Chapters Twilight and Fluttershy were sat eating lunch together, it was a surprise to everyone when they had both started dating because they always thought that when they were together, Twilight was just helping her with self-confidence issues rather than taking her out on a secret date. To a certain extent, the confidence lessons were true, Twilight had initially started spending more time with Fluttershy to get her to be more assertive but as time went on, the relationship dynamic between them built and changed until finally they started going out with each other officially and Fluttershy was confident enough to come out of the closet to everyone, including her parents.
Their sex life together was slow to say the least, Fluttershy was still a very nervous person in certain aspects and the nature of sex was something she was always apprehensive about, Twilight had to ease her into getting into her own comfort zone to a point where engaging in traditional lesbian sex was a pastime they could both enjoy. However, there were a couple of aspects of the slightly more kinky and lustful kind of sex that they hadn't tried and Twilight was determined to get her girlfriend to at least try it, which was the main point of conversation during lunch.
"Come on Fluttershy, it really isn't the weirdest kink out there, I admit that its somewhat... unorthodox... but that's part of the point! Can you at least try it? For me?"
It bugged Fluttershy that Twilight was tugging at her heart strings to try and get her to comply, it mainly bugged her because Twilight's guilt trip technique was almost 100% successful. Fluttershy let out a sigh, she did need to be more confident after all and she couldn't think of a real reason to say no, "OK Twilight, I'll give it a go, though if we try anything and I say no, you stop OK?"
Twilight simply went "Of course babe, thank you! See you tonight?"
Fluttershy nodded and they both shared a kiss as they finished their lunch just as the bell rang, signalling them to go to their respective classes.
As soon as the school day ended, Fluttershy and Twilight went to their respective homes to get ready for the evening that Twilight had planned where they would both be enjoying some exotic and erotic fun times with each other. Twilight's parents had decided to go away that weekend to visit Shining Armor and Cadance, so tonight was the perfect opportunity for Twilight and Fluttershy to start exploring the naughtier parts of their sexual interests, though Fluttershy wasn't entirely sold on the idea, she knew that the only reason she was only partially looking forward to it was because she tended to reject new things. Ever since becoming romantically intimate with Twilight, she repeatedly had to build up the courage to try things out even if she felt slightly uncomfortable about them, she didn't know what she liked until she tried after all!
Fluttershy knocked on Twilight's door, only to let out a yelp as mere seconds later she was dragged inside the house by a very enthusiastic and horny Twilight who pulled her into a deep kiss. When they finally separated, Twilight said "Hey honey, did you bring the little gift I got you for your eighteenth birthday?" Fluttershy nodded and produced a box from her handbag, Twilight herself was nineteen when she and Fluttershy started dating and was very eager to start having sex with Fluttershy the second she turned legal, it was a stroke of luck that Fluttershy had the same repressed feelings of lust towards Twilight otherwise her birthday might not have ended with the two of them kissing, stroking each other's curvaceous figures and mashing their soaking wet pussies together. Twilight said "You sure you wanna do this? I know I've been practically begging but I don't wanna feel like I've pressured you into it..."
Fluttershy smiled and said "Twilight, I wouldn't be standing here of my own free will if I didn't wanna bang tonight, let's go upstairs shall we?" Twilight returned the smile and took Fluttershy by the hand as they both headed upstairs. Fluttershy was feeling excitement build in her chest, until it was greatly overshadowed by a feeling of confusion as Twilight started to lead her to her parent's bedroom rather than her own. Fluttershy went "Um... Twilight, why are we going to your parent's bedroom, shouldn't we be going to your bedroom?"
Twilight shook her head and said "Nope, we're using my parent's bedroom tonight, besides I've already set everything up in there, so moving it now would just be delaying the sex, come on!" Twilight increased her speed, dragging Fluttershy along with her until they were both in the bedroom, Fluttershy's eyes went wide, her pulse quickened and she blushed intensely as she saw what Twilight had planned. Laid out on the bed were two sets of clothes, a small bottle of what Fluttershy assumed was lube, what looked to be a fairly sizable light pink paddle and a big black strap-on. What shocked Fluttershy the most was the clothes, a black suit with bow tie and a white wedding dress complete with veil. Twilight was ecstatic with joy, a wide grin on her face as she almost bounced up and down with excitement, she turned to Fluttershy and said "So? What do you think?"
