Raising His Grade, One Inch at a Time

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#12 of Dom/Sub Stories

There's no better way to win the favor of an amorous teacher than by putting your flesh to good work, as much as your brain. It's a lesson that Issac will fully embrace by the end of this story for Theodore Ursus!

A special meeting after class has Issac all of out sorts: he knows he's struggling to keep his grades up, but his professor, Madison, isn't keen on giving up on him just yet. She thinks he just needs to apply himself a little harder, and there's no professor out there better fit for the task of getting Issac hard in the first place.

Without a condom, with the classroom door unlocked, with every caution thrown to the wind, she raises his confidence...now he just needs to make the grade!

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Madison Whitelock was the kind of professor who wanted to make it clear that she always had an extra minute or two for her students, even if it only amounted to that much time, quite literally.

She had more than that to give when a quick tok tok rattled the outside of her office door.

"Enter!" she called, still seated her at her desk. The door swung open and she looked up with a kindly smile on her face.

She'd been expecting company; Isaac was asked to pay her a visit after one of his scheduled classes, and his nerves were eating away at him, his thoughts fearful of what he might have done wrong to irk his professor.

"H-hey, Ms. Whitelock. Sorry I'm a couple minutes early."

"Oh, not at all, dear...better to be a few minutes early to a private lesson than a few minutes late. It shows you're serious about improving your grade."

Isaac wasn't failing the class, but his grade could have used more than a little help, especially when the weight of a lower grade would have tugged down the rest of his GPA.

Haven't had much of a chance to just sit and look at him up close in the lecture hall, Madison thought. He's a handsome, young fellow...

Keeping the butterflies of her thoughts contained, Madison put on a softer, teacher's smile and gestured to the chair on the other side of her desk. "Please, take a seat. You're not going to learn all that much just standing in the doorway..."

Seated and minding her work, Madison still carried a certain sense of intimidation about her. When grades were the subject, there was that much more gravitas to be thrown around, and the way Isaac came and took his seat showed just how uncertain he was about his future in the class.

"So, any big plans for Homecoming weekend, Isaac?"

With every chance in the world to intimidate her student that much further, Madison took the high road and turned the subject to small talk. Short, bob-cut locks of white stopped just beyond the long, sharp velvet of her ear lobes; one side, she tucked back with her fingertips, as if to say that she was truly interested in what he had to say.

"Oh, n-no. Nothing really," Isaac claimed. The zebra was bashful about his personal life, to put it mildly...and even one of his professors asking about his weekend was enough to fluster him. "Do, uh...do professors ever do anything crazy on Homecoming weekend?"

"Some of us used to," Madison explained. "Some of us still do...and...between you and I, I do have some plans for the weekend, specifically for the two of us."

Isaac gulped, but somehow, the rather oblivious equine was still missing the forest for the trees; whether he didn't want to accept the reality that Madison was interested in him, or whether he really didn't get it, she couldn't be sure, just yet.

"That s-sounds nice," he tripped over his words again, but he didn't follow up with the obvious question.

He didn't need to--Madison was already on the attack. "Mmhm! Could be one of the best weekends I've had in years, but...enough about my weekend. What about yours? You got a little girlfriend that you'll be palling around with?"

"No, n-no ma'am," Isaac shook his head.

"When we're in here, just the two of us, you can call me Madison," she offered. With a wicked grin, she stood from behind her desk, kicking her shoes off on the way and leaving her bare hooves clad only in the sheer cover of stockings. "Though I do like it when a young man has his manners about him..."

Her open palm traced the side of the desk as she sauntered around it. A quick press, and she lifted herself to the edge of the low furniture, propping her rump just so that she could cross her legs and still preserve her modesty...but even the slightest adjustment would reveal something more to Isaac than he ever would have expected to see.

"For what it's worth, though...you don't have to keep looking away every time I talk to you," Madison followed up. Her eyes were a soft, curious gray, peeking just below the neatly combed tresses of cream above; intimidated though he may have been, Isaac had to admit that their gaze came with a comforting quality. "Is there something more interesting on your feet? You've been looking at them the whole time."

