webnovel

The Sleeping Dragon (High School DxD AU)

This is a Patreon Exclusive that updates two chapters ahead at all times over on my Patreon: https://www.patreon.com/Cambrian Synopsis below: Issei awakens the Red Dragon Emperor at a very early age, and Ddraig, seeing the opportunity to make his newest wielder one to remember, takes full advantage of the years that follow. The Issei that ends up at Kuoh Academy is nobody's fool.

CambrianBeckett · Anime & Comics
Not enough ratings
95 Chs

Azazel's Secretaries

A/N: The Not-So-Fallen-Anymore! Also, no vote this chapter or next. Next time we reach the Epilogue~

-x-X-x-

Visiting Azazel was always a treat these days. Not because of the man himself, but rather… because of his secretarial pool.

The moment Issei steps into the waiting area outside of Azazel's Office in Fourth Heaven, three familiar faces perk up, eyes alight with excitement when they see that it's him. Issei's own eyes twinkle in amusement, even as he strides into the room and right up to one of their desks.

"Raynare. Is Azazel in right now?"

The former Fallen Angel looks good in her secretarial attire. White blouse, black pencil skirt, her dark hair done up in a bun. She bites her lower lip, even as she subconsciously pushes her tits together a little bit.

"Not right now, Lord Issei."

From off to the side, Kalawarner speaks up next, the most perverted of the three cooing as she draws his attention and bats her eyelashes at him.

"Lord Azazel is in his laboratory right now, Lord Issei. He asked not to be disturbed under any circumstances I'm afraid. Can we get you anything while you wait for him? Coffee? Tea? Us, perhaps?"

This provokes a reaction from the last of the three angels as Mittelt rolls her eyes at Kalawarner's antics.

"You slut. Always so eager to jump on Lord Issei's dick."

Kalawarner just scoffs at that.

"Like you don't want to do the exact same thing given half a chance!"

As the two former Fallen begin to fight with one another, Issei watches on in amusement. The four of them have certainly come a long way since all those years ago. Their original relationship had been built on fear just as much as lust. The three beautiful Fallen Angels had been intoxicated and hopelessly aroused by his power, but they'd also been terrified of what he might do to them if they disobeyed him.

That terror was a long way in the past though now. Issei had gone from being an intimidating dragon who might annihilate them if they so much as breathed wrong, to being their literal God. He was the reason they were able to turn their black wings back to white and rejoin the heavenly hosts after all.

Well, he was the reason they were able to CHOOSE to turn their wings back if they wanted. Even now, though both Raynare and Mittelt are sporting pure white wings, Kalawarner has chosen a dark grey for hers. Looking at the first two, you might never even know they'd Fallen in the first place. But Kalawarner… there's no denying she had a stint on the dark side.

It's a fashion statement and a political statement all in one, but Kalawarner has support from some pretty high places. Such as Issei himself, and more specifically Gabriel. His beloved doesn't bother with shades of grey like Kalawarner prefers, but she does routinely switch between pure white and pitch black wings on a whim. Most of the time, she likes to bring the black wings out for big events where she knows Michael is in attendance. He might have been mostly forgiven for his actions, and indeed he was still a loyal son of heaven even with Issei at the helm.

But that didn't mean that Gabriel would let Michael forget anytime soon. She'd probably be reminding him of his failures for the next several hundred years, minimum. And that in itself was an easy punishment, given just how prone to self-flagellation the former Steward of Heaven could be. Just a reminder of how badly he'd fucked up was enough to refresh the self-loathing and self-hatred Michael felt for his deeds each and every single day.

Enough about all of that though. Focusing back on the present, watching Kalawarner and Mittelt bicker just like old times, Issei is almost surprised when he feels someone unbuttoning and unzipping his pants and pulling his cock out. Almost being the key word there. Looking down with some amusement, Issei sees that Raynare has silently risen from her desk, walked around the piece of furniture, and sunk down to her knees before him.

All quiet as a mouse too, a far cry from the over the top Fallen she'd once been. But then, as Issei had learned back then, that was all Raynare putting on an act in the end. This… this was who she really was. Though 'who she really was' was still a horny, needy minx of an angel.

"I do apologize for Lord Azazel's absence, Lord Issei. But then, if you really wanted to talk to him, you would have gone straight to his lab, wouldn't you have?"

