Mating Season 2: MILF Madness

by PegPony

Cookie Sparkles

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Mating season was going to be awful! It seemed that this year Spike would have to go back to relying on Twilight to empty his nuts for him because all of his sex servants were unavailable for the rest of the season, Velvet was going on holiday with her bastard husband, Miss Shy was paying a visit to her bastard son in Las Pegasus and Pear Butter was dealing with a big delivery that would take her all the way to the bastard Kirin village! The three of them had all apologized profusely that they wouldn't be around until the last day of the mating season and had very kindly allowed him to give them all one more pounding right before he felt the need to spank them in frustration, though that didn't mean the rest of the season would be easy.

The lucky thing however, was that ever since Twilight had reluctantly agreed to tend to her father every mating season just so her mother could spend it having sex with Spike without her husband getting suspicious, she had thrown all semblance of pride and dignity out the window and had told Spike very explicitly that every hole on her body was available to him. Spike was grateful and already looking forward to when he next felt the need to blow his load.
The day after Spike's MILF harem had left to get on with their own boring lives rather than continuously relieve the full and heavy cum tanks of a horny dragon, Twilight got a call from none other than bitch incarnate herself, Rarity. In her shrill voice that rivaled the posh evil of Cruella De Vil, Rarity said "Twilight darling! How's things?"

Twilight sighed, even she didn't really want to talk to Rarity at the moment and it made her question why she was even friends with her every time she did, Twilight said "Hey Rarity, how can I help?" Twilight knew that her "generous" friend Rarity was calling for selfish reasons because Rarity only did things if it suited her, so Twilight wanted to just cut to the chase rather than go through the meaningless pre-amble.

Rarity said "Well darling, I don't suppose you would be able to keep my parents company this evening would you? You see I'm going out on a date this evening but I simply can't allow my parents to stay home alone while they are visiting and Sweetie Belle is having a slumber party with her friends at their little club house! Could you be a dear and come over when I leave and just keep them occupied?" Twilight rolled her eyes, Rarity always said "date" when she really meant "I'm going to the bar to earn some free drinks and give the most handsome guy with the most money a back-alley blow job".

Twilight said "Sorry Rarity but that's too much short notice, I don't think I can do it...", then Twilight smirked as she had an idea, a deliciously wicked idea that just might annoy Rarity enough that she'd learn not to reach out to her friends just so she could pawn off her parents to them for an evening and go out to try and bag herself a man who had money in the bank, Twilight went "I know someone who can though..."

Spike raised his eyebrow at Twilight as he went "Are you serious?"

Twilight nodded and said "Yes I'm serious, don't worry about it, Rarity isn't gonna be there and even if she finds out she won't know that it's you. You like a good MILF don't you?" Twilight's plan to piss off Rarity was bizarre, she had asked Spike to go and keep Rarity's parents company and, using his natural allure, see if he could convince Cookie Crumbles to go to bed with him.

Spike shook his head and said "Let me get this straight, during the dragon mating season, a time when I'm at my horniest, you want me to go and keep Rarity's mom company for the sole purpose of trying to convince her to have sex with me...... just to annoy Rarity?"

Twilight nodded and then provided some encouragement by saying "If you do this, I promise that the second you get back here, you can have any hole on my body you like"

Spike's eyes widened, that was quite the opportunity and he already felt the beginnings of an erection in his pants, he shuddered as he went "Even... even y-your... y'know... your..."

Spike struggled to finish the sentence and Twilight giggled as she said "My butt? Is that what you're trying to say?" Spike nodded. Twilight wore a grin as she said "Spike, if you do this, not only will I let you fuck me in the ass...", Twilight leaned down to whisper in Spike's ear, "But I'll let you cum inside, you can bust a nut as far up my ass hole as you can get, quell the fire in your swollen balls as you fill my fucking shitter with your thick hot sticky load...". To say Spike was pitching a tent in his pants would have been an understatement, his dick looked just about ready to burst through the garment and demand what Twilight was promising. Twilight stood back up and said "So... do we have a deal?"

Spike stood there as stiff as a board before relaxing and going "What should I wear?" Evening approached and Spike was dressed somewhat casually, a simple plain t-shirt and jeans, not overly formal but not slobbish either. Twilight wished him good luck as he left for carousel boutique, being sure to remind him that if he wanted to get his dick in her ass, then he had to make good on his promise to fuck Rarity's mom, quite the ultimatum. Spike got to the boutique where, thankfully, it seemed Rarity had already left, Rarity was a woman who tended to hold a grudge and Spike was certain that she still hadn't forgiven him for having sex with her little sister, though what exactly was wrong with doing that was a mystery. Spike knocked on the door and after a few seconds, the woman that it was his mission to conquer opened the door, Cookie Crumbles.