Brushing one of her covered hooves against Isaac's leg, Madison captured his interest so tightly that he didn't have a choice: he'd have to acknowledge that she was getting to him, if he opened his mouth again.

Soft and sweet, but decidedly nervous, his eyes of molten chocolate looked up, tracing the outline of her stockings and hesitating at the cross of her legs. He could have stopped there, but the single button at the top of her blouse being popped no longer felt like a matter of her comfort, nor any sort of coincidence.

Catching a glimpse of her modest, enticing cleavage, Isaac gulped back his words, thinking that anything he offered might come out the wrong way; he had no clue that Madison was hoping for exactly that sort of response from him.

"Now that I have your full attention...I wanted to let you know that I can assist you after class is over to help you get your grades up," Madison said, carrying the burden of their conversation. "I know that you're taking a rather casual approach to college thus far, but your studies are very important, Isaac...I'd like to get that point across to you."

That he was shifting in his chair was fine: Madison knew that those seats weren't the most comfortable, having worked in the collegiate environment for such a long time.

That he had shifted his notebook so obviously over his crotch, however, wasn't something that the eager sheep could abide.

Such a cutie...I really could get lost in eyes like those, she thought, careless of the cliché. And those blonde bangs give him such a boyish charm...but perhaps a bit too boyish. Is he really not getting what I'm after?

She was more than happy to be direct with her students when she needed to be, but Madison tried one more underhanded trick before she spelled it out plainly for him.

"You, uh...y-you need a hand with something, Madison?" Isaac asked, seeing her posture shift back toward the other side of her desk.

Her chest pushed up as her shoulders rolled back, but it wasn't the display of her cleavage that so suddenly captured Isaac's attention.

It was the shift in Madison's balance, forcing her thighs to settle next to each other and part slightly...just enough that a gap appeared in the cover of her skirt.

_Don't look...that isn't right,_Isaac tried to silently convince himself, but curious eyes still waited until the moment was right, unable to help their eager nature.

As Madison fumbled around in the drawer, Isaac bit his own lip to stifle a gasp; his professor wasn't wearing any panties, and the uncovered petals of her womanhood were parted just the slightest bit with her posture, flashing the nervous zebra a quick sliver of enticing pink.

"Something the matter, Isaac? You seemed flushed..."

He didn't even realize that his professor was already looking back at him. All Isaac could do was swallow back a gulp and pretend that he hadn't been staring directly between her thighs, but he knew she was more observant than that.

His lack of observation was the reason that he missed the words on the blackboard behind her until that very moment: the large text stating "sexual reproduction" as the topic of the lesson for the day, with sections noted for theory to come first, and practice to come second.

"It s-sure is a little warm in this office," Isaac leaned into the excuse he was given, but Madison knew for a fact that his eyes were wandering where they shouldn't have been...just the way she hoped they would. "I'm not sure how you stand it!"

"It helps to stretch out and relax a little bit," Madison explained. Thighs parted further as she turned her full focus back to the zebra and the bounce of a notebook upon his throbbing, covered erection. "You look like you haven't taken a day off in ages , Isaac. Are you overworking yourself? Is that why you've been struggling with the material in my class?"

He would have argued that Biology, as a subject, just wasn't his strongest suit...if he wasn't admiring the way that Madison was sliding from the edge of the desk.

One last flash of her womanhood stole his answer before he could offer it, and the sight of a necktie in her grasp only served to bring new questions to the surface.

"It's really dangerous to restrict blood flow like this, Isaac. It's no wonder you can't focus on my lectures..."

Taking the chance to drape the tie around his neck, Madison made absolutely sure that the zebra wasn't going anywhere...but tugging his face a little closer to her own was just a fun way to drive the already beleaguered point home: he wasn't leaving her office until he had a much firmer grasp on the subject matter.

"Let me help you, Isaac."

Most students would have paid a much higher price for private tutoring, and that was for a chance at an actual lesson.

If he wasn't so bashful to begin with, Isaac would have been able to tell Madison about the delicate scent of her perfume, and how being close enough to finally glean the aroma was driving him wild.

He might have been able to mention how even the idea of her coming a step closer was enough to leave a proper stain on the front of his shorts, thanks to an already generous flood of precum.

