Bully
#16 of 2023 Shorts
Shelby goes back home for a high school reunion and bumps into his old bully, a now plump silver furred saber-tooth whom expects to relive her glory days, only to find how much things have changed and gets taught a lesson in humility.
This is a work of fiction. Unless otherwise indicated, all the names, characters, businesses, places, events and incidents in this story are either the product of the author's imagination or used in a fictitious manner. Any resemblance to actual persons, living or dead, or actual events is purely coincidental. All characters are of legal and consenting age, likewise if you are reading this story, you should be of legal age in your respective country.
All characters are my own creation, any resemblance to existing characters is purely coincidental and not intentional, please do not use them without permission. If you would like to use them in a story, please feel free to send me a PM either as Inja on SoFurry or TheRealInja on FA. As always, I am open to new story ideas or situations with existing characters as well.
Shelby is my own creation, Mercedes is however based off of this image by "gelato24" https://static1.e621.net/data/49/6b/496b17b3624a94ed0451754524c63fa4.jpg
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So much had changed since the last time he was here, standing in the center of his old high school gymnasium. The music was already playing, a playlist of the biggest hits from back in the day, cheap gaudy decorations plastered the walls as if to try recreate their senior prom and instill a sense of nostalgia. It might've been sweet or even funny he supposed, only if he didn't have such terrible memories about that time in his life. Back then, Shelby had tried so desperately to hide whom he really was; he tried to fit in, but no matter how hard he tried, he never did. Long before he found his true self, he was a slender ivory horse with a long dark mane and tail, almost plain looking some might say. Back in high school, he never would've dreamed of wearing a skirt and stockings, he definitely never would've dared so much as dream of dying his mane and tail. But now however, he was more confident and tougher from surviving everything life had thrown at him, though most of his scars were internal and unseen, he wore them proudly like a badge of honor.
He couldn't help but grin when a fair few heads turned to watch as he entered, more than a few with a look of interest in their eyes. The sight of his long flowing rainbow-colored mane and tail was enough to draw most people's attention alone; though mostly it was the fact he was also wearing thigh high stockings beneath a short black skirt, along with a white fishnet top over his black "SlipInTheKnot" joke crop top. His elbow length, black fingerless gloves and makeup really completed the look. He'd be a shoe in for a drag queen if he really wanted to, even with the decent bulge clearly evident beneath his skirt, which his lace panties were doing a terrible job of trying to restrain his junk.
"Shelby, is that you?" A stunned looking, short and chubby grey mouse walked over to give him a look over.
"Hey Dean, yeah it's me" Shelby smiled and turned around for his old friend to get a good look.
"You look...good" Dean stammered nervously with a blush as he looked his old friend over.
"Relax Dean, even though I dress like one, I still like girls. I'm not going to hit on you" Shelby teased with a playful wink.
"Oh, oh thank God for that..." Dean muttered, almost seeming disappointed in that bit of news for a brief second. "Oh shit, here comes Trouble" Dean whimpered pathetically, his eyes going wide before making a hasty retreat at the sight of a large silver furred feline approaching from behind the horse.
Shelby didn't need to look up to see whom Dean was running away from, he already knew. She'd made his high school life a living hell, he could still hear her menacing laugh along with her claws grabbing at him inappropriately under the bleachers. He'd hated her with every fiber of his being back then, it was only after leaving town and going out into the big wide world was he able to finally let go of his hatred. If anything, now he only felt sorry for her, he'd learned in his psychology classes why she'd treated him the way she had.
"Well well, if it ain't Rainbow Dash. Long time no see, My Little Bitch Pony." A familiar snarling voice spat out with no small measure of disdain.
"Mercedes...despite the fancy name, still the cheapest ride around town" Shelby shot back with a smirk at the silver furred Smilodon, whom was taken aback by his unexpected retort. Apparently, she'd assumed he was still the soft and weak pony she knew back in the day. "Packed on the pounds since senior year I see, I'd ask if you were happily married, but any poor sod that put a ring on that finger sure as hell wouldn't be."
"Fuck you, pony bitch" Mercedes snarled and glared at the brightly colored horse, her hands balling into fists as she contemplated knocking the smug grin off his dumb face.
"Only if you ask nicely" Shelby countered with a smug grin, he'd caught the brief glimpse she'd given the bulge beneath his short black skirt. As much as she projected hatred for him, he knew deep down she really was either jealous of him, or just sexually attracted to him. He was never a big buff jock type; he'd always been on the nerd side of the spectrum back then which were the natural targets for people like her aggression. She simply couldn't handle the fact she liked him, which led her to taking that anger and frustration out on the object of her desire.
