Chapters Pumpkin had always been different, as soon as she was born everyone knew she was different, in fact she was the most unique girl in town. There were plenty of reasons as to why people thought she was so different, for one she was highly intelligent, intelligent enough that she actually went to Crystal Prep instead of Canterlot High, though her brother was not similarly gifted. The other thing about Pumpkin was that neither she nor her brother intended to take over ownership of their parents bakery, Sugar Cube Corner, even if they chose to remain employees. This meant Mrs.Cake would be passing the torch down on to Pinkie Pie, who had leapt at the chance like a lion pouncing on an antelope. However, the biggest kept secret, known only to a few people, was what made Pumpkin especially unique, something that New York fashionista, Photo Finish, had somehow failed to keep a secret. Pumpkin didn't have a pussy, she had a plump pair of cum-filled balls hanging underneath a fairly impressive cock.
Her childhood had been only slightly tricky, while dick-girls weren't exactly common, people knew they existed. Research had been critical in the early stages, as Mister and Mrs.Cake had absolutely no idea if there would be any special preparations to make for any particular stages of growing up. Explaining the situation to Pumpkin once she was old enough to comprehend things and communicate effectively had been somewhat troublesome, mainly because she had so many questions that left her parents having to come up with suitable answers on the spot. Pumpkin wasn't especially fond of not being a "normal girl" down there, despite the insistence that she had nothing to feel ashamed of and that she was as feminine as any other girl, even with the equipment she had between her legs. Pumpkin didn't fully embrace her dick until well into her teenage years, when another girl found out about it and had practically dragged Pumpkin into the nearest girls bathroom to show her how awesome having a cock could be.
Damn, Principal Cinch may have been a little old but she just had that "fuckable MILF" look about her, which was impressive considering that she didn't have any children. That's what Pumpkin assumed anyway, Cinch was a bitch but as Pumpkin looked at her during the school assembly, she couldn't deny that her trouser snake was rock hard in her panties at the thought of Cinch on her knees, wrapping her lips around her member and just sucking her dry, the image of that as Pumpkin fantasized made her body shudder and her balls ache, she wasn't even registering what Cinch was saying. The only thing that broke Pumpkin from her daydreaming was the school bell, signalling that the day was over. That was a problem, Pumpkin couldn't exactly walk home when she was this painfully stiff, people would no doubt see her bulge or notice her walking funny, with a slightly ashamed feeling Pumpkin quickly made her way to the computer room to look at some porn and jerk herself off.
Pumpkin settled down at one of the computers and immediately got on the internet to see what kind of porn she was in the mood for, she pulled down her skirt and panties, letting her cock spring free. Pumpkin latched onto her dick and slowly stroked it as she explored every porn site she could find, porn had become quite a big part of her private life when she had turned nineteen, she had been too nervous to allow herself to look at it when she was eighteen, but a year later she was regularly surfing the web looking for just the right kind of video that would allow her to "get to know herself". MILF porn was the obvious choice considering what she had just been fantasizing about, but she found that most of the videos she clicked on were a bit long and drawn out, she needed something quick so she could just blow a load and then head on home, she looked through all manner of videos before she finally happened upon a video that not only would definitely get her to bust a nut, but was also relatable.
A leaked sex tape of Photo Finish, the most famous dick-girl ever, being sucked off by a girl with curly green hair who was wearing a positively adorable pink schoolgirl outfit. This was the one. Pumpkin laid back in her chair and started jerking her length, watching as Photo Finish groaned in held back pleasure, being a famous fashionista obviously came with the massive drawback of not getting too much action, but by the sounds of it the girl was doing a marvelous job, Pumpkin only wished she could meet this girl. As the video continued Pumpkin jerked faster and faster, she thought Photo Finish had a really hot accent, even hotter when she was gasping and panting at the expert blowjob she was receiving. Pumpkin steadily increased her rhythm, breathing deeply and beginning to sweat, very soon the video ended with Photo Finish letting out a very loud groan, presumably having just reached orgasm and absolutely creaming the girls face, it was just sexy enough to bring Pumpkin to the edge.
Unfortunately, it was at the exact same moment that someone else opened to the door to the computer room and bore witness to Pumpkin leaning forward to shoot her spunk onto the floor rather than all over herself. When Pumpkin finished she stood up with her dick still out, only to see that Flurry Heart of all girls, had just walked in and caught her jerking off, not ideal considering that she was intending to keep her cock a secret. Flurry Heart just stood there in disbelief, mouth agape, eyes wide and blushing profusely, she didn't know what to do or say. Pumpkin was in much the same situation as she just stood there with her cock going down, her urges satisfied, neither of them spoke and eventually Flurry Heart just decided to leave in rather a hurry, leaving Pumpkin to clear her browser history, clean up her cock, clean up the floor and then make plans to confront Flurry tomorrow about what she just saw.
Meanwhile, Flurry Heart was making plans of her own...
The following day Pumpkin looked around anxiously for Flurry Heart in order to beg her not to tell anyone, Pumpkin was certain that plenty of bullying would occur if anybody in the school realized the truth. It was as the school bell rang, alerting all of the students to head to their next class, that she finally bumped into Flurry Heart, Pumpkin felt a strange mixture of embarrassment, fear and relief at having the chance to talk to Flurry Heart about what she had seen. Flurry Heart could see in Pumpkin's eyes that she wanted to talk and so they both slowed down, letting most of the other students pass who were attempting to get to their lessons much more urgently until finally, Pumpkin and Flurry were relatively alone, meaning they could both talk about what had happened without drawing too much unnecessary attention. "So..." said Flurry, gulping nervously "You're a dick-girl then?"
