So I forgot to mention that Naruto has already met Asia before the story starts. Why? It works a lot better with what I have planned.

I've also regrettably come to learn some information from the LN. This being, that the chances of Grayfia getting with Issei are astronomically high. With the fact that she is basically given the green-light to move on from Sirzechs by her son and her husband himself. Fortunately, Issei rejected her advances... For now anyway.

This has changed my thoughts when it comes to writing Issei... I have gone from not caring too much what I do about him but now I'm making sure that he suffers in anything I write.

Anyway, with that rant over I invite you to join AizenTheGoat's server. If you're looking for help with a fic, recommendations, looking to bounce ideas around or just want to hang out and talk with fellow readers and writers feel free to join.

Server invite - 2xpKAsPW

Disclaimer: I do not own Naruto or Highschool DxD.

"Yo, Sona! I came to see if you—." He barged into the student council room but stopped when he saw that she wasn't alone, "Who's this?"

"Naruto! Perfect timing, this is my sister Serafall."

Serafall jumped up from her seat and eyed him up and down, "So you're the boy that caught my little Sona's attention... Wow! I can see why you want him for your peerage! I've never seen such a powerful human in my life before."

"Do you think I could revive him with a mutated piece?" Sona asked, a slightly desperate look adorning her face.

"Unfortunately, no... But maybe I could give it a shot." Serafall suggested, "Just tell me what pieces you haven't used and I'll trade you afterwards."

"Now, let's hold on for a second here..." Naruto cleared his throat, "Did you forget that you were going to find something to convince me to be part of your peerage?"

"Convince you? You should be glad that my Sona wants you to be part of her peerage." Serafall pouted.

"No, he's right... I still haven't found anything to convince him." She looked at him in thought, "Do you have any requests? I'll do my best to give it to you if it's within my power."

Naruto grinned, "Your virginity."

Sona's glasses fell, "My v-virginity?"

"Her virginity?! There must be something else! Sona's first time is mine!"

Sona coughed as she adjusted her glasses, "A-Are you sure that's really what you want from me?"

"Positive. And if you don't believe me, I'll show you." Naruto pulled down his pants to reveal his hardened length.

"O-Oh!"

"Oh my... Is this what you wanted? Were you planning on coming here with the intention of fucking my little Sona?" Serafall asked.

"That's exactly what I had in mind."

The Leviathan hummed for a second before turning to her sister, "Well what're you waiting for? His cock isn't gonna suck itself."

Sona looked shocked, "You're okay with this?"

"I would prefer to be the one to take your first time but I have to concede. You simply can't let this young man escape your grasp and if he has to fuck you to join your peerage over Rias' then you better hurry up and do it."

The Sitri heiress stood up and made her way over to Naruto and her sister, "Yes, I suppose you're right..."

"Of course I am!" Serafall giggled, "Now, you better get on your knees and service Naruto to the best of your ability."

Sona nodded as her sister pushed her down.

"What's the matter dear? Need a hand?" Serafall asked her, a grin forming on her face.

"N-No... I can do it, I just need a second."

Naruto smiled. It seemed that Serafall really wanted to dominate her sister and she was using him to do so.

But hey, who was he to complain?

Especially when said woman just forced her little sister to take his cock in her mouth.

"Make sure to breathe, Sona~." Serafall smirked at the sound of her sister's chokes.

Naruto groaned as he held the girl's head in place, "Fuck, you're throat is tight."

"Make sure to lather it up nice and good Sona." Serafall instructed her sister as kneeled behind her ripped off the girl's clothes.

Naruto pulled the heiress' head back when she slapped his thighs as she began gargling.

He smiled as she coughed, a trail of spit running down her mouth to her now exposed breasts.

"Say, do you mind if I help you out?" Serafall looked up at Naruto excitedly.

"Be my guest." He nodded.

"Great!" Serafall grinned, forcing three fingers into her sister's throat, "Get them nice and wet too~."

Naruto watched in excitement as Sona did as her sister instructed her with great enthusiasm.

"You sure seemed to be liking this... You really should've let me take your virginity a while back, don't you think so?" Serafall stroked her sister's hair as she shoved the three digits in her.

