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DxD: Sex Stories

a bunch of sex stories set in Highschool DxD (all characters that appear in these stories are 18+) first five chapters mass release after that twice a week, Mabey more Please vote with Powerstones or leave a review. let me know if there are any specific smut stories you might want in the review.

Mad_Overlord · Anime und Comics
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50 Chs

A Different Path: Chapter 1 - Akeno Answers

Themes: Reversal, Dom/Sub, Fucked Silly

Summary: Long before he learns of the supernatural, Issei finds a certain wish-offering flyer. He begs to be able to meet a gorgeous big-breasted beauty. Akeno answers, seeing an opportunity to ruthlessly tease the infamous pervert. What follows... well, read on!

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Slam!

"And stay out you damn perverts!"

Issei Hyoudou groans as he slowly picks himself up off of the unforgiving pavement beneath him. Similar pained groans from Matsuda and Motohama echo his own as the other members of the Perverted Trio rise up as well. Once all three are sitting on their asses rather than laying face down on the dirty cement, they take stock of their circumstances.

He can't quite remember what female sports club they were perving on today. Issei's too busy thinking of all those panty-clad, bra-clad athletic bodies. Still, they'd been thrown out of the girl's locker room for the umpteenth time after being caught peeping and soundly beaten. This time it looked like this particular locker room opened out into a back alley near the school's dumpsters. Issei didn't remember the area, so it was likely they'd been checking out a new club today.

The logistics were more Motohama's speed anyways. Speaking of which…

"Hm, perhaps we should have made more of a concerted effort to pick lockers that had nothing in them, when we made to hide ourselves."

Issei throws a withering glare his friend's way, even as Matsuda nods in solemn agreement.

"I DID pick an empty locker, you dolts! You were the ones who wanted to keep sniffing panties!"

Sometimes his friends could be so stupid! Standing up abruptly, Issei moves to stomp off in a huff, Matsuda and Motohama stare at him with wide eyes. It would have been the perfect angry exit… if Issei's feet hadn't gone out from under him a moment later as he stepped on something far more slippery than the pavement that was supposed to be there.

As Issei bruises his coccyx, both of his friends burst out laughing. Growling, the would-be Harem King reaches out and grabs the offending item off of the ground. Even with his footprint smudging it, he's able to read the flyer he's just picked up, and its contents almost immediately pique his interest.

"Hey! Look at this thing! Any wish I want, granted for a comparably small price!"

Matsuda and Motohama have both stood up on their own now, and the pair look at him and the flyer that he's holding. Eventually, it's Motohama that speaks up.

"… Don't be dumb Issei. Wishes are for children."

Matsuda is quick to back up their brainier friend.

"Hah, yeah! That's kid's stuff. Anyways, I got to be getting home. Talk to you guys tomorrow?"

Motohama nods in agreement, and just like that, they're all going their separate ways. Despite what his friends have said, Issei holds onto the flyer he'd picked up all the way home, thinking about just what it could mean, and just what it could do for him. Sure, magic probably wasn't real… but what if it was? Now safely ensconced in his own bedroom, Issei didn't feel nearly as dumb, holding the flyer out and thinking about what he wanted.

If it didn't work, it was fine, wasn't it? His parents weren't yet home for the day, with his father still at work and his mother probably out picking up groceries. No one would ever know he'd tried, and it wasn't like his reputation could get any shittier. But if it did… if it did…

Blushing just a tad, Issei speaks from the soul, practically yelling his heart-felt wish at the top of his lungs.

"I wish to meet a gorgeous, big-breasted beauty!"

To Issei's amazement, the flyer begins to shimmer and glow right then and there. His eyes go wide, and his jaw goes slack as he stares at the shining, glittering effects before him.

-x-X-x-

The Occult Research Club didn't usually respond to wishes that were TOO blatantly lewd. But as Rias' Queen, Akeno sometimes took mortal requests that were a bit risqué. Lounging in the otherwise empty clubroom, the dark-haired beauty felt a tug on her magic, and she heard the voice and its wish. Best of all, Akeno recognized that voice and the presence that came with it.

A rather sadistic grin spreads across the devil's face, reaching from ear to ear. Well then. Normally she would have just rejected such a wish outright, especially given who it was from. She was feeling a little bit more… randy than usual though. Mercilessly teasing Issei Hyoudou until the virgin pervert blew a gasket… mm, that could be fun.