Pumpkin chuckled awkwardly and said "Uh... yeah, that's... that's pretty much it. You're not going to tell anyone... are you?"
That's when the real Flurry Heart emerged, Flurry Heart always seemed so reserved, withdrawn and quiet on the outside, but there were always rumors of another side to Flurry that was much more aggressive, sexually aggressive. Pumpkin quickly learned that those rumors about Flurry being a girl who needed to get laid at every opportunity were true, as Flurry pinned her to the wall and shortly after checking that the coast was clear, forced a kiss onto Pumpkin's lips. Pumpkin was shocked, she didn't reject the kiss but didn't really reciprocate it either, she was too shocked at the turn of events to decide whether she was into this or not. After Flurry Heart pulled back from the kiss, she smirked before saying "Here's the deal Pumpkin, I've fucked boys and I've fucked girls, plenty of them, but you are a deliciously attractive mixture of both. A lithe feminine body with a half decent pair of tits and also a thick and eager schlong readily equipped with two fat fucking nuts ready to deliver a creamy payload. The offer is this, you and I ditch this next lesson, then we go into the girls bathroom and I get to ride that fucking dick, in return I'll keep quiet. You up for it bitch?"
Pumpkin remained flabbergasted, Flurry realized Pumpkin's body would answer before her brain did, so she brought her hand down to Pumpkin's crotch and gave a wry smile as she felt the very obvious and growing bulge of her cock. "I think I have my answer" said Flurry and began pushing Pumpkin into the girls bathroom. As soon as Pumpkin accepted that the sex was happening, she began to accept Flurry's advances, though Flurry wasn't aware of it, Pumpkin was about to experience her first pussy. Flurry couldn't keep her hands off of Pumpkin as she almost wrestled her into a stall and locked the door, immediately pulling down her skirt and panties to reveal her moist and hungry cunt. Pumpkin pulled down her own skirt and panties, her dick now fully erect and ready to penetrate the nearest fuck hole, Pumpkin sat down on the toilet seat and waited for Flurry to get into position. Flurry stood over Pumpkin's lap, and used one hand to spread her pussy lips, while using the other to line up Pumpkin's dick directly to her entrance before she descended, slowly easing herself down with Pumpkin's dick entering her until her ass clapped down onto Pumpkin's thighs.
Pumpkin was in absolute heaven, her dick was surrounded by a soft fleshy cavern of wetness and warmth, being constantly massaged by the well trained muscles of a pussy that had plenty of experience on how to effectively milk a cock dry. She was already enjoying just being inside Flurry and they weren't even moving yet, Flurry allowed both herself and Pumpkin to get adjusted to each other's bodies before she violently started bouncing herself up and down on Pumpkin's cock, eager to receive her first helping of dick-girl cum. What a fucking slut.
Flurry Heart was almost too enthusiastic with her fucking, because two minutes into the fuck session Pumpkin let out a load groan as she came inside Flurry's pussy. Flurry Heart immediately stopped moving, resting herself with Pumpkin's cock fully hilted inside her as she felt it throbbing and twitching while a very familiar warmth filled her cunt. As Pumpkin panted, coming down from her orgasm Flurry just looked at her and went "Did... did you just cum?"
Pumpkin was slightly embarrassed, she knew that her endurance there wasn't exactly perfect "Uh... yeah, well you're the first girl I've ever fucked, so..."
Flurry was surprised, she didn't realize Pumpkin was a virgin, "Well, lucky you Pumpkin, your first ever pussy and it just so happens to be the best one in the school" she said.
Pumpkin went "Aren't you worried about like... pregnancy or something?"
Flurry Heart's face dropped a little and said "Well... no, that's just it I... I can't, I'm afraid I'm rather... barren". Pumpkin felt awful, she didn't know Flurry was incapable of having children, seconds later Flurry perked up again with a smile on her face and said "Don't worry about it! I never wanted children anyway, plus it means I get to fuck whoever I want as many times as I want without any unforeseen consequences other than perhaps a slightly looser fuck hole, speaking of which..." Flurry Heart swiveled her hips around a little, getting a feel for the cock still inside her "Yeah..." she said "This should still work". Pumpkin was about to ask what she meant when Flurry resumed her rough riding technique, it seemed Flurry had decided that Pumpkin was still hard enough to keep going, even if Pumpkin had only just started to go soft it seemed like that was no longer an option, she was being brought back to full hardness anyway.
Being that Pumpkin had already just had her nuts drained, she lasted much longer this time around despite being so sensitive, although her body registered the pleasure coursing through her cock it also acknowledged that her balls needed some time to churn out another load for her to fire off. Both of them were panting and sweaty and yet Flurry absolutely refused to slow down, especially when she cried out in orgasm, soaking Pumpkin's balls with her fuck fluids. It was upon that orgasm that Pumpkin really got into it, now it was her turn to be the aggressive one as she lifted Flurry off the ground and pushed her up against the toilet door, keeping her suspended as she pistoned her hips back and forth. Needless to say, Flurry was surprised at just how strong Pumpkin was, but wasn't complaining in the slightest, the culmination of all the sounds in the bathroom from the gasping, the clapping of flesh, the wet slaps of Flurry's pussy being rammed, the rocking of the sturdy walls of the stall creating a sinfully delightful cacophony of pure unadulterated no-strings-attached musical melody of primal animalistic fucking.
