Little Sister
Pumpkin Cake was never good at subtlety. That was Pound's job, usually, and he was quite good at it. If anything, he was a bit too good at it. Whenever there was something wrong, he never said anything. Just kept it to himself, bottled up.
"I've got a surprise for you~" Pound nodded absentmindedly and let out a non-committal grunt. That was normal. Pound was a stallion of few words, and had a habit of not paying enough attention to his surroundings. Pumpkin could take her blouse off and shove his face into her ample cleavage and he would mostly be annoyed that she interrupted his reading. “It's a sexy surprise~”
“Actually, I'm kinda not in the mood tonight, sis.” He closed his book and sighed. “I've got a lot of homework to do and I don't want my grades to slip again because we spent all the time we should have been studying having sex.”
That was a bad sign. Pumpkin knew her brother better than anyone else – even their parents didn't know them as well as they knew each other. Of course, that was a necessity more than anything else; it wouldn't do to have their parents know that their children were in an incestuous relationship, so they didn't. “Oh, come on, I went out and bought XXXXXXXXL condoms and everything.” Bringing up homework didn’t really mean that he was concerned about his grades. He always got good grades anyway, certainly better than hers.
“We're seniors, Pumpkin. Getting good grades is more important now than it's ever been.” If he were genuinely not in the mood, he wouldn't have responded to her at all. “And anyway, that's way fewer Xes than usual. You know if you use a condom that's too small it might break, right? I don’t wanna hafta spend the afternoon with a butt full of torn latex again.”
Sarcasm. Anypony else would assume it was just a snide dismissal of her overtures and that the actual sentiment was genuine. But Pumpkin knew him well better than that. He was trying to hide it by playing to her ego, but he was pretty clearly taking shots at her size. “And? It's not like you're gonna get pregnant, and it's not like either of us have any STDs we need to worry about spreading.” She frowned and crossed her arms, clicking her tongue disapprovingly. “Unless you've been cheating on me? Hm? Izzat it? You've been fuckin' someone on the side and leaving your dear sister in the dark?”
Pound rolled his eyes. “No, I haven't. You remain the light of my life, my one and only, for reasons that I can't fathom because you're a pain in my ass.”
“Literally.”
There it was. You could barely call it a grunt, but that was the only word Pumpkin could think of. A very slightly more forceful than usual exhalation of air that was just barely not a disgruntled mutter. That confirmed her suspicions. Pound was jealous.
“Fine, fine. I know when I'm not wanted.” Pumpkin turned her nose up and snapped around, giving her brother a good smack in the face with her tail. “My magnum dong and I will be taking our business elsewhere.”
Pound frowned. “Hey, seriously, I'm not seeing anypony else. Don't you go revenge-fucking some random guy.”
“Who would I revenge-fuck, babe?” She gave her tail a flick, giving her brother another good thwap with it that was clearly entirely unintentional. “I'm just horny as fuck, and since someone's decided to be a huge fucking stick in the mud I'm gonna have to jerk it instead. Which means I need to go find some privacy, unless somepony wants to watch me masturbate like a fucking weirdo.”
She left before Pound could respond. If Pound was too good at subtlety, Pumpkin was almost incapable of it. If she stayed any longer, he would notice that she'd noticed what was up. And she didn't want to have that conversation right now. And also she was horny and wanted to jerk off without disturbing his studies. “Asshole,” she muttered to herself as she tromped her way down the stairs into the main part of Sugarcube Corner. She'd always fucking hated that. Living in a bakery sounded nice on paper, but she had spent literally her entire life and especially her teenage years almost completely lacking basic privacy. A full half of her home was a public space. The upper floors, the part that wasn't a part of the bakery, was only very slightly better. It was spacious enough, but she had to share it with four other ponies. Even her own bedroom was just as much Pound's as it was hers. There were very few places she could go to be alone.
And Pumpkin, more than anyone else in the Cake household, needed her privacy.