Issei smirks as Raynare sees right through him, even as her soft palms stroke and glide up and down his shaft.

"It's not that important, really. It can wait."

Raynare hums, cupping the head of his throbbing mast with one hand, rolling her palm over his glans as she jerks the length with her other.

"But if that were the case, you would have just sent him a message instead."

A good point. Issei doesn't answer her this time, at least not verbally. He just raises an eyebrow at her in amusement… making Raynare blush profusely as she remembers her place. Rather than calling him out for clearly only coming to see them again as he so often does, Raynare leans forward and takes him into her mouth, silencing herself as she begins bobbing up and down his member.

Her movements are fairly measured and precise, and she barely makes any noise at all… but the telltale sounds of a woman slurping on a man's cock are not something that someone as lewd as Kalawarner is going to fail to pick up on. In the middle of needling Mittelt for her size yet again, the dark-winged angel pauses and tilts her head to the side… before jerking her whole body in his and Raynare's direction.

"Raynare! Damn you!"

"H-Hey! You started without us!"

Even Mittelt isn't happy that Raynare has gone ahead and already begun to pleasure him with her mouth. Both of Azazel's other assistants scurry over, glaring at the kneeling member of their trio. In response, Raynare just gives them both the finger, even as she continues to gaze lovingly up into Issei's eyes, worshipping him with her mouth and tongue.

Kalawarner huffs and Mittelt scowls, but then they also both flit over to his sides. Mittelt has to fully hover a foot off the ground to mimic Kalawarner as they latch onto his arms and press their incredibly different chests into his sides. Issei doesn't hesitate to slide his hands up under their skirts and into their panties either, finding them both wet as he slips two digits into their cunts apiece, causing them to moan out in unison.

"Ooooh~ So f-forceful~"

"A-Ah… L-Lord Issei always knows what he wants…"

The two angels are soon blushing profusely and humping his hands, getting his palms wet with their respective juices. Meanwhile, Raynare continues away down below on his cock. Of course, now that they've both found her out, she doesn't have to hold back anymore.

"Glughk! Glughk! Glughk!"

Even now that she's been redeemed and rejoined the ranks of Heaven, Raynare is still something of a raging masochist. That's why as she face fucks herself on his cock, experiencing no small amount of discomfort in the process, she begins to touch herself too. Descending all the way down his length again and again means that she only needs one hand to fondle her balls. The other goes to her blouse, tearing at the buttons to get her breasts out in the open, before sliding down under her skirt as well to finger her cunt.

Moaning up a storm as she gurgles around his cock, Raynare's eyes flutter with excitement, her tongue swishing this way and that. Meanwhile, Kalawarner and Mittelt are moaning right into his ears as well. Given all of that, is it any wonder that Issei doesn't bother to hold back his release for long? With three gorgeous angel secretaries all getting off to him, it only seems right that he gets to get off as well.

His seed explodes down Raynare's throat as he groans, and she swallows every last drop in response. Her wings might be white now, but that doesn't mean Raynare is any less of a slut then Kalawarner is. It's definitely been an adjustment period for Heaven, living under Issei's rule. The Fallen who have returned to the Heavenly Host have had to get used to being among their fellow angels again, while the Angels who never fell in the first place have had to get used to a far looser set of rules.

… It's not always been smooth sailing. And Issei isn't blind to the fact that there's still some segregation going on. It's not anything he condones, nor does he allow it in any official capacity, but it's also not something he can truly disallow either. Sure, he could have forced one of the Never-Fallen Angels of Fourth Heaven to take on these three girls as their assistants. And then he could have forced some of the Never-Fallen Angel Assistants to work with Azazel as well.

But forcing it would only have made the resentment and bad blood worse. Instead it had to be a gradual process, and in the meantime all they could really do was lead by example. Gabriel was a great help in that regard though. She might have become the Fallen Seraph, but she was still widely respected and wildly loved by all of Heaven.

Pulling out of Raynare's throat, Issei wastes no time in grabbing Kalawarner and Mittelt and tossing them atop the nearest mostly empty desk. Kalawarner ends up on her back while the bite sized Mittelt winds up on top of her fellow angel. The two squawk at this, but Issei nevertheless forces their pussies together and slides his cock between their two slits, making them moan in unison.