There was a long silence before Fluttershy went "Well... when you said you wanted to try out kinky clothes, I didn't know you were going to go quite this... exotic"
Twilight raised her eyebrow and said "What do you mean?"
Fluttershy just said "Well you know... having sex whilst dressed in your parents wedding clothes just seems a bit... naughty..."
Twilight chuckled and went "Well that's kind of the point babe..." as Twilight began undressing she went "Now honey, you wanna be the bride or the groom? I don't mind which one I am so long as you're comfortable and, obviously, very turned on". While Fluttershy did feel the slightest bit of embarrassment as she began to take off her own clothes, she did have to admit that the idea was actually much sexier than she thought it would be, especially considering that as well as the clothes and the strap-on there was the lube and the paddle which implied that there was bound to be some back door action, a kink that Fluttershy was particularly fond of. As they both became fully naked they took in the sight of each other's bodies, they knew from past experience in seeing each other naked that their body types were almost completely opposite, were it not for Twilight's rounded but relatively petite breasts plus the obvious presence of a vagina, her body was entirely androgynous bordering on masculine. Fluttershy was exceedingly curvaceous with a decently sized rack and a slightly larger than average rump.
Fluttershy finally answered Twilight's question and said "I... I guess I can be the b-bride..."
Twilight said "Cool! Don't forget to put the ring on", Fluttershy thought she had heard that wrong but she hadn't, as she got a closer look at the dress she noticed that there was a wedding ring to go with it and upon glancing at the paddle she also noticed that written on the paddle was the phrase "This paddle is to certify that the bride has been well and truly spanked".
Fluttershy was even more confused now, "Why aren't your parents wearing the rings?"
Twilight started putting on the shirt and said "Oh, the rings eventually got too tight as they got older, they can't wear them or it could lead to some problems, I won't go into detail". Fluttershy shrugged and slipped the ring onto her finger, finding that it actually fit her finger decently well, the dress was a slightly different matter however, as Fluttershy put it on she found that it wasn't really too tight for her but was just a little bit snug, it hugged her body a bit more than it should have done. As she draped the veil over her face she turned to look at Twilight who was now fully dressed in the groom attire and was slipping the strap-on up her legs, clearly deciding that she wanted to wear them over the trousers rather than under so that she could keep the whole costume on. Twilight smirked as she looked at Fluttershy and went "So, my beautiful buxom bride, shall we get this thing started?"
Fluttershy nodded with a blush and said "So... w-what did you wanna do f-first... darling?
Twilight sat down on the bed and said "Well, call me old-fashioned but I imagine I'd be a very traditional husband, so how about you get on your knees and blow me? Then I'll be nice and ready to enjoy that wet pussy you're desperately trying to hide". Fluttershy tried not to look uncomfortable as the heat in her pussy intensified, already clamping as if begging to be penetrated, she quickly got onto her knees, moved the veil out of her face and stared at the big black cock she would be servicing that evening. Fluttershy gently curled her fingers around the strap-on and started stroking it, pressing the head against her cheek and looking up into Twilight's eyes, she knew that Twilight wasn't deriving any physical pleasure from her actions but the psychological and visual appeal was what Fluttershy was going for with the foreplay. Twilight tenderly cupped the side of Fluttershy's face before saying "Mmm... babe, I'm still waiting for you to put that mouth to work, the sooner you polish this dick with your throat, the sooner I can slide it into your tight cunt..."
