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The Sleeping Dragon Ch. 20 (High School DxD)

  • Gentle, Tender Lovemaking 153
  • Rough, Animalistic Plowing 150
  • Humiliating, Dominating Railing 393
  • 2020-08-12
  • 696 votes
{'title': 'The Sleeping Dragon Ch. 20 (High School DxD)', 'choices': [{'text': 'Gentle, Tender Lovemaking', 'votes': 153}, {'text': 'Rough, Animalistic Plowing', 'votes': 150}, {'text': 'Humiliating, Dominating Railing', 'votes': 393}], 'closes_at': None, 'created_at': datetime.datetime(2020, 8, 12, 16, 7, 54, tzinfo=datetime.timezone.utc), 'description': None, 'allows_multiple': False, 'total_votes': 696}

Content

A/N: Here we are with Chapter 20! Ya know, after twenty chapters... I get the feeling that Issei isn't 'sleeping' anymore...

-x-X-x-

When Issei stands up, Sona rises with him, though for what reason, he doubts even she can say. It doesn’t matter, because the moment she does, he fixes her with a look and says naught but two words, two words infused with enough command to see her follow the order instinctively.

“Sit down.”

Her cute little derriere hits the seat of the chair with a thump as she stares at him with wide eyes, not daring to talk back, simply trembling under the weight of his gaze. Issei doesn’t break that gaze, keeping his eyes locked with hers, even as he moves behind her pawn. Ruruko Nimura is currently bent over the chessboard, clinging to the table with one hand while the other is up between her legs, under her skirt, and past her panties.

The young woman, possibly the youngest of Sona’s peerage, is frantically masturbating as she whimpers and mewls, begging for his touch, wiggling her cute little derriere in his direction, her school uniform’s skirt swishing and flicking back and forth oh so enticingly. Issei brings that movement to a halt when he reaches out and grabs her hips, however.

Ruruko’s hand immediately leaves her cunt and smacks down onto the edge of the table parallel to the other one, though with a wet slap that gives away just how eager for this she is. The cute brunette with her twin ponytails and bright green eyes is also wearing striped green stockings as well, and Issei has to admit, they look quite fetching on her, on top of accentuating the few inches of visible thigh between them and her short skirt quite beautifully.

But he’s not here to admire her… he’s here to claim her. Sona’s only female pawn stands before him, bent over and ready to go… so why shouldn’t Issei make her his bitch, right? His cock is freed from his pants with a few easy flicks, and then he’s pushing up under her skirt, past her panties which were already pushed aside by her own hand.

He’s inside of her a moment later, quickly finding out that the reincarnated devil girl is quite virginal. Not anymore though, as he thrusts forward, taking her hymen, claiming her purity and her in the same fell swoop. Ruruko squeals in unadulterated glee and cums on the spot quite explosively, body shaking and spasming before him.

Buried deep in her clenching twat now, Issei fucks her with slow, deep, penetrating thrusts at first until she’s managed to recover from that first taste of bliss. Then, he grabs hold of her by her twin ponytails, using them like reins to steer her in the direction of her darling King. Sona Sitri sits there mere feet away as he forces Ruruko to look at her, and thus Sona to look at Ruruko as a result. The prim and proper young devil heiress is blushing bright crimson in response to the view.

Issei smirks and just fucks Ruruko even harder. And then, to his mild surprise, Ruruko starts talking, seeming to have realized at some point that Sona was in front of her.

“H-He’s stirring up my insides, P-President! He’s fucking me so deep! It feels sooooo good! Why didn’t you warn us?! Why didn’t you tell me it would feel this good?!”

Ruruko’s lustful tone still manages to sound vaguely accusatory, and her questions are met with whimpering and stammering from Sona. The poor bespectacled devil never actually gets a word out, but it’s not like her pawn cares all that much. Ruruko is too busy cumming her brains out as Issei plows her with his cock.

Still, he’s got a lot more girls to get through even now, so Issei doesn’t hold back. He fucks Ruruko at a hard and fast pace, and when his release rises within him, he doesn’t bother trying to contain it for any length of time. He lets himself cum as hard and as fast as he’s fucked her and fills the pawn with a nice thick load of his seed.

Dropping his grip on her hair and pulling out, he’s not surprised when Ruruko fully collapses against the table from the lack of support. Her legs were wobbly BEFORE he started fucking her… no wonder that they gave out now that he was finished with her.