Words just weren't coming to his lips, that afternoon...but Madison was still coming right to him, pushing her palms up the front of his legs and over the tops of his thighs.

His notebook was knocked aside easily enough--his grip on it was already a sham--and all he offered was a gasp when the sheep unclasped the buckle of his belt and tugged down firmly at the waistline of his shorts.

"W...Wait, Professor Whitelock!"

"Call me Maddy," she corrected him, just as the band of his boxers slipped under the full, throbbing tip of his equine cock. "And unless you have a damned fine reason to keep me waiting..."

She let those words hang in the air just long enough, giving Isaac ample opportunity to reply, if he had any good reason to slow her approach.

It was only his bashfulness that would have come between the zebra and his professor, but for the first time since he arrived, he was biting back on his shy nature, allowing Madison to do whatever she wanted with his exposed flesh...and starting with a gentle grip at the shaft and a long, easy stroke toward the tip, she made it clear that this would be a very thorough lesson.

"Caught you staring again," Madison whispered, looking up at Isaac beyond every teasing stroke of his member. "Do you think I'm pretty, Isaac? Is that why you can't look away?"

Taking control meant that Madison could put Isaac through whatever ringer she wanted. Right then, she took a balanced approach of teasing him with her words and delivering genuine pleasure with her delicate, stroking palm...

...But she was just getting started.

The lucky zebra was so flustered that his cheeks were radiating heat. Even through a coat of striped, black and white fur, the warmth in his flesh was so evident that Madison could feel it beating down on her, rivaling the throbbing intensity that came from his shaft.

"You...y-you... yes ," he finally belted out the word, through struggling, nervous lips. "You're v-very pretty, Prof...I mean Maddy."

If he'd gotten her name wrong a second time, she would have punished him on the spot, but using the proper title for her in the heat of the moment was just the spur she needed to take the boy to the next portion of his biology lesson.

"You learn so fast ," she complimented him, snickering at the idea. "Sorta weird that you're struggling with my lesson plan when you come around so quickly to what I like to be called; do I just need to start giving all of my lessons without panties on?"

That she rarely, if ever, wore panties to her classes would remain a secret, but the sheep was glad to remind Isaac that he didn't have any obstacles in his way when she leaned back from his lap and spread her legs wide, straddling the edge of her desk.

This time, there was no denying the glisten of arousal that dripped from the warmth of her mound--even at that distance, it was obvious enough, but a quick tug on the slack of Isaac's tie forced the sheep to stand, lest he find just how tight a necktie could feel after a long day of work.

Following her lead and leaning over her body, Isaac let out a full, heated breath as he gasped, bewildered at the turn that their private lesson had taken.

"That's more than enough time spent on theory," Madison suggested. "Maybe I just haven't been challenging you enough; we should just move right into the practice portion of your lesson."

Another tug forced Isaac to lean all the way over the desk, and only the silky, thin fabric of Madison's skirt kept his impressive length from lining up properly with the treasure that was her pouted entrance.

A spurt of precum across the front immediately prompted Madison to reach down, and as one paw masterfully guided his cock into place, letting his equine flare rest against her petals, the other kept a tight grip on the necktie, holding Isaac at such a distance that she could easily lean up from the desk.

She stole a kiss none too quick from his lips, lingering long enough at his tender, quivering muzzle that she could still taste him when she eased herself back down to the now scattered papers on her desk.

"I want you inside me, Isaac... now."

What started as a clear exchange between student and teacher was quickly putting them on an equal playing field.

Pants could no longer hold their grasp around Isaac as his fell to the floor, pooling around his ankles. The fabric of his boxers quickly followed along, and as a sign of her approval, Madison flicked the slack of the tie over his shoulder, giving him back just enough of his freedom to make his own decision with what came next.

He's so timid, I bet he'll just stand there and stare at it for a while, she thought. If I wasn't feeling so needy, that would be adorable...

"But I...I've never-

Madison blinked, but on the other side of that surprise was an even wide grin, laced with sinister intentions.

