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Unexpected Spoils Pt. 5 (High School DxD)
🕑 Added 2019-11-15 16:50:11 +0000 UTCWeekly Poll Winner
Themes: Rough Sex, Bondage, Threesome
Summary: To say Issei's life has changed dramatically in a short period of time would STILL be an understatement. Now living in a mansion-sized house, with a harem won by his own two hands, Issei is having the time of his life, living it up during the day... and going to bed with different women every night. Tonight is extra special though... this is the night of the week that Rias and Akeno share his bed.
-x-X-x-
As Issei slides in and out of a very enthusiastic maid in the form of Marion, while Burent in turn knelt between them and licked at his swinging ball sack, he reflects that his life really has had a lot of upheaval since winning that bet with Riser. But then, having the loyalty of eight cute girls transferred to you would change any young man’s life, let alone a pervert like Issei.
With a loud groan, the young man sinks himself ball’s deep into Marion’s cunt and finishes inside of her, filling her womb with his seed, pumping her full to the brim. The moment he’s done, the moment he pulls out, Burent has him in her mouth, happily bobbing up and down on his knob and ultimately deep throating his entire cock as she eagerly cleans him off. Issei settles a hand in the gorgeous, big-breasted maid’s hair, watching as her drool and even some of his cum slide off of her lower chin and into her expansive cleavage.
He lets her suck him off to completion, even taking hold of her hair and thrusting forward a few times, making her choke on his cock. As his maid, it’s her duty to service all of her Master’s needs, after all. Meanwhile, Marion ultimately straightens up, fixing her skirt by flipping it back down, and going back to doing what she’d been doing before he’d walked into the room and bent her over to fuck her. She dusts away at the dresser she was bent over moments before, as if nothing at all had happened. This too, Issei was sure, was the mark of a good maid.
It was rather strange to have maids. Stranger still to have an actual need for them. While Marion and Burent belonged to him regardless, they were actually proving even more useful than just their feminine attributes might have suggested. Issei lived in a mansion now after all, and with as many rooms as this place had, it needed to be cleaned regularly. That was where Marion and Burent came in, when they weren’t busy satisfying his sexual urges.
Filling Burent’s throat with his seed, he watches as the maid dutifully swallows down every last drop, not spilling even a bit of it onto the floor. She remains kneeling there, waiting to see if he’ll have any other use for her, but Issei waves her on and leaves the room, allowing the two maids to return to their task, one with a womb full of cum, and the other with a belly full.
Continuing on through the halls of his new home, Issei still can’t believe that it’s all his. And it IS all his. Technically, the place is a gift… an apology gift from Riser’s family, the Phenex Clan. Supposedly, Riser’s loss, exacerbated by him losing half of his peerage at the same time, was such a stain on their honor that they’d felt the need to give Issei a place to house his ‘prizes’.
Rias and her family, the Gremory Clan, had of course gone through first to make sure there were no traps or curses laid on the house to harm Issei and his new harem, but in the end, no such thing had been found. It was exactly what it said it was… a free home, big enough to house not just Issei and his eight new girls, but also Rias and the other female members of the peerage. It was… well, spectacular, to say the least.
Just like tonight promised to be. Grinning, Issei continues to make his way forward towards his ultimate destination, the Master Bedroom. HIS bedroom… but he knew that it would not be unoccupied when he finally got there. No, there were two very special women waiting for him there, now that dinner was over. And now that Issei had taken the edge off, so to speak, now that he’d gotten his pre-game over with using Marion and Burent, he was ready. Ready to face down the two Great Beauties of Kuoh.
Stepping into the Master Bedroom, Issei isn’t surprised to find Rias and Akeno already waiting for him. Nor is he surprised that they’re both already buck-naked. And he’s certainly not surprised that Akeno is hog-tied, with Rias lightly spanking the other girl’s pale bottom, which is already red from however long Rias has been at it. Both girls look up the moment he enters the room of course, and their eyes light up with excitement and happiness at seeing him, which makes Issei’s heart… and dick, swell at the same exact time.
“Issei! Akeno and I have been waiting for you~ Isn’t that right, Akeno?”
“Mmhmm!”
Issei just chuckles and begins to strip naked as well. Akeno really was a total switch. One moment, she was a huge sadist, especially when she was directing Issei in how to fuck his new harem. The next though, she was a big ole masochist, submitting to her Buchou and letting Rias do whatever she wanted to her… case in point, Akeno was decidedly trapped in her hogtied position on the bed, with a big fat ball-gag between her lips, while Rias was free to stand up and leave her behind, moving over to Issei and pulling him into a soul-searing kiss.
When Rias hikes a leg up his side, Issei instinctively reaches down to grab it. His cock rubs against her pussy lips, almost penetrating her right then and there on the spot as they makeout heatedly. But eventually Akeno’s muffled whines manage to overcome the noises they’re making as they smack lips, and the two pull apart to look over at the helpless Queen. Rias grins as she looks between Akeno and Issei, licking her lips seductively.
“What do you think, Issei? Should we let Akeno go first tonight… or make her wait?”
The tone Rias uses… well, suffice to say, there was never any doubt what Issei would choose, not when the beautiful buxom red head was acting like that. With a growl, the young man grabs Rias up, lifting her fully off the ground and causing her to wrap her limbs around him hastily, even as she lets out a delighted squeal.
A moment later, he’s laying her down on the bed right next to Akeno, and a moment after THAT, he’s splitting Rias open with his cock as his gorgeous, voluptuous Buchou moans wantonly in delight. Issei wastes no time in giving Rias his all, of course. While they do get together frequently, there’s no denying that Rias has her own responsibilities… and so does Issei, now.
