“One of the... nuns?” Peach asked cluelessly.
“No, I mean me you dummy,” Diamond said rolling her eyes. “I can make you feel like a really good stallion.”
“R-really?” Peach asked, looking at her warily.
“Sure,” Diamond said casually, ‘I do it all the time!”
“Lolly, you... you have a penis??” Peach asked incredulously, peering in-between Diamond Tiara’s legs.
“What?” Diamond said, crossing her hind leg over, “No! That’s not how you do it. You don’t even need a penis. It’s great! I mean penises are great too, but you don’t strictly need them.”
“H-how do you do it then?” Peach asked shyly.
Diamond nuzzled the peach filly’s cheek saying, “Say, why don’t I show you? I bet I can make you feel like you just had the best stallion ever.”
Her now blushing cheek. Peach Puff stuttered, “I–I don’t know if I really need to you know, I’m happy enough as is.”
“Well, I’m glad you’re like, happy not getting any,” Diamond grumbled, “But you really need to feel this. It’s freaking incredible!”
“Feel what, though?” Peach asked doubtfully.
“Just, leave your door unlocked after curfew tonight,” Diamond assured her. “I’ll sneak in, and I can show you then.”
Diamond hadn’t put Peach in her place yet, and still didn’t really know how she was going to destroy Peach Puff, and... kind of didn’t want to, for some reason. But since Peach’s trust hadn’t been used up yet, she still trusted Diamond. And that meant when Diamond used all her crafty wiles to sneak around the late night hall patrols, Diamond found Peach Puff’s bedroom door unlocked and open, welcoming her inside.
Peach had gone to sleep, but Diamond awoke her excitedly, saying, “Psst! Peachy! C’mon get up!” Peach rubbed the sleep out of her eyes, and climbed out of bed, looking at Diamond Tiara uncertainly.
“Turn around,” Diamond instructed. “And raise your tail.”
“I’m not going to do that!” Peach whispered harshly. “That’s what the stallion told me to do!”
“C’mon, do you think I’m some dumb stallion?”
“But it hurt a lot! I wasn’t kidding!”
“That’s because he did it wrong! I promise it’s like, the most awesome feeling ever.”
“Y-you better not be lying, because I’ll scream. You’ll get in t-trouble for breaking curfew.”
“Tell you what,” Diamond told her slyly. “You promise me you’ll be completely quiet, until the moment it starts hurting even a little bit. And then you can scream and try to get me in trouble. But you have to be totally quiet, if I can do it without hurting you.”
Peach still seemed hesitant, saying, “But... you don’t even have a... stallion thing, you know?”
Diamond just stuck her tongue out at her, saying “Just turn around, silly. And like, lift your tail. Just pretend I’m some big stallion ready to get up on your rump. I’ll take care of everything else.”
Peach shook her head disbelievingly, but turned around and raised her tail. She certainly wasn’t in estrus, but as most of Diamond’s young life evidenced, ponies do not need to be in estrus in order to have fun. Diamond went right to licking her, not with light teasing tongue touches, but long, slow caresses on the other filly’s warm nether lips, almost like cleaning her down there. The filly tasted um... peachy. Like peaches in oatmeal. Go figure.
“What are you doing?” Peach hissed over her shoulder. “Are you... licking me?”
Diamond stopped her grooming long enough to lean around Peach’s butt and tell the filly, “Well, does it hurt?”
Peach blushed saying, “N-no, but it’s weird. I don’t think you’re supposed to—”
“Don’t care,” Diamond said flippantly. “If it doesn’t hurt, then turn around and shut it. You gotta let it build up slowly, first.”
“I-it?” the filly said nervously.
“Not another word,” Diamond told her imperiously. “Turn around, and shut it.”
With a shiver, the filly’s pupils narrowed, and she turned to face forward, trembling with... was it fear, or anticipation? No way for Diamond to know.
But Diamond went back to boldly grooming the filly’s petals. Just to get the fleshy folds flushed with blood and receptive. Peach Puff didn’t even know she was getting aroused, as Diamond stimulated her purely mechanically, and deliberately avoided the teasing pleasures until Peach’s breath had deepened despite her knowledge, and Peach’s hips had hiked up like a filly ready to be mounted.
“Doesn’t feel good yet, but it sure doesn’t hurt huh?” Diamond told the filly cheekily, using a hoof to rub Peach’s peach while she said it.
“Doesn’t hurt... no, but it feels... strange you’re all slimy and... warm when you t-touch me there,” Peach said in a somewhat distant voice, clearly a lot of her thought devoted to her filly parts by now..
Diamond smirked and backed up, putting her snout’s pursed lips before that of the filly’s now moist snatch. “Well how about... now?” she said deliberately. Then Diamond spread Peach with a hoof, and started very lightly tracing the edges of her outer vulva with her tongue.
“It t-t-tickles,” Peach bit out tensely. “Why are you going so l-lightly?”
