Rainbow Dash’s 10/10 Top Tier Cock
Chapter Ten: After Hours
-by Drace Domino

Rainbow Dash sighed as she gazed out the nearby window, watching her friends all walking home from school together. It must have been nice not having a big book report to finish at the last minute. Granted, the only reason Rainbow Dash’s report wasn’t done was because she had spent the entire past week fucking young women after class instead of studying, but that was days ago! Now, she had to suffer the repercussions of her actions, and that meant being stuck in the stuffy school library while all the other girls got to enjoy the pleasant evening. Rainbow Dash continued watching the girls until they fell out of her line of sight from the window, and then finally she turned back to the series of open books in front of her. Studying and research were never her strong suits, and she was bracing herself for one long, frustrating evening.

Good thing the library was usually open late.

“Rainbow Dash, if you need anything just let me know.” The voice that slipped from behind her was a pleasant and mature one, the tone of the school librarian Ms. Cheerilee. Always pleasant and always smiling, she was well-liked by the students and the faculty and hardly anyone had anything bad to say about her. As she stepped behind Rainbow Dash and dropped a gentle hand on the girl’s shoulder, Dash drew in the sweet scent of her perfume - flirty, yet still mature. Ms. Cheerilee might’ve been the youngest of the teachers on staff, but she was still a teacher. “I’ll be in the back sorting out the returned books from this week. We’ll be closing up in two hours, so you have plenty of time to do everything you need.”

“Thanks, Ms. Cheerilee.” Rainbow Dash gave a tiny nod, and even offered a small smile to the teacher as she started to walk past. As Ms. Cheerilee headed towards the back of the library Rainbow Dash naturally watched her go - admiring the curves of a woman that was better sculpted than most of the teenagers she spent time with. Ms. Cheerilee had a nicely rounded rear and surprisingly full breasts, the latter of which were always contained in a white button-up shirt that seemed only barely interested in keeping them in check. One of the reasons Ms. Cheerilee was so popular was because her bright and sunny nature was typically joined by a bounce of her absolutely perfect breasts, and such a quality was naturally something Rainbow Dash took notice of. As Ms. Cheerilee kept moving Rainbow Dash just kept gazing, her chin resting on her palm and a soft smile tugging at the corners of her lips. Her eyes were focused on the shape of that perfectly round rear, drifting from side to side in a gentle sway that Ms. Cheerilee didn’t even realize she was doing.

She was adorable innocence - not the slightly sassy maturity of Principal Celestia or the moody temperment of Vice Principal Luna. Ms. Cheerilee was about as wholesome as apple pie, and Rainbow Dash already had plans to fuck her that very night.

Well hell, she wasn’t staying after school just to finish her book report! That didn’t sound like Rainbow Dash at all!

With a grin, Rainbow Dash turned back to her studies when Ms. Cheerilee finally rounded the corner into her back office. The fact that Dash still needed to finish her homework wasn’t up for debate - despite her lazy attitude, she was a girl that fully understood that poor grades would mean sitting on the bench for the soccer team. And the track team. And the swimming team. Simply put, if Rainbow Dash flunked out of a class, it would be the end of the CHS athletic program as they knew it.

So to that end, the cocky young woman took her work seriously that night, and for nearly two hours she did exactly as she was supposed to. Her nose deep in her books, she constantly took notes and worked on tidying up her report.

“...wish I was friends with more eggheads,” she murmured to herself while she worked, quietly lamenting the fact that between Rarity, Applejack, Pinkie Pie, and Fluttershy none of them were particularly gifted in a scholarly fashion. The smartest girl she knew was Sunset Shimmer, and...well...Sunset was great for an angry blowjob now and again, but it’d be a cold day in Hell before Rainbow Dash asked her for help on her homework. She could only imagine the smugness.

And so, the young woman continued along to the best of her ability, and in truth did as good a job as one could expect from a girl that spent the majority of her time either playing sports or jamming her dick into various teenagers. By the very end of it she was mentally exhausted, sporting a sore rump from sitting in the uncomfortable library chair, and most notably...rock hard beneath her shorts.