It was when Flurry orgasmed a second time, with her quivering folds rippling and clenching on Pumpkin's member that Pumpkin grit her teeth as she pushed herself inside Flurry as far in as she could go and once again dumped a full thick load inside of her. Flurry's pussy began to overflow with spunk and so the sticky substance started running down her thighs, Pumpkin put her down as her cock slipped from her confines, then once they both cleaned themselves up they left the bathroom almost as if nothing had happened. The next few days were tough for Pumpkin, she'd had pussy and wanted more, but Flurry rejected her offer saying that she'd already "been there and done that" and also said that the rest off her body was reserved for someone special she would be in a relationship with, only her pussy was available to pretty much anyone. It was a shame that while Flurry liked Pumpkin, she wasn't really considering a relationship with her, they lived too far apart to make it work anyway. Not even masturbation did it for Pumpkin anymore, no matter what porn she watched, it seemed her body craved the touch of another person because even working her dick with a flesh light still yielded little results. She didn't want to fuck another student, the last thing she needed was to add to the list of people who knew about her cock.
It had been a few days and Pumpkin had still been unable to cum, she was going mad and her balls were actually swollen after having not released for so long, the cruel irony was that after having experienced sex, it was the only thing that would bring Pumpkin to orgasm, her body was effectively blue-balling itself! She had to get relief soon, it was becoming painful. Pumpkin decided to try something else to empty her cum tanks and bought a decently sized dildo that she planned to ram up her ass, she would have asked Flurry to wear a strap-on and pound her backside, but it just wouldn't work logistically speaking and Pumpkin didn't exactly have the time to plan that kind of thing out when she had a weeks worth of spunk stored up in her balls that she desperately needed to expel.
When Pumpkin was alone she decided to sneak into Pinkie Pie's room to "borrow" some lube, it's not like Pinkie would be needing all of it anyway, what could happen? Would she end up with a dildo stuck up her ass or something? That didn't seem very likely. Pumpkin went to her bedroom and after sticking the dildo on the wall with the suction cup on the base, gave it a generous helping of lube along the entire length, taking care to also reach back and put a decent amount on her puckered asshole, delicately pressing on it as if trying to signal to her body that it needed to prepare for something large to be going up there. When she was ready, she got herself lined up and gently pushed back on the dildo until the tip popped into her ass, Pumpkin let out a sigh of satisfaction and then, with cock in hand, slid herself all the way back until her butt cheeks were pressed against the wall, taking the whole dildo in her tight backdoor.
Pumpkin gave herself a moment to get used to the feeling of having her ass so full as she stroked her semi-hard erection. Once her asshole had stopped clenching on the sudden and large intruder, she started fucking herself on the dildo, her butt cheeks thudding against the wall as she furiously jerked her cock. Five minutes later, Pumpkin was still going and still hadn't managed to cum, no matter how hard she rammed herself back on the dildo or how fast she fapped, she was still kept teetering on the edge without being pushed over into an orgasm. Pumpkin was majorly pissed off, she stopped tending to her dick and let the dildo slip out of her ass before collapsing on the bed in exhaustion. It was no good, she needed flesh. A couple of days later, Mrs.Cake was flitting about Sugar Cuber Corner, making sure everything was tidy as she reminisced about the rather unfortunate situation she had with Pinkie where they both got stuck together via a 20 inch double dildo, when she heard odd noises coming from the kitchen.
As Mrs.Cake went to investigate the odd grunting noises, she was shocked to see her daughter seemingly fucking... an apple pie. It looked like Pumpkin, in desperation, had decided to bake an apple pie and hope that it simulated the insides of a person enough that she could finally blow a few loads and get her sacks back down to a regular and less cumbersome size, though clearly it wasn't working. As she put down the apple pie and let out an exasperated sigh, she noticed that her mother had caught her in the act of defiling a perfectly nice baked good in the kitchen, not an ideal place to even get your cock out let alone start sticking it in innocent desserts.
Rather than panicking Pumpkin just went "Ugh... look mom, I know that this situation isn't exactly ideal but I had to give it a try. My balls feel so full I swear I sit down in the wrong way and they'll burst, but nothing I'm doing works. My body longs to feel pleasure from another person and refuses to let me jizz no matter what I do, not even jerking off with warm soapy water did the trick".
Mrs.Cake took the news rather well all things considered before, shockingly, she said "Well Pumpkin dearest, why didn't you just come to me?"
"What?"
"Well why didn't you come to me dear? I can help you out" said Mrs.Cake
Pumpkin was confused "B-But isn't incest like... an illegal thing?" Pumpkin assumed it was illegal, it had certainly felt very naughty that one time she let her brother watch her stroke her cock.
Mrs.Cake smiled warmly and said "Not at all dear! It's actually perfectly legal so long as we don't get babies involved and believe me I've no intention of even letting you go inside my mouth or my ass, let alone my pussy of all places. You'd be surprised what is legal in this country, bestiality is another one if that's a kink that floats your boat". That fact shocked Pumpkin more than the incest one, bestiality was one of the biggest kinks she could think of and it was legal?! Incredible. Pumpkin wasn't entirely against the idea of getting some help from her mother, the older woman was rather attractive and still in her sexual prime, besides there was no substitute for experience!
"Yes please mom, at this point I'll do anything"
Mrs.Cake went "Very good dear, now before you clean off your cock what exactly is it that you need dear?"
Pumpkin went about washing her penis to get rid of all the pastry and apple sauce coating it and said "Well, I've been constantly at least three quarters of the way erect since my balls filled themselves up and even when I managed to make it go soft, one gust of wind was all it would take to make me pop a boner, now it just doesn't go down at all, it's so uncomfortable". Mrs.Cake understood, looked like she'd have to make her daughter cum quit a few times before she could relax.