“Doesn’t make you wanna giggle though,” Diamond paused to point out. “It’s a different tickle.” With a breath on the filly’s mound, Diamond brought her mouth lips to tease around the area that the clitoris would be, when it did come out. Just prodding and tugging at the flesh there. That made Peach Puff breathe deeply, and shudder, and with Diamond’s nose prodding lightly at the filly’s scrunched up canal entrance, it wasn’t long before the filly’s body announced its desire, in the way that fillies do.
Peach Puff winked.
Peach gave a tight moan at that, just a little one because Diamond had been too caught off guard to catch her clitoris. Not the next time though. Gripping Peach’s thighs in her forehooves, Diamond depressed the peaches on either side of the filly’s hips, and flicked her tongue in light touches and strokes inside the spread vulva, teasing Peachy to...
Peach Puff winked again, and this time Diamond caught her. Peachy yelped as Diamond’s lips trapped her clitoris, just a slight suction on her wet nub before it pulled itself back into Peach Puff’s secret insides. “Now now,” Diamond teased her. “You can’t make a single sound if it doesn’t hurt.”
“I...” Peach Puff said in a dizzy lust, but then all she could say is “Ngh—!” and “Ngn” as Diamond skillfully stoked that filly’s desire with all the practice she had burying her muzzle in the cunts of older mares and Silver Spoon. Peach was trying so hard not to make any noise at what Diamond was doing to her back there. Diamond knew that just magnified your desires tenfold, to try not to let yourself squeal, while being eaten out. It was... deliciously excruciating. Diamond considered letting Peach Puff bite her pillow, but that wouldn’t have quite the visceral power of a filly who must control herself at all costs.
So instead, Diamond started delving into Peach Puff’s birth canal. Swirling her tongue in there, stretching Peachy as best as she could without a dildo available, Diamond pulled out and told the panting, winking filly, “That’s where the stallion put his penis in. Still think he did it right?”
“Please...” Peach Puff whispered in trepidation, blushing hotly as she begged, “More...”
“Maybe I can lick your foal,” Diamond said heatedly. That made Peach even more incensed, and her tail was so stiffly raised it may as well have been a whitish colored flag in the air. The tell-tale squeaks of orgasm started to rise in the filly’s gasps, and Diamond eased off on her, letting Peach come down from the point she desperately needed, but couldn’t yet have.
Diamond Tiara started stroking Peach Puff’s nipples. Diamond just thought it was fun, but she didn’t know how a pregnant mare’s teats can be a lot more sensitive even in the early stages of pregnancy than that of a fertile mare. So she was surprised how intensely it made Peach moan, to stroke those erect nipples. It wasn’t long before Peach was rocking her hips back to mash them strongly against Diamond Tiara’s seeking muzzle. As Diamond then hungrily delved into that filly, she stroked the filly’s whole belly she felt—!
“Ohmygosh!” Diamond whispered, pulling back and nosing at the filly’s hindquarters. “You need to lay down on your back!”
“Just... just please if you... I just need... more of that... thing,” Peach said clambering unsteadily onto her bed and rolling belly up, her tail trapped underneath her, and her legs spreading to either side.
“Soon,” Diamond assured her, “But, put your hoof right here. Right here, yeah. Touch your belly. You feel that?”
“Oh, it’s... tense,” Peach said uncertainly. “I think it’s a... lump?”
“I think it’s your foal!” Diamond said eagerly. “You got pregnant at the beginning of estrus right? So it’s been a long time already. I think you’re showing!”
Peach stared at her belly in terrified ambivalence, hardly daring to touch what she felt was inside her. So, to relax her, Diamond returned her muzzle down between Peach Puff’s spread legs, and continued to pleasure the pony, upside down this time. Peachy’s quivering then slack legs dangled above her torso, as Peach fought to stop lolling her head back, so she could watch what was happening to her down there.
Diamond didn’t hold out on her the second time. This time, when Peach was hunched over, putting her forehooves behind Diamond’s head and calling out softly, “Oh please, don’t stop again... I need you to do it! Oh please keep going it feels...ohhh...” This time, Diamond didn’t deny her. The filly lost her words, and just panted above Diamond’s head as Tiara went and stroked her vagina to clenching, and her button to winking, and everything that would all crash down on the filly like a landslide. And then it was happening to Peach.
To Diamond’s delight, the filly did remain quiet as ordered, and she did everything Diamond wanted her to do. Peach Puff was panting and gripping Diamond’s shoulders like a life line. Under Diamond Tiara’s deliberate control, Peach’s body had begun the incredible experience of orgasm. Something Peach Puff had never felt before. Diamond spent a moment taking in that she really did blow that filly’s mind, and made her girl parts clench and gape emptily, compulsively, convulsively. That wasn’t Peach Puff’s doing at all; it was all Diamond. Peachy just had to sit there and take it.
Indulgently, Diamond lightly licked those orgasming petals, eliciting a tight needy squeal out of the pony she was eating out. Going after her clit at this point probably would make Peach Puff scream, so Diamond didn’t torture her that much. Diamond just did what she herself liked, what she knew mares liked, and what Silver told her was the best way to smooth out, prolong and intensify an orgasm.