Fluttershy let out a shuddered breath as she stopped her stroking and prepared herself to submit to her own desires and really show Twilight how much she needed to be fucked. Fluttershy kissed the tip of the strap-on and gave it a single lick before slipping it into her mouth, Twilight hummed in contentment and went "That's right bitch, suck that dick... show me how a real bride gives a blowjob, or if you prefer you can just show me how any common cheap whore or slut would go down on a guy...", Twilight gently rest a hand on the top of Fluttershy's head, encouraging her to start actually giving head. Fluttershy complied as she began sliding the strap-on down her throat until the entire length was resting comfortably in the warm moist confines of her well-trained maw, Twilight grunted as she felt her pussy quiver in arousal, the sight of her girlfriend taking a cock down her throat so effortlessly turned her on to no end. Twilight chuckled as she said "Looks like sucking off your brother really helped you develop some oral skills huh?"
Fluttershy quickly brought herself back up to say "Hey! Don't bring that up! I told you I only did it once out of curiosity OK?" Fluttershy plunged the strap-on back down her throat, completely unaware that Twilight knew and rather liked the fact that, in reality, Fluttershy had continued to offer her brother the occasional blowjob.
Twilight decided that Fluttershy, clearly, was undeniably ready to get the pussy pounding she craved and so pushed on Fluttershy's forehead, Fluttershy silently pulled back until the strap-on fell from her lips before Twilight said "Damn, you didn't even fucking gag... guys don't know what they're missing with you, now come on, let's give your pussy some love shall we?"
Fluttershy smiled and stood up as she turned to face away from Twilight shortly before pulling up the back of the dress and arching her back slightly so that it rested on the small of her back, allowing Twilight a perfect and uncensored view of her round bubble butt. Twilight bit her lip as Fluttershy shuffled backwards and began to get herself lined up with the strap-on so that it could easily enter her drenched folds. Fluttershy gasped as she felt the tip press up against her entrance, she had been penetrated before but for some reason the intimacy and erotic nature of the sex this time around made her feel more sensitive and on edge, Fluttershy took a deep breath and, holding back screams of ecstasy, plunged herself all the way down until her pussy lips were touching the base of the strap-on with her butt resting comfortably in Twilight's lap. Both of them moaned, Fluttershy from the immense full feeling in her cunt and Twilight from the sheer thrill of having Fluttershy ram herself down into her lap, rather than immediately beginning to ride Twilight like there was no tomorrow Fluttershy opted to grind instead, firmly pushing her ass into Twilight's lap and making slow circular movements with her hips.
Fluttershy smirked as she heard Twilight grunting, she had decided to grind for two reasons, one was to make herself as comfortable as she possibly could with several inches of cock inside her and two was that she knew that, even through clothes, her grinding could stimulate Twilight's pussy. Twilight grit her teeth but resisted the urge to scrunch up her eyes, Fluttershy had a nice ass and she didn't want to miss a single second of seeing it swiveling around on her crotch, the pressure of an orgasm was building and building in her loins and was trying desperately to hold it back so that Fluttershy could reach her own climax. Fluttershy started to breath heavily, the grinding stimulated her just as much as it stimulated Twilight but left her craving more, Fluttershy opened up her legs a little and started added the occasional bounce to her grinding, letting out small breathy moans every time she did.
The unfortunate side effect of Fluttershy deciding to enjoy herself more as her orgasm began to approach, was that Twilight somewhat lost her concentration and the grip she had on holding back her release began to slip, eventually she couldn't handle it anymore and grabbed onto Fluttershy's hips and held her still as she began to roughly thrust upwards as deep as she could into her pussy, her hips a blur as she furiously pumped Fluttershy's fuck hole with her hips colliding with her smooth unblemished and jiggling ass cheeks.
Fluttershy let out a noise that was both a mixture of surprise and ecstasy as Twilight started to give her a good pounding, bringing her about halfway towards her orgasm. It was not to last however, as the constant impact of flesh on Twilight's pussy, even through the fabric of her pants, was having a profound effect and she let out a guttural groan as she hilted the strap-on in Fluttershy's baby factory, soaking her panties with her female fuck fluids. As they both got their breath back, Twilight blushed and said "Sorry babe... I was uh... a little quick there huh?"