"OK dear" she said and retrieved a bottle of vegetable oil, briefly cursing herself at realizing that the oil would have been useful in her previous situation with Pinkie, then said "You get yourself somewhere comfortable and we'll see what we can do about it, hmm?" Pumpkin sat herself on the nearest counter and waited for what her mom had in store for her. Mrs.Cake walked over and poured a decent amount of the oil directly on Pumpkin's dick, Pumpkin shuddered as the cold substance made contact with her skin and drizzled down her length all the way down to the base, Mrs.Cake then added a small amount of the oil to one of her hands before putting the bottle to one side and rubbing her hands together to make sure there were adequately coated and as slippery as she wanted them to be. Pumpkin breathed heavily in anticipation as her mom took hold of her shaft in one hand whilst curling her fingers around the head with the other, her mom wasn't even doing anything yet and already her dick felt sensitive.
Things only got better when Mrs.Cake started sliding her hand up and down Pumpkin's cock while using her other hand to make gentle twisting motions on the tip, the oil making for an extremely effective replacement for traditional lube. Pumpkin started panting as her mom built up a decent rhythm and periodically increased her tempo, this was already feeling better than everything else Pumpkin had tried in order to ejaculate combined, she didn't know if she could hold out much longer. Meanwhile, Mrs.Cake stayed focused on her task, though couldn't help feeling a little bit smug that she was having such an effect on her daughter, it seemed she hadn't lost her touch when it came to pleasuring a cock, even if Pumpkin being so desperate and horny did somewhat heighten the reality of just how good it felt. Pumpkin felt herself approaching the edge again like so many times before, only the difference this time was that it didn't stop there, it just increased if anything. This was it, she was finally cumming "Mom... I... I think I..." Pumpkin didn't need to say anything more, as Mrs.Cake changed her approach slightly, she wrapped both hands around Pumpkin's dick and jerked it as hard and as fast as she could to bring Pumpkin to orgasm.
Pumpkin almost seemed to scream as at last she was able to fire off a load and release an almost unnatural amount of seed, Mrs.Cake kept up her furious jerking of her daughter's cock despite the fact that every single jet of cum had landed on her face, with the inclusion of one particular strand forcing her to close one eye. When Pumpkin's seemingly endless payload of cum began to die down Mrs.Cake slowed down her hand motions and eventually let go all together, grabbing a nearby tissue to wipe off her face. Pumpkin noticed what she had done and let out a little giggle "Sorry mom, I didn't mean to cum all over your face like that..."
Mrs.Cake just went "Oh, don't worry about..." she paused as she noticed that not only were Pumpkin's balls still relatively the same size as before, but her cock was also still fully erect and throbbing, demanding more attention. "Pumpkin dear... are you still not fully satisfied?"
Pumpkin blushed and said "Sorry mom... like I said, it's been a while, I might need to cum again for my dick to finally go down and my balls to shrink back down to normal size". While Mrs.Cake wasn't expecting this, she didn't object to it and simply set about finding another means to please her daughter, she wanted to mix it up at least. Mrs.Cake took off her apron and then opened up her shirt to let out her heavy chest melons, she didn't wear a bra as they were far too uncomfortable and her clothes contained her rack decently enough as it was. Mrs.Cake got on her knees and sandwiched Pumpkin's cock in between her breasts before pouring on a little bit more oil for good measure, then squeezed her massive mammaries together and started heaving them up and down to deliver a nice good old fashioned tit fuck.
Pumpkin briefly thought back to everything she had tried thus far to try and cum and felt an unbelievable wave of regret washing over her at not having gone to her mother sooner with this problem, especially considering that her mom was an older, much more sexually experienced woman who knew how to push all the right buttons and was still looking dead sexy despite her age. Pumpkin did briefly consider confronting Pinkie Pie about her inability to cum, but realized that not only was Pinkie Pie a bit too manic for her tastes, but Pinkie would also eventually be her boss. Pumpkin just found it odd the idea of sleeping with her future boss in any capacity, she was pretty sure her mom and Pinkie hadn't fooled around at all. Now that Pumpkin knew incest was legal she considered just who in her family she'd gladly ask for sexual favors just in case this particular problem ever arose again, definitely her mom and if she played her cards right she could probably convince Pound as well, though her father was always away on trips abroad to discover new recipes for Sugar Cube Corner, so he wasn't exactly an option to begin with.
Pumpkin was torn out of her thoughts and back to reality as her mother increased the speed and pressure of her breasts, it seemed that Pumpkin also hadn't realized just how quickly she was reaching her peak, her mom's tits did feel much nicer than her hands after all. "Mom... I'm cumming again..." said Pumpkin, Mrs.Cake said nothing and continued with her current pace until Pumpkin, letting out a series of grunts, squirted yet another load all over her mother's face. Mrs.Cake didn't mind having jizz all over her, but she had just cleaned up her face and now she had to do it again, not to mention that for this particular ejaculation she had to close the very same eye she had closed before, Mrs.Cake slowed down her tit fuck and the last few shots of spunk landed on her chest. When it seemed Pumpkin had given all she could give, Mrs.Cake stood up and cleaned herself up again, she was about to close her shirt back up when Pumpkin went "Um... mom? I um... it looks like I..."
Mrs.Cake turned to see Pumpkin, her balls were definitely at least one nut away from being their regular size, but that was just it, Pumpkin's cock was still unbelievably hard. Mrs.Cake was flabbergasted, how was her daughter staying hard for this long after two powerful ejaculations? It looks like she had no other choice, if Pumpkin was ever gonna lose her erection and have her balls as drained as possible, she had to bring out the big guns, or rather... the big buns. Mrs.Cake knew that her ass was the focus of many a persons sexual fantasy, so she figured if anything was gonna calm her daughter down, it would be a chance to experience her round jiggly rump.