“Hey, Pumpkin! Dinner's gonna be at five!” It didn't help that one of those four other Ponies was Pinkie Pie. Pumpkin tried not to think back on all the times Pinkie had barged in on her dealing with the issues inherent with her body. Certainly more than anyone else except Pound, who literally shared a bedroom with her.
“'m goin' out.”
Pinkie remained seemingly oblivious to Pumpkin's bad mood. Pumpkin knew her better than to buy into that, of course. “That's fine! Just make sure you're home by dinner 'cause I'm making Hayburgers and it'd suck if you missed them again!” Every word that spewed from Pinkie's mouth sent rippling motions through her body. She was a very heavyset mare in all the places that looked good when you're heavyset.‘Thicc’ was the term, she believed, but she’d always hated that word.
Pinkie had been the subject of many of Pumpkin's adolescent fantasies. Less so now, not because she had gotten less attractive over the years, but because the reality of the age difference between the two had set in. Pumpkin was nineteen, Pinkie was already past forty. What little hopes she'd had of actually tapping that had been dashed a year or so ago – she had been gossiping about the boys in her class and, when she'd asked Pinkie her opinion, the older mare had responded that they were all far too young for her. And Pumpkin was only a year older at most than any of them, so any idle fantasies of making those early sexual fantasies a reality were thoroughly dead and buried.
“Yeah, sure. Tell Pound he's a dick.” Pinkie nodded wordlessly. Sometimes Pumpkin thought she was the only pony in her entire family who understood that expecting the twins to share a room well into their teenage years had been a poor decision.
It had certainly played a part in the formation of their relationship.
The twins had an early fall birthday. Just early enough to have reached the minimum age for signing up for school a week after the deadline. They'd gotten into school the next year, but they were a full year older than any of their peers. A much bigger difference when you're that age, and that difference had stuck over the years. Most of their friends outside of each other were, to be brutally honest, customers. Pinkie Pie's friends, the crusaders and their friends, all much easier to relate to than their classmates and all significantly older than them.
It hadn't led immediately to incest, of course. They were just good friends, even once they reached the age where they realized sex was a thing. Puberty had hit them both fairly hard, especially Pumpkin. One of the realities of her body was that she had a much stronger libido than normal ponies.
It was the lack of privacy, really, that had pushed things over the edge. One night, when Pound had been out at junior fliers camp, Pumpkin had decided to release some stress in their room rather than locking herself in the bathroom for a few hours. Pound had come home early, and the rest was history.
Which was also probably why Pound had been in such a mood lately, Pumpkin figured. She'd always been the bigger sibling, physically. Not that Pound was small – a footlong member was hardly anything to laugh at.
It was just that Pumpkin's was two foot six, the last time she'd checked. It might have grown since then, it had been a while.
It was really only natural, then, that Pumpkin was the top. She was taller, she had a much more intense libido, and she had a bigger cock. Pound didn't mind. Or hadn't, at least. Until recently, he'd been more than happy to be the recipient of gallons of his sister's copious frustrations every now and then. For years now. She couldn't really fault him for getting sick of it. She knew that if she'd spent six years constantly being on the receiving end she'd have lost her patience much sooner than he had.
And, really, if both parties weren't having fun, it wasn't very good sex, was it?
Pumpkin paused at the door. “Hey, Pinkie? Can I ask you a question?”
Pinkie smiled, the same ridiculously wide beaming grin that she almost always wore. “Pft, you don't need to ask my permission, silly!”
Pumpkin fidgeted, shifting her weight from one leg to the other rhythmically, her wide hips rocking back and forth with the nervous motion. “It's, uh, kind of a private question.”
“I have some break time comin' up.” She smiled again, much more down to earth. Less of a Pinkie Pie Smile and more of a Big Sister Reassuring Her Little Sister She'd Keep Her Questions About Sex Private Smile. “C'mon, let's go to my room and we can talk about whatever.”
“So, uh, there's this guy in school-”
“Are you thinking about cheating on Pound?”