Saying Peach Puff was satisfied didn’t give Diamond Tiara nearly enough credit.
Now, I mean, come on, get real. You would think with what Diamond Tiara could offer for Peach Puff, Peachy would never ever betray her, or go against her, or make her the lowest scum on the bottom of the bottomest... bottom thingy! Peachy had to be a really messed up mare in the head or something, because when Diamond opened up enough to her to literally open up for her, there should have been no way in Tartarus their relationship could possibly go wrong. But those other fillies, that friendship just got Peach Puff and wouldn’t let her go.
Diamond tried to put it off. She tried to make sure Peachy didn’t get upset, and didn’t have to help her in her dominance battles. Diamond Tiara did all the hard work herself, making everyfoal know just who was on top in this convent. But that backfired on her, big time.
Diamond Tiara had been just reminding the snow white Sweet Surprise, how you don’t get your lunch before Diamond Tiara, since Diamond was supposed to get the first pick at everything. Maybe it was kind of a little not nice, but Diamond had made sure she wouldn’t get caught, at least not by the clueless grownups. That meant it didn’t count against her, so Peach should have been totally supportive. But instead Diamond was shocked as somepony snuck up behind her and bit down on her tail, yanking her away so that the frail little Surprise could pull her head out of the water trough, and gasp for breath.
“You dare?!” Diamond exclaimed, after registering that it was a foal who pulled her away, not an adult mare. Then it registered to her just which foal this was. “P-peachy? What’s the big deal?” she asked in outrage. She saw Sweet Surprise staggering away fast as her hooves could go, and lunged after her saying, “Oh no, you’re not getting—” but then somepony grabbed Diamond’s tail again and she smacked into the floor hard.
“What are you doing?” Diamond said shrilly to Peachy. “She’s getting away!”
“What are you doing?” Peach Puff said back, getting in Diamond’s face and staring at her in shock and horror.
“I was just...” Diamond huffed, tossing a hoof in the direction of the fleeing Surprise, “Just teaching her a lesson. She got ahead of me at lunch!”
“You... what?” Peach said absolutely flabbergasted. “You were drowning her!”
“No I wasn’t!” Diamond protested. “I was only putting her under the water for a little bit, just to scare her!”
“Why would you do that?” Peach Puff said to her, rounding the water trough with her head low and her hooves spread, ears back she still approached Diamond, making Diamond Tiara stumble back on her hooves, feeling her own ears going down protectively.
“She cut ahead of me at lunch!” Diamond claimed in confusion, “She got first pick at everything!”
“W-wh—but they serve everypony the same thing at lunch!” Peach protested, with tears in her eyes.
Filthy lies.
“It doesn’t matter,” Diamond spat, “She was ahead of me, so she had to pay!”
Peach wasn’t in her face anymore, or even looking like she was going to spar with her. She was just backing away from Diamond now, looking at her like she was a monster. Peach said in a quiet tone of voice, almost to herself, “That’s why nopony wants to be friends with me. Lolly, it’s you! You’ve been... all this time!”
“Yeah, well you don’t need them,” Diamond said haughtily. “I’m doing you a favor, really. What, you want them to be the ones sticking your head in the watering trough?”
Peach shook her head amazedly, staring at the trough and saying angrily, “Even Sweet Surprise... she just came here a few days ago! How was she supposed to know?!”
“Duh, I was just showing her,” Diamond shouted self consciously, “Until you messed things up! Now she’s gonna tell the grownups, with a wet head, and I’ll get in trouble, thanks to you!”
“How dare you do that to Sweety,” Peach Puff said with rage in her eyes and flat ears. “She did nothing to you!”
“Sweety doesn’t matter!” Diamond shouted back in agitation. “We’re the only ones who matter. She’s just a bottom tier nopony.”
“And Cherry, and Rower, and ... and Dancer,” Peachy was shouting at her now as she listed off the names. “Wind Dancer bit me, when I tried to be friends with her!” she shouted angrily.
“She what?!” Diamond said stomping forward, “I’ll destroy her! How dare she do that?”
“No!” Peach yelped at her, backing up again, “Don’t do anything! Don’t do anything for me ever again! I don’t... I don’t even know you, Lollipop. I thought you were my friend!”
“I w— I... I’m not your friend!” Diamond reasoned with her desperately, “You don’t need any friends. Just stick with me, and we can rule this place!”
“Are you even listening to yourself?” Peachy said in utter exasperation, “I don’t want to rule. I don’t want to do anything with you anymore! I thought you were just... but no, you’re not.” She turned on her heels then and started walking stiffly away, but Peach Puff stopped, and called over her shoulder, “You’re the meanest, evilest filly in the whole world, and you’re gonna die and I–I’m glad! I should never have even talked to you!”