There’s even a schedule, since he has so many girls vying for his attention, of what pair gets to sleep with him each night. Issei knows it’s probably unfair to the others, and truth be told he DOES enjoy a lot of them in different ways as well… but it’s tough to beat the all-star combo that is Rias and Akeno. Which is why usually, the two of them are split up. Not tonight though, tonight Issei gets to fuck the most beautiful woman he’s ever met while the second most beautiful lays beside them, hogtied and ball-gagged, unable to do anything but moan and wiggle around ineffectually as she watches them go at it.
Issei pistons his cock in and out of Rias’ quim with reckless abandon, knowing full well that his Buchou can take it, even as Rias wraps her legs around his waist and her arms around his neck, pulling him down into a fresh kiss, all while Issei is taking her in a hardcore mating press. Their tongues duel together, Rias’ breasts pressing against his chest, and Issei’s cock pistoning deeper and deeper into her slick, clenching, needy depths.
Thanks to his time with Marion and Burent, Issei lasts longer than he would have. This is after all his third release of the night now, rather than his first. As a result, he’s able to fuck Rias Gremory through orgasm after orgasm, making his beloved Buchou cum around his cock again and again, much to Akeno’s fervent jealousy. The bound and gagged Queen is positively fuming off to the side, while Rias is in an utter state of ecstasy. By the time Issei cums inside of the buxom red head, he’s pulled back to watch her face contort in pleasure and her tits bounce and jiggle with his every deep, jarring thrust.
Her eyes rolled back in her head and her tongue lolling out of her mouth, Rias looks less like a dignified heiress and more like a ahegao’d slut as Issei pulls out of her messy, creampied cunt and leaves her to recover from the rough pounding. Turning to Akeno next, he grabs the bound girl by her ponytail and drags her over, smacking his very messy cock down onto her face and rubbing it all around, even as she flinches and shuts her eyes, but at the same time moans around her ball-gag.
“Is this what you want, Akeno? Do you want to suck down your mistress’ juices off of my cock?”
“Mmhmm~”
Smirking, Issei pulls the gag out of Akeno’s mouth, tugging it free and letting it hang as he shoves his dick down her throat in place of it. Using her ponytail to push and pull her back and forth, Issei jams his cock into her esophagus and gullet again and again. She chokes and gags beautifully, and Issei knows she’s enjoying every last second of it, not least because of the way she’s frantically writhing her tongue along the underside of his member the entire time he’s fucking her face.
“Gagkh! Gagkh! Gagkh!”
Soon enough, there’s no trace of Issei and Rias’ coupling left on his cock, as Akeno has slurped the entire thing clean, leaving nothing but her saliva behind. Pulling free of her suction-like lips causes the bound young woman to groan, but as she opens her mouth to beg him to let her finish him off, Issei is already slipping the ball gag back in, silencing her once more.
“Mmm! Mmmph!”
“Shush, Akeno. I know exactly where I want to cum next… and I think you want it too, don’t you?”
Akeno quiets down after that, letting Issei move into position behind her, where he grabs hold of her ass and her legs and spreads them both wide. In the hogtied position, it’s a little harder to get access to her cunt, but not impossible… and soon enough, Issei is fitting his cock into Akeno’s helpless little pussy, splitting her wide just as he did Rias, and filling her with his shaft as he leans over her, beginning to thrust away immediately.
The bound and gagged young woman moans happily at this, even as Issei reaches forward and grabs her by her ponytail yet again, pulling her head backwards and forcing her back to arch even more than it already is. He fucks Akeno in this downright vulnerable position for what feels like forever, bringing her to just as many orgasms as he did Rias, and giving her ass a much harsher spanking then Rias had been giving it every so often.
When Issei finally finishes inside of Akeno, a pair of arms wrap around him from behind, while a pair of expansive and familiar tits press into his back.
“Mm, that was wonderful… ready for Round Two, Issei?”
That he was. The rest of the night was spent in a familiar fashion, fucking either Rias or Akeno until all three of them were finally well and truly spent. When it was time to actually go to bed, Rias happily untied her Queen, and Akeno happily cuddled up into Issei’s left side, while Rias took the right, the two of them very happy to press themselves in close to him. Issei was just as happy to welcome them though, grinning like a loon, even as he fell asleep. This? This was the life.
He wasn’t sure it could get any better.
-x-X-x-
“I’ve received another challenge from Riser, Issei. He wants to fight again.”
Issei blinks as Rias delivers the news over breakfast the next morning. He cocks his head to the side, confused.
“Again?”
Rias nods, before elaborating.
“Not for my hand this time, at least… no, he wants his pawns back. So he’s challenging you specifically… which would mean it’d be you and your eight pawns, against him and the rest of his peerage. We wouldn’t be able to help you.”
Frowning, Issei shakes his head.
“Why would I accept?”
Biting her lower lip, Rias looks away for a moment.
“… He’s offering his rooks as collateral this time. And… I think you can win, Issei.”
Well shit, if Rias believes in him… and Riser is giving him another chance to free some more girls from the bastard’s service… how can he say no?
Comments
Issei
yes! peice by piece!
Kyusen
Please tell me we will be seeing Issei taking the over rated kfc rejects whole peerage
Issei
great as always! Better than I hhoped!
Issei
Asia will get her turn :)
Shikaze
If this continues, I just hope there's just a scene of the fight where all the former pawn of Riser just tell him what they really thought of him... followed by his current rooks just forfeiting to get to Issei. ...Also, I can just see Asia here being like Mash in your Chaldea comm, stewing an boiling in her own frustration until it explodes.
