Foalcon Five

Cherilee dismissed the class and everypony filed out of the schoolhouse to go and play. Diamond Tiara and Silver Spoon shoved ahead of everypony else, holding their heads high as they scoffed at the lesser ponies with whom they were forced to attend school. Not a day went by that the two of them didn't wish they were at a more prestigious private school up in Baltimare, or Fillydelphia.

Well, that is Diamond Tiara wouldn't stop daydreaming about it anyway. Silver Spoon didn't necessarily mind Ponyville that much, but her friend's opinions had a habit of sounding so much better than her own thoughts. Arguing seemed pointless—no reason to mess with perfection, after all!

Today was unusually peaceful, however, what with those Cutie Mark Lame-saders out sick with some illness bound to be far less severe than they deserved. Silver Spoon was always so thankful for days like these, when Diamond Tiara didn't have any pesky blank-flanks to deal with, and the two of them could spend hours together without a care in the world. She smiled widely at her best friend, though anytime she turned her way she would tone it down and become a bit more demure.

"Silver...I had an idea today, but it relies heavily on you," Diamond Tiara said suddenly. Silver Spoon perked up instantly but tried not to show too much enthusiasm. Ah, there wasn't much point in that: Diamond Tiara could read her like a book, and she already had that impish grin on her face that she got every time she started concocting something devious.

Something told Silver Spoon that she would be going along with it like always, and that thought excited her even as it frightened her. She couldn't explain why—and she dared tell nopony else, especially not her—but whenever Diamond Tiara ordered her around, she liked it. She really enjoyed obeying Diamond's commands, a lot.

"Silver! Can I count on you? Helloooooooo, something else grab your attention?" Diamond Tiara stood there, impatiently tapping her hoof. Silver Spoon nodded mutely, broken from her momentary reverie. "Geez, got your head in the clouds today, huh," she smirked, then continued walking along the path back to her house. "Well, anyway, let me fill you in on the details, and do me a favor here and PAY ATTENTION?

"So, like I said, I just had this brilliant idea while Cherilee was droning on about flowers or whatever," Diamond Tiara started, her voice twinkling with the self-satisfaction of somepony that just hit the lottery. "You know Apple Bloom's got a big brother, well, I was thinking how absolutely delicious it would be for somepony—you—to let's say...seduce him. That would really get under Apple Bloom's skin!

"Maybe you could even dump him and break his heart, OOOH that'd be just so horrible I can't even wait to see the look on her face when she hears who did it!" Diamond Tiara was positively giddy as she laid out her devilish designs. All the while Silver Spoon nodded and tried her best not to interrupt—Diamond Tiara hated interruptions when she was in the middle of masterminding.

"So, you'll do it, right?" Diamond Tiara was looking right at Silver Spoon with that expectant look, the look both of them gave their servants on a daily basis. It was that look to communicate a demand, even if phrased in the form of a request, and it was penetrating deep into Silver Spoon's very being. She acceded immediately, but she knew she never had a choice in the matter right from the start. Her stomach filled with butterflies as she made her friend smile at her answer. She loved seeing Diamond Tiara smile, not like the smile she wore when she was taunting Scootaloo or anypony else, but a true smile—one that filled Silver Spoon with warmth.

"Great, I'm so happy that you're in on this with me Silver, I just know you'll be able to do this!" The two fillies beamed in anticipation of completing this brilliant trick, and it was only at the back of her mind that Silver Spoon wondered just what sort of sexy chicanery had she unwittingly signed herself up for.

"I'll show you what I've already prepared up in my room, but for now I can tell you this: remember that weird doll Twilight Sparkle cast some dumb spell on to make everypony go completely nuts over it? Well, the other day I 'overheard' Apple Bloom let slip that apparently her brother still keeps the ugly thing! He's developed some sort of fetish for it. So, naturally, he'd be very attracted to anypony that looked like it, don't you agree?"

Silver Spoon blinked and looked around, surprised to find herself already in Diamond Tiara's room. She knew she tended to hyper-focus on Diamond Tiara when she spoke, but it still jarred her every time she broke out of that trance-like state and found herself far afield of where she started.

Diamond Tiara was rummaging through some ratty scraps of cloth that couldn't have belonged to her—far too pedestrian to even qualify as a worn dishrag in this household. These tatters looked beyond impoverished, the type that some farmhand would donate to a used-clothes drive. A wave of horror washed over her as she realized Diamond meant to dress her in some garment hidden within that pile. Her stomach churned as indeed Diamond Tiara brought up a pair of blue shorts with white polka-dots, and a mop-head of woven corded yarn.

"Um, so what's that garbage for, again?" Silver Spoon asked, hoping that it was maybe just a sick practical joke.