Diamond trotted up behind Peachy saying, “C’mon Peachy don’t—”
“Don’t talk to me!” Peachy shrieked, snapping at Diamond and making her jump back. Diamond clenched her teeth as Peachy said, “Don’t you come anywhere near me, you... you bully!”
“What is your problem?” Diamond whined at her wit’s end. But for some reason Peach Puff was all upset, and just stormed off without another word leaving Diamond to stand there by the watering trough, wondering what the heck went wrong. And after Diamond got punished, and forced to apologize in public to Sweet Surprise, Peach Puff still wouldn’t even talk to her.
Diamond couldn’t believe she went and made a friend again. And now her friend betrayed her, big surprise. Now all the other fillies thought they could gang up on her, and ...put her in her place. Diamond quickly came to hate being the recipient of a beating. There was nothing she could do though. Diamond couldn’t pick on them all at once! She fought fiercely, but she got thrown down so much that she might have even been lower than a mule if there was a mule here. Even when she tried to assert herself on the weakest, wimpiest ones, somepony else was always watching her, and either it was a nun, or it was a filly going to tell a nun, or four fillies who grabbed Diamond from behind until she learned to never trust her back.
Plus without Peach Puff to rely on, Diamond just had to eat by herself all alone, and she was at the back of the lunch line. That meant she couldn’t even get any of the pickles they served! It was awful. Then Diamond simply had nothing to do but sit by herself all the time, not doing anything. And she got so bored and frustrated, it just made her want to cry. But she only ever did that where nopony could see. It was the last thing Diamond had really, the last thing they could take from her if they ever found out. Her secret nights crying and not understanding why she’s crying until exhaustion claimed her in sleep.
That’s another thing that Diamond hated at this place, is lunch. It was always tasteless and bland, and nopony served it for you, outside of the one cafeteria lady just dumping it onto your plate like a bunch of slop. And the worst part is, Diamond ate it! She had to eat it! She was so hungry all the time, and she just couldn’t get enough inside her. And salt, freaking salt. When she cried she—Diamond even had to lick the tears off her hoof!
She was so freaking... hungry. It was scaring her... a lot. Diamond would never get to Canterlot if she was... was foaling. Her belly had a tight spot on it, that felt so strange to push on. It wasn’t showing yet, but... okay maybe it was showing a little, but it was a foal! In her tummy! She...
She had to get out of here.
Diamond had let this place distract her for far too long. She had nothing left to lose. She had no allies, no comrades, and certainly no friends keeping her here. She just needed to get some bits, and get over the wall, and she wouldn’t get so easily caught a second time. The convent kept their treasury securely locked up, so it was really hard for Diamond to get in. She got the keys finally thanks to one of the sisters being a bit of a booze hound, sneaking out of the improvised mead hall with a keyring in her mouth. Not the keys to the treasury, but the key to the mail room was on there. Once Diamond went in there, she found a schedule of duties for each of the sisters. Bingo.
Then Diamond went to find somepony to plot with.
“Heeey Wishes~”
“Lollipop!” Spin Wishes squeaked out, spinning around. “S-stay back!” she said, retreating on her hooves.
“So sad nopony’s around to back you up,” Diamond Tiara said sweetly, sauntering right up to the cornered filly. “Going to the bathroom all by yourself at night, who knows what could happen to you when you don’t have Dream and Bits to kick me in the face!”
Diamond fought herself back from shoving her nose up against the light yellow filly’s, saying to her, “I bet they wouldn’t defend you if they knew about your little stash.”
“T-that’s secret!” Spin said afraid for a very different reason now. “You promised you wouldn’t tell!”
“Oh, accusing me already,” Diamond said rolling her eyes. “I haven’t told one single soul about it. But it sure isn’t very nice of you to have those pickles all to yourself. You’d be in so much trouble if someone were to like, let it slip.”
“I need those!” the filly hissed anxiously. “Like, you don’t underst—I need them! What do you—like—what do you want.” The frail looking filly mumbled cheerlessly, sinking to her haunches. She seemed to get that Diamond wasn’t here to kick her in the side. Oh don’t get all in a huff about it. That’s all Diamond ever did. She never ever kicked or bit any filly where their foal would be. She was practically being a champion of niceness and kindness, compared to some foals here! But Diamond was here to talk tonight, not to hurt anypony.
“I won’t even have to keep your secret,” Diamond said earnestly, “Because you’re going to get out of here, and I know just how you’re gonna do it.”
“What?” the filly said, looking up at her absently.
“Did I like, stutter?” Diamond said haughtily. “You’re going to get out of here. You’re going to get enough bits to take you anywhere in Equestria you want. No more oatmeal, no more hiding pickles. You’ll be over that wall and gone, just like that!”
“W-why...” Spin said in utter confusion.
“You being here is interrupting my plans,” Diamond said carefully, casually inspecting a front hoof. “I’m not a bully,” she insisted. “I’m a nice pony, and that means when you help yourself, that helps me.”