Cookie certainly had a mature figure, not too unlike Miss Shy, she was a woman who was chubby but in all the right places, she was round but in a sexy way that only a cougar like her could achieve. Cookie grinned and said "Well hello! You must be Rarity's little dragon friend right? So nice of you to come keep me and my husband company while Rarity....." Cookie's happy face shriveled away as she sighed and went "Ugh... fucking desserts us here just because we're old or whatever, come on in". As Spike walked in, it only just dawned on him that Rarity's father, Hondo Flanks, was going to be here as well, which would make trying to get his wife in the sack just a little bit tricky...... or so he thought.

As Spike sat down he tried to act casual and said "So guys, what you in the mood for? We can have something to eat, maybe play some board games or just chat if you like, any of that sound good?" Cookie Crumbles thought for a moment before looking to her husband with a questioning look on her face, to which Hondo simply smirked and nodded.

Cookie Crumbles turned to Spike and said "Well as lovely as your suggestions are Spike, wouldn't a young dragon like you prefer to fuck? I heard that it's the mating season for your kind so I imagine you need sex more than ever right now", Spike was stunned, his eyes wide and his cock already throbbing as it pulsed with excitement, quickly hardening after almost seeming to respond to the mere offer of sex. Cookie Crumbles continued with "Obviously I'm talking sex with me specifically, though you can fuck Hondo if that floats your boat, he doesn't mind a back door pounding if his grunts and strong orgasms whenever I peg him are any indication."

Spike just went "Uh... I'm... I'm straight..."

Cookie just smiled and said "No problem! You do seem rather confused dear so let me shed some light here, my husband and I are swingers, our idea of a good day out is going around, meeting people and engaging in some casual fucking. If you do wanna have some fun with us all we ask is not to tell Rarity, because we don't want her finding out for multiple reasons I won't go into right now, basically I wanna feel my first dragon cock. I assume that you haven't got any STD's?"

Spike, almost in a panic, went "Oh no no no! I'm clean as a whistle!"

Cookie held back a giggle at his eagerness and said "Good, you'll be happy to know that in previous sexual encounters my husband and I have always insisted on protection... though I think I'd like to feel you raw, you want front or back? It makes no real difference to me as Hondo will be pounding whatever hole you're not filling, so what do you say? Wanna fuck?" This just seemed way way too easy, he was having flashback's to how he had bagged his first three MILFs and how it all seemed to line up so perfectly like a poorly written erotic fantasy story, though that wasn't to say he rejected the idea in any way.

Spike's urge to breed took over and he went "Cookie, get your pussy impaled on my dick right now, let your husband ram his cock up your ass, then enjoy the ride of a lifetime before we both pump you full of spunk".

Cookie smirked and said "Eager are we? Alright then...", Cookie strolled over to Spike seductively as he remained seated, then began unbuttoning his jeans before saying "Let's get your cock out". Cookie wore a look of surprise and desire when she pulled down Spike's jeans and underwear to allow what, to her at least, was a surprisingly large pussy wrecker of a dick to spring out into the open air, fully erect and already leaking pre from the tip. Cookie licked her lips and said "Well, I was going to ask if any foreplay was necessary but it seems like you're about as ready as you can get! So you just sit back and relax big boy...", Cookie pulled down her knee-length skirt and panties and kicked them away as she clambered on to Spike's lap with one leg either side of his body, Spike's eyes took on an almost predatory glare as Cookie started to maneuver herself to get her wet mature pussy positioned directly above Spike's large throbbing erection.

While Hondo flanks began to take off his own pants and underwear, Cookie was having some slight trouble getting Spike to enter her, every time she descended and pushed her entrance against his tip he would end up just sliding backwards or forwards between her legs, it seemed lubrication was making things a little complicated as, on each attempt, Cookie just couldn't get the right angle. Spike was beginning to feel frustrated and a low growl emanated from his chest as his simply took hold of his shaft to keep it still and, hopefully, allow Cookie to mash her entrance against his cock without having to constantly re-position herself. Cookie held on to Spike's shoulders and once again brought herself downwards, pushing insistently as she once again tried to cram at least the tip of Spike's cock inside her desperate cunt. After a little effort, Cookie got her wish as she felt a good inch of Spike's member finally squeeze inside her and let out a sigh of satisfaction, it was certainly a snug and tricky fit but then again Spike was a tad larger than most of her usual partners, her vaginal walls clenched and clamped down on the intruder as if already trying to milk the cum from his balls.