"Duh, this is the disguise, Silver! Try and keep up, will you? Now, put these on," Diamond Tiara threw the 'articles' at her friend's hooves and Silver Spoon cringed inwardly as she donned the mop-head as a wig, and slid the shorts up her hind-quarters. Well, even with the glasses, she did make for a pretty darn good imitation of Smarty Pants. Diamond Tiara pridefully assessed her compatriot's new pageantry and smugly nodded to herself. This is going to work, Diamond Tiara thought with a smirk.

Diamond leaned in close and fixed up the makeshift wig, arranging it in the style of a doll's tousled mane. "Now, all you have to do while wearing this is basically get him to fall in love with you. Maybe you can even get a kiss from him," Diamond laughed, "And really you don't have to do very much besides use that voice we do when we ask daddy for something; stallions can't say no to it.

"Plus since you look like the doll he already has some sort of crush on this shouldn't be hard or anything," Diamond Tiara said with an eye-roll as she retrieved a compact from her dresser and applied a little extra make-up to Silver Spoon's face: a little blush, mascara, eyeliner, lipstick (of course). Nothing too dramatic, but just enough to get that 'tarted-up doll' look a young filly that read too many back issues of Cosmarepolitan might imagine stallions probably really liked.

Satisfied with her creation, Diamond Tiara smiled and rubbed her hooves together maniacally. "Go forth and conquer!" She cackled wickedly, pointing out the door of her bedroom. Silver Spoon simply stood stoicly, sure she hadn't heard Diamond Tiara hurrying her out all on her own, alone.

"Uh, you aren't coming with me?" Silver Spoon's eyes were wide behind those thick-rimmed glasses.

"Duh, of course I can't go, cuz then he would get suspicious seeing somepony else around with the living ponyfication of his little toy. I would watch from a distance but I can't risk being spotted by Applejack, or Apple Bloom, or any of the other Apples least of all Big Mac," she explained dryly. Diamond Tiara always had that way with words that put Silver Spoon completely at ease, and forget all her complaints. Reassured, Silver Spoon trotted out of Rich Manor with confidence surging through her veins.

But by the time Silver Spoon reached Sweet Apple Acres, most of that confidence was gone, replaced with a nervous tummy ache and a creeping sense of dread that this wasn't going to work at all. She couldn't give up though, because Diamond Tiara would be so mad at her. Or worse, she would be disappointed, and Silver Spoon would have failed her after all the hard work she'd done fabricating this costume and weaving such an intricate plot.

Silver Spoon couldn't fail her friend by giving up without even trying. She had to at least confront Big Macintosh, and if he saw through the ruse, so be it. But she wouldn't do anything to purposely cause this plan to fail. She just had to do her best and hope for...what? What exactly was a success going to look like for this scenario?

She was about to find out, because up ahead in the orchard she spotted him, standing next to a cart already full of bushels of apples. He was distracted by the task of loading more and more into the overloaded wagon, so she had the element of surprise on her side. She snuck up alongside him and cleared her throat. Startled, he turned around and blinked, several times, because before him stood Smarty Pants in the flesh.

Oh no, I've gone and been taken with the heat stroke, he lamented. He always suspected he would go out this way, but the prospect of his death at such a young age still struck him with the suddenness of his own mortality. He made his way over to the stream nearby and doused his head in the water, and drank deeply from the cool brook, until he felt certain any more water would make his stomach turn.

Pulling his head from the stream and drawing in a deep breath, he was relieved when he turned around and saw the hallucination was gone. Then he felt her as she brushed up against him, and he looked down to see she was still there. Hallucinations don't feel real, do they? He pondered this silently, and waited for her to speak.

"Hey there Big Mac, I've been watching you," she smiled demurely, her charm in full force the way she normally asked her father for more shopping money. "You work so hard around here, and nopony ever sees fit to reward you for any of it," her flank rubbed against his suggestively, and he became increasingly certain that she was in fact real.

"Come, lie down with me," she cooed, sauntering over to the shade of a nearby apple tree. Not entirely dissuaded of the notion that he might still have heat stroke and not realize it, he joined her underneath the freshly-bucked tree, allowing the coolness to wash over him as he lay down next to her. Up close though he did now notice two things: this filly was wearing a mop for a wig, and she had a spoon for a cutie mark.

Hmm, this isn't Smarty Pants, so it must be real and not just my imagination...which means this young filly is dressed up as Smarty Pants...but why? Big Macintosh found himself plagued by more questions, the answers not forthcoming either. He allowed himself to enjoy the break from bucking apples and loading up the cart, but relief would not come. He found it very difficult to let his guard down around this strange filly, and to complicate things further, he found her tone and body language highly arousing.

Smarty Pants already held special meaning to him, and now a real live pony was cos-playing as her, and dropping very graphic hints that she wanted to act out his deepest fantasies. How could she know? The prospect that she read his mind was terrifying, and yet even so his erection was as hard as wrought iron. Fear and arousal battled for dominance as his heart raced.

