today. Cheerilee grinned at him while wiping her mouth. “We'll have to pick this... 'conversation' up another time. Then we'll see if we can't do anything to bump her grade up to somewhere in the A department.”

Filthy proceeded to clean his own muzzle before he replied, “Looking forward to it, Miss Cheerilee."

“How about next week Friday? I'll be sure not to dish out any detention, as to prevent another situation like this.”

“Sounds fine to me,” he said. He lowered his head to look down at his member, which had fully retreated by now. “Sorry, old fella. You'll be getting some, soon. Promise.” He raised his head back up to address his daughter's teacher. “Tutor's permitting.”

“We'll see, Mr. Rich. Oh, and for the record, Diamond isn't in the clear yet. There are more tests to come, and if she flunks those... well...” she winked.

Filthy Rich smirked as he made his way to the door and opened it, a little pink filly waiting impatiently on the other side.

“There you are, finally! Come on, the show's about to start!”

“Alright, alright, we're going.” He threw one last glance at the teacher before he left the building, and wiggled his eyebrows.

Maybe... repeating the grade isn't such a bad thing...