Sona's body flinched upwards, "Y-Yes!"

"Don't forget about me, Sona." Naruto moved the girl's head lower, "You got my dick nice and wet, why don't you give some love to my balls too?"

She groaned as she took his scent in before she began licking and sucking with devotion, "Of course..."

The next few minutes were spent with Sona servicing his member and balls while Serafall serviced her body.

"Okay, I think you're ready for the next step sis~!" Serafall lifted Sona up and set her down on the desk, presententing Naruto with a full view of her glistening lips.

"Does it have to be on my desk?"

"Relax, you won't even have to do a thing. Just let Naruto do all the work." Serafall whispered in a soothing voice as she pushed her to lay down on the desk, her legs dangling over it.

"Time to get started." Naruto smiled as he lifted her legs and slowly pushed his cock into her entrance.

Sona moaned and closed her eyes as she reached out for her sister's hand.

"Don't worry, it'll feel good soon..." Serafall cooed, "Now, why don't you give your big sister a hand? Or a tongue in this case."

"Hmm?" Sona opened her eyes in curiosity and her breath hitched.

"Do you see?" Serafall grinned as she squatted above the heiress, "How wet and horny you've made me? Won't you give me a hand?"

Sona gulped and rested her hand on the thighs of the Leviathan and stuck her tongue out.

Serafall's breath hastened in excitement as she lowered herself to meet her sister's waiting tongue, "I've waited so long for this, Sona! Don't you think about stopping now!"

Naruto looked on at Sona eating her sister out with great delight.

"What are you waiting for? Start fucking her." Serafall looked at him with a grin as she rubbed her clit all over her sister's face.

Naruto nodded as he began picking up pace inside of Sona's previously virgin walls.

"I'm going to need you to paint her inside's white. I need to eat it all out of her. You got that?"

Naruto grinned, "I'm certainly not opposed to it. What about you, Sona?"

"She just nodded her head. Besides, the chances of knocking her up are seriously low so you might as well take advantage of it."

"Right again." He nodded as he picked up the pace, the sound of his thrusts completely engulfing the room.

"Don't you love the sounds of his cock hitting your pussy, Sona? I know I do." Serafall moaned as she began reaching climax, "K-Keep it up... You're really good at eating pussy considering it's your first time~."

She looked at Naruto as he grunted before he gave a final thrust, unloading his cum into the Sitri.

"Gah!" Serafall cried out in climax as her sister bit on her clit.

Naruto sighed in relief as he pulled out of Sona, a strand of cum still connecting them.

He watched in amusement as Serafall hopped down from the desk and crawled between Sona's legs, looking at the cum pouring out of her.

"Time to dig in~." Serafall grinned as she dove in, eagerly slurping up the mixed juices.

"Looks like your sister knows just how to get me going again." Naruto walked up to present Sona with his standing member, "Why don't you clean it up?"

Sona smiled tiredly, "Of course~..."

Issei's house...

"On second thoughtI'm not sure we should be here..." Irina shifted around nervously outside of Issei's house.

"Nonsense! Besides, you gotta say hello to his family too. I bet they'd be delighted to see you."

"Yeah, I guess you're right." Irina sighed in acceptance.

"Great! Let's put on some happy faces then." Naruto smiled as he rang the doorbell.

"Hello? Oh! N-Naruto, what're your doing here?" Issei looked back inside his house nervously.

"Issei? Who's at the door, sweetie?" His mother walked up behind him to look at their visitors before her eyes widened in recognition, "Irina? Oh my, is that you? Come on in you three!"

"Thanks a bunch Mrs. Hyoudou."

"No need for formalities, just call me Miki." She turned back to Irina and smiled, "Look at you dear! You've grown up to be such a beautiful young woman."

Irina giggled, "Thank you! It's wonderful to see you two after all these years."

Issei looked between his mother and Irina in confusion, "Who is this, mom?"

"Issei! You can't seriously tell me you don't remember Irina?"

Issei nodded slowly, "I don't..."

Miki sighed, "Let me go get the picture book. You three make yourselves comfortable, Issei's girlfriend just made us some tea... His girlfriend, still a bit weird to say."

"Mom! Go find the damn book already!"