Acquiescing to the summoning magic tugging at her, Akeno allows herself to be transported out of the clubhouse and across the city to Issei's bedroom. She appears with a flourish, still dressed in her Kuoh Academy Uniform as she touches down on the floor of his room, her skirt fluttering and her sizable breasts jiggling just a bit in the confines of her blouse.

Looking around for a moment, Akeno isn't surprised to find hentai books left open on the floor, and risqué posters on the walls. His room looks exactly as she expected it to be, in truth. Finally, the devil turns to her summoner, and gives a shell-shocked, wide-eyed Issei a teasing grin.

"Hello there. You said you wished to meet a beautiful, big-breasted woman, didn't you?"

Reaching up, Akeno hefts her chest like it's nothing, letting out a sultry groan as she licks her lips saucily.

"Do I count?"

Issei nods his head up and down fervently.

"Yes! Yes, yes, yes!"

Of course, when the over-eager boy launches himself towards her a moment later, Akeno is ready for it. A kick to his chest sends Issei careening back across the room, and he lands with a whump on his bed, even as Akeno smirks, standing there with her fists on her hips and her legs spread.

"Now, now big boy. Simmer down there. Your wish was to MEET me, not touch me. And now that I've granted that wish, we have to discuss payment."

Issei groans as he sits up, but she notices he's not nearly as put-off by her violent attitude as most boys would be. Instead, he looks at her from his bed, blinking as he processes her words. Suddenly, he looks a little nervous.

"O-Oh… what's the payment?"

She could demand some money, but Akeno wasn't a whore and that felt a bit too much like whoring. Of course, Issei's wish hadn't been nearly enough to demand something like his soul, even if they DID take those as payment. Hm, no it had to be something relatively small… or it could be something of a more medium size, if she could trick Issei into agreeing to it.

"Hmm… well, I suppose since you brought me all the way here, I'll demand that you let me play with you for a little while. How does that sound?"

If he'd known what she had in mind, Akeno imagined he'd have immediately said no. But Issei had no idea what kind of devil Akeno was. He heard play, and he immediately jumped to the lewdest conclusion.

"Yes! That sounds great, let's do it!"

He moves to get off the bed again, scooching to the edge, but Akeno steps forward and stops him quite abruptly with a foot in his crotch. Not hard enough to hurt him, but enough to keep him still as he freezes up and blushes deeply. Grinning sadistically, Akeno rubs the sole of her shoe against Issei's crotch.

"Did you hear me? I get to play with YOU. That means you sit still and obey, got it?"

Issei nods in agreement, fidgeting and twitching, but not daring to disobey as Akeno continues to rub her foot up and down on his lap. She watches him, luxuriating in the discomfort and arousal he shows. Glancing down at his crotch, Akeno's eyebrows lift as she sees a bulge forming there that looks larger than expected. With her shoe on, the dark-haired girl can't actually feel anything, and after a moment she pulls back and slips it off, before returning her foot to his crotch, only her nylons and his pants now standing between her and his warm, throbbing member…

Akeno's mouth goes dry as she traces the shape of Issei's dick with her toes and the ball of her foot. He's… he's significantly larger than she expected. As a virgin, she can't lay claim to having seen that many dicks to begin with, but from what Akeno knew, this was not a… normal size, by far. N-not that that meant anything. Just because a man had a big package didn't mean he knew how to use it. And considering Issei's reputation, she was confident he didn't know how to use it.

"A-Ah, Ms. Himejima?"

Her last name from the young pervert's lips pulls Akeno from her musing and she stops her movement across his covered-cock as she looks him in the eye.

"Oh? So, you know who I am."

Issei's eyes go wide at that and he nods fervently once again.

"O-Of course! You're Akeno Himejima, one of Kuoh Academy's Two Great Ladies! I d-didn't know you were magical though…"

If she didn't know the kind of things he did on a regular basis, Akeno might have called Issei cute, or even adorable in that moment. He was surprisingly shy with her foot pressed up against his straining erection. Smirking wickedly, the dark-haired devil begins to move said foot up and down once again, causing Issei to hiss at the sensation.

"I see. What did you want to ask me?"

It takes the boy a little while to find the words, but eventually he does.

"I want… c-could I… I want to touch your breasts!"