Mrs.Cake decided not to beat around the bush and simply faced away from Pumpkin as she, rather deliberately, slowly slid her jeans and panties down over her massive ass. Pumpkin was transfixed, she remembered that her mom had always had plenty of junk in the trunk, she even remembered that when she was younger she often had a bizarre desire to bury her face in those cheeks. From the looks of things it seemed like she was about to get something just as good, or more likely, even better! Once Mrs.Cake had her ass fully exposed she once again reached for the bottle of oil, but rather than immediately just getting to the main event, she figured she might as well put on a little show for her daughter. Mrs.Cake poured a nice amount of oil from one side of her fat rear to the other, almost emptying the bottle, then simply let it drizzle down her cheeks. With a smirk, Mrs.Cake bent over, sticking out her enormous ass and then shaking it up and down. Pumpkin was practically drooling and somehow felt her dick get even harder, her mom was being a real tease, but she was absolutely fucking loving it.
Mrs.Cake reached behind her and smothered the oil all over her butt, making it shiny and slippery, before she moved backward a little and pressed her caboose up against Pumpkin's cock and began making up and down movement with her hips. Pumpkin instantly moaned as she felt her mom's big butt sliding over her cock, she felt so lucky to be one of the few people who would get to proudly say that she had been in contact with such a legendary ass of this magnitude, at this rate Pumpkin was actually hoping that this wouldn't make her cum so quickly so she could enjoy it as long as possible, heck, if this was the kind of treatment she could expect every time she got a little backed up it would definitely be worth it to not engage in any sex whatsoever so she could experience it again, her mom's ass was just that sexy. Mrs.Cake could tell from the way Pumpkin was breathing that she was enjoying that rather slow hot-dogging she was getting, Mrs.Cake chuckled to herself, she hadn't even begun what she was actually intending to do to bring Pumpkin to orgasm, though now seemed as good a time as any to move on from hot-dogging to a full on butt job.
Mrs.Cake reached back and spread her ass cheeks apart, then pushed back to envelop Pumpkin's cock in between them and the let her cheeks go again, clenching them slightly as she began to bounce up and down much quicker than before. Pumpkin was in shock, she could tell from her sense of touch that she was having the time of her life with her cock in between her mom's ass cheeks, but from sight alone she would never have been able to tell. Pumpkin only saw one thing when she looked in the direction of her crotch and that one thing was her mom's full and thick booty, her cock was out of sight, simply lost in her mom's deep crack, Pumpkin felt like the luckiest girl in the world right at that moment. Mrs.Cake was enjoying herself as well despite not receiving any direct stimulation, the way Pumpkin's dick glided over her asshole sent a tingle up her spine, she briefly considered if maybe she should just go the whole hog and get Pumpkin's dick inside her ass, but shook that thought from her head as she remembered that she had explicitly said she had no intention of letting her daughter penetrate her, if she did that then Pumpkin might become a little too dependent on her. However, having nothing to compare it to and no visual proof that her cock hadn't entered her mother, Pumpkin could at the very least fantasize that she was having anal sex with her as she leaned back and closed her eyes while she rested her hands on her mothers hips.
Pumpkin imagined how her mother would moan as her dick repeatedly plunged into her back door, how the rippling walls of her ass would feel against her thick pulsating shaft, how the way she would cum would fill her mom's ass so full. Mrs.Cake began bouncing faster, clenching her cheeks even tighter and putting more force into her rigorous butt job, she could tell that Pumpkin was close and wanted to finish her off as good as she could. Pumpkin couldn't have stopped if she tried "Oh fuck, oh fuck fuck fuck mom FUCK!" Mrs.Cake stopped moving immediately as Pumpkin splattered cum all over her back, not to mention a few shots inevitably making their way onto her ass cheeks with the majority of it eventually find it's home deep in the recesses of her ass crack. Mrs.Cake removed herself from Pumpkin's lap and was relieved somewhat to see that her daughter's dick was completely limp and her balls were actually ever so slightly smaller than their usual size, Mrs.Cake knew she had a great ass, but what she had done there was very impressive. Pumpkin was panting with a flushed red hot face, frazzled hair and a sheen from the thin layer of sweat coating her body "Whew... thanks mom... that was... that was incredible".
Mrs.Cake just went "Oh think nothing of it dear, though don't expect this to become a regular thing, try and find some other outlet if masturbation isn't working because I don't intend to keep whoring out my body to you", they both gave a chuckle and Pumpkin left to go and relax in her room, while Mrs.Cake went to have a much needed shower.
After the experience with her mother, Pumpkin found she didn't get as worked up as before, certainly there were days where she was horny and felt the need to let off some steam with a decent masturbation session, but otherwise she could walk a few steps this time without just getting an erection out of nowhere. Well... that was almost true, recently there had been one thing she couldn't walk past without her dick hardening, her brother, Pound. Every time she even saw him, her balls would feel that familiar ache and Pumpkin had to excuse herself somewhere to jerk off, which was rather frequently due to their rooms being directly opposite each other. She knew what the problem was, she'd had pussy, a hand job, a tit fuck and a butt job, both from women, so now her body was crying out to receive some blow job action and to fuck some ready and willing male ass, the only man she saw on a regular basis was Pound. She would have to confront him eventually, she had repressed her urges for most of her life but after experiencing sex a whole slew of different avenues in which to obtain pleasure and gratification had opened up to her, her body became a lust-filled and hungry vessel that seemed to have one purpose and one purpose alone, fuck as much as possible.