It had been a long day. Another day spent without a good opportunity to coax someone into going down on her. Not even Wallflower Blush was around for a quickie - or at least, she didn’t seem to be. It was always a little hard to tell, but Rainbow Dash did a short lap around the yearbook room with her dick out fishing for her and didn’t hear a peep. On top of yet another day of sexual frustration Ms. Cheerilee was the type of woman that was hard to dispel from one’s thoughts, especially when she was already in the back room in a private spot where they could have some fun. Ms. Cheerilee was back there practically waiting for Rainbow Dash to come and fuck her...she just didn’t know it yet.

With a soft smile, Dash stood from her chair and closed the last of her books, content in a job well done. After casually tucking them all away into her bag and taking a small sip of water, the young woman gave herself one quick once-over to make sure she was in fine condition. Using a tiny hand mirror gifted to her by Rarity because “a lady should always look her best,” the rainbow-maned young woman teased her hair into the usual style, popped the collar of her jacket, and slipped a hand between her thighs to properly position herself. She was bulging noticeably, but what else was new?

And after that brief moment of primping, Rainbow Dash tossed her mirror back in her book bag and started to make a beeline for the back room - it was time for her to see if Ms. Cheerilee was as wholesome as she seemed.

She was betting the answer would be a resounding no, at least once the older woman caught a glimpse of what was hiding beneath her shorts.

***

“Rainbow Dash! Finish everything you needed to do?” Ms. Cheerilee was as bright and sunny as ever, beaming from ear to ear as the young woman stepped into her office. The adorable teacher had a bit of a mess on her hands - stacks of books that needed to be organized and a general state of chaos that permeated her entire room. It was the sort of mess that would’ve given a more meticulous woman a migraine, especially to see it as a librarian’s center of operations. “That’s good, I was about to close up for the night.”

“Yeah, all done, Ms. Cheerilee.” Rainbow Dash beamed, and casually closed the door behind her. It was a slow and subtle gesture, one that she hoped the older woman didn’t notice right away. As she let the door drift closed, her hand just as deftly slinked to the lock, twisting it into place and ensuring they’d have themselves some privacy. The students had already gone home but there were no doubt faculty members lurking in the halls, and Ms. Cheerilee deserved her undivided attention. She knew what a cock hog Vice Principal Luna could be when she had it in her sights, and didn’t want to risk her scaring off the intensely lovable, pink-haired librarian. “Before I go, there’s something I’d like to show you. Got a minute?”

Or a few hours, as would soon prove to be the case.

“I’ve always got time for one of the students!” The perfect answer from a perfect older woman, complete with a bounce to her breasts as she stood up straight once more. Ms. Cheerilee moved to stand just in front of her desk and she leaned back against it casually, her full rump pressing against the edge and melding around the sides. With her hands at her sides holding onto the edge of her desk, the woman looked like she was straight from the cover of a student/teacher porno - although this time, Rainbow Dash was living it instead of downloading it from the link Pinkie Pie sent her. “What do you want to show me? Ohh, is it a present for your favorite librarian?! You know, I’m a little offended that your friend Applejack never brought me an apple! She gives them to everyone else!”

“Heh, it’s not an apple, but I can have a word with AJ.” Rainbow Dash grinned, almost unable to contain her enthusiasm for the older woman. Ms. Cheerilee was a bit of a long-desired acquisition for the cocky student, a woman that she had found endearing and charming and sexy for quite some time, yet never had the opportunity to make a move on. It was the perfect reward to give herself for finishing up her book report, finally sinking into a pleasure that had been such a desperately long time coming. “But I bet what I want to show you will make you a whole lot happier…”

With that, the star athlete of CHS dipped one hand below the waistband of her shorts, and Ms. Cheerilee’s face went through the usual stages. Outright shock that this blue-skinned braggart was about to flash her, then intense fascination as her eyes took in the flawless inches and the perfectly sculpted tip, then the look of oh-so-brief conflict in which her base desires fought against every responsible thought she ever had. It was a swift medley that was over far too fast, and Ms. Cheerilee went from shock to surprise to conflict in what felt like record time. In a mere few seconds, she had finally found herself at the fourth and final stage of what happened every time Rainbow Dash flashed her dick: acceptance that it was the best cock she had ever seen, and an insatiable desire to do anything to please it.