Mercedes' parted her lips a few times as she tried to find something to say, but ultimately, she turned on her heel and stormed off with her two lackies in tow, probably in search of a drink. For the briefest of moments Shelby swore he'd caught a hint of interest in her eyes when he'd told her to ask nicely, as if she perhaps would've taken him up on the offer under different circumstances. As much as he hated her, he had to admit she did carry the extra bit of weight rather nicely. She'd turned into quite the voluptuous beauty as she got older; it was a pity she had a personality more abrasive than cheap sandpaper.
Once Mercedes had retreated back into the crowd, more familiar faces approached Shelby and soon things turned into a happy session of reminiscing. Shelby was quickly caught up on all the local gossip, some of which revolved around Mercedes rocky marriage to their old football captain, someone else whom was just as bad if not worse than Mercedes had been to him back in the day. As bad as she was, at least her torment was just verbal and psychological. Her husband however had been the cause of most, if not all of Shelby's bruises and broken bones growing up. It was rather fitting they'd found each other, he idly mused. Somewhere along the line they'd decided to have a kid in an attempt to save their marriage, but that only complicated things even more and only served to lock them in a loveless marriage for their kids sake. At any rate, it was still nice to get a chance to catch up with old friends and find out how things were going with them. By the end of the night Shelby was wondering why he'd put off coming back here for so long, it wasn't as bad as he remembered it being. Once kids got out of high school and left behind the popularity contest, they actually turned into half decent people when they weren't trying to fit in or impress their peers.
After a leisurely stroll down old familiar streets, Shelby made his way back to his hotel. With a little Dutch courage warming him up, Shelby fiddled with trying to get the key into the lock of his hotel room. Even though he wasn't really seeing double, he was still lacking the hand-eye coordination to make any meaningful progress and the chill evening air wasn't helping his tactile functions much either.
"You wish I'd let you fuck me, dumb faggy horse!" A voice snarled into his ear as he was slammed against his hotel door, the cheap plastic numbers scratching across his cheek painfully.
"Fuck off Mercedes, we're too old for this shit!" Shelby snorted, ramming an elbow back behind him and into her ribs. The scent of sweet fruity alcohol burst from her mouth when he landed the blow, feeling the taller feline stumble back a step or two. His anger and annoyance at her ruining an otherwise great evening seemed to sober him up enough to get the key in the lock and open the door. He wasn't in the mood to fight his old high school bully right now, hoping to escape into his room and lock the door behind him.
Only, as soon as the door was open however, Mercedes tackled him from behind and a tousle ensued. If she'd been more sober, she might've gotten the upper hand on him and who knew what she would've done then. However, she was drunk and sloppy, soon finding herself pinned awkwardly between an annoyed looking Shelby and the wall. For a long moment he stared deeply into her eyes as if weighing the options.
"I hate you!" Mercedes snarled and lunged forward to try bite at him, but Shelby easily dodged the pathetic attempt.
"I hate you too, bitch" Shelby snorted, giving her wrists a surprisingly painful squeeze up above her head. Mercedes barely winced though; she wouldn't give him the satisfaction of showing it had hurt.
He could kick her out of his room, maybe call the cops to pick her up and toss her in a cell to sleep it off. But she had a husband and kid waiting for her back home now, he couldn't do that to her, despite everything she'd ever done to him. He stared into her pale blue eyes, eyes he'd never really looked at before, eyes which were actually rather pretty when they weren't staring daggers at him. With his front pressed against hers while he pinned her against the wall, he noticed an ever so slight roll of her hips against his bulge below, causing a devious idea to form in his mind. The horse leaned in, catching her lips in a rough passionate kiss, enjoying the surprised squeak she gave in her short-lived protest. But with him holding her hands up above her head, she soon began to melt against him. Even when he began to walk them back over to his bed, she followed with surprising submissive compliance. The larger woman even willingly climbed into his lap as he sat back on the cheap hotel bed while they began to make out like horny teenagers.
"Won't you get into trouble for this?" Shelby broke the kiss to ask with a soft almost pant, in a brief moment of guilt at what he was about to do, once he was sitting back from the edge of his bed with the bigger feline in his lap, staring down at him.