That caught Pumpkin off guard, but it probably shouldn't have. Pinkie always seemed to know everything about everypony. Still, that didn't stop that sinking feeling, like the ground under her heart had collapsed, leaving it in free-fall. “Oh god, please don't tell anyone,” she begged, finding herself suddenly on the verge of tears. “I'm sorry, I know it's bad and wrong but-”
“Well, yeah it's bad! You shouldn't be talking to me about some guy you have a crush on when you've already got a coltfriend!” Pinkie crossed her arms and frowned disapprovingly. “You should really be talking with Pound about this, not me!”
Pumpkin swallowed heavily. The terror of her secret being revealed to everyone still enveloped her. “So... you're not mad?”
“Yes I am!”
“No, not about that.” She rubbed her temples. Really, she shouldn't have been surprised by anything about this conversation, but Pinkie had a unique ability to catch ponies off guard at every turn. “I mean... you're not mad at me about, you know...”
Pinkie's demeanour shifted instantly, like a jump cut – one moment she was leaning down and frowning with her hands on her hips, like a parent chastising a child for stealing cookies and spoiling their dinner. The next she gave Pumpkin a big, soft, gentle hug. “Of course not. Love is love, that's the important thing. And anyway it's not like I'm a stranger to incest.” Pumpkin had met all three of Pinkie Pie's sisters. Again, she shouldn't have been surprised that they'd been together, but she was. “I'm probably not the best pony to ask for advice on this subject, though.
Pumpkin felt tense. She knew that she was safe. If there was anypony who could keep a secret, the ones that really needed keeping, it was Pinkie Pie. But Pumpkin couldn't help but worry. Here her greatest fear was being realized right before her eyes. Someone knew. “You promise you won't tell anyone?”
“Cross my heart and hope to fly, stick a cupcake in my eye. Your secret's safe with me.”
That was a weight off of Pumpkin's shoulders, but that tension remained. “What about my, uh, problem. You said you're not the person to ask for advice?”
Pinkie Pie sat on the edge of her bed, gently patting beside her in an obvious invitation for Pumpkin to join her. She did so, leaning against Pinkie Pie. She felt safe here. “My relationship with my sisters isn't really the same as yours with Pound. We're just regular fuckbuddies, not anything serious.” She ruffled Pumpkin's hair gently. “'sides, none of us have cocks. If it's a bedroom problem – and it probably is, or else you wouldn't have wanted to talk to me in private! – then I can't really help you with it because I don't have the right bits in my pants~”
“Oh.” Pumpkin felt her heart drop again. “Well, I mean, it's an intimate problem, but it's not a bedroom problem. Sort of. It's just that...” Pinkie made a silent gesture with her head for Pumpkin to continue. “I'm... I'm bigger. Just sort of in general, but especially, um. Below the belt, you know? And I'm pretty much always the one who's giving, so-”
“So you think Pound might be a little jealous?”
“No. I know he's jealous.”
“Mhm.” Pinkie nodded. “Well, like I said, I've never really been in the kind of relationship you two have. Buuuuuuuuut I do know somepony who is. Hup!” Pinkie hopped off of the bed, gesturing for Pumpkin to follow. “I'm gonna give you an address. Don't worry about telling them about Pound, they'll keep it a secret almost better than me! Just tell them I sent you and they'll know why you're there.”
“You're sure?”
“Trust me,” Pinkie replied, smirking knowingly and handing a small scrap of paper to Pumpkin, “no one knows what you're going through better than them.”
Pumpkin was anxious. She couldn't help but be anxious. Anypony would be anxious if they were about to get advice about their incestuous relationship from random strangers.
Not that she didn't know whose home she was at. Sugarcube Corner was the biggest social hub in Ponyville and she grew up in it. She knew everypony in town. This house belonged to Flitter and Cloudchaser. Twins, a few years younger than Pinkie and her friends.
Certainly not the kind of ponies she expected to be going to for relationship advice. Not the type she'd expected to be going to for any kind of advice ever, really. They had nothing in common – aside from being twins. But if Pinkie said they knew what they were talking about, Pumpkin had every reason to believe her. She knocked on the door, and was answered by a muffled shout of “come in!”