This was getting ridiculous, Pumpkin had to find a way of controlling her cock somehow, it just so happened that a particular item did in fact exist, a cock cage. Why hadn't she thought of this before? This would be the perfect way to keep her cock hidden away and prevent unwanted erections, what could go wrong? a couple of days later the cage arrived in the mail, Pumpkin felt kind of bad as she locked up her cock because she wasn't ashamed of who she was and didn't want to deny her true self, it was one of the many reasons she had refused to get surgery that would "correct" her genitalia, but she just felt like this would make her life easier, time to give it a test drive. As per usual, as she was walking around Sugar Cube Corner, she had seen, walked past and even chatted to her brother, but each time her penis tried to become erect, it failed, Pumpkin had remained soft the entire time. Success! Though it was slightly uncomfortable for dick to be forcibly denied the need to get hard, it had the intended effect Pumpkin was hoping for! Pumpkin smiled and kept the cock cage on, it seemed like she had found a new favorite fashion accessory.
She had to get it off, Pumpkin was in a very intense and large amount of pain, she'd gone for two weeks completely without even one erection and her whole groin was paying the price. Pumpkin clearly hadn't thought this through, her balls were slightly backed up again because her lack of masturbation had given her wet dreams, but because she was wearing the cage she orgasmed without actually releasing any fluids. She had also become more sexually aggressive than ever, which had gotten her in trouble after she couldn't resist smacking her mom's ass, true her mom had enjoyed it and weirdly decided to spank Pumpkin as a punishment even though she had licked and fingered her asshole first, but the point was she couldn't reign in her sexual instincts like she had done previously.
As Pumpkin fell to her knees in her room, she caught sight of herself in the mirror, she was an absolute mess of sweat and frizzy unkempt hair. She had to get this cage off, it had been handy and manageable for the first week but she couldn't bear it any longer, seems like if she intended to wear it more often she'd have to take it off in private every now and then. Pumpkin quickly undid the cock cage and allowed it to fall to the floor, a rush of relief spread throughout her entire crotch, with the slight side effect of her became instantaneously erect with thick stream of pre-cum almost pouring out of the tip of her dick like water from a faucet. Pumpkin had to jerk off, she reached for her tissue box and... fuck, of course now would be the time to discover she had run out of tissues, her balls were too full and she needed to masturbate immediately, she had to find some kind of receptacle she could contain her load in so that she didn't just jizz all over the bedroom floor.
She couldn't use the flesh light she had bought because she wasn't completely sure that it would hold all of her seed. After looking around frantically she noticed an empty glass milk bottle, a remnant from a midnight snack she had previously, Pumpkin figured that was as good a container as anything. She immediately picked up the milk bottle as she prepared to latch onto her cock and start stroking it like there was no tomorrow, though just before she did she looked at the opening of the milk bottle, then looked at her dick, she did this a couple of times before deciding to try out what her perverted mind was suggesting. She held onto the bottle with both hands and brought it to the tip of her dick, as she had hoped, the opening of the bottle was just wide enough that with some pushing, would allow her to squeeze the entirety of her length into the bottle which in turn also actually gave her a hole to fuck. Pumpkin enjoyed the odd comfort of the slight grip the bottle had on her shaft, then took a deep breath as she prepared to milk her member.
Pumpkin moaned softly as she glided the milk bottle up and down her stiff erection, it wasn't as warm or malleable as flesh, but what it lacked in temperature and flexibility it more than made up for in sheer tightness, a snug fit if ever there was one. Pumpkin bit her lip as she closed her eyes and immersed herself in what was perhaps one of her most perverse fantasies she had ever had, she imagined herself in a barn, suspended in the air with a milking machine attached firmly to her cock, the image of her dick lodged in some kind of pipe that was attempting to coax a fat load of cum from her balls was strangely enticing."Oh fuck yes..." said Pumpkin, as she began to increase her speed "Drain me... fucking milk me... treat me like a barnyard animal and take my spunk!" With that final cry, Pumpkin held her cock inside the milk bottle and fully unloaded her nuts inside of it, she groaned as her rod spewed forth two whole weeks worth of held back jizz, filling the bottle almost halfway before finally she let out a sigh, having been suitably relieved.
Pumpkin sat on her bed and proceeded to remove the milk bottle from her schlong, or at least she would have done had she not very quickly discovered that upon pulling on the bottle, she had somehow gotten herself stuck inside it and that the wonderful tightness of it was having the opposite effect that the cock cage had in that it was keeping her hard and preventing it from going flaccid. Pumpkin let out a noise of utter frustration, there was always something that ruined things every time she played around with her fuck stick. Pumpkin tugged and tugged on the milk bottle, but no matter how hard she pulled it wasn't budging, but Pumpkin never gave up that easily. Laying back, Pumpkin angled her hips so that her turgid length was bathed in the warmth of the sticky fluids she had just delivered into the bottle, whilst also enjoying the feeling just a little. After waiting a couple of seconds to make sure cock was now coated in her cum, she sat back up and tried again, with some light twisting and pulling, the slippery lubricating effect of her juices proved helpful as she was finally wrench her dick out of the bottle with a satisfying pop.
Pumpkin quickly cleaned up her now limp penis and then discarded the bottle, but then she reflected upon her new problem, how would she stop getting boners around her brother? That was when another question hit her, why should she? It's not like Pound was unaware of the fact that she had a dick, he'd even watched her masturbate once for the sake of curiosity, what was the harm in it? She could always just lie about why she frequently got hard and had to jerk off in order to calm down, Pound owned a dick as well, so he of all people would understand. Besides, it wasn't exactly Pumpkin's fault the she had such a high sex drive and was lusting after her brother's holes, it was nature's fault!
Then again... rather than just ignoring the fact that her body kept on giving her such clear signals saying "FUCK YOUR BROTHER", why didn't she stop her body doing it altogether by giving it what it wants?