Fluttershy chuckled as she stood up, removing herself from the strap-on and said "Oh don't worry, I'm sure you can make up for it...", Fluttershy turned around and pushed Twilight onto her back before clambering on top of her, roughly shoving the strap-on back into her aching cunt, ready to give Twilight a ride until she got to finish as well. Leaning down to draw Twilight into a deep and passionate kiss, Fluttershy let out a sigh of contentment shortly before beginning to piston her hips up and down, fucking herself on the faux phallus. While Twilight was enjoying this, she thought it was unfair that Fluttershy was doing most of the work and decided she needed to get back into control again, with a smirk she broke the kiss and using a surprising amount of strength forced Fluttershy to roll over so that their positions swapped before reunited her lips with Fluttershy's and beginning to thrust down into her sopping wet pussy as Fluttershy crossed her legs behind Twilight's back. Twilight sped up, ramming into Fluttershy as much as possible to bring her to orgasm, putting every ounce of force in her body towards the effort of having as much power behind her thrusts as possible.
Both of them were sweaty, out of breath and making various noises of pleasure that were muffled by the two of them refusing to stop tongue-wrestling, Fluttershy thought she was about to lose her mind with how good she felt when her orgasm somewhat caught her by surprise and she tensed up her leg muscles, stopping Twilight from pulling out as her vaginal walls clenched as hard as they could as if, in a vain attempt, to milk the strap-on for any spunk it could deliver as liquid squirted out around the intruding cock facsimile. When they both calmed down, Fluttershy released Twilight's waist from the vice-like grip of her thighs and allowed her to pull out as she practically collapsed on her back next to her. When they were both recovered from the exhaustion of rough animalistic fucking, Twilight simply said "You do know that we're not finished yet... right?"
Fluttershy nodded and said "Babe, I did notice the lube and paddle, considering you know that I like butt stuff I'd be pretty pissed if you didn't use those things", Twilight chuckled, she loved how in the bedroom Fluttershy went from shy and demure to cranky and lustful in a matter of seconds.
Twilight got off of the bed and went "Alright bitch, get up off your fat ass and bend over the bed, I wanna punish my naughty bride before I fuck her again", Fluttershy giggled and immediately did as Twilight demanded, keeping the dress resting on the small of her back as she stuck out her butt, ready for Twilight to make her move. Twilight didn't waste any time as she picked up the paddle and began to teasingly glide the length of it against Fluttershy's buttocks, she knew Fluttershy loved having her ass played with both inside and out, though she liked to make Fluttershy beg for it because she knew Fluttershy was always so embarrassed having to ask Twilight to indulge her in that particular kink.
Fluttershy whimpered as she felt the paddle tenderly caressing her skin, this wasn't what she wanted and she knew that Twilight wouldn't do it until she actually said so, "Please... please Twilight d-don't tease me... just fucking do it..."
Twilight played dumb and said "Do what? What is it you want me to do? I can't do it unless you tell me what it is......"
Fluttershy blushed and whispered "Spank me..."
Twilight rolled her eyes and said "You wanna speak up there honey?"
Fluttershy again, slightly agitated went "Please... please spank me..."
Twilight said "Louder you whore!"
Fluttershy, now getting really impatient finally gave the satisfying answer Twilight was looking for as she went "For fuck's sake just fucking spank me already! Punish me! I'm a dirty disgusting filthy slut and I deserve to be taught a lesson for being such a bad horny girl, now spank me!" Twilight smirked and swung her arm back before bringing the paddle smacking up against Fluttershy's soft defenseless rear, Fluttershy let out a small squeak before groaning as she felt the slight stinging sensation on her skin and saying "Oohh yeah... that's it motherfucker, give it to me good, fuck this is so hot and I'm so fucking wet, I-Aah!"
Fluttershy was silenced when Twilight once again clapped the paddle up against Fluttershy's cheeks and said "Shut the fuck up and take it...", the next few minutes continued with the only sound being the great thwack of the paddle against Fluttershy's sore cheeks and the small whimpers of painful pleasure, it was on the eleventh hit where Fluttershy's butt was burning bright red and she was close to orgasm that Twilight decided to stop, she could feel her pussy was moist and aching, it wouldn't take much to make her cum. Twilight said "So... ready for something a little more intrusive in your back door?"