"You will today," she assured him. A greater sense of comfort came for the zebra when she leaned up far enough to crook her palm around the back of his neck, and the depths of her gaze told as much of a respectful nature as a lustful one; if he really didn't want to continue, she wouldn't force the issue.

His body was speaking loudly enough that he didn't need to tell her how badly he wanted her to keep moving, nor how desperate he was to feel something more than the slick, tender glide of her petals against the impressive flare of his cock.

"Just...t-take it slow," Madison whispered to him, letting her other palm clasp around the back of his neck, but only when she was confident that even a subtle press forward would guide him into her passage. "You're gonna do great, Isaac."

A little extra confidence from a teacher was always helpful for a struggling student, but for someone who seemed not to understand the basic concepts of biology on paper, Isaac had a brilliant, natural feel for them when it came to real world applications.

His first thrust was less than and more of a slow, curious glide, allowing Madison to learn the first few inches of his impressive member at a comfortable pace; soaking wet and flush with arousal, the sheep was still grateful for even a single warmup thrust.

"Ah...a-ah! Yes! That's perfect, Isaac," she hurried through a moan, wanting to reassure the zebra that her impassioned cries were every bit the pleasured song they sounded to be. "Now, n-nice and slowly, ease yourself back...and pump inside of me again. Find a rhythm that feels comfortable to you; I'll match your pace no matter what it takes."

Adjusting to his plentiful length and delicious girth after just a pair of long, deep strokes, Madison could have stopped their antics right then and considered their lesson plan to be a success.

To deny herself the greater pleasure to be had, and to deny Isaac the experience of a lifetime, however, would have been a travesty that she couldn't abide.

Much easier than that was following the natural commands of her body and arching her back, letting her inner thighs lift and bump into Isaac's hips when he finally bottomed himself out inside of his own professor.

No condom, didn't lock the door, she...she's really letting me do all this, Isaac thought. This isn't just some crazy dream, is it?

It would have made for a crazy story, but Isaac wasn't sure he'd ever divulge the pleasures of his Homecoming weekend, even to his closest friends: there was an intimacy about the moment that he didn't think the rest of the world deserved to know, but for all of his bashful nature, he thought that Madison deserved to know how much her invitation meant to him.

He gave it his best effort, easing back and recoiling with a sudden, jerky thrust of the hips--and much to his relief, Madison let out another, heightened bleat of delight as his cock stretched her insides to a new, wonderful limit.

"There you go...s-start moving however you like!" Madison instructed, taking her role as his professor as seriously then as she did during every lecture that came before. "Listen to your body, and...listen to your partner, too. Feel what their body is t-telling you to do!"

Her inner muscles were so well trained that she could have gripped his shaft on purpose, in that moment...but that didn't seem a fair way to go about his lesson.

She wanted everything about his first time to be as organic as it deserved to be, and letting his cock stretch her womanhood until she couldn't help seizing up around it was not only the more appropriate way to go about things, but the more pleasurable route for Madison to take.

Isaac worried that she might have been forcing her moans, until her fingernails raked down the back of his neck, showing the struggle that came with trying to maintain her grip when ecstasy rattled her figure, quite literally down to her fingertips.

"You can go faster if you want, Isaac...don't feel restricted to one pace or one depth...the only way to get a complete lesson is to try every option available to you!"

Her instructions were honest guidelines, never pressuring the zebra into doing something he wasn't comfortable with. She only wanted to dangle clues to him of what he could do, if he was so inclined.

That said, she was over the moon with delight when the sliding presence of her palm landed on his hip: that ticklish contact prompted a faster, firmer thrust from his abdomen, leaving the smaller creature to bounce against the top of her desk with a shrill cry.

I can see just how big he is from here, but I guess my eyes were a little larger than my stomach, she realized. Good thing I'm helping him practice; he could absolutely ruin a girl with that thing!

Quietly, Madison hoped that she'd feel completely ruined by the end of their romp, but Isaac was only just starting to find his stride.

If he was more practiced, he wouldn't have been worried about the sensation welling up in the pit of his stomach, just above his crotch. Like a tickle he couldn't reach, he recognized it in an instant, but everything he'd ever heard about sex told him that he needed to last a little longer if he was going to impress his professor.