Mercedes grinned and pointed to a little name badge on her top with the name "Trouble" scrawled on it in red permanent marker, before giving a slow suggestive roll of her hips against his. "No, but you will" she almost purred down at him, leaning down low to brush her long fangs against the side of his throat.
Shelby snorted and grinned in response, his hand at her hip moved around and gripped Mercedes ass tightly to help direct the rolling grind of her hips down against him. The saber-tooth soon felt something growing beneath her as she wiggled in his lap. "Still think you can take me?" He asked, giving the base of her short tail a gentle teasing squeeze, "Or maybe the saber just wants to have a bitch pony ride?"
Mercedes closed her eyes as a heated huff escaped her soft lips between her fangs, her hips grinding a little more eagerly against the cross-dressing horse below when he gave the base of her sensitive tail a gentle squeeze. "Mmnf, keep playing with my tail like that and you can do anything you want with me," she admitted with a rumbling throaty purr.
"That's the idea, bitch" Shelby snorted again before he leaned in to give her another soft kiss, while he continued to knead gently above her tail base. It seemed both his suspicions about her as well as the rumors he'd heard earlier in the night were both true. His high school bully was attracted to him and it seemed she did really have a particularly sensitive tail, especially when drunk. He nuzzled into her neck, giving soft nips and kisses into her neck fluff while his free hand slid up from her hip and moving inward. His fingers rubbed against her surprisingly silky soft belly fur and up to her chest beneath her top, where he softly cupped and palmed over one of her full breasts, enjoying the feel of it as he pushed his hips up against her from below. A few years ago, he never would've imagined he would ever willingly be alone in a room with Mercedes, let alone be so intimately intwined with her like this. But now that he was, Shelby found it was rather exciting and he could feel himself getting harder than he ever had been before. The thought of what he was about to do to his high school bully was absolutely intoxicating, even more so as getting back at her would in turn get back at her husband as well, which only made the whole affair that much sweeter.
It didn't take much rubbing and squeezing at Mercedes sensitive tail base to have her purring and huffing in his lap like a bitch in heat, her hips rolled and ground against Shelby's bulge beneath his short skirt with obvious growing need. By the time the pretty pony palmed over one of her breasts, he'd find her little soft pink nipples perked and stiff with arousal. The saber-tooth's head tilted to one side, her chin raised as she invited him to continue, apparently she loved having her neck nuzzled and kissed while she was being groped and touched. Perhaps she was starved of this soft of affection and attention back home, Shelby briefly thought to himself.
Mercedes stiff nipple got some additional attention by Shelby's skilled fingers as he tweaked and tugged playfully, the horse loving how needy and wiggly she'd gotten after he gave her ass a nice little smack. Further little nibbles were given to her neck when she tilted her head invitingly for him, the horse licking and kissing while he hummed softly before his hand moved down, tugging up his short skirt and awkwardly pushing it up out the way. His fingers would next tug at his straining panties to let his quickly growing rod free to nestle up between her thighs, while he sighed a soft "Mmnn...Good kitty" into the fluff of Mercedes neck.
Mercedes eagerly removed her top, which in her drunken state, was a little difficult as the material kept getting caught on her fangs when she tried to pull her head free of the narrow opening. Her old faded and ripped denims would be removed next, being kicked off haphazardly and nearly breaking one of the bedside lamps. Once she was mostly nude, Mercedes settled herself back down in Shelby's lap in nothing but her fangs and her own panties. She would grin and begin rolling her hips anew, slowly grinding back and forth to tease her heated nethers along the underside of his now exposed and growing rod. The crotch of her underwear undeniably soaked through as she rubbed herself against the horses exposed member, something she'd dreamed of ever since she first saw him in high school. If only he hadn't been such a dweeb back then, she just couldn't help herself from picking on him. If he'd only have stood up to her back then like he had tonight, he could've had her and she'd have happily let him. Every spank and pinch had her huffing and growling with more passion as she stared down at him, already squirming and needy, and he hadn't even done much to her yet!
Shelby couldn't wait to get into "Trouble", grinding and rolling his hips up against her, letting his cock grind along her warm lips through the slick material doing a poor job of covering them. He let his medial ring grind up against her a bit more, letting her feel it every time her clit ground against it as she shifted in his lap, while he slid his hands down along her striped back. Shelby couldn't help but grin up at her, his hands sliding down over the plush curve of her backside and further down to the backs of her thighs, where he firmly gripped and suddenly rolled them both over. The pretty pony pinned the bigger feline down on her back, pushing her knees up and folding the saber-tooth tigress in half, shifting his grip back a little before using his closest thumb to pry her soaked panties aside to expose her crotch. Once he had her exposed, Shelby drank in the forbidden view of Mercedes pussy and her little winking back door below him while his heavy cock lay over her belly. "Hmm...now where should I put this do you think?" He asked down at her, leaning down and pressing another kiss against her softly growling lips.