“Y-you’re not gonna like, hurt Dream Peal are you?” Spin said, standing up from the bathroom tiles, on wobbly hooves. “I won’t let you hurt her just because I can... can... I can really get out of here?”
“They’ll be fine~” Diamond said. “Just worry about yourself now. You know where these nuns keep all their bits? Because I do...”
“T-they’ll be locked away though,” Spin said.
“They have to open it sometime,” Diamond insisted. “And guess who knows exactly when they’re gonna do it?”
Spin was all ears after that.
Diamond enacted her plan, sneaking into the back office during the long recess that would correspond to the nuns accessing their stores to deposit funds from donors and distribute funds for supplies and stuff and whatever. She was going to just take enough to get to Canterlot, but then Peachy had to go and make it personal. Diamond now hated every stone in this place, and she just wanted to hurt them as much as possible because of how hurt she felt every day. It was their fault she felt that way, because they went and did stupid things like make friends and gang up on her! They’d all be sorry they told her she was a bully, and not nice.
Between visits from nun ponies, Diamond used her purloined key to get into the staff area, leaving the key in a very specific spot before skulking inside. The pink filly found herself a really good hiding spot, behind a cabinet against the corner of the wall that she could slide out enough to hide behind without it looking obtrusive. They might have seen the string she had snaking along the floor, but it was absolutely crucial to her plan. So Diamond settled down to wait.
Sister Whinnyfred was punctual as always, the golden pony in the black cowel trotting solemnly in with a hefty bag of donated bits. Diamond could just see a flash of them as the sister walked by, but she wanted them soooooo bad. She had to get to Canterlot, and save her stallion, and be a hero. She had to be rich again! She could do this!
The sister sat herself down, and counted out the bits agonisingly slowly, but recess was a limited time, so the nun only had so much time to do it. Sure enough, Whinnyfred swept the bits up, and there was a significant click as the safe was unlocked. Quivering with something like terror or elation, Diamond yanked on the string. The noisy sound of cans falling over in the other room rewarded her ears. It immediately attracted the sister’s attention, but what accompanied it attracted her attention even more. Which is to say, the alarmed cry of a filly.
Sister Whinnyfred jumped up and gallopped into the other room, where Diamond was sure that Spin Wishes had entered, expecting the office to be empty and this nun to not have arrived yet. And there Spin Wishes would have been stuck, sneaking about in that room unable to approach because of the sister Whinnyfred already at the safe, not knowing where Diamond was or why the room wasn’t empty like Diamond had told her it would be. Sure enough, with a frightened squeal and a “Get back here at once!” Spin had done all of Diamond’s work for her. Diamond saw a flash of the filly fleeing madly through the door she came, pursued hotly by a cowled sister...
...who had left the strongbox open.
Diamond struggled out of her hiding spot and got working right away. She couldn’t possibly carry all the bits. The sheer weight was too much. She had saddlebags though. Well, Sister Fritter had saddlebags, that were Diamond’s now, and Diamond had adjusted them to fit her more er, petite size. So Diamond put as many bits in those saddlebags as she could comfortably carry, which was a lot more than she expected. More than she had time to count! The donation bag went in there, and some other bags inside, and some boxes full of bits that Diamond just straight out dumped in since she didn’t want to make room for the boxes.
Then she gallopped out of the office, the staff area, and out the door into the public hallway. She immediately stopped then, and began walking at a steady pace. Not that she was supposed to be inside at all during recess, but Diamond could claim she was using the restroom, and maybe they wouldn’t notice the saddlebags long enough for her to make a break for it. That wasn’t a problem, it turns out, as Spin had gone all out in helping Diamond Tiara, and had escaped outside, where half the staff were currently in hot pursuit of the wailing filly.
So Diamond just slunk along the building, and around the corner, and ran hard for the playground. She reached down with her teeth and yanked out the broken peg on the see-saw. Really a miracle that see-saw held together at all, with some mysterious pony deliberately breaking the part that held its board to its axle. Then, hooking one end of the board on her saddlebags, Diamond took off running for the fence.
Somepony might have seen her and shouted, but Diamond didn’t care. She had everything at stake now, and she absolutely had to get over that wall. The board from the see-saw slipped alarmingly on the dirt as Diamond jammed it up against the wall. If one of the sisters with magic came close enough... Diamond couldn’t even entertain that thought. She jammed it harder into the dirt, and clambered up the rickety thing, reaching the top wall and standing on it before she spared a look back. Three black cowls gallopping right for her! Diamond hastily turned forward and jumped...
...and landed hard on the ground below her, outside the wall. Why did she pack so much money again? Diamond Tiara groaned and struggled painfully to her hooves, then limped away. Her limp was mostly cautionary though, and she ignored the soreness, turning it into a gallop as she made a beeline away from the nunnery, away from the city, away from anything and anypony, looking for nothing more now than some place to get lost in.
