A Proper Breaking In (High School DxD)

A/N: A Proper Breaking In was a P atreon Poll Winner originally written back in 2020. Posting it up here and now for people to enjoy!

Themes: Futa Sex, Threesome, Genderbending

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Issei Hyoudou, or rather 'Ise' Hyoudou as she preferred to be called, could only squirm as she sat in the Occult Research Club's main clubroom. For Ise, this was both a very confusing time, and, well… a very exciting one. On the one hand, she'd very nearly been killed twice in as many days, and if Rias Gremory was to be believed, she HAD died that first time.

Apparently, Rias had brought her back to life! It was a little hard to wrap her mind around, but no less difficult then everything else that had happened since 'Yuuma' had shot Ise through the heart with that glowing spear of light, fatally wounding her after an afternoon that frankly, Ise had thought she'd done her best at.

When the other girl had first come to her and flirted with her, Ise had been shocked… but also very quick to hop on board and go on a date. Because really, the brunette was into both boys and girls, but she sort of leaned towards girls more than boys. They were just so awesome! So soft, and so beautiful, and so… everything.

Yes, Kuoh Academy's Resident Pervert was a girl who liked girls. So what, in this day and age that wasn't even that bad! Of course, Ise's desire to one day be a Harem Queen was a bit less socially acceptable, but then, she'd long since decided she didn't care what society thought of her. All that mattered was titties and dicks, and everything in between!

Or, well, that was all that HAD mattered. Now here she was, dead and then brought back to life as a Devil, apparently. Maybe she would have been more upset about the potential damnation of her eternal soul, but given everything, Ise was pretty sure she was already damned to begin with. She was just too lewd for pretty much any religion to want her as a member and too depraved for any conventional heaven to accept her into its ranks.

So yeah, learning that Rias had brought her back to life made Ise really happy! After all, Rias Gremory and Akeno Himejima were the two Great Ladies of Kuoh Academy. From their gorgeous long hair to their perfectly proportioned bodies, to just… everything about how they carried and comported themselves. To find out that she effectively belonged to Rias now, that Rias was her new Buchou… yeah, Ise could work with this. She could one hundred percent work with this.

"Alright, now that we've brought my newest pawn up to speed, there are some other things that Akeno and I have to… discuss with her. So why don't you two head out."

Yuuto Kiba and Koneko Toujou both glance Ise's way at this, the swordswoman and cat girl staring at her for what felt like a moment longer than was strictly necessary. Just as she's about to start squirming under their gazes, the two female Devils give Rias a nod and a bow, and head out of the clubroom. At that point, it's just Ise with Kuoh's Two Great Ladies. Needless to say, she's trying her damnedest not to hyperventilate.

"Ise… tell me, do you have any particular inkling what Akeno and I might have left to talk about with you?"

Blinking slowly, the brunette looks around at both of them slowly. She was having a hard time thinking, to be honest. Being in the presence of two buxom women like Rias and Akeno… it was all she could manage not to erupt in a perverted nosebleed.

"Um… um, that's… n-no?"

Laughing, Akeno steps up beside Rias, the dark-haired Queen licking her lips salaciously, something dark and maybe somewhat sinister in her eyes.

"Really? Not going to confess now how much of a naughty girl you are?"

Blushing a little, Ise abruptly realizes what this is about. This is about her perversion. A-Ah, they're confronting her about it so directly! Rias might have sent the others away, but she kept her Queen behind. W-Were they going to give her a talking to? Squirming, Ise opens her mouth to speak, only for Akeno to suddenly be in front of her with one finger under her chin, causing her jaw to click shut. Ise can only whimper as the tall, buxom girl grins down at her.

"Kneel."

Without hesitation, Ise drops to her knees. There's just something in the other woman's voice… she can't help it. She very nearly soaks through her panties right then and there, to be perfectly honest. Stepping up alongside Akeno, looking down at Ise as well, her new Buchou giggles a little.

"I don't know, Akeno… it looks to me like Ise can be a good girl. Like she WANTS to be a good girl."

Where Rias' smile is warm and encouraging, Akeno's is dark and sadistic. It's the perfect combination and hearing those words out of Rias' mouth is what ultimately tips Ise over the edge. She creams her panties right then and there, staring up into their eyes as she shakes and spasms, face bright red and lower lip caught between her teeth.

The smell of her arousal, of her pussy juices, fills the room a second later and Akeno blinks in surprise, while Rias just laughs.

"Did she just…"

"I'd say she did, Akeno~ And to think, we haven't even gotten to the FUN part yet. Shall we?"

"… Let's."

Reaching up in unison to the sides of their skirts, both Rias and Akeno pull open said skirts and fling them aside at the exact same time. Ise's eyes, already at level with their crotches, of course swing down from their faces at this movement… and then go big and wide at what she sees there. Strapped down to each girl's inner thigh by a piece of leather is… a pair of the biggest cocks that Ise has ever seen. Certainly, the biggest she's ever seen in person (also the only ones she's seen in person)

Reaching down in an eerily synchronized fashion here too, Rias and Akeno snap open the leather straps holding their big fat futanari pricks down, causing both of the raging erections the two gorgeous big-breasted beauties are sporting to come flying up and smack Ise across both sides of her face. As she's cock slapped one way and then the other, Ise gasps and then moans, her nostrils flaring as she takes in the scents wafting up her nose.

"Are you ready to be a good girl, my newest little pawn? Go on then… show me and my Queen what you can do."

They rub their cocks all over her face until eventually Ise simply can't take it anymore. This is about five seconds, give or take. In the end, the horny brunette pervert lets out a positively feral, ravenous moan and begins falling all over herself to apply her mouth and tongue equally in abject worship of the two massive futa cocks in front of her.