Once that look of hunger crossed Ms. Cheerilee’s face, Rainbow Dash expected that everything else would follow the same pattern it usually did. A woman dropping to her knees and fawning over that member, whether she was doing so with a look of mild guilt like Rarity and Applejack, a look of indignant anger like Sunset Shimmer, or one of sophisticated arrogance like Octavia. She was accustomed to a doting blowjob to start things off, but Ms. Cheerilee was just full of surprises. Instead of dropping immediately to her knees and wrapping her lips around that member, it seemed like the enticing sight of Rainbow Dash’s dick brought out something in Ms. Cheerilee that the young woman had not expected.

“Bring it over here, and let’s see how it fits.” The teacher smiled sweetly, and with ease and comfort hopped up onto the edge of the desk. She was spreading her legs and lifting her skirt as her eyes danced across Dash’s length, and giving a gentle nibble to her bottom lip. As her green flower-print skirt came up above her thighs she revealed that underneath was a pair of plain cotton panties - panties she was already hooking fingers against to pull aside and reveal her lovely pink slit. Ms. Cheerilee didn’t mess around, already eager to invite Rainbow Dash straight into her most intimate spot. “I’m ready for you, Rainbow Dash...don’t make a lady wait.”

It wasn’t very often that Rainbow Dash was left particularly surprised in the moments after she flashed her dick, but Ms. Cheerilee’s reaction was a real treat. With a broad smile stretching from ear to ear, the cocky young woman sauntered forward, and as she did so she kicked her shorts entirely off and began the process of yanking off her shirt. By the time she arrived at the edge of the desk she was standing there in nothing but her socks and sneakers, and when she came before Cheerilee her member flopped down to rub its underside back and forth across the older woman’s folds. She was already warm and glistening and Ms. Cheerilee was bucking her hips forward, rubbing back against the teenager’s cock as the two gazed at each other with a passion already growing between them.

“Damn, Ms. Cheerilee…” Rainbow Dash chuckled, wiggling her hips from side to side as her cock continued grinding against the other woman’s folds. “You really just can’t wait to get fucked, can you?”

The mature woman merely smiled, and was already in the process of unbuttoning her tight-fitting white blouse. As the buttons came free one by one more and more of her impressive cleavage was revealed, until finally the shirt opened to show that boring white bra, containing glorious breasts that were anything but boring. As the deep pink color of Cheerilee’s flesh dipped behind the white fabric there was a clear overhang at the edge - her tits had a muffin top against the edge of the garment, and Dash had to take time to appreciate it. Once Cheerilee’s shirt was open Rainbow Dash let her hands stretch forward to explore, teasing her fingers across the curvy, soft flesh and only grinning wider throughout the experience. She’d been wanting to get her hands on those big, beautiful breasts for months...and now they were finally within her grasp.

“What are you waiting for?” Ms. Cheerilee murmured, even going so far as to lower her hand to Dash’s length and grip it between her fingers. She was rolling her hips forward as she pressed down upon that wonderful shaft, further coating Dash’s length with her nectar and coaxing the younger woman to slip inside of her. She even pulled close to whisper at the edge of the student’s ear, complete with a tiny lick to her earlobe. “...fuck me, young lady. Ram that cock inside of me and make me your slut…”

“...fuck’s sakes, Ms. Cheerilee.” Rainbow Dash merely blinked, her eyes wide and a blush racing across her cheeks. Who knew the sweet school librarian was such a damn cougar?! Unable to resist such a thrilling invitation, Rainbow Dash backed her hips up and pressed her tip to the older woman’s folds, lining herself up for a deep, intense insertion. As soon as she did so Ms. Cheerilee’s legs spread so she could reach them around the younger woman’s waist, moving them until she could cross her heels behind Dash’s back and help her to thrust inside. As Ms. Cheerilee’s pussy began gobbling up the inches of her student’s cock both women were left gasping from delight, the elder of the two moving her hands forward to firmly grasp the other’s shoulders. It was a moment of slow penetration - for once, Rainbow Dash wasn’t of a mind to thrust inside particularly quickly. Ms. Cheerilee was worth savoring and taking her time with, and sure enough by the time her cock was hilted inside the older woman she was happy she had been patient.

