Unexpected Spoils Pt. 4 (High School DxD) (Patreon)

Poll Winner

Themes: Foursome, Rough Sex, Dom/Sub   

Summary: This time around, Rias is the one who brings Issei's next two rewards into the room. Given that she is his Buchou and all, Issei is more than happy to listen to Rias' suggestions, even as she tells Issei how to take both of the pawns, right then and there. And when all is said and done, well, it's time for Rias to reward Issei in her own private way, now isn't it? And there's only one way for her to do that! 

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Despite having Akeno and Koneko join in on the previous two encounters, Issei is still somewhat taken aback and very surprised when Rias herself walks into the room with Mira and Shuriya, the last of Riser’s, now Issei’s pawns. Rias Gremory, Issei’s King, though she preferred that he call her Buchou instead. She was, without a doubt, the most beautiful woman that Issei had ever laid his eyes on, in his oh so humble opinion. With cascading red hair, and a body to die for, Rias Gremory was one hundred percent a sex bomb.

Truth be told, in comparison to his Buchou, Mira and Shuriya were almost plain in comparison. Though they did each have their own uniqueness to them. Shuriya was clad like some sort of Arabian Belly Dancer and had the tanned caramel skin tone to go with it as well. Meanwhile, Mira… Mira was already bound and gagged, interestingly enough, with Rias dragging the blue haired martial artist along by a leash attached to a collar.

“You’ll be taking this one first, Issei. And she’ll be having it as rough as you can make it.”

Blinking dumbly, Issei fidgets a little, ever so slightly uncomfortable. Buchou was Buchou, and he didn’t want to disobey Rias or anything like that… but was it really okay? He didn’t want to hurt anyone. His girls were his now, but that didn’t mean he wanted to see any of them cry. Shuriya pipes up though from the side, smirking wickedly.

“Don’t worry too much about it. Mira is a bit of a masochistic little pain slut. Whatever you do to her… she’ll like it a lot.”

Glancing to the belly dancer, Rias lets out a small noise before tugging Mira forward and then pushing her over to Issei.

“Quite right. Have fun, Issei. And you… you’re going to dance for us as well.”

The belly dancer just smiles and bows her head, before beginning a dance that had Issei’s cock rising quickly. She really was beautiful, and the best part was, all the tassels and bells and little bits of metal attached to her make their own melody. She’s providing her own music to dance to, even as Issei fumbles about a bit with Mira, taking hold of the bright red blue-haired young woman.

Still not entirely sure, Issei nonetheless bends Mira over, gripping her tightly by her arms, which are locked in placed and tied tightly behind her back. He flips up the back of her haori, exposing her pale bottom and revealing the first of many surprises… namely that she’s not wearing panties. However, that’s far from the last surprise. When Issei goes to slide a hand down between her legs to check how wet she is, he runs into something else instead.

Brow furrowing in confusion, Issei spreads Mira’s ass cheeks apart with his hands, only to reveal that the blue haired devil has a butt plug in her ass. And on top of that, she’s actually very wet… sopping wet, even. His fears are assuaged as he realizes that both Buchou and Shuriya are right. Mira is a naughty masochist who apparently likes being punished… and seeing that anal plug buried in her back door, Issei has an idea of just how to take her.

Reaching down, he grabs the end of the butt plug and begins to pull. Mira gasps, her mouth opening wide and her eyes opening wider as she looks back at him. When he keeps pulling however, her face contorts in pleasure, and a loud wanton moan spills free of her throat. Issei drags the butt plug out of the blue-haired girl and then sets it aside and grabs hold of his cock, bringing it to bear on her ass.

Never in a million years did Issei see all of this happening. These two were the last of Riser’s pawns, the last of Issei’s new harem. He had a harem now, an actual harem… and apparently Akeno and Koneko were both interested in being at least part time members as well! Was Buchou too? Issei didn’t dare dream to hope, but perhaps that was naïve of him, given that Rias had already spent nights sleeping naked in his bed. 