Pumpkin knocked on Pound's bedroom door, she'd managed to stop herself from masturbating for the past couple of days, she wanted to make sure that if Pound accepted her request that she'd make a good impression. Pound opened the door and with a smile said "Hey sis! What's up?"
Pumpkin walked into the room, glad that the jean shorts she had chosen to wear kept her rapidly engorging penis so well hidden, closing the door behind her she said "Oh not much, but I do have a question to ask you, but before I ask you I need you to promise not to freak out, OK?"
Pound was confused and said "Um... OK I guess? Very odd, weird and mysterious but go ahead, I promise not to freak out".
Here was the moment of truth, Pumpkin took a deep breath and, still not quite believing she was saying it, confidently asked "Will you suck my dick?" There was a long silence, the most silent silence either of them as heard, it was like time had stood still when Pumpkin had uttered that last syllable. Pumpkin was worried, had she just ruined the bond she had with her sibling? While that question whizzed through her head something happened that she wasn't expecting as Pound launched himself forward, threw his arms around her and drew her into the biggest hug she had ever had in her life.
Pumpkin was actually too shocked to hug back, Pound separated himself from her and said "Thank you thank you thank you! You have no idea how much I've wanted to hear that question!" Pumpkin was speechless, this was going much much better than she had anticipated, not only did he agree to suck her off, but he was actually eager to do so. "How do you want me? Do you want me to lie down so you can just fuck my face?"
Pumpkin just giggled and sat down on his bed "How about we start off not so kinky? Right now I'm happy for you to just get on your knees and give me a nice vanilla blow job". Pumpkin undid her jean shorts and pulled them down along with her panties, allowing her dick to stand fully at attention, Pound was on his knees in front of her in an instant, staring at her cock like it was some kind of ancient treasure he had found in a cave and was dreaming about how rich it would make him.
Before he got to the task at hand he said "Well... could you at least be a little bit rough with me? You know, grabbing my head and all that stuff, I don't want you holding back". Pumpkin was unsure and Pound could tell "Aw come on..." he said "You want my mouth don't you?"
Pumpkin was surprised that her brother knew how to be so sexy, she rolled her eyes and said "Alright fine, now come on, this cock isn't gonna suck itself". Pound chuckled as he leaned forward and in a rather brazen move practically engulfed Pumpkin's erection, taking the whole thing in his throat down the base with what seemed to be practiced skill, Pumpkin's hands were on his head in an instant "Holy shit!" Pound brought himself back up to the tip before slamming his face back down into Pumpkin's crotch, easily taking every inch of her member down his throat, Pumpkin groaned yet again, either her brother had a body built to take dick or he was a seriously big closet slut. It was on his third time slipping Pumpkin's shaft into his throat that Pumpkin couldn't control herself anymore as she grabbed fistful's of his hair and started repeatedly pulling his head as she thrust upwards to make sure her cock was constantly ramming into the warm and welcoming depths of Pound's mouth, he didn't even gag.
Pumpkin gritted her teeth and made several grunts before she hilted herself in Pound's face, sending a hot and heavy load down his throat and directly into his stomach, not bad for a first blow job, Pound deep-throated like a champ. Pumpkin actually had her tongue hanging out slightly, the exertion was definitely worth it as she sat herself back down and allowed her cock to fall out of Pound's mouth, Pound smiled and simply said "So, how did I do?"
Pumpkin let out a little laugh in between her panting "Ha... you did good bro, I'm sure there's plenty of people who'd kill to experience a blow job like that, you should be giving lessons". Pound felt an odd sense of pride in hearing that.
Pound stood up and said "So what next? You gonna fuck me in the ass?" Pumpkin looked at her brother in awe, this was a side of him she rather liked.
"I dunno Pound..." she said, she was genuinely tired after receiving such an expert sucking, "I think I'm pretty much done for the day".
Pound was thoroughly disappointed and immediately tried to think of something that might make his sister more inclined to take him up on his offer of some anal sex "Are you sure? I could dress up as a girl if you like, tie my hair in a nice ponytail, apply some make-up and wear a cheer-leader outfit, I'm sure Rarity could sort that out. We can do any position you like, I'll even ride you, are you sure you don't have enough energy left in you to take my ass?" Pumpkin had to admit that she was interested and her cock wasn't totally out for the count yet as, once again, it became nice and erect.
"Well..." said Pumpkin "Are you sure you're ready for that kind of thing?"
Pound went "Ha! Sis you are not the only one in this house who has a secret stash of sex stuff alright? I'm decently stretched back there. Plus there's some lube in my bedside drawer so..." Pound faced away from Pumpkin and bent over as he pulled down his jeans and underwear until they were halfway down his thigh, showing off his bare ass. "This butt is perfectly prepared to take every last single inch of your big feminine cock, so are you gonna fuck it?" Pumpkin was undeniably hard, Pound had a decent booty on him, it was almost a shame that he was straight, gay guys were really missing out here.
Pumpkin licked her lips and said "Bed. All fours. Now. Keep the look." as she moved to his bedside drawer to get the lube. Pound excitedly pulled his jeans and underwear up so he could assume the position he'd been told before pulling the back down to where had them before, the only skin on show was his hands, his face, his thighs and his butt. Pumpkin pulled to cap off the bottle of lube and instantly started slicking up her dick, once her cock was more wet and shiny than it already was after Pound's throat polishing, she pulled one Pound's ass cheeks to the side and used her other hand to apply a fair amount of lube to his winking ass hole. She was briefly tempted to finger him a little bit, but she was already becoming impatient as it was and instead decided the best course of action would be to just get on with fucking her brother's ass. She got on her knees behind him as he waved his ass from side to side, enticing Pumpkin to fuck him and fuck him hard, Pumpkin smirked at the thought that Pound was basically begging her to fuck him in movement and in words.