When he turns away from the table entirely, Sona whimpers behind him, but he doesn’t hear her stand again, so he pays her no mind. She’ll be a good girl and stay right where she is until he’s ready for her, Issei knows he can count on that. His attention goes to the couch, where Tsubasa is still molesting Tomoe, and still presenting her half-naked body up to him in offering. She’s unbuttoned the red head’s blouse and yanked up her bra, exposing Tomoe’s sizable tits. Likewise, she’s lifted the girl’s skirt and has a hand down Tomoe’s panties, quite obviously fingering her beneath the fabric.

It’s a lewd sight to be sure, but when Issei steps towards the two of them with his cock out and ready for more, Tsubasa is quick to finish preparations. Her fingers leave Tomoe’s cunt and instead yank down the other girl’s panties, with Tomoe scrambling to help her fellow devil divest her of her own undergarments. 

Tomoe spreads her legs apart over Tsubasa’s lap, and Tsubasa spreads Tomoe’s pussy lips with her fingers, presenting her to Issei like a prize he’s won. Needless to say, the draconic young man descends upon the Knight and Rook like the conqueror he is. He starts with Tomoe, because of course he does. His cock slides up into her gushing wet cunt so fast that the red head barely gets out an opening squeal from losing her virginity to him, before she’s squealing from ORGASMING instead.

… Are all of these tarts still virgin maidens? Oh, Issei, you’ve hit the fucking jackpot.

Chuckling in agreement with the lecherous dragon taking up residence in his soul, Issei reaches out and slides his hand back behind Tsubasa’s head, even as he begins to fuck Tomoe with sharp, quick thrusts. He laces his fingers through the short blue hair of Sona’s Rook, and then grips hard, pulling her head up even as he descends to meet her.

His lips crash against hers even as he plows Tomoe senseless, his tongue invading Tsubasa’s mouth and dominating her tongue all the while. Both Knight and Rook are moaning wantonly, though obviously Tomoe’s moans are a lot louder, with how muffled the sounds coming from Tsubasa’s mouth become. The two young women are his, and all three of them know it. Their King has already fallen for him… they’re just the warm up.

There’s not an ounce of protest when Issei cums inside of Tomoe. The red head squeals in delight instead. She does whine a little when he pulls out and Tsubasa quickly pushes her aside to present her own body for the taking, but that whining is drowned out by the Rook’s lewd cries of ecstasy when Issei flips her over onto her front, forcing her onto her knees on the couch cushion and taking her from behind.

Athletic and distinctly tomboyish, there’s nevertheless distinct hints of feminine softness to Tsubasa’s body as he fucks her. Her cunt is certainly very soft, and silken, as well as slick and tight around his cock once he’s invaded it and taken her virginity as well. The claiming of Tsubasa is much rougher than the claiming of both Tomoe and Ruruko, but that’s because Issei knows the Rook can take it. She’s built for it… and in fact, even seems to like a little pain, the horny blue-haired masochist that she is.

With a grunt, Issei cums inside of her as well after a little while, filling Tsubasa with a third load of his seed, only to pull out and show off the fact that he’s still quite hard to both of the women he’s just fucked, as well as every other devil in the room. Quick to come together in order to hold his attention a little longer, both Tomoe and Tsubasa quickly rise up on the couch and lean forward to suck and lick and lap the mess from his dick, drinking down the combined fluids from him, Ruruko, and themselves.

Once he’s cleaned up however, Issei pulls away and turns his attention to the next lucky girl. Momo Hanakai, one of Sona’s bishops, blushes as his eyes alight upon her form, pressed back against the wall behind the couch that Tomoe and Tsubasa were on. The white-haired, blue-eyed beauty feels like the kind of woman who in any normal circumstances, would play the part of a stuck up, egotistical princess. A prim and proper lady who looked down on a crass young delinquent like him with disdain.

… Before he’d unleashed his true power and shown this peerage what he was really about, that was exactly how she’d been looking at him. Now however, she’s quick to yank her skirt up with one hand and spread her pussy lips apart with the fingers of the other as she shows him how ready she is for him, her panties all the way around her ankles.

It’s pretty sexy, so that’s how Issei fucks her, reaching out and wrapping his arms around her, lifting her up the wall with his hands on her buttocks and slamming his cock up into her at an angle from below. Momo’s eyes go wide, and then roll back in her head as his mouth crashes into her mouth with the same force he used on Tsubasa. But Tsubasa was a Rook, and a bit more durable.