Even now, as he prepared to bury his cock in Mira’s ass, Issei could be a little dense, and a whole lot oblivious. Regardless, he does as his Buchou said, and at the same time brings Mira quite a lot of pleasure, if her loud cry of ecstasy was anything to go off of. Her lubed-up anus, stretched a little by the butt plug, but not nearly enough to prepare her for his big honkin’ cock, greedily sucks him in all the same, clenching and squeezing down in a most satisfying way around his member as Issei thrusts into her.

He doesn’t hesitate or slow down for a single second either. Rias had told him to give it to Mira hard, and Shuriya had made it clear that Mira would enjoy it. Given how sopping wet the bound and gagged blue-haired girl was, given how she was even now squealing and screaming through said gag while creaming herself, Issei knew he didn’t have to hold back.

So, he doesn’t. He fucks Mira’s asshole as hard as he can, and the female devil takes it, takes HIM deep inside of herself, bent over and fucked in a standing position from behind as he plows her without pause, without fail. All the while, Rias is watching from the side, seemingly just there to observe. Shuriya, on the other hand, is getting faster and faster, almost as if she’s trying to match the pace of Issei’s cock with her footwork and belly dancing, her tits jiggling, her midriff undulating… it’s all enough to send him over the edge in no time at all, to be perfectly honest.

Cumming inside of Mira, Issei isn’t surprised when the blue-haired devil collapses forward after he lets go of her, completely spent. Rias clears her throat then, and steps up, grabbing onto Mira’s leash again, and dragging her across the ground, forcing her to crawl away from Issei. Shuriya moves in without even having to be told, and Issei sits back as she places her hands on his shoulders and guides him down into a chair, smiling at him kindly, even as she begins to give him a lap dance.

She dances around his cock for a bit, playing with him, teasing him, swiping her derriere and pussy across his engorged member. More than once, Issei is tempted to reach out and just take the tanned girl, but he holds himself back. He exercises patience. He knows that if he waits long enough, she’ll come to him. He can tell that she wants him, can tell that she wants him to want her.

So Issei waits, and eventually Shuriya climbs aboard, the caramel-skinned belly dancer sliding herself up his body and then sitting down on his cock, facing away from him as she impales herself on his member. Her cunt walls are velvety and silky and altogether slick, and they clench and cling to Issei’s member as she moans wantonly, bouncing up and down on his lap.

Now, Issei takes hold of the belly dancing devil. Now he grips her tightly and refuses to let go, his hands on her hips at first as he helps her ride him, and then moving upwards to her chest, where he flips up her bikini top and lets her tanned breasts bounce free of their confines. Pulling the Pawn back against his chest, Issei molests her chest, molding and kneading it in his hands, even as he suckles at her neck. Shuriya moans, reaching back and grabbing a fistful of his hair with her hand as she arches her neck to the side to give him better access.

They fuck like that for a time, Issei’s cock pistoning up into Shuriya’s pussy again and again. Her cunt clings to his member needily, and Shuriya climaxes more than once along his length as he penetrates her deeply and she impales herself over and over on his massive girth. In the end though, just like with Mira, Issei reaches his tipping point. And good thing too, because just like with Mira, by the time Issei is done with her, Shuriya is spent, her breathing labored and heavy, and her voluptuous tanned body covered in sweat and shaking from the effort.

Issei fills Shuriya with his seed, taking the last of Riser’s eight pawns and claiming them with a nice thick cum load delivered right to her womb. Then, he pulls her off his cock and sets her down gently on the couch he was sat on, standing up and turning away from her to face the last woman standing, so to speak. Because while Issei might be done with the pawns he’d gotten from Riser, he wasn’t quite done altogether, now was he?

Rias Gremory smiles as he turns to face her. The gorgeous bombshell of a red head blushes a little under his hungry gaze, her eyes flickering down to his hard cock, which even now is throbbing with need, and pointed right at her to boot.

“I suppose it’s my turn, isn’t it Issei?”

Blushing a little, Issei fidgets.

“I… I wouldn’t presume, Buchou…”

Rias just laughs at that, moving forward, closing the distance between the two of them. Reaching out, she places a hand on Issei’s bared chest.

“You’re a pervert, my red dragon… but you have a good heart, don’t you?”

Issei’s blush intensifies, especially when Rias drops her gaze down to his cock and visibly licks her lips.