Pumpkin reached a hand underneath Pound and wrapped her fingers around his very own stiff aching member, Pound let out a small whimper as she began to jerk him off while she gripped his hip with her other hand and began to guide her cock to his desperate, cock-hungry, dick sleeve of an asshole so that she could fuck him like the human flesh light that he was.
As Pumpkin sank her cock into the fleshy warmth of her brother's ass, she cursed herself for not owning up to the fact that she was just a slut who wanted to stick her dick in Pound's rear end, if she had just been true to herself she could have been doing this a lot sooner. As Pumpkin bottomed out in his butt, both of them let a small moan of satisfaction, Pound was enjoying the full feeling he got with his sister's dick in his ass, while Pumpkin was enraptured in just how hot and tight Pound's ass was, it was almost better than teenage pussy, almost better than a perfect blow job, almost better than anything! Pumpkin sped up her hand movements a little on Pound's cock before she started thrusting her hips and began to fuck her brother's butt, making sure that she matched her hand and hip rhythm so that when her hand was at the base of Pound's shaft, she was fully hilted in his ass and that when her hand was at the very tip of his cock, her cock was pulled back ready to be pushed back in.
The sex itself was actually rather sensual, small moans and gasps here, the slight creak of the bed and the gentle bordering on silent sounds of skin on skin contact, both when Pumpkin's hips met Pound's butt cheeks and when Pumpkin's hand tapped his round heavy balls as she continued to stroke his dick. Pound was experiencing the most intense and most immense amount of sexual pleasure he had ever felt in his life, every time Pumpkin's cock bumped across his prostate a surge of ecstasy shot through his body and centralized at his groin where Pumpkin was still tending to his hard erection while every single thrust of her hips pushed him closer and closer to orgasm, his balls preparing to fire off any second. Pumpkin decided to go a little further with some dirty talk and so leaned forward to whisper some sexy things in Pound's ear "Did you know that you're ass is the first ass I've ever fucked? That's right baby, you're the first one to ever have this cock being rammed up your slutty little fuck hole... mmmmm I can't wait to fucking empty my balls inside of you... would you like that? You want your sister to cream your butt like some cheap common whore?"
Pound couldn't take it, with a groan he pushed back into Pumpkin, making sure her whole dick was inside him as he finally ejaculated onto the bed sheets below. Pumpkin smiled and let go of his cock and remaining still as she allowed him to finish until he slumped back forward, with his sister's cock still firmly nestled in the twitching confines of his rear, his cock throbbing lightly as it began to go soft. Pumpkin whispered in his ear again "Mmm... good boy, you came so much for your sister..." Pumpkin moved her free hand to rake her fingers through his hair before continuing "But look at what you've done you dirty boy... you've made your bed all messy, looks like your sister is gonna have to teach you a lesson...". Pumpkin let out a small yelp as he felt Pumpkin yank on his hair, grip his hip even tight and began to hammer away at his ass with her thunderous erection, this time she was fucking with the sole intention of reaching her own orgasm rather than simply indulging in the pleasure of the sex, though obviously that was still very much a factor, the enjoyment part was crucial if she was ever going to cum.
Pound shuddered and shivered in ecstasy at the rough fucking he was receiving, he was moaning whorishly like a schoolgirl on prom night, Pumpkin raised the hand she was using to hold his hip and gave his left ass cheek a smack. She chuckled as she saw the reddening skin of his butt actually jiggle, the rippling effect across his skin clearly showcased that Pound had more junk in the trunk than he probably thought he had. Pumpkin was fast approaching her peach and grabbed onto Pound's shoulders and grit her teeth and she thrust even faster, desperate to give her brother the fucking of a lifetime as she raced towards her impending orgasm. Pound could only handle so much stimulation and, despite not being hard, came once again in the same spot, adding to the already quit large stain on his bed sheets. Seconds later, Pumpkin practically screamed as her substantial load was finally spilled into Pounds rear end, the both of the collapsed and simply remained on the bed for several minutes, panting and sweaty as Pound enjoying the warmth of his sister's load inside him.
Years went by and many things stayed the same, Pumpkin got regular sex from either her brother or her mom, though once her mother retired and Pinkie Pie took over it seemed her brother was her regular and only go-to for sex, she didn't want to get involved with Pinkie Pie. Also, Pumpkin's body stopped crying out for sex, well, mostly. There was still one thing that her body craved and it was something she hadn't really expected, anal sex, nobody had ever fucked her ass. She asked her brother Pound, but it seemed he preferred to be the one getting fucked in the ass and wasn't entirely sold on the idea of fucking his sister in the ass. Pumpkin knew by now that only the real thing would satisfy her and so didn't bother to go asking any girls if they were willing to wear a strap-on and fuck her with it, which she would enjoy certainly, but knew her body would keep bothering her to get some real cock.
Yet it seemed that the boys in town weren't majorly interested in fucking her ass either, regardless of whether or not they were comfortable with the fact that she had male genitalia rather than female. Her dad wasn't around so that wasn't an option either, then Pumpkin remembered something her mom had mentioned years ago... bestiality, that was legal, she might as well look it up.
When Pumpkin got to her room she jumped onto the computer to look up bestiality, she saw plenty of blogs, pictures not to mention some videos which gave her a much clearer idea of how pleasurable these girls found it to be taken by an animal. She was scrolling through page after page, learning pretty much as much about the subject as anyone could in a single afternoon until something caught her eye, a website for an establishment that had very recently been set up right in town... Applejack's Professional Bestiality Club For Zoophiles.
The End