Fluttershy shook her head and said "No... just one more, one more spank then I'll be ready..." Twilight shrugged and granted her request, giving a final and very hard smack against Fluttershy's bottom with the paddle, Fluttershy clenched her fists and grunted in discomfort as the orgasm that had been building in her groin was almost forcibly triggered and was nowhere near as pleasurable a sensation as it should have been. Twilight discarded the paddle and picked up the lube, unscrewing the cap and pouring a good amount out onto her hand.
As Twilight began sliding her hand up and down the strap-on to get it as slick as possible, she simply said "OK babe, ready for your fucking?" Fluttershy just nodded and took the initiative by crawling onto the bed, laying her front half down and reaching her hands back to spread open her ass cheeks as wide as possible, her tight pucker on full display and winking in anticipation of getting a good stretch. Twilight licked her lips as she saw Fluttershy presenting herself so explicitly without a single trace of shame, she got herself into position behind Fluttershy and buried her face in between her cheeks, applying long drawn out licks and kisses to her tight ring before spreading the excess lube on her hand around it, making sure to work a finger inside in preparation for the much larger item that she was going to insert inside her beloved girlfriends rump. Twilight pressed the tip of the strap-on up against Fluttershy's rear entrance and, after some considerably hard pushing, was able to squeeze the tip inside before sinking at least the first half of an inch inside.
Fluttershy let out a breathy gasp, the feeling of something entering her ass never got boring and she was never sure if she preferred it over vaginal intercourse, both were excruciatingly pleasurable in their own unique way. Twilight leaned forward and grabbed a hold of Fluttershy's tits as she continued to slowly slide the strap-on into Fluttershy's ass, grunting as she said "Damn babe... for a girl who loves anal, you sure are fucking tight..."
Fluttershy made similar noises as she said "Well... nng... maybe y-you should... ah... oohh fuck my butt mmm-m-m-more often if you w-wanna... damn... fucking stretch me out... shit this feels good..."
Twilight's hips finally met Fluttershy's buttocks as the last few centimeters of strap-on cock were lodged firmly in Fluttershy's ass, Twilight chuckled and kissed Fluttershy's neck before saying "Well... I never said being tight was a bad thing, don't want you too loose, where would be the fun in that?" Twilight pulled back until she was halfway out and then almost instantly surged forward again, plunging the strap-on all the way back in, once again the clap of her hips against Fluttershy's butt made a satisfying jiggle, Twilight squeezed Fluttershy's massive rack harder as she began fucking in earnest. Both of their were shockingly moist, Fluttershy's pussy was lubricating itself so much that her juices were started to flow down her thighs, Twilight's panties were equally soaked possibly to the point where she might have to throw them out rather than simply washing them.
Fluttershy finally let go of her ass to instead play with her pussy, which only allowed her fat ass to wobble even more and consequently make Twilight feel the need to fuck faster and harder with every passing second. Minutes went by with the two of them getting sweaty and exhausted but neither one daring to stop increasing the pace, things finally came to a head when Twilight gave one final thrust and held herself there as she cried out in orgasm, her pussy was again falling prey to the simple sensation of a beautiful booty sending vibrations through her crotch, not even two seconds later Fluttershy gave a similar squeal as her pussy practically gushed an absolute tidal wave of female fuck fluids onto the bed below, her whole body seeming to quiver from the ordeal. As they both calmed down from their final bit of sex for that evening, Twilight went "So... think you'll wanna do this kind of thing again?"
Fluttershy giggled and said "Maybe... but on one condition......"
-a few months later-
Fluttershy was leaning up against the bedroom wall wearing a white tux, admiring the view of Twilight on her knees in a black wedding dress eagerly attempting to get the strap-on Fluttershy was wearing into her throat. Truly, nothing says love like wearing the clothes your parents wore on their wedding day and having kinky sex in their bedroom.
The End
Author's Note
Thank you Rexketchum for this story idea! I hope you enjoyed it :)