Mercedes had been far too distracted by the feeling of Shelby's nice thick rod beneath her, focusing on rolling her hips back and forth against it to notice when his grip suddenly changed. In a flash she suddenly found herself staring up at him as he folded her in half. He was certainly stronger than she remembered him being, even for a pony wearing a skirt and makeup. She smirked and growled up at the dumb horse pinning her, her short tail raised submissively and exposing her soft inviting pussy as well as her little pink winking back door, partially hidden in the valley of her plush rump. Again, she huffed into the forced kiss, squirming beneath the dumb pretty girly looking horse while he ground his heavy length down against her. "You're not man enough to fuck me, enjoy the view while it lasts, faggy horse" the fanged feline mocked half-heartedly.
Long rainbow-colored hair cascaded down the side of Shelby's face as he hummed, drawing himself back and letting the blunted head of his cock glance off her pussy, the rim tickling her little clit before he drew back again. With a deviant grin, Shelby slowly prodded at her ass with the blunt head of his thick cock, watching her reaction curiously. After a moment's thought, he smiled down to her, pushing forward and sending the fat head right up her back door. Slowly pushing in, inch by inch disappearing in the feline's ass as he groaned out softly. "Want me to prove how much of a faggy horse I really am?" He snorted, grinning down at her as he forced his thick cock deep into her tail hole. "Let's see if this fat ass can take all of me..."
Mercedes wasn't able to hide the look of surprise on her face, she'd once again underestimated the pretty pony. A soft grunt escaped her initially when he'd slowly drawn his flared tip back across her pussy, more than expecting him to claim her there, just like in her fantasies. But when he moved a little further back and prodded at her pucker, she thought he was just teasing, he was far too much of a pansy to dare do that to her. Only when he was a few inches deep under her tail and stretching her out something fierce, she finally let out a shuddering groan she wasn't aware she was even holding back. Her hips squirmed and shifted beneath him as she took Shelby's fat pony cock up her ass, her hands clutching tightly at his upper arms as he held her in place beneath himself. The fact she didn't have a snappy comeback said it all, he really had surprised her. The silver furred saber-tooths' pale blue eyes a mixture of confusion, discomfort, lust and uncertainty as she stared up at the pretty face of someone she'd tormented for so many years smiling back down at her.
Shelby did indeed smile down at her, seeing that look on her face and the noises she made, all of them were wonderful. Inch after inch being of his cock sawed slowly into Mercedes' lovely ass, seeing her little pucker stretched around a thick rod was something he'd never thought he'd ever see let alone be the cause of. The sight excited him enough that while the flared head of his cock pushed through her velvety depths, his member would throb harder while he oozed a globs of hot slick precum into her. Soon enough, the horse would come to the half way mark, slowly sawing back and forth, grinding inside of her as he moaned softly. "Mmnn... how're you doing, kitty... you want more?" He grinned down at Mercedes again, kneading the backs of her thighs softly, still as his cock throbbed within, his medial ring pressing firmly against her stretched little pink asshole.
The saber-tooth couldn't help but look a little submissive, panting and licking her lips while she stared up at him with a blush touching her cheeks. The gentle kneading to the backs of her thighs felt rather nice, especially in contrast to the thick pole inching deeper inside her and spreading her cheeks lewdly. She felt his ring touch against hers, knowing there was still more to come, even though she felt incredibly full already. The once proud and tough Mercedes made a soft squeak sound as she tried to talk, but her words wouldn't come out right, instead she tried to muster her remaining confidence and stare defiantly up at Shelby as she nodded in acceptance of his challenge. Whatever he had to offer, she knew she could handle, hopefully.