As the convent is outside the city limits, there were plenty of thick woods with plenty of underbrush, for Diamond to hide herself in. She knew they’d search, so she kept moving. She bet they’d put out posters, and send out search parties to get their money back. Diamond was gonna be long gone before then though. Because she had money, and with that she could do just about anything.
Diamond Tiara had a plan. She sort of had a plan. She needed somepony to pretend to be her parent, so that she could throw off suspicion until she was on the train for Canterlot. Diamond Tiara was just out of Dodge City, so she was close. They wouldn’t let her buy a ticket for Canterlot, but they’d let her buy one for Baltimare, and she could just wing it from there, to sneak off at the Canterlot station.
The biggest problem really, was how to pay off her temporary stooge. If some filly walked up to Diamond and said she’d pay her a whole bunch of bits to do something, the first thing Diamond would think is that the filly had even more bits in her saddlebags. She figured that it was just... process of elimination, to take the bits and not do the job, and then Diamond would be helpless again. She would be prey to whatever conspiracy among the guards there is, to capture innocent little fillies and... ugly ponies, and ship them off somewhere.
Many fillies at the orphanage had been captured in this fashion, others just dropped off there. Diamond hadn’t really had much of a chance to interact with the other ponies outside of fighting, so she couldn’t exactly get the full story, but it was pretty clear that for whatever reason it wasn’t safe to be just a little filly, out on the train platform in Dodge City. And that was the problem. Soon as Diamond started talking about a ton of bits to a strange stallion or mare, them and their stupid friends were gonna gang up on her and beat the rest of the bits out of her.
Diamond Tiara had a long, lonely night to think about it, and came up with a passable solution. It was still risky, but nothing she could think of wasn’t. So what Diamond did is she approached the city as close as she could, right before they started cutting the trees away. There, she made to hide her bits inside a tree. Two trees, actually. She found two trees that both had old, unused winter nests in them, one high up in the air, and one dug into the roots of the tree itself. Diamond tried to imagine she were a city pony snooping around outside the city limits, how she’d identify the trees in question.
With their locations firmly cemented in her mind, Diamond went to climb the one, stretching her neck out with the bags of bits gripped tightly in her teeth, to dump the majority of the bits into that squirrel nest. She’d be back to pick them up later no doubt, once that mess in Canterlot was cleared up. The second burrow, she put a smaller amount of the bags in, and most of the loose bits. That left her with more than enough bits to purchase train fare, enough to pay her way in Canterlot, and one more single bag of bits, to act as an incentive.
Then, one night, Diamond crept into the city, keeping a watchful eye out for patrolling guards. She felt bloated from all the grass she had to eat while in hiding, and perhaps also because of... something else. She didn’t let it bother her though, trying to find some equivalent to the place her daddy went sometimes, when he had to find ponies who were willing to risk being labeled as not nice.
It was funny how important it was to be nice in Equestria, funny because once you knew the secret, you could always get a head up on other ponies. While they were busy being nice, you were busy not getting caught. Game, set, match, you win. Whatever “game, set, match” meant. You could be not nice as you wanted, and that meant the nice ponies always lose, and you always win.
The seedier portions of any city never slept, as guards couldn’t effectively police what they couldn’t see in the darkness. So Diamond found herself in a poorly lit area, with a lot of pawn shops and liquor stores on that block of the street, and more importantly, ponies. There was a mare standing on a street corner, looking kinda out of it, with way too much makeup on and a completely unnecessary fur shawl. Some ponies sang together as they stumbled drunkenly down the streets, others met in the corner and down alleys just to discuss innocent, lawful things with each other in private tones.
Now that Diamond knew to look out for guards, she had to wonder. It was true it was harder to police the streets when you couldn’t see, but she found a boulevard that was pretty well lit, and Diamond didn’t see any guards anywhere here. It wasn’t really her problem, and in fact it made her life a lot easier, but it was still kind of disgusting how lazy guards could be if they couldn’t even be patrolling around their own city.
Diamond made sure before she walked out into the light, that she would hide her one remaining bag of bits in an alley, behind some bags of trash. She crept back to hide in the shadows and watched to make sure nopony had seen her, and was going to go up and steal the bag. Not a soul emerged to seek out her ill gotten stash however. The trap was set; it was time to lay the bait.
Diamond was the only filly in that neighborhood, but she didn’t let that bother her. Instead she took it as a point of confidence, her small form both hard to notice and very noticeable to those who did. She took out a hoofful of bits, and looked at them, trying to watch out of the corner of her eyes if any ponies were looking at her. When she snapped up her head and turned it this way and that, there were a few rough looking stallions who immediately looked the other direction. Bingo.
Diamond put the bits back in her saddlebags, and walked down the street, pausing at street vendors selling cheap, overpriced goods as if to think about it, until they started following her when they thought she wasn’t looking. Diamond walked right back into that alleyway where a stallion approached her. He was all alone, but Diamond was pretty sure his two buddies were ready to appear at a moment's notice. This was gonna be as easy as trading pickles to pregnant fillies.