Rias and Akeno both let out surprised noises at that, from Rias' quiet 'Oh' to Akeno's strangled groan. The two each bring a hand down atop Ise's head, sharing real estate as they run their fingers through her brown locks and guide her further down each of their cocks one after the other. Soon enough, Ise finds herself alternating between the two of them, her own hands coming up to grip them firmly around the bases of their shafts.

They're such magnificent specimens, these two cocks. Thick and veiny… and best of all, attached to a pair of buxom, beautiful ladies! Yes, Ise was an equal opportunity pervert of both guys and gals who leaned more towards gals… but as it turned out, the Two Great Ladies of Kuoh Academy had an epic secret! Her new Senpai in the world of supernatural and devilry… were a pair of bonafide futas!

Ise considered this a big win, if you couldn't tell. How could things get any better, really? Well, she knew of one way to make things better. If they would just deign to cum all over her face… that would be absolutely fantastic. And so, in the interest of making that a reality, Ise begins to suck all the harder at the two futa cocks in her hands, diving deep down Rias' shaft one second, and then swapping over and deep-throating Akeno's the next.

"Gagkh… Gagkh… Gagkh!"

Back and forth she goes, slurping and sucking while at the same time gagging and choking down their lengths. Both Rias and Akeno begin to groan rather loudly as a result of Ise's enthusiasm, greatly enjoying the eagerness that Rias' new pawn is showing. They're supposed to be breaking her in here, but in a way, she's breaking herself in for them.

"Getting close now!"

"Take us home, Ise!"

With that encouragement, Ise redoubles her pace and within just a few more moments is unduly rewarded with all that her heart desires. As the two Great Ladies of Kuoh let out one loud moan and then begin to cum, Ise leans back and tilts her head up, trying to find the best angle. It takes a second, and a few misfires result in one of her eyes getting plastered shut from an early stray cum shot, while some of it also gets in her hair annoyingly enough, but then she finds the sweet spot and receives the rest of their cum all over her face and in her mouth and on her lolled out tongue.

By the time they're done with her, she's coated in it… but that certainly doesn't stop either of them. Ise can only yelp as their hands clutch at her hair and yank her to her feet. She squeals, as the two powerful Devils proceed to rip her school uniform straight off of her body. Now, the chest of it was soaked through with cum anyways, and her skirt was developing a wet spot… but it still could have been cleaned at least!

Her whine at the removal of her clothes makes Akeno smile another sadistic smile while Rias giggles again.

"Don't worry, Ise~ I won't let my darling pawn walk around school naked. We'll get you a new uniform if we need to."

That does a lot to assuage Ise's worries… though of course, the idea of being forced to walk around Kuoh naked does send a spasm of arousal through the perverted young woman even as she's being lifted up into the air. Held between Rias and Akeno's bodies, the two futas begin applying their massive cocks to Ise's holes. It's in that moment that she realizes they're both still rock hard despite cumming all over her face seconds before. It's also in that moment that she realizes what they're about to do to her.

Akeno, being the utter sadist she is, has taken up position behind Ise and is already worming her massive futa, only lubricated by spit, into Ise's back door. All the pawn can do is squeal as she's slowly penetrated back there, losing her anal virginity in the same moment that Rias is currently taking her conventional virginity. As her Buchou slowly thrusts up into her gushing wet, clenching cunt, Ise can only whimper, staring Rias in the eyes while Rias in turn stares back at her with a smile on her face.

It takes a few minutes, but eventually, they're all in position. And position in this case is the two futanari women having over half of their respective cocks buried inside of Ise's orifices. They're DPing her, obviously, and holy shit is it a lot to take in. Ise might have prided herself in being a huge pervert. She might have had dreams of being a Harem Queen. Her harem would have consisted of both women and the occasional man in order to have a dick around when she wanted one.

But it was all theoretical! None of her fantasies had even begun to prepare her for dying, becoming a Devil, and then being introduced to her new life by getting fucked by her new Devil Mistress and her best friend! Still, as unprepared as Ise is, when Rias finally looks her in the eye and asks the all-important question, there's only one answer for the brunette to give.

"… Are you ready for us to start moving, Ise?"

"… Y-Yes!"

Rias beams and Akeno cackles as Ise's enthusiasm, and then the two begin to fuck her right there on the spot, bouncing her up and down between them on their rock solid futa cocks. It's the most amazing experience of her life, getting fucked by these two busty women. Not only are their cocks so thick and long and hard, but their breasts are also pushing up against her from both sides, their nipples rock hard and rubbing against her naked body.

Needless to say, Ise quickly creams herself on Rias' cock. And then she keeps creaming herself, cumming again and again the more Rias and Akeno fuck her cunt and ass. The more they plow her, the louder she gets too, her orgasms explosive as all hell and relentless in bringing her to the heights of nirvana and bliss and then back again.

By the time Akeno and Rias cum inside of her lower holes, Ise is already half-comatose. But that doesn't mean they're going to stop. After all, this is all about breaking Kuoh's resident pervert in and showing her where she belongs. So, they keep fucking her. They spit-roast her, they take turns plowing her up against the wall, they Eiffel tower her. There's a lot of tag teaming, but there's also a lot of one-on-one stuff.

And even after that day, it doesn't come to an end. Not that Ise would want it to if she even had the choice. Ultimately, this is her life now. Being the personal fuck toy to two gorgeous, stacked futa bitches as they take turns using her however and whenever they like. Sometimes Akeno pulls her out of class in the middle of the day for some fun. Sometimes Rias shows up in her bed naked at night for some cuddles.

It's all gravy, in the end. Though Ise's dreams of one day becoming a Harem Queen still persist, despite her seemingly weak levels of Devil Power. One day… one day she'll accomplish her goal. One day!

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