Momo might have some bruising in the morning, but for now she loves it, loves the expression of his power over her, how he could easily crush her like a gnat. Female devils… they were all in love with domination. If they were strong enough, they were probably the ones doing the dominating… but in Issei’s case, none of them had turned out to be strong enough. Not a single one…

With the white-haired devil’s legs dangling above the floor, Issei fucks her up against the wall for a while, enjoying the way she cums again and again around his cock, until finally he returns the favor and fills her womb with his seed. Another devil creampied, another member of Sona’s peerage brought to heel.

He drops her, once he’s finished, and she crashes to the floor, sat up only by virtue of having her back against the wall as she lays there with her arms and legs splayed, her eyes rolled back in her head, and her tongue lolling out of her mouth. Issei smirks at the expression he’s replaced her earlier disapproval with… and then turns to Sona’s other bishop.

She’s all the way across the room, having been leaning against the other wall when he’d first walked in. Issei crosses the room with slow, measured steps, not bothering to speed up or get to Reya Kusaka any quicker than he has to. His cock, nice and hard, bobs up and down in her direction, and the brunette bishop’s eyes stay fixed on it the whole way.

Where Momo had this prim and proper princess vibe to her, her fellow bishop was a different story. Despite her hair being done up in twin braids, Reya still gave off a sort of mother hen vibe. Maybe it was her large breasts or her wide hips, maybe it was her soft-spoken attitude and her soft mothering smile and her kind eyes.

Either way, Issei quite likes the sheer variety that Sona has managed to gather around herself, even if he highly doubts the Sitri Heiress originally intended for her delectable peerage to end up the toys of a dragon when she’d done that collecting. But either way, Sona had crossed him, and dear Reya was about to pay the price.

That made it sound a lot worse then it was. After all, Reya probably didn’t see it that way, if the way she pushed off of the wall at his approach and quite literally leapt into his arms was any indication. He ends up fucking Reya against the wall too, but she’s far more of an active participant then poor Momo was. Her arms and legs wrap around his neck and waist easily enough, and she actually manages to kiss him back a little bit as he fucks her, their tongues dueling for just a moment before Reya submits to him, as she well should.

Definitely the mothering type, Issei can tell. And she’s so very soft. All of Sona’s peerage have been quite soft, to be fair, but there’s definitely an additional softness to Reya. Issei wouldn’t call himself a mom-con by any stretch of the imagination, his own mother doesn’t turn him on in the slightest. But having a young woman his age with mothering instincts wrapped around his cock certainly feels pretty fucking good.

With a loud groan that’s mostly muffled by Reya’s lips and drowned out by her own moans, Issei lets loose inside of her, pumping a fifth load into her gushing, clenching cunt as well. Reya spasms and shakes in his arms at that, ahegaoing like all the rest when he finally cums inside of her. When Issei pulls out, he makes sure to let her down gently, more gently then he did Momo, though she still ends up in the same position as her fellow bishop. Back against the wall, facial expression fucked silly, and her limbs splayed as his seed pours out from beneath her skirt.

With that, Issei has officially fucked every single member of Sona’s peerage save for her. There is of course Tsubaki, the Sitri Heiress’ Queen to consider… but Issei has already had a taste of her, hasn’t he? He’s already fucked Tsubaki to hell and back, no devilish pun intended. He’s had his way with Sona’s Queen, her Bishops, her Rook and Knight, and her Pawn.

Issei does glance Tsubaki’s way as he slowly starts making his way back over to Sona herself. The bespectacled young devil is still kneeling on the floor by the door, and still masturbating feverishly as their eyes meet for a second. He can tell immediately that she knows she’s not getting a turn, that she knows she hasn’t EARNED it yet. 

No, it’s Sona’s turn now… the only thing left to decide is how Issei wants to do this.

Comments

SpectralTime

...Not as doomed as I expected I guess...

Kejmur

Maybe once in a while we could get normal vanilla love? Seriously, it gets out of hand x_X.

Cambrian

Tbf, you guys did vote for gentle, vanilla lovemaking a few chapters back with Ravel. Though I suspect that vote was more because I wrote Ravel as a horny roleplay fetishist and the patrons wanted to prank her then anything else...

Gary Edwards

All the domination/humiliation stuff kills my boner. You should switch to a more representative voting system. https://sn0wsh00.wordpress.com/2018/04/09/how-to-conduct-instant-runoff-voting-with-google-forms/