"Hey there little filly, all alone tonight?" the stallion said with a sinister leer. A nice, sharp knife was in his hoof that—oh for the love of Celestia was that a kitchen knife? What kind of thug uses a kitchen knife? "You wanna just slip out of your saddlebags, nice and slow for me?"
"Oh please don't hurt me," Diamond said in distress, "I need these bits for train fare!"
"I wasn't asking, I was telling you," the stallion said, even though he was asking.
“You can have all my bits,” she said hastily doffing her saddlebags, and scooting them towards him. “I couldn’t get on the train anyway without a big, strong stallion to help me out. Just take them, and like, just go!”
Her pose of dramatic sorrow became distracted when he leered at her saying, “What makes you think all we want from you are your bits?”
His two companions were approaching now, cornering her against the wall, way out away from any hoof traffic in this alley. Diamond was scared that she couldn’t pull out now if anything goes wrong, but just like daddy said, she had to place her trust in the money. “What else can I give you?” Diamond asked uneasily. “You can have the saddlebags too, but the belt is cut to fit on me, and lavender really doesn’t suit your colors.”
One of his companions snorted with laughter, but a quick glare shut him up. “You don’ts seem to undastand,” the front pony said to Diamond. “No wonder you was wandering out here all alone. Poor little thing. You’re gonna make me real happy.”
Diamond was... kind of lost at this point. They had her money. Her namesake tiara was gone. What was she gonna give them, her hair? Did they already know about the bits she had stashed? “Okay,” she said uneasily, “How?”
“Turn around,” he said in coarse indulgence. “Turn around and lift your tail, and I’ll take care of everything else.”
“Wait...” Diamond said squinting at him, then going wide-eyed. “You mean like—sex?!”
Now his other companion laughed, and their leader was too caught off guard to correct him. “Double estrus,” the original one said. “You ain’t gonna find no innocent little fillies this year, boss.”
“O-oh my gosh I can’t believe this. All three of you?!” Diamond said, with a bright, genuine smile, from ear to ear.
“You don’t... gotta problem with that?” the boss asked, eyeing her warily.
“Are you kidding?” Diamond retorted hotly, “I haven’t even seen a stallion in like, months! I had to live with a bunch of nuns! You three are all gonna stuff me? This is great!”
“You’re seriously hurting my cred here,” the boss whispered harshly to Diamond’s face. “What kinda filly are you?”
“Sorry, like, ‘boss’” she said with a delighted wiggle in her hindquarters. Turning around and lifting her tail for the three of them Diamond reached a hoof between herself and hid her treasure, rubbing it softly and saying, “Just hold on, and let me make it nice and wet for you.”
“Celestia’s beard boss,” lackey 2 said. “She’s fluffin’ for you!” Diamond honestly would have differentiated them more, but it was hard to make out features or colors in the darkness of the alleyway. Instead, she focused on that lovely goosebumps feeling inside her that made her the perfect place to slide a penis. Diamond was so excited she was already getting wet. Just the thought of how long she’d had to go, wishing she had a stallion instead of just stupid fillies, who barely even knew how to lick her.
“I don’t believe dis,” she heard the boss say, “You’re like some kinda street angel.” Diamond barely felt the flutter of compliment rise in her chest before he roughly pushed her hoof away and stuck his nose in there, and Diamond Tiara sucked in a breath. He didn’t know how to lick either, but the thought that a stallion was taking in her scent just made her want to gush like a fountain. His clumsy tongue teased her with what could be, and what would be when he mounted her. Diamond rocked back, hungry to get a penis in her like you wouldn’t believe. His body over her, resting heavily against her until his hooves clopped to the floor to either side of her: it was the most perfect feeling in the world. The only more perfect feeling was when with his heavy breathing in her ear, Diamond felt his soft but oh-so-stiff penis flopping against her.
He was more than eager to get it in. Diamond whined needfully as he prodded at her frantically. Finally he slid home, and everything just came back to her. How a stallion feels inside you, the hot, eager thrusting that makes your body rock forward and your insides drool. She gasped heavily when he did, the pain flaring all up to her core as she was forced to stretch around his turgid member. But even that, Diamond relished. It meant he was in there, that she had just what she wanted. Diamond braced her hooves on the dirty ground, taking his thrusts with gusto. The pain started to dull into pleasure as her inner lubrication really started to get going, and her eyes half slid shut, when he jammed up agaist her, and his dick started rhythmically thrashing there inside her hips.
Diamond gave a quiet squeal of discontent, as he started ejaculating into her already. Stallions were so bad at lasting, it was really sad. But then she remembered his companions, and a shaky smile teased onto her face. Diamond just concentrated on the peculiar yet amazing feel of his cum pumping into her, hot blooms that spread deep within her, pulses that reminded her of how her body was so cleverly designed to grow and bear a foal. Her fillyhood, hungering to be fed, triggered, and changing her into a mother. It was with a bittersweet satisfaction that she felt his cum blast in her, and then him pull his shaft roughly out of her.