Of course, due to the difference in their sizes, having their cunts touching one another like this means that Mittelt is actually buried face first between Kalawarner's chest. As Issei begins to fuck their cunts in unison, the taller of the two angels coos down at her smaller, squirming comrade.

"Awwww~ Don't worry Mittelt, you can have some of mommy's milk if you want-eep!"

Mittelt takes that personally and teeth come into play as buttons are torn off Kalawarner's blouse and go flying. Her bra is soon yanked up and Mittelt attacks Kalawarner's tits in such a way that has the bustier woman squealing and moaning in equal measure. Seeing this, Issei decides to support the half-pint… by fucking Kalawarner first. He plunges deep into the lustful, perverted angel's cunt, making her moans grow even louder.

Mittelt's own cunt rides the top of his shaft as he pistons in and out of Kalawarner, and the more diminutive of the two angels doesn't seem to mind one bit that she's not getting to go first. Instead, she takes advantage of Issei's decision just as he hoped she would, thoroughly overwhelming Kalawarner with both the pleasure and pain as they double-team her to the point of eye-rolling ecstasy.

Sure enough, Kalawarner is soon ahegaoing hard under their combined efforts, with her eyes fully rolled back in her head and her tongue lolling out of her mouth. Furthermore, her pussy walls are gushing as they clench up and down his thrusting length, while her breasts are red and covered in bite marks and her nipples are puffy as can be. Mittelt definitely isn't showing the other woman any mercy, that's for sure.

With one last thrust into Kalawarner's clenching pussy and insensate body, Issei proceeds to cum explosively, filling her with his seed. Then, he pulls out, immediately grabs Mittelt by her hips, and jams her back onto his cock. This causes the half-pint to let out a squeak as she throws her head back so hard that she winds up with her back against his chest. Issei wraps his arms around her and pulls her off of Kalawarner entirely, holding her smaller body aloft and bouncing her on his cock.

It's not quite a full nelson, though it could easily be one… but no, instead Issei just holds the adorable angel aloft as she gyrates and undulates upon his cock, her entire body shaking and shuddering with orgasm after orgasm. Fucking her upon his member, bouncing her up and down his length, Issei doesn't hold back with Mittelt anymore then he did with Kalawarner. Her eyes are soon rolling around in her skull as well and her moans reach a fever pitch as she squeals her way through climax after explosive climax.

Until finally, with one last grunt, Issei slams her to the base of his dick, causing her already tight, taut abdomen to bulge with the true size of his cock. Then, he starts to cum… which leaves her looking pregnant and inflated by the time he's done, her belly distending quite a bit as he dumps an overly large load of his seed right into her tiny body.

Pulling Mittelt off of his cock like a used onahole, Issei is a bit gentler with her when he drops her onto her own desk next to Kalawarner's. And then there was one.

Raynare is waiting for him atop her own desk, clothing completely discarded, white angelic wings spread out, entire body on display. Issei just smiles as he moves between her legs and inserts himself inside of her, being a bit gentler at first but quickly ramping things up given her predilections. It's as he's reaching up and tweaking her nipple, making her breath hitch, that she looks him in the eye with a shockingly serious look of gratitude.

"I'm… glad you chose to spare us all those years ago, Lord Issei. You didn't have to let us live. I know it was only because we could be of use to you with our bodies… but even still, I'm happy to be here now. To serve you and Lord Azazel to the end of my days."

Knowing Raynare's history, knowing what happened with her and Kokabiel… Issei is well aware that she's completely sincere in her words. Smiling at her softly, he reaches up and caresses a cheek with one hand, even as she leans into it, nuzzling his palm. Then, he tweaks her nipple again with the other, making her squeak and then clench down upon his cock in a fresh flood of juices as she moans wantonly.

Chuckling, Issei settles in to really start fucking the redeemed Fallen Angel, plowing her atop her desk. As he does so, he gives her a broader smile.

"I'm glad too, Raynare. I'm very happy to have you at my side."

Words of affirmation are as much Raynare's weakness as her pain slut neediness really. She moans, her eyes fluttering in pleasure as he continues to fuck her for a long while after that.

Azazel never does come out of his lab that day. But that's okay, because Azazel was never really who Issei was there for in the first place…