Shelby inched back slowly, the pony raising his gaze from where he was lodged within her to see Mercedes staring back, chuckling playfully but grinning down at her as he nodded in understanding of her acceptance. Leaning down over her, he pressed his chest down against hers, squashing her tits against his chest just as he gave a hard thrust. Those withdrawn inches, that ring and several more pushing their way rather roughly up the cat's tailpipe, groaning softly as he muffled her moans and groans with a deep kiss. Holding still for only a moment before he gave another thrust down into her from above, before she would feel his hips nestle in firmly against her buttocks. All twelve inches of girly horsemeat were now firmly wedged into her ass, slowly breaking the kiss and looking down at her. "Mmnn... thatta girl..." Shelby whispered hoarsely, swearing he could see a small bump in her belly were the fat head of his cock nudged up against her deeply.
The saber-toothed tigress huffed and grunted aloud as he drew his hips back, only to buck forward and force even more of his thick cock up her twitching tailpipe. Her claws scratched against his arms as she clung to him, shredding his fishnet top in the process. It suddenly felt like he was squeezing the breath from her lungs from inside as he rearranged her guts with that last stroke. Shelby felt how Mercedes body tried to fight back, clenching tightly about the base of his cock as if trying to stop anymore of him from entering her. Even with his balls pressed against the soft furred underside of her tail, she would squirm and groan into the kiss, feeling how he stretched and filled her so much.
"What would your husband say if he saw you like this, under me?" Shelby couldn't help but ask, the thought of another of his bullies watching as the "faggy pony" fucked his wife up the ass was rather exciting. Enough so that he even felt a tremble course through him, from his ears and all the way to the tip of his cock currently buried up the saber-tooth's behind, resulting in another thick dollop of slick precum spilling inside her.
"He'd kick your ass if he ever finds out you fucked mine..." Mercedes huffed and panted, squirming a little uncomfortably from taking such a thick cock like this for so long. It wasn't quite how she'd imagined it, but it wasn't entirely bad either. Shelby was "bigger" than she'd thought he would be, unfortunately for her ass. While this wasn't how she'd have preferred to be taken, his new commanding demeanor was rather intoxicating and did at least add a bit of excitement to her getting butt-fucked by her former bullying victim. "Wait...stop that!" Mercedes squeaked as Shelby began to hammer his hips in short, sharp thrusts which made her plush buttocks jiggle from the impact.
"Not until you cum while screaming my name..." the pretty pony replied with a deviant grin once again, his hips clapping to her behind as he reached over with a thumb to begin rubbing and buzzing her clit. Fucking his high school bully in the ass was one thing, but making her cum while doing it, that would just be icing on the cake. Even when she sunk her claws into the back of his hand tweaking her clit, Shelby wouldn't be deterred. He loved watching the faces she made as her climax was forced upon her, the way her eyes rolled back into her head and the almost choking like sounds she made as she growled through her orgasm. He'd even hear how the joints of her toes clicked as they curled so tight just behind him, her thighs about his waist almost dislocating his hips she clamped down so tightly around him.
At first Shelby was worried he'd gone to far when Mercedes suddenly went limp beneath him, her eyes rolled into the back of her head and her limbs relaxing around him. But when she moaned his name faintly a moment later, he knew she'd just passed out from a rather intense climax. Oh, he would make sure never to let her live this one down, perhaps he'd have to convince her to atone for her bullying of his friends as well, one day.
Darkness claimed Mercedes for a few moments when she blacked out from the most intense climax of her life. When she awoke a short while later, she felt arms about her as someone cuddled her from behind. A soft kiss pressed to her cheek as rainbow-colored hair cascaded down over her shoulder, it was Shelby! Feeling more awake or at least more sober, she suddenly realized what she'd done, or rather; what she was still doing. An uncomfortable pressure made itself known under her tail again, the dumb horse was still fucking her up the ass! "Jeezus, how are you still going?" She wanted to be mad, but a part of her was actually impressed. Her husband never lasted this long, even with all the fancy pills he bought. It was more than half the reason they'd even had a kid in the first place.
"Not sure if I'll ever get this chance again, so I'm making the most of it while I can..." Shelby admitted, giving a tender nibble along the side of the saber-tooths neck. With the arm trapped beneath her groping and fondling at her breast, his upper hand reached down to return to teasing her clit.
"Fuck, if you made me cum that hard from just fucking me in the ass, I'd love to see what you could do the normal way..." Mercedes panted and whined, already feeling the familiar tingle of another climax fast approaching. "Maybe next time I could come visit you...for a private reunion?" she asked hopefully.
"You know what, I'd really like that" Shelby admitted, nibbling his way up along Mercedes neck to her jawline and making his way across to kiss her tenderly. Maybe not all bullies were really that bad after all, once you stand up to them of course.