Cookie, already sweating, said "Phew... my my Spike, you feel very unique in the best possible way... I don't know that I'd even be able to get you the rest of the way in!" Spike's inner predator spoke to him, if she couldn't bury his dong in her baby maker then he'd have to do it for her. Spike gripped onto Cookie's hips and, without a word of warning, thrust upwards with all his might, impaling her on his lap and groaning as her hot insides made way for his dick until his shaft was almost entirely hidden from view with the tip of his cock pressing right up against her cervix. Cookie was in such a state of shock that her eyes and mouth hung agape but no noise was made, like her body couldn't register that she was so suddenly full of dragon cock. After a brief silence, she practically threw herself at Spike and began kissing him passionately, reaching back with a hand and patting on one of her big wobbly ass cheeks to signal to her husband that she was ready to take him in the back.

Hondo was already at full mast just from watching and quickly made his way to his wife's big behind before saying "You want me to find some lube honey?"

Cookie, almost hysterically pulled away from Spike and chuckled before going "No, just stick your dick in there, it's been a while since you've gone in dry and I want this to fucking hurt!" Cookie quickly got back to kissing Spike as Hondo simply shrugged and aimed himself at her twitching back door, before he even tried to penetrate however, he pushed both of his thumbs into her rump and then forcibly stretched her ass hole open so that he could sink his dick inside more easily, earning a small grunt of pleasure and slight annoyance at having her rear entrance so suddenly gaped for the sake of convenience as she continued to make out with her dragon lover. Hondo moved forward and slid a good third of his cock in her jiggly bottom before removing his thumbs and allowing the tightness of her anal walls to grip and massage his member, Hondo leaned forward and held onto his wife's shoulders and gritted his teeth as he put his full effort into the arduous task of slowly ensuring that, whether it wanted to or not, her ass would accept the entirety of his fully erect schlong.

When Hondo finally bottomed out with his hips pressed up against Cookie's fat behind, she pulled away from Spike and went "Ooohhh yeah... fuck, the only way this could better was if I had some fresh teenage pussy to eat, or maybe the chance to give a barely legal boy his first blow job... but I think's time to really get started, so come on boys, fuck me!" Spike and Hondo agreed that simply allowing their plump balls to remain full and simply resting their massive fuck sticks in the hold of Cookie's accommodating holes was definitely not an option, as they both began thrusting away, establishing a satisfying rhythm was actually something that came fairly quickly, these two were already swingers so it made sense that they'd be able to easily adapt to the pace of a third participant. Cookie was moaning whorishly as both of her holes were roughly pounded, causing her to once again engage in some more kissing with Spike in order to silence or at least muffle her vocal outbursts. Spike and Hondo, of course, made no such effort to be more quiet, they were too focused on fucking as hard as possible.

The anal sex was having the desired effect, while Hondo pumped away and enjoyed the tight warmth that continued to envelope his cock, the friction made Cookie's back door sting as it continually flexed around such a rough phallic invader. Spike's fucking was spreading her pussy so wide that it ached, but it was the kind of good ache one would get from a massage, eventually Cookie couldn't hold back anymore and moaned whorishly as she creamed on Spike's dick, the walls of her hot love tunnel rippling along his length and desperately trying to coax him into blowing a hot load as deep as he possibly could. Spike wasn't anywhere near ready to orgasm, Hondo however also reached his limit as the feeling of his wife's ass became too much, while he was pushed over the edge his cock sprung out of his wife's rear before bouncing and naturally coming to rest in her very comfortable butt crack, which led to him splattering his seed onto her back, or more specifically, the blouse she was wearing that covered her back.

Hondo grabbed a chair and sat down before saying "Hey Spike, I don't suppose you mind turning her around would you?" Spike let out a guttural grunt and complied to his request by simply spinning Cookie around with his cock still embedded in her cunt, which made her whimper and groan considering she was still recovering from her orgasm. Spike continued his relentless pounding while Hondo simply pushed his wife's head down as she obediently slipped his cock into her mouth and sucked gently, making sure that Hondo could relax after having emptied his nuts but also ensure that his boner didn't go down completely. Spike began growling loudly, seeing Cookie's cum coated back as well as her juicy rump had brought him to his peak and he thrust powerfully before roaring, with smoke and even a few flames pouring from his mouth and nostrils as he entombed the entirety of his member in Cookie's wrecked pussy and began pumping a ridiculous amount of jizz, so much so that it actually began to leak out of the sides of her hole just before Spike finished and practically collapsed in exhaustion.