With her length lodged deep inside and Ms. Cheerilee’s legs wrapped fiercely around her waist, Rainbow Dash finally gazed at the older woman with her cocky and confident smile firmly in place. Her hands lowered from her teacher’s tits down to the curve of her ample rump, and as her fingers sunk in against the warm, soft flesh she bucked her hips forward just to make sure she was as deep as she could manage. Judging by the gasp that broke from Ms. Cheerilee’s throat, she certainly seemed to be.

“You’re...you’re so big, Rainbow Dash…” Ms. Cheerilee cooed, and buried her face against the young woman’s throat. She was kissing, suckling, nibbling at the teenager’s flesh as her hands slid down Dash’s back, letting her nails tease over the flesh and draw thin white lines which soon faded. Her hips rolled from side to side and she squeezed her walls around that throbbing member, the woman still only barely able to cope with the profound bliss of being penetrated by such a flawless member. “Mmm...you’re the first student I’ve ever fucked. Looks like I was waiting for the best…”

“Just promise me one thing, Ms. Cheerilee,” Rainbow Dash whispered, still with her hands locked firmly on the older woman’s rump. She was doing her best to resist moving, keeping herself delightfully on edge with that wet, warm slit wrapped about her shaft. “Just one thing before I give you what you want.”

“Oh?” the older woman murmured, and gazed up from Dash’s throat. “Let me guess. Not to tell anyone that you had sex with the school librarian?” Rainbow Dash audibly laughed at that, and shook her head wildly back and forth so quickly that the rainbow locks slapped back and forth over Ms. Cheerilee’s cheeks.

“Hell no!” She grinned, and gave Cheerilee another short, intense thrust. “Hell, you could get on the school intercom and tell everyone during the morning announcements for all I care. You just have to promise to give me a titjob once we’re done!”

Ms. Cheerilee gave a delightful laugh in response to the young woman’s words, and she eagerly nodded before returning to kiss and nibble at Dash’s throat. She likely wouldn’t be announcing to the school that she fucked a student anytime soon, but she could certainly oblige once their first round of fun was over. After all, she had endured years of students gazing longingly at her breasts, it was only fitting that one of them finally got a chance to enjoy them! With Rainbow Dash’s condition silently accepted the young woman finally started to give Ms. Cheerilee what she had been craving, pulling her hips back and giving her a series of wet, deep thrusts that left her nethers filled with inches upon inches of glorious blue cock. She moved slowly at first, but it was purely so she could savor every last second of the glorious moment that she got to fuck the school’s most choice cougar. The sound of her cock pressing deep into that wet pussy, the tiny gasps of Cheerilee against her throat, the smell of that sweet yet mature perfume...everything about the moment was exactly what Rainbow Dash had wished for...and then some.

The fact that Ms. Cheerilee was turning out to be a dirty girl was an unexpected yet very welcome twist.

“Nnnn, fuck me...fuck me harder...harder…” Ms. Cheerilee hissed, and Rainbow Dash was left gasping as the older woman’s nails pressed deeper into her back. The mature woman’s thighs were surprisingly strong, and even CHS’s top tier athlete wouldn’t have been able to break free of them even if she wanted to. As it was, Ms. Cheerilee helped Dash to fuck harder, deeper, thrust down to the base with every push and leave her balls slapping against her curvy rump. “Yessss...jam that beautiful cock of yours all the way in...how’s it feel to fuck a teacher? How’s it feel to make a slut out of an older woman?”

Rainbow Dash didn’t have the heart to tell Ms. Cheerilee that she wasn’t the first member of the faculty she had plowed - why spoil the illusion? Besides, if it got more filthy talk like that from the otherwise sweet and wholesome school librarian, Rainbow Dash would’ve let her believe anything she wanted.