"Language, young man!" She chastised him as she ran up the stairs.

Naruto smiled as he made his way to the living room where Rias was sitting with a cup of tea.

"Naruto, what a surprise to see you here." She smiled.

Irina and Xenovia followed soon after. The former's face with a small frown at seeing Rias while the latter couldn't seem to be bothered to be where they were in the first place.

Naruto whistled as he poured himself a cup, offering one to both exorcists. When both refused politely he shrugged before sitting down next to Rias.

Issei shifted slightly before he decided to take the empty spot next to his girlfriend.

"All right, found it! Take a look!" Miki smiled as she showed the picture book to Issei.

"Huh?!" He looked up at Irina, "This is supposed to be you?!"

"W-What do you mean if that's supposed to be me?!" Irina asked indignantly.

"Issei! Please try to be more considerate of people's feelings." Rias admonished him.

Miki agreed with a shake of her head, "Honestly, with how crass you are I'm surprised you got yourself such a beauty. I would've thought she was dating Naruto here."

Issei tapped his foot nervously.

"A handsome young man must definitely have a beautiful girlfriend right?"

"Oh yeah, I have a few pictures if you'd like to look?" Naruto asked, taking his phone out.

"Of course!"

Naruto smirked as he handed his phone over, watching the woman's face the entire time.

He had some lovely pictures with Akeno but he had quite a lot sexy ones sprinkled in-between. Ranging from Akeno showing off lingerie to her naked body and even a few of them while fucking.

It was a bit risky but he figured Issei had to get his pervertedness from both or one of his parents. If it was from only one of them then he hoped it was from his mother.

He watched as she scrolled through the photos, stopping on certain ones before she looked up at him and handed him back the phone. Her hand slightly shaky.

"She's a very lovely lady."

"She sure is, isn't she?" He looked down at his phone and smiled.

Staring back at him was a picture of Akeno laid on her back as he fucked her.

Looks like his gamble paid off.

"So what are you doing back in Japan, Irina?" Miki asked the young woman, stealing glances towards Naruto who was calmly sipping on his tea.

"Oh! Just wanted to visit the old place. Brought a friend I met over at Italy with me too."

"Hello dear!" Mki smiled and Xenovia just nodded.

"She's a bit shy."

"I totally get it, meeting new people can be a bit nerve-racking. Where are you staying anyway?"

"Naruto here was kind enough to let us stay in an extra room that he has."

"R-Really? And your girlfriend doesn't mind...?"

"Not at all, she's quite excited about it actually." Naruto smiled and nudged Rias with his foot.

She looked at him with a questioning face and amused eyes.

"I see..." Miki turned back to Irina, "Glad you won't be having to pay money for a hotel then."

"Yep, we're very thankful for Naruto's hospitality.

"Oh it's nothing." He waved it off as he stood up, "Anyway, are you two going to stay any longer? Because I'm going back home."

Xenovia nodded as she stood up as well, "I'll be going with you."

Irina glanced towards Issei and frowned at how pressed up Rias was against him with her hand on his thigh.

"Well, thank you for having us but we'll be going now... It was nice to see you again, Issei."

He looked back at her and nodded, "Uh, yeah you too."

"Lovely to see you again, dear. Come visit anytime."

Irina nodded before leaving the house, Xenovia right behind her.

Naruto stopped just before he exited the house, "Lovely to meet you, Miki."

"Ah yes, you as well..." She hesitated for a second before speaking again, "Maybe next time you could bring your girlfriend over to officially meet her? She seemed very lovely."

Naruto grinned, "She's always over at my house. You're welcome to stop by anytime to meet her."

Miki nodded slightly before closing the door to her home.

Naruto jogged up to his house, curious as to how Irina would be feeling right now.

He looked at the two girls watching television and sat next to them, "So, how did you feel about that little reunion?"

Irina smiled with slight difficulty, "It was good... It was great to see Mrs. Hyoudou after such a long time again."

"I take it you weren't too happy with seeing Rias there?"

Irina nodded reluctantly.

"Yeah, I figured. The look you gave her just before we left was pretty amusing."

"Was I really that obvious?" She asked in panic.

"Depends on who you ask. But it's totally understandable, you know? It's okay to be jealous."