Akeno's eyebrows lift at the paradoxical nature of the young man in front of her. Still though, the thought of him groping and molesting her both disgusted and intrigued her. Hm, she supposed she could have some fun with him though. It wasn't like anyone was ever going to believe him if Issei tried to tell anyone what they did today.

"… Very well, you may touch them. However, if I'm not impressed, you'll have to stop, and then I'll get to punish you~ Do you understand?"

It was the perfect lead up into some delightful S-play. Akeno's wicked grin leaves nothing to Issei's imagination as the boy looks up into her eyes. Even still, he slowly nods, clearly accepting the risks inherent in the proposal. Letting out a slightly giddy laugh, Akeno removes her foot from Issei's crotch and takes a step forward. Leaning in, she places her tits, safely ensconced in her bra and her blouse, within Issei's reach, almost right up in his face.

Staring at them like he can't believe they're real, Issei hesitates for a moment… and then, quick as a snake, his hands lash up and latch on, and it's Akeno's turn to go wide-eyed as the boy begins to grope and knead her massive tits to his heart's content. The dark-haired devil's lips part as a surprised gasp leaves her mouth, and her pupils dilate as she stands there, frozen for a moment under Issei's enthusiastic onslaught.

Enthusiasm wouldn't have been enough to impress her though. Oh no, that's not what has Akeno abruptly confused about everything that she's doing. What's really fucking with her head is that Issei is actually GOOD with his fingers. In mere moments, the young woman's inner thighs are rubbing together as she gets moist down between her legs. Issei's stares at her breasts intently as he presses his fingers in this way and that, rubbing his palms over where he knows her nipples are, pressing down through the fabric of her blouse and bra.

It's just… what even is this? WHO is this? T-This is Issei Hyoudou, one of Kuoh's Infamous Perverted Trio? Where did he get off being this skilled with his hands? It isn't skill though, not really. Issei hasn't had nearly enough experience with the feminine body to be skilled. In truth, the legendary pervert is simply a natural. He has talent that can't be replicated, and any woman that found themselves in his grasp would be utterly amazed by just how good he was with his fingers.

In this moment, Akeno was just another girl. Her power as a devil and even her lewd behavior as a sadist did nothing to prepare her for a young man with the latent talent of a sex god at his fingertips. Quite literally in truth, and before she even realizes what's happening, Akeno is pushing her chest out further into his palms, letting him have his way with her.

"M-Ms. Himejima?"

His voice finally takes her out of the haze falling over her thoughts, and Akeno goes stiff as she immediately pulls back, tearing herself from his grasp. Almost immediately, the dark-haired devil wants to place her tits back in his hands… but instead she simply stands there, trying desperately to hold herself in check.

"W-Was I not good enough?"

Issei looks up at her with these big, hopeful eyes and Akeno wants to crush him in that instant… but what she wants more is the opposite… she wants him to touch her again. Biting her lower lip, the top-heavy girl reaches up and begins to unbutton her blouse. Issei stares wide-eyed as she does so, and Akeno pulls the garment off of herself right then and there. Then, she unclasps her bra and slips that off of her shoulders as well, letting her tits bounce free without a word.

The boy's jaw drops open as Akeno steps forward once again.

"Do it… do it again. I need a more accurate reading of your… s-skill."

She tries to keep a strong front going, but Akeno can't quite stop the husky note in her voice, nor can she truly hide her blush anymore. Luckily, Issei doesn't seem to notice, caught up in his own feelings as he is. Still, the boy does reach forward and grab onto her tits again, and Akeno's breath immediately hitches as his fingers dig into her soft, pliable boob flesh directly.

It feels ten times better, at least. More than she ever would have expected. Issei plays with her tits for what feels like an eternity and Akeno's legs grow weaker and weaker until she outright falls to her knees, nearly taking Issei with her as the boy is forced to bring his hands down, unwilling to let go of her tits. Panting and blushing and squirming in his grasp, she just can't help herself. He's… he's a perverted little lecher undeserving of her notice or respect, but now she's staring right at his massive erection in his pants, and she's wondering if he's as good with his cock as he is with his hands and… and… and…

Before Akeno can even register her own actions, she's torn herself from Issei's grip once again. This time, she doesn't move quite so slowly. In just a few moments, her skirt is off and so are her panties. Issei just stares at her body, now on full display, and Akeno slips past him, climbing onto his bed on her hands and knees. The self-styled sadist blushes crimson as she places herself face down on the legendary pervert's bed, her ass in the air and her knees up under her.