Seeing the two going at it on the couch probably should have surprised her more than it did.
“Mnnnn, we'll be with you in a second~” That was Cloudchaser. They were identical twins, unlike the cakes, but it was easy to tell them apart just by looking at their manestyles. Flitter typically kept her mane neat and tidy, straight and tied up with a pale pink bow that was, at the moment, discarded over the side of the couch, her mane wild and unkempt and streaked with cum. Cloudchaser's mane was neater, if only because it was mostly hair gel – it had to be, in order to keep it in its ridiculous style. It also helped that she was currently the one doing the penetrating, railing her sister from behind.
“I – mngggg fuck right there keep doing that – I still say that we could have just told her, you know.”
“This way's more fun.” She turned to grin at Pumpkin. “Wanna join in? Flitter's pretty good at suckin' cock. I'll bet she could take all of yours~”
“Uh, no thanks.” Pumpkin resisted the urge to cringe, and awkwardly attempted to smooth her skirt, which was doing a very inadequate job of concealing her substantial bulge.
“Pft, suit yourself, but your turn doesn't come 'til we do, so you might as well join in.”
“You two are like forty, isn't that a little old to be propositioning high school students?”
“Hey!” Flitter shouted. “We're – mnnnn~ – we're thirty six and yoooooou're not gonna be getting any help if you keep being rude!”
Pumpkin tried not to breathe too much. The whole room stank of sex. Wet slapping noises echoed throughout the building as Cloudchaser pounded her sister's ass, drawing increasingly loud moans from the more feminine of the two. It was definitely arousing, if also horribly uncomfortable. Pumpkin wanted to get this over with as fast as possible so she could just go home and take care of herself. Her cock strained against her skirt – which was supposed to have a concealment enchantment on it, but the very noticeable bulge in her skirt suggested that she was never going to be buying this particular brand again. Her cantaloupe-sized balls ached, begging her to join in. To fuck and to cum. She ignored them – something she'd gotten very good at over the years. Her horn glowed briefly, enveloped in a dark blue aura, and the bulge slowly lowered. It was a temporary solution, but it would have to do for now. “Look, this isn't super urgent or anything. I can come back later, if-”
“Nah, just give us a minute, we're – mnnnnnn – we're almost done.” Cloudchaser was panting more than she was actually talking, and Pumpkin politely averted her vision and held her breath.
Cloudchaser and Flitter lasted longer than the promised minute. Pumpkin was just about to give up and go home when they finished, loudly. “There, that wasn't so bad, was it?” Cloudchaser grinned as her softening cock slowly slit its way out of Flitter's well-used cunt with a wet slurping noise.
Pumpkin cringed at the noise. “Yes.”
Cloudchaser rolled her eyes. “You need to relax, kiddo. C'mon, grab a seat somewhere not covered in cum and Flitter'll make us some tea while we talk.”
Pumpkin moved carefully, to avoid stepping in any errant fluids. There were a lot of them. Celestia, did they never clean up? “Could you at least put on some clothing?”
“Not unless you wanna wait even longer, I ain’t getting dressed until we’ve cleaned up and I’ve showered.” She shrugged. “'s not like I've got anything you've never seen before.”
Cloudchaser was certainly impressive. A good foot and a half of dark, veiny cockflesh, still hard and ready to go. Of course, she noted smugly, Pumpkin was bigger.
“So,” Cloudchaser started as Pumpkin gingerly sat on the edge of a relatively clean couch, “basically, your bro's tired of always being the bottom and he's jealous 'cause you're more hung, right?” Pumpkin nodded, prompting Cloudchaser to continue. “Well, the first bit's an easy fix. Just let him top every now 'n then.”
“We used to have pretty much that same problem!” Flitter shouted from a few rooms over. “Always being the one getting fucked kinda gets boring after a while so every now and then we switch it up and let Cloudy be the top!”