"Oh my, you're so big," she remarked, noticing his throbbing stallionhood peeking out between his legs.

"Much too big for you to handle on your own, little filly," he replied quietly, a blush spreading across his cheeks.

"Oh no, I'm sure I can take it, I'm a big girl," she lied, never even having so much as kissed a colt before. Still a virgin, and now she was just expected to take his gigantic—

No! No, I can't fail Diamond Tiara, Silver Spoon thought, Besides, I really just have to steal a kiss, that's all. That shouldn't be too...hard... Her thoughts drifted as she found herself staring at his meaty length, easily bigger than her legs. Then again, she didn't say where I had to kiss him, she licked her lips, eyes fixated on Big Macintosh's veiny shaft.

Within Big Macintosh, arousal finally won out the battle for hearts and minds, and he resolved to just go with it. Leaning down he nuzzled at her neck and kissed her on the cheek. She flushed a deep red, almost as red as he, and tilted her head up to kiss him on the lips. She reached forward to idly stroke his cock as they made out, feeling it twitch under her touch all the while.

As their lips parted, neither could stand to wait any longer. "Big Macintosh, buck me up against this tree," she huskily exclaimed, placing her front hooves against the rough bark and sticking her ass out. Her marehood was already wet with dew and her own anticipation.

"Eeyup," Big Mac replied, rising to his full height, towering over her easily as he stepped forward and positioned himself at her rear. He eased himself in slowly, knowing ahead of time it would be a tight fit at best. Worst case he could kill this filly if he went too hard, too deep, too fast. He put his shoulder against the tree, to stop him from thrusting with his full strength, and slowly but surely he slid into her hot, tight entrance.

Silver Spoon gasped in pain, and bit her lip as tears streamed down her face. It was finally going to happen for her, she was finally going to lose her virginity. She writhed beneath him, partially from the pain but also from the sweet agony of getting what she wanted, and that strange pleasure of being reamed. Her cunt screamed out in pain and bled as he pierced her cherry, and made her his mare in that orchard.

She groaned as she realized he was still working his way into her. He wasn't even halfway in and he was still drilling deeper into her. Big Macintosh wasn't even done with his initial penetrating stroke. She felt herself being filled up more and more with his elephantine dick, and felt the breath being pushed from her body. She hoped he bottomed out soon so that he would start receding from her. She could feel his heartbeat in his cock through her walls, and it aroused her as much as it terrified her.

Finally Big Macintosh hit her cervix and could go no further, not unless he had a hole that needed filling somewhere else. He started to drag himself back out of her, and could hear her struggling underneath him to keep her footing and not simply be pulled along with him. Gradually her wetness began to lubricate things a little more adequately, and as she became accustomed to his size and relaxed, he found it easier to pull back until he was just inside her. Confident that the groundwork had been laid properly, he started to pump into her with a little more gusto, each stroke coaxing a moan or a stifled yelp from Silver Spoon.

Her ordeal would not last long. Unromantic as her first time was, Big Macintosh was rapidly approaching his limit. He pressed his shoulder hard into the tree in front of him, and it creaked loudly, turning into the shrill snapping of bark and wood as it buckled under his titanic strength. He pressed so hard against that rough bark that he drew blood from his shoulder, but it had to be done. He was trying his best not to slam into her with his entire weight, as his orgasm rolled to a crescendo.

Silver Spoon heard him croak out, "Eeyep," and then a strange feeling filled her with heat as he gurglingly pumped hot seed into her belly. She sighed, content yet not nearly satisfied, as he spurted his liquid love into her cunt. Finished, he withdrew with a heady sigh and collapsed in the shade of the now broken tree. She wobbled unsteadily, taking a step or two before toppling down face first into the grass, her disheveled wig flying from her pinned down mane.

Realizing that she would need some comfort after such an experience, he reached out to her, taking her under his hoof and holding her close to his taut muscular body. She was glad that he cared enough to at least embrace her after bucking her that hard. She got the distinct impression that this whole prank was a bad idea, that he didn't deserve to have his heart broken. Somehow though, she figured he had to be smarter than he looked and probably figured this whole scheme out from the very start.

Once she recovered enough to stand, she modestly gave him a final peck on the cheek in parting, and sauntered away shakily, legs wobbling all the while, her hips waving from side to side. Big Macintosh nodded to himself in satisfaction of a job well done, and took harness of the apple cart to bring the harvest to the barn.

The next day, Big Macintosh spotted another filly approaching him, again dressed up like Smarty Pants. This one was pink, her lavender mane striped with white. Welp, if Apple Bloom ever comes at me looking like that, that's when I'll drown myself in the river, he thought, his length already growing from his sheath, and quickly hardening.