Diamond had forgotten just how much it took out of you to take a stallion in your vagina. She felt flushed all over, breathing hard, even pinker than usual, and her passage ached in hot pains that she furiously ignored. “Who’s...” she panted out, while the boss stallion backed away from her very eager ass, “Next...”
Diamond was so excited about this. She’d never had a chance to do it again like, right away! The second stallion dropped his metal pipe and clambered over her, Diamond’s tail obediently turned aside, to admit his hungry shaft into her softest petals. It didn’t hurt as much the second time, something Diamond made sure to remember. All those times she’d only had one stallion, of course he hurts more the first time he goes in, when you’re all nervous and tight, and especially ugh, dry. Diamond was now the opposite of dry. Even the first stallion’s fertile seed squelched within her slimily as the other stallion did his best to displace it. His baby batter was functioning more than just making her pregnant, it was a lubricant!
She felt better and better as he thrust into her. With a third stallion on the way, Diamond wouldn’t be able to stop an orgasm if she tried. That hot flesh of his dick pistoning inside her, shoving so deep she felt like it was gonna come out of her mouth, it made her squeal in passion so much that it was a miracle nopony heard them. Or, more realistically, anypony who heard probably stopped short, winced, turned and went the other way. The only ponies left to object were guards, and there weren’t any around, so Diamond was safe. Safe to orgasm, and not even getting in trouble for making noise.
She was just on the edge of orgasm when lackey 1 bucked against her and held. “Keep—” she gasped out, “Keep going plea—se~” then he came with a grunt, ejaculating inside her again and again. If he would just thrust! Diamond needed the rubbing she needed the rubbing! She wanted to scream when that beautifully masculine dick dragged out of her, leaving Diamond quivering, gaping and empty. “Like, please~” she whined, too disoriented to even track the third stallion. Why wasn’t he mounting her? “Please, I need it!” she exclaimed urgently. “Need to squeeze... squeezy all that slidey stallion—hahh!”
Her words were cut off as lackey 2 demonstrated his clear superiority to every stallion present, by sliding his tongue sloppily up against Diamond Tiara’s winking vulva. Wait, didn’t the other one do that? She couldn’t remember. All she could do was gasp, and pant, and beg for fulfillment. Literal fulfillment! “Yes—” she said as her every nerve seemed aflame, even his belly sliding on her back tingling with sensuous pleasure. He clutched her hindquarters to him, his thick shaft slapping her vulva with an eagerness that filled Diamond with a dizzying need.
He stuck in her, and just started pushing from there hoarsely crying out, “Oh Celestia!” as he did. Diamond couldn’t answer him though. She couldn’t do anything, but stand there in open mouthed ecstasy, his penis pushing deeper, and deeper and then he started thrusting in there. Every thrust pushed her higher, and she hardly had any time to react to being hammered again before the orgasm rose, and rose, and then crashed down upon her.
Diamond tried to scream, as her vagina erupted into motion, the filly clutching helplessly at the firm dick pistoning within her, the mind blowing waves of pleasure that was an orgasm made even more incredible by that unbelievable stretching sensation making her feel so full and complete. She tried to screame, but all she could do was give a strangled yelp, and gasp there wetly as he took her to his heart’s content. Diamond just tried to deal with the feelings he was giving her, the rushes of pleasure that filled her mind with stars.
Diamond wasn’t sure where into her orgasm that he ejaculated. She usually lost track of time when she had a really big one, but she was so sensitized to everything this time. She couldn’t come down from orgasm lazily and dreamily, as she did with a filly’s tongue, since that penis pistoning in her kept her nerves on edge, and her excitement high.
It felt like Diamond was coming into focus, descending slowly into her body with its braced hooves and piked hips, and stuffed cunt. The intensity of it was astonishing, almost a relief when the final stallion drove deep and stopped thrusting.
Diamond moaned low at the feel of his thrashing dick, and was rewarded with more seed heartily pumped inside her. She want want wanted it, and nothing was stopping her from getting it. All she knew was in that amazing pleasure, there was a steady pumping heat filling her core between her legs, his throbbing dick adding more semen where the other two had left theirs. Within her belly, something incredible was happening, again! Diamond was so full of seed that her groin was a bizarrely stretched, slimy mess of stallion spoo. It was even getting on her legs as her lovers by happenstance thrusted it right out of her. She huffed as he pump-pump-pumped into her, the flow easing off then, and his penis going still.
Diamond never wanted the moment to end, this unexpected but welcome reintroduction to stallions. Nevertheless, he was done, so he pulled out of her, and climbed off of her, giving Tiara a moment’s peace to quiver down there and drip wetly, there in the darkness of the alley. She probably would have looked really gross if there were better lighting. She didn’t care though, just stood there and trembled in the fading echoes of her orgasm. Ignoring how her hindquarters were a sore, slimy, male mess, Diamond Tiara shakily faced the three worn out looking stallions, and prepared to make her case.
< ( Like, penis, penis, fuck fuck! )