“Feels great, Ms. Cheerilee!” Rainbow Dash beamed, and started to pick up the pace. Her hips were rolling forward faster and faster now, and the sound of her length plunging deep into the older woman was getting louder with every strike. She released one hand’s grip on Cheerilee’s ass so she could slide her fingers up along her back through the fabric of her outfit, all the way into that lush pink hair. With a grin Dash pushed Cheerilee’s face right back into place against her throat, and with the teacher’s breath across her flesh spoke up once more in an increasingly heated voice. “Now just hang on tight, ‘cause if you’re going to be that dirty I’m not holding anything back!”

Ms. Cheerilee was all too happy to hear it, and the next noise she made was a desperate moan pressed flush to Rainbow Dash’s throat. Her hands tightened and her nails dug in even more against the teenager’s blue flesh, ensuring that Dash would be going home that night with a few scratches to remind her of the fun she had with the librarian. Similarly, Cheerilee’s legs tightened to the point that it was almost difficult for Dash to keep thrusting - that gorgeous, mature creature wanted to keep her as deep inside as possible, and if it wasn’t for the fact that Dash was a top tier athlete she wouldn’t have been able to keep rolling back. Through it all, Rainbow Dash relished the grip of her teacher around her throbbing cock, and kept herself as close as possible so she could keep drawing in deep, sweet breaths of her perfume.

The desk underneath them shook with every thrust forward, and each time she drove down to the hilt Ms. Cheerilee made another loud squeak of joy. Those squeaks often blended into horny moans pouring from her lips, and as she rubbed her ample breasts back and forth over Rainbow Dash’s comparatively small chest, Ms. Cheerilee’s voice continued to goad her on. The older woman was a lusty thing indeed, and though Rainbow Dash didn’t know if it was all because of the sight of her flawless dick or not, she wasn’t about to stop to question it.

“Yes yes yes yes...fuck fuck...harder, harder...mmm!” Ms. Cheerilee was more animated than most of Rainbow Dash’s lovers - a writhing, excited woman who wasn’t afraid of being loud and nasty. A stark contrast to someone like Applejack, who had a tendency to keep things modest and quiet even if she was at the height of pleasure. “Ohh, pound my pussy! All the way in! Don’t pull it out! Fuck your teacher, Rainbow Dash! Fuck your slutty teacher and fill her up with cum!”

Such a wholesome teacher indeed. The hungry begging that poured from her lips was enough to encourage Dash to do exactly as she was told, slamming her hips forward and even standing on her toes as she did so, trying to boost forward to get a bit more leverage. She continued cradling Cheerilee’s head to her neck with one hand while grasping a fistful of pink rump in the other, though she was going rapidly white-knuckled from the intensity of the squeeze. Rainbow Dash knew her moment was rapidly approaching, and she had every intention of giving Ms. Cheerilee what she had begged for. A nice, overflowing creampie from a student to a teacher...much better than just giving her an apple!

“I’m...I’m close…” Rainbow Dash whimpered, and pushed herself down deep before firing away with a few short thrusts. Her sack continued clapping against Cheerilee’s rump, and there was a familiar tingling sensation rushing through her base. “Ohh, Ms. Cheerilee, I’m...I’m gonna...gonna…”

“Fill me up! Fill your dirty slut teacher! Mmm…!” Ms. Cheerilee suddenly brought her head forward and let go of Dash’s back, seizing hold of her rainbow mane of hair with both hands and yanking her into a deep and depraved kiss. Her tongue wrestled greedily with her student’s as she locked her legs as tightly as she was able, ensuring that there was no escape for Rainbow Dash and that she would get the creamy prize she was craving so much. Sure enough, as their kiss began Rainbow Dash gave a gentle whimper, and her climax brought forth a torrent of cum that was easily enough to cascade into Cheerilee’s release as well.

Together, the two women were practically frozen as they kissed, Dash’s throbbing length unleashing her load while Ms. Cheerilee’s pussy shivered in pleasure. The only movement that came from the older woman was the erratic spasming of one of her legs, so violent and hard that one of her heels fell from her foot thanks to the wild twitching. Rainbow Dash was utterly painting within her, coating her walls with a warm and delightful white and giving her a taste of a lewd delight she hadn’t ever experienced before. A student’s passion, a creampie from a girl barely more than half her age.