Cloudchaser rolled her eyes. “Don't brag, sis, it's unbecoming.” A giggle from what was presumably the kitchen prompted more eye-rolling. “Anyway, the other problem's a little bit harder to fix. Would you mind showin' me your cock?”
“Um.” Pumpkin blushed. “Is that really necessary?”
“Not one hundred percent, but it'll definitely help a lot.” She shrugged. “You don't gotta, I guess, but it ain't like I haven't seen your bulge already, kid. Things ain't gonna get less awkward if you keep your skirt on.”
“Well...” Pumpkin was still reluctant, but she had to admit that Cloudchaser had a point. “Okay. I guess.” Pumpkin stood up and very carefully lowered her skirt, very slowly and reluctantly. Did she mention that she was reluctant? Because she was. Until this very moment, exactly two other ponies in the entire world who wasn’t a direct blood relative had seen her cock, and even then Pinkie was basically family, and there was a world of difference between this and a medical examination from the family doctor. It was, she supposed, a bit of a weird hangup. She was perfectly content to fuck her brother’s ass but she was reluctant to show her cock to two attractive naked mares.
Still, dragging her hooves about it would only serve to make it worse. Better to pull the bandage off quick and get it over with than to drag the discomfort and pain out for longer. She took a deep breath and dropped her skirt and concealer panties both in one fell swoop.
Pumpkin was, thanks to her earlier spell, mostly flaccid. It was a testament to the raw power of her arousal that she wasn’t completely soft, and it was a testament to her magical prowess that she was soft at all. And even soft she was still enormous, easily a full foot of mahogany horsecock. And it was still growing, too – it seemed like every time she measured it it was an inch or so bigger. It twitched and drooled copiously, just barely not overpowering the spell Pumpkin had cast. Her yellow furred balls also stood out quite a lot, resting heavily against her thick thighs, their copious load almost audibly churning inside of them.
“Dang, girl.”
“Holy shit.”
Pumpkin blushed, but also couldn’t help but feel a certain amount of pride. “Just outta curiosity,” Flitter interjected as she set down a tray of tea. “Do you think we could see what it looks like hard? Only if you’re okay with it, of course.”
“No, no, it’s fine, it’s not that much weirder than you looking at it while it’s soft.”
“Do you want a hand with that, or are you still uncomfortable with-”
“It’s fine,” Pumpkin interrupted. “Just need to-” Her horn and cock alike were enveloped in her magical aura once again as she reversed the arousal spell. It was like flipping a switch. One moment she was soft, the next she was painfully erect. It slapped heavily in between her tits with a wet noise before its sheer weight pulled it back down, almost parallel with the floor. The already copious precum redoubled its flow, practically a waterfall of clear, viscous liquid.
“Geeze,” Cloudchaser said after a moment’s awed silence. “It’s no wonder the guy’s jealous. You’re kinda huge.”
“Definitely in the top five biggest in Ponyville,” Flitter added.
“I’m flattered,” Pumpkin replied sardonically, blushing furiously as she tried her hardest to not stare at the naked cum-soaked mares in front of her. “Is there, like, an actual reason you wanted me to show you my dick?”
“Yep!” Cloudchaser replied before opening her mouth and darting forward and taking Pumpkin to the hilt.
“Gnhaaaaanwhatthefuck!” Pumpkin groaned as her knees went weak. She only didn’t collapse forward immediately because Flitter darted around behind her and wrapped her arms around her, slipping them under her blouse and grabbing her tits.
“You’re obviously super fucking stressed out, kid,” Flitter said as she pressed her body against her back. God, her tits were big. Pumpkin hadn’t really gotten that good a look at her, what with the fact that she’d spent much of the visit in the kitchen making tea or being fucked doggy-style, with her endowments mostly out of view. Now, well, they were still out of view, but she didn’t really need to be able to see ‘em to be able to tell they were at least the size of her head and probably bigger than Pumpkin’s. “You’re not gonna be able to hash this out unless you let out some steam, I guarantee it. Don’t worry about your brother, we’ll make sure to make this as quick as possible and keep away from your holes, and if he wants he can come fuck us at any time that’s convenient.”