Moments later they were all dressed and feeling very refreshed despite having such an intense bout of sex. Cookie said "Well Spike, that was thoroughly enjoyable, Rarity should be back soon so you better hurry along or we might be caught. Thanks for "keeping us company" and don't worry, I can assure you that we won't tell Rarity you were here and, over the years, we've learnt how to hide the fact that her father and I pretty much fuck anyone, even if it's happening in the same room!" Cookie chuckled and Spike also allowed himself to smile as he left the house, ready to return home and, if he recalled correctly, claim his prize of getting to fuck Twilight in the ass for completing his task of railing Rarity's mom.

As soon as Spike walked through the door, Twilight was already there waiting for him, on all fours and shaking her booty from side to side. As Spike's erection grew Twilight looked back at him with a smirk and said "Welcome home Spike, you ready to give my ass a good pounding and fill it with your hot dragon spunk? I'm already lubed up for you, so you can just spread open my ass cheeks and enjoy yourself......", Spike was dumbfounded, Twilight really had changed ever since she had allowed her father to use her body.

Spike went "Um... I... I haven't even told you if I fucked her, what makes you think I did?"

Twilight rolled her eyes and went "Spike, you have a habit of getting yourself into situations where you fuck any MILF available to you, you definitely fucked her. Am I wrong?" Spike answered that question by simply removing every item of clothing beneath his waist and showing off his throbbing erect cock, still slick and shiny from when Cookie had came all over it. Twilight smiled and said "Thought so, now do you want this ass or not?" Spike was, surprisingly, rather conflicted about this because on one hand this was meant to be his reward for fucking Rarity's mom, the intent of which was that Rarity would discover her mom was a whore and it would majorly piss her off, but considering her parents were swingers who knew how to hide their penchant for casual sex from their daughter and Spike never went anywhere near Rarity, that scenario was unlikely to happen. On the other hand however, the mating season was going to be difficult without Pear Butter, Miss Shy and Velvet ready to service him at the drop of a hat, Twilight had always reluctantly offered a hand job or a blow job but now she was actually eagerly inviting him to stick his dick up her ass, something he definitely wanted. Spike made up his mind, who was he to turn down such a generous gift?

Spike dropped to his knees behind Twilight, she let out a small giggle as she reached back to spread her ass cheeks for him and said "Go ahead Spike, use my ass as your own personal fucking cum dumpster, empty those fat churning balls up there until you're completely drained...", Spike's breathing turned heavy while Twilight riled him up with her dirty talk just as he pressed the tip of his cock up against her pucker. Twilight gasped and, with a shuddering shallow voice, went "Push it in...... please Spike, get your cock inside......", Spike didn't have to be told twice as he began to slowly sink himself into Twilight's backside. Twilight groaned as Spike slowly squeezed inch after inch of his pulsing member into her rear entrance, through gritted teeth she moaned "Ohh fuck Spike... I could tell just from looking at you that you were bigger than my dad... but holy shit, I can really fucking feel it, you're really stretching me back there... fuck..."

As Spike bottomed out, he managed to restrain his dragonish breeding urges to just ram her as hard as possible and said "Don't worry, I'll be gentle" then sensually and almost lovingly began to pump away at her ass, almost feeling calm at having conquered an ass he had somewhat admired from afar ever since hitting puberty. He didn't love Twilight romantically, he was just always wondering what it would be like to fuck her whenever it was the mating season considering she was kind enough to jerk him off whenever he needed it, now he was finding out what her insides felt like and boy was it worth waiting for, tight, hot and thanks to just the right amount of lube, moist.

The gentle clapping of Spike's hips and Twilight's soft moans almost seemed to emphasize the silence in the room rather than break it, that is until Twilight decided to intervene as she looked back at Spike and said "Spike, I appreciate that you're being so careful but you can fuck harder, I can take it just about as well as any other whore so stop holding back and do me like a real dragon!" Spike knew all too well that words like that triggered his more primal wants and flipped his fuck switch from "steady and enjoyable" to "animalistic and pleasurably painful", but if Twilight was asking for it, then she was going to get it. Spike clasped his hands onto Twilight's shoulders and before she knew it, Spike began hammering away at her unprepared bottom at a ludicrous speed, making her shriek in what was a strange mixture of joy, anguish and fear while Spike simply grunted.