“I owe you so much for your help, Issei Hyoudou. Yes, you are my pawn, a part of my peerage… but that doesn’t change the fact that without your assistance, I would be married to Riser right now. Who knows what he would be doing to me, or Koneko, or Akeno right this moment, if you hadn’t won the day and saved us all.”

Gently placing a couple of fingers under Issei’s chin, Rias lifts his head up from where he’s averted his gaze, and tenderly places her lips on his. They kiss for a moment, both gentle and passionate at the same time, and Issei finds himself getting lost in Rias’ soft lips. And then as quickly as it began, it’s over and the red head is pulling back as she smiles slightly, stepping away from him.

“It’s my turn because I say it’s my turn, Issei. It’s time for you to claim your prize… time for you to be given your reward.”

Rias reaches up as she speaks and begins unbuttoning her blouse. It soon comes off, and then she removes her skirt next. Issei can do nothing but stand there as his Buchou performs a strip tease for him and him alone, exposing her gorgeous body to him, showing off more and more of her naked form. Yes, Issei has seen Rias’ body in great detail before because of the aforementioned sleeping nude with him. But that was different. This was… this was an unveiling he would never forget.

Rias’ bra and panties are soon off as well, and his Buchou stands before him, entirely naked and completely at home in her own nude body, from the look of things. Smiling nice and wide, Rias spreads her arms open to him, stretching her hands out to welcome him into her bosom.

“Well, Issei? Will you collect your reward?”

For a moment, he doesn’t move. And then he’s across the room, and Rias is letting out a shriek of delight as Issei swoops her right off her feet. Her arms and legs wrap around him immediately, even as Issei pushes Rias up against the wall behind her, kissing her once again, but this time much more roughly. Their tongues slip out of their mouths and tussle with one another, and their hands are all over each other’s bodies as they press up against one another.

Issei’s cock soon finds its way to Rias’ pussy lips, and for a moment he hesitates, nestled as he is right inside of her. Rias looks him in the eye and grins at seeing his momentary pause.

“Do it. Claim me, Issei. Make me your woman.”

With words like that, how can he do anything else? A low guttural groan leaves Issei’s throat as he sinks his cock into Rias Gremory’s needy, sopping wet cunt. In response, a keening wail exits Rias’ lips, her head tilting back as she loses her virginity to her pawn. But Issei isn’t just a pawn, he’s the Red Dragon Emperor reborn… and he’s so deep inside of Rias that it’s not even funny.

Feeling how wet his Buchou is, sensing how turned on and horny she is, Issei doesn’t hold back. He thrusts up into Rias’ gripping wet cunt again and again, feeling as her pussy walls tighten and squeeze down around his cock, groaning as he goes deeper and deeper and deeper into her hot, wet insides. He slams up against her cervix itself and Rias loses all semblance of control, ahegaoing on the spot as her eyes roll back in her head and her tongue sticks straight out of her mouth for the duration of the resulting orgasm.

Issei loves it. He loves being able to bring his Buchou so much pleasure, he loves being able to make Rias so damn happy. So, he keeps doing it, keeps fucking her, keeps ramming up against the entrance to her womb and keeps making Rias ahegao on his cock. He fucks the crimson-haired sex bomb for what feels like an eternity, losing all track of time, losing all awareness of reality save for what’s happening to him right then and there, save for what HE’S doing to Rias, right then and there.

Eventually though, all good things come to an end. Issei fucks his beloved Buchou long and hard, before finally filling her womb with his seed. He fills her directly, his cock pushing past her cervix to unload right into that most sacred of places. And when he’s done, he pulls out and tries to carefully place Rias on her feet, panting heavily from the exertion.

When Rias begins to slide down the wall, Issei panics for a moment and tries to catch her, only to realize as she takes hold of his cock and pops it into her mouth that she’s kneeling on purpose. All Issei can do is groan as his Buchou submits to cleaning off his cock, worshipping his member with her tongue and lips and mouth, and slurping away the excesses of their coupling. 

With this, he’s finished breaking in Riser’s pawns. But somehow, Issei can’t help but feel like this is just the beginning. His entire life has been leading up to this moment… and nothing will ever be the same, ever again. And that’s not a bad thing.