Looking back at Issei where he's seated, turned and staring at her, Akeno reaches under herself and spreads her pussy lips apart.

"Fuck me, Issei. You have to do what I say without question, so let me play with your big, fat dick! Fuck me as hard as you can, you damn bastard!"

He doesn't need to be told twice. His pants come off and his boxers quickly follow, while his shirt remains on so that he can climb up behind her in record time. Akeno pants with anticipation as Issei takes hold of the massive schlong she'd known was between his legs and brings it between HERS. While one of his hands guides his cockhead to her slit, the other grabs at her butt cheek, holding her steady as he pauses.

"… Himejima… Akeno… you aren't a great lady at all, are you?"

The question is asked so innocently, even as it disparages and insults her to her core. Akeno shudders and bites her lower lip HARD to remind herself of where she is.

"F-Fuck you Issei… just do it already, you bas-Aaaahhh!!!"

Akeno's words turn incomprehensible as Issei shoves it in before she can finish her sentence. His massive cock slams home into her sopping wet virgin cunt, and the loss of her purity barely registers for the dark-haired devil as inch after inch of his member is buried inside of her tight little passage. Her pussy stretches out around his dick, accommodating every last bit of his sizable shaft, until finally Issei bangs up against her cervix.

That sends a jolt of sensation through Akeno that only serves to further disrupt the poor young woman's thoughts as Issei pulls out and does it again. It's… it's almost too much for her to handle. She groans and moans and whines for more, and the perverted boy she'd so looked down upon only minutes before gives it to her. However, it's when he lifts up a hand and brings it down for a smack across one of her upturned ass cheeks that she truly loses it.

Because in the end, Akeno's not just a sadist. She likes her S-play well enough, but secretly, she's always been waiting for the right person to come along that could take her to task and engage in some M-play with her. The latent masochist just didn't expect it to be Issei Hyoudou of all people. Even still, as Akeno cums from the spanking and thrusting combined, her eyes rolling up in her head and her tongue hanging out and drooling on the comforter she'd face down on, Issei seems to realize his power over her, and he begins to bring a hand down on each of her ass cheeks again and again, one after another.

"Slut!"

Smack!

"Whore!"

Smack!

"You're not a lady at all! You love this! You love being FUCKED!"

Smack!

Unable to take it anymore, Akeno affirms Issei's beliefs as he plunges into her depths again and again.

"Y-you're right! You're RIGHT! I'm not… oh fuck, not a lady! I'm a s-slut! Fuck me Issei! Fuck me with that big, hard cock!"

It's humiliating and embarrassing and a million other things, being so easily dominated and fucked by a human boy like this. Especially a human boy like Issei Hyoudou. But Akeno is already past caring. Because in the end, Issei is just as much a natural with his 'big, hard cock' as he was with his fingers. He pistons in and out of Akeno's cunt again and again, until finally her tightening, gripping, clenching inner walls manage to milk his release from him.

With a holler, Issei fills Akeno to the brim with his seed, slamming home and pumping his cum into her womb directly as he pins her down to his bed. The dark-haired devil ahegaos once again right then and there, and her body shakes and spasms beneath the human boy who so forcefully fucked her senseless, even as she climaxes one last time around his cock.

Then, it's over and Issei is pulling back from her, his voice suddenly nervous as he kneels there on the bed behind her fucked silly form.

"Uh… um, Ms. Himejima? Did I go t-too far? Sorry… are you okay?"

His words ring in her ears as Akeno recovers herself. Is she okay? Is she okay? Whirling about, the top-heavy beauty leans over on her hands and knees as she happily takes Issei's dick in her mouth, slurping their combined juices off of his softening prick and sucking in her cheeks to try and bring him back to full mast as soon as possible.

All the while, her eyes look up into his surprised gaze. Eventually, Issei's shock clears up and he seems to understand, even as he reaches out and takes a firm hold of her long ponytail. His grip tightens up and he begins to control her head's movement, even as he thrusts forward with his re-hardening prick. Akeno shudders in orgasmic bliss as his dick begins to hit the back of her throat and she starts to choke.

Is she okay? She's more than okay… she's finally found her peace.