When their shared orgasms finished, Rainbow Dash pulled her lips from Ms. Cheerilee’s but made damn sure to remain inside of her. Partly, she simply didn’t want to leave the older woman’s pussy...but more importantly, she wasn’t entirely sure that she’d be able to stay standing if it wasn’t for Ms. Cheerilee’s legs still wrapped around her waist. For the moment she continued leaning against her, licking her lips and taking a few deep breaths. The scent of Cheerilee’s perfume was still hanging in the air and was free to be enjoyed, though now it was laced with the saturated smell of their sex - of the sweat that clung to their figures and the juice that Ms. Cheerilee had smeared across her student’s lap. Both were left breathing heavily, both were left momentarily silent, and both were quite happy to sit in that aftermath with the teenager’s cock resting within her teacher, every now and again giving another tiny spasm and spurt of cum.

“That...that was...awesome!” Rainbow Dash was the first to catch her breath, and her enthusiastic cry was marked with an enormous smile. She pressed her head forward to give Ms. Cheerilee another intense kiss, her tongue wrangling the older woman’s for a few joyful seconds before she started to pull back. As Ms. Cheerilee’s legs started to unwrap from around her waist Rainbow Dash was already moving her hands to her shoulders, pushing her back to lay flat on the desk as she did so. “Alright! Ready for the next part?!”

Ms. Cheerilee was slightly confused at first, but once she managed to collect her thoughts through the post-orgasmic haze she let loose with a delightful laugh. With a smile she began to lean back in accordance with Rainbow Dash’s wishes, though she paused long enough to reach behind herself and work at the fastener of her bra. Once it became undone she finally allowed her breasts to fall free out into the open air, and she cradled each perfect mound in a palm as she wiggled her brow to her student in suggestive fashion. Knowing full well that she had promised her teenaged student a titjob, Ms. Cheerilee happily laid back atop her desk and waited for the girl to come and collect her prize.

“I hope you’ll be ready to fuck me again afterwards,” she purred, and watched as Rainbow Dash crawled up to join her on the desk. Soon CHS’s star athlete was crawling up, slipping a leg around her stomach so she could line herself up into position. Soon, Rainbow Dash’s sack was pressed against the older woman’s chest, and that throbbing, slick shaft flopped right in between those pink, perfect tits. Ms. Cheerilee did the hard work of pushing her breasts together on either side of Rainbow Dash’s cock, and as she did so she made it a point to lick her lips in a teasing fashion and give the younger woman an aroused look. “You’d better not think you can get away with showing me a cock this nice and not letting me have it all night long…”

“All night?” Rainbow Dash blinked and tilted her head, though she paused as she felt the sides of Ms. Cheerilee’s warm, inviting breasts close around the sides of her dick. She shuddered in pleasure and gulped down a deep breath, bracing herself on her teacher’s shoulders as she did so. “You...uh...you mean that?”

“All night,” Ms. Cheerilee reiterated, and lifted a brow as she started to roll her breasts back and forth. Rainbow Dash was left shuddering in pleasure, not just from the bliss of having her tits trapped between squishy perfection but for the promise of what was to come. “I live alone, after all. No reason you can’t spend the night...show me everything this big, delicious cock of yours can do…”

Rainbow Dash had hit the jackpot, and she knew it. Most of her encounters, even the ones with other members of the faculty, had a tendency to be over in a short evening. But Ms. Cheerilee was something special. Something particularly horny. With a big, joyful smile Rainbow Dash started to enthusiastically nod, and soon her hips were rocking back and forth as she fucked firmly in between those perfect pink tits. Things were looking up for CHS’s star athlete that night - she’d call her parents to tell them she was staying at a friend’s house, spend the whole night fucking her surprisingly slutty teacher, and in the morning put the finishing touches on her book report.

Things had a tendency to go Rainbow Dash’s way, but this was above and beyond.

“Ms. Cheerilee, you got yourself a date!” Rainbow Dash grinned, and gazed down at the charming face of the adorable school librarian. It had taken the young woman a lot longer than she would have liked to spend an evening with Ms. Cheerilee, but one thing was absolutely certain - it was well worth the wait.

End of Chapter 10.

Author's Note

Slutty teachers are the best! Personal fave of mine.

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