She wanted to object anyway, but was cut off by Cloudchaser beginning to thrust in earnest, moving her head up and down very eagerly. Flitter, meanwhile, pressed harder and harder into her back. Pumpkin could feel her boobs more and more clearly – and also something else. “By the way, I’m not super familiar with each and every single cock in Ponyville so I dunno how comprehensive my ranking is, but if you’re number five, I’m number two~”
Pumpkin wasn’t entirely sure where she’d been hiding it. Likely some piercing or piece of underwear she had surreptitiously taken off in the kitchen had a very powerful concealment enchantment on it or something. Or perhaps she was lying and she’d drank some kind of growth potion. Because while she could at times be a bit oblivious, there was zero chance in hell Pumpkin wouldn’t have noticed what had to be four fucking feet of horsecock. She could feel it sliding its way in between her legs and lifting Cloudchaser off the ground.
“Who the fuck is number one?!”
“Would you believe Cheerilee?”
“No!”
The twins had been true to their word – Pumpkin had found herself finishing fairly quickly after the shocking revelation that Flitter’s dick was bigger than some ponies. Pumpkin elected not to put too much more thought into it than that.
She had initially been skeptical of the tea, but both Flitter and Cloudchaser enthusiastically assured her that it was just chamomile. “So like, have you tried anything yet?”
“No.”
“Well, in that case, the first thing I’d do is actually talk to him about it and hash out your feelings.”
“Absolutely out of the question,” Pumpkin said decisively.
“Communication’s important in any relationship, especially a romantic one, kid.”
Pumpkin shook her head emphatically. “He’s gonna say nothing’s wrong. Especially if there’s something wrong.”
“Ah, so he’s evasive. That complicates things.”
“Well, you could always just offer to let him fuck your butt?” Flitter said. At some point her cock had just sort of vanished – presumably whatever she did to hide it in the first place had happened again.
“And if you’re really worried that he’s jealous of you, you’ve got a fuckin’ unicorn horn, just do some magic or something to make him bigger,” Cloudchaser added. “I wouldn’t be, though. In my experience when it comes to ponies, the smaller the dick, the bigger the size queen.”
“Okay,” Pumpkin said, unconvinced.
“Trust your elders, kid.”
“Didn’t you just complain about not being that old like, twenty minutes ago?”
“I’ve still got waaaaay more experience in this kinda thing than you do, little miss monogamous.”
Pumpkin rolled her eyes. “Whatever. Your advice is give him a big dick and let him fuck me?”
“Pretty much.”
“Okay. Cool.” She pulled herself upright, cast a quick cleaning spell on herself to get rid of the cumstank, and made her way to the door. “Thanks for the advice. And the tea. And, uh, the sex. I guess.”
“No problem!”
“Come back any time for more of any of ‘em!”
Pumpkin grunted in a decidedly teenage way as she carefully made her way through the copious pools of semen – a not inconsiderable percentage of which was her own, though most of her load had ended up in Cloudchaser, who looked decidedly gravid in contrast to her earlier, more svelte appearance. She couldn’t leave this weird fucking place soon enough, as far as she was concerned. And she certainly wouldn’t be coming back in the future. Several times. Maybe bring Pound along. Absolutely out of the question.
She took a moment to bask in the fresh air. It was a nice change of pace after the thick musky atmosphere of the pegasus twins’ home, and she needed to clear her head a bit. She had, in the end, mostly wasted her time. The whole visit had taken just under forty minutes and in the end the only actual advice she’d gotten was no-brainer shit. If Pound was tired of being the bottom and jealous of her massive cock, then of course the solution was to let him top and make him bigger. None of this had, ultimately, been strictly necessary.
Of course, it didn’t really matter much. What’s done is done, and now she had to go make things right. First, she needed to stop by the library and do a little bit of research. And then it’d probably be five which meant dinner. And after that, well.
Pumpkin Cake had a plan.