Twilight wanted to say something but couldn't, she just made incoherent noises of ecstasy with her tongue hanging out of her mouth and her eyes crossed, not to mention the occasional maniacal giggle just to solidify her "fucked to insanity" mindset. Spike showed no mercy, mercy didn't enter the equation when a dragon was using every ounce of his strength to breed, even if they happened to be in the wrong hole for breeding on top of the fact that a dragon couldn't get a pony pregnant anyway, Spike just unleashed the lustful beast in his soul and fucked as hard as possible, desperate to destroy her body and mind with his dick. Twilight's body was having so much trouble registering everything she was feeling that she almost didn't notice that throughout the whole ordeal she had reached climax at least three times, her pussy quivering as it continued to gush girl cum onto the floor below, it was all too much and just before Spike let out a roar and packed her butt full to the brim with scalding hot sticky dragon cum, she fainted. Spike had steam rising from his mouth and nostrils as he pulled his softening cock out of Twilight's ruined hole, then instantly fell asleep right next to her.

The two of them woke early the next morning, Spike felt rested but still slightly tired on account of having thoroughly emptied his balls the previous night while Twilight felt a great sense of comfort but also a noticeable bit of extra weight as well as a slightly bloated stomach from just how much cum was still stored up in her rear. Twilight let out a yawn and said "Morning Spike, did you enjoy your nice and tight reward?"

As Twilight wore a wry smile, Spike chuckled and said "Yeah, I enjoyed my reward just as much as you did if the puddle that formed underneath you while I was balls deep in your back door is anything to go by", Twilight rolled her eyes and got up to set about her morning routine while Spike got up to prepare for another day of struggling with his body that would scream "fuck anything that moves" at him for the rest of the mating season. The day progressed as normal, the two of them ate food and went about daily chores, deciding not to go out that day, they spent their free time just doing pretty much whatever they wanted except for the obvious favorite pass time of many a person: fucking each other constantly. Around midday, Twilight got a phone call which she was secretly hoping was coming from Rarity wailing and crying about she had discovered that her mom had willingly bounced on the cock of the person who had kept them company while she went out on the pull, though Twilight was disappointed when she picked up the phone and instead heard the scratchy voice of her good friend Rainbow Dash.

"Hey Twilight! How's it going?" It wasn't that Twilight didn't want to speak to Rainbow, it was more that she wanted to actually experience the result of her plan to teach Rarity a lesson about being a bitch, she decided to discard the thought and enjoy a conversation with Rainbow instead.

"Oh I'm not too bad actually, never felt better in fact, what's up with you?"

There was a pause before Rainbow cleared her throat and went "Well... actually that's part of the reason I called, I need some help with something"

Twilight was intrigued, Rainbow wasn't usually one to ask for help, Twilight simply went "Oh?"

Rainbow continued and said "Yeah... now this is um... kind of a weird question but...... do you happen to know any total sluts that have massive tits?" Of all the questions that Twilight might have expected, that question was not on the list.

Twilight simply said "Um... well, not off the top of my head no, why do you ask?"

Rainbow sighed and went "Well, to cut a long story short, my mom needs help. Basically she and my dad have a great sexual relationship but there is one thing my mom has never had the guts to do and that thing is rub her fat tits all over my dad's dick, ordinarily this wouldn't be an issue because my dad is more than happy enough with all the stuff she already does for him in the bedroom but it's something that she wants to do and every time she tries, she chickens out and ends up blowing him instead. Since I can't teach her how to do it myself on account of never having done a tit fuck because of my... y'know, chest size not being big enough unless I'm fucking a fifteen year old... I figured I'd ask around to see if there is someone who could show her the ropes"

This was insane, this had to be a joke, Rainbow Dash was known for pranks... though it was not really in line with her particular brand of humor so Twilight gave her the benefit of the doubt and said "Rainbow... how did this subject ever come up between you and your mom?"

Rainbow simply went "It's my dad's birthday soon and she wants to finally put her massive mammaries to use, you know... come to think of it I've always wondered why my moms tits were so big and yet mine are... not that big, but I've never found out the answer. Anyway I'm getting off track here. Well if you don't know any whores that know how to give a good boob job do you know any guys that might be willing to... "instruct her" if you catch my drift? Oh and before you ask, don't worry, my mom has always been the fun-loving type and loves my dad very deeply, but he acknowledges that given her excitable personality, she's bound to enjoy the occasional cock of some other guy, so you know anyone who can help out?" Twilight grinned, there was a MILF here that needed a guy to help her practice and perfect the delicate art of jacking off a dick with her cleavage, who in the world could she possibly ask?

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