"J-Jealous? N-No... Just a bit sad and disappointed."

"I totally get it though. I know exactly how it feels to not be seen by the person you like."

"You do?"

"Yep, I'm lucky to have such a beautiful girlfriend now and I'm sure you'll be able to find yourself a nice partner in the near future."

Irina teared up and lunged over to hug him, "I really appreciate you trying to make me feel better. It felt good to get this off my chest."

"No worries, it was my pleasure. Anything either of you need, I'll be here to help you to the best of my ability."

"And we really appreciate it, don't we Xenovia?"

Xenovia smiled, "Yeah... We do."

"Anyway, I think I'll be off to bed now. Goodnight you two."

"Night."

"Sleep well!"

Back in the student council room...

"You okay back there, Naruto?" Serafall looked back at the young blond.

"Hmm? Oh yeah, I'm just processing my clone's memories."

"Oh? Clone memories?"

"Yep, I took the opportunity to use a clone to get closer with Irina. Surprisingly, it also took the chance to hit on Issei's mother."

"The Red Dragon Emperor?"

"The very one."

"You know you can keep fucking me while we talk?"

"Oh yeah, my bad." He laughed as he resumed fucking the Leviathan over her sister's unconscious body, "Anyway, back to what I was saying... I've been very bored with life lately so I went to Azazel a while back."

"Interesting." She hummed as she played with her sister's body.

"So he suggested I go around and fuck a bunch of women. He expressed a particular interest in women who are in committed relationships."

"Oh? And have you already started?"

"Of course, first girl I got was Rias."

Serafall looked back at him in shock, "Seriously? Last I heard they were still in a happy relationship."

"Oh they sure are." He said sarcastically, "Rias is still with him for the time being."

"So what exactly are you waiting for?"

"I'm going to steal all the girls that Issei shows to take the slightest interest in and I will eventually reveal this to him. As well as all other men I do this to."

Serafall grinned, "How devilish of you~."

"Glad you like the plan." Naruto grunted as he finished inside her for the nth time, "You got some pretty good stamina."

"As do you. By the way, I'd like to ask you something."

"Shoot."

"I have a show in the Underworld in which I star in and me and the staff want to take it to the next level by having a main villain."

"And you want me to play this villain?" At Serafall's confirmation he continued, "And what exactly would I get in return?"

"Well, quite a few benefits actually. You'll get paid, become very popular in the Underworld and get to fuck me tons! The villain will get to have his way with the heroine many times after all~."

"That does sound very tempting." Naruto nodded to himself.

"I was also thinking of convincing Sona to make an appearance but I had been holding off from doing so because I knew she would never join. But she definitely won't care when she knows it'll be you fucking us." Serafall looked down at Sona as she stirred awake, "What do you think sis?"

"Hmm? About what?"

"Coming on my show! Naruto's agreed to be the villain! So he'll be having tons of opportunities to fuck me or us if you agree to come on it."

"I'm not sure..."

"No worries, you don't need to rush!" Serafall quickly reassured her, happy that she didn't outright deny her request.

"Really?" Sona looked hesitant, "I would've thought you'd be more pushy with the subject."

"Normally yes, but the fact that you haven't denied me is already great." Serafall thought before smiling, "I'm quite content just having Naruto for myself but it'd be a lot more fun if it was the three of us. Perhaps we'd make you his sidekick and that way you could both have your way with me~."

"T-That does sound kind of fun..." Sona admitted reluctantly.

"Oh I knew you'd think so too!" Serafall smirked as she got off from Naruto and presented her leaking pussy to her sister, "Be a dear and clean me up?"

"Of course..."

"If we were ordinary women you surely would've gotten us pregnant with all of this." Serafall noted.

"What are the chances you get pregnant?"

"Well it's not very likely but it can still happen.'

"Here's hoping that I can still go on for some time before becoming a father..."

Our boy just got Sona with the help of her sister, you love to see it.

Anyway, for those of you that don't know... Issei's mom is pretty perverted too. According to the wiki she would've loved to watch Issei and Asia have sex in the kitchen. You can never be too sure with the wiki but this is perfect for me. Shout out to Shieldtoad for suggesting her.