What he hadn't learned yet was all coming in the form of a crash course.

"Just keep going...f-fuck...keep fucking going, Isaac!" she cheered, her voice lifted by a similar pleasure and a desire to reach that peak as quickly as she could. "You're doing so well...o-oh goodness...see what you can do when you finally apply yourself?"

Under the cover of a tight, gripping blouse, Madison's breasts were still contained, her flesh still desperate for a little more attention...but Isaac wasn't quite ready to expand his technique when he was just starting to feel comfortable with the unified motion of his hips and thighs.

Much as he enjoyed the show of her body shaking and trembling at his best, it was the feeling that came when her inner walls fluttered so uncontrollably at the middle of his shaft, daring him to do something that he'd never done inside of another person.

No one else has ever even made me cum before, he realized. Is this safe? Should I really do this...?

If he listened to what he thought was his better judgment, he would have stopped then and there and come up with an excuse for why he couldn't finish the job.

To be standing over his biology professor, to see those words on the chalkboard as a firm reminder of what they were studying...he remembered that better judgment didn't always play out that way in a natural, passionate act.

"But, Maddy...w-what if I-

"Cum inside me?" she cut him off, sensing his hesitant nature in those brief, struggling words. "That's the goal, Isaac--I'm already starting to cum on that thick, glorious cock--you wouldn't deny me that honor, would you?"

She'd moved away from treating the entire act as a lesson. It was a fun way to work through Isaac's awkward nerves, but now that he was pumping into her body, leaning his weight into her desk and guiding the throbbing warmth of his cock toward the promise of her womb, to reduce the act to a lesson felt like she was undermining his accomplishments.

Nothing that she mentioned was forced: she was on the verge of climax when she'd opened her mouth before, and the next words of warning, "Isaac...leave it inside me...f-fill me... cum with me!" quickly became a new instruction, going well beyond the scope of an introductory lesson.

Awkward, choppy thrusts were still direct and fast enough to bring the sheep over the edge, and an unexpected flood of his seed only heightened Madison's pleasure, until there was no doubt that a passerby to her office would have heard every naughty detail of their extracurricular relationship.

Isaac couldn't imagine hearing anything over her impassioned moans, but mingled between her breaths were the occasional, subtle paps of his sack bumping against her backside and the tmp of her heels bouncing against his tailbone; the act was so much more involved than he realized, and all the while, he'd been wincing through his orgasm.

"Oh...o-oh fuck...Maddy, I can't s-stop cumming!" he finally broke through his timid nature, his eyes flying open with a mingled bliss and panic, as if he believed he'd never come down from a newly discovered high. "What do I-

"Just keep going," she answered quick, wanting to prolong her own delights for as long as she could...and any movement on his part would get the job done. "Keep driving that wonderful cock into me until it hurts , Isaac!"

He'd never carried on with masturbating once he'd reached his release; Isaac had no idea that there was such a thing as being overly sensitive until the flare of his cock tingled, like an itch that been scratched one too many times.

Shuddering with such bliss that he couldn't help collapsing atop his smaller professor, Isaac slumped into her welcoming embrace, letting his equine cock spill free of her womanhood with a full, slick cascade of their mingled juices pouring over the side of the desk.

Panting into her breasts and blinking with disbelief at what they'd done, Isaac tried to focus on the slow, lazy circles that were drawn into his back by affectionate, comforting fingertips. To Madison, the act was a playful, friendly and enjoyable thing, but she knew the gravity the moment must have held for the recently deflowered zebra.

She'd let him take all the time he needed to come to terms with it.

"Don't go t-trying to leave just yet," Madison whispered. Her palm captured the base of his shaft and eased the tip back into her stretched, tender passage, letting him feel the continued flood of his own juices in the most intimate way. "You're much too fun for me to be done with you, Isaac."

"You really mean that?"

Madison had never seen such a rapid flip of bashfulness to excitement, before.

"I do," she confirmed. "For a first time, you were damned good...but you've got a lot left to learn."

A longer, fuller kiss settled against his lips as Madison asserted her place as Isaac's professor anew...while a tighter, stronger grip around the base of his shaft asserted her place as the new guide of his sexual destiny.