[Chapter by Starmage595]

"Oooooooooh. My head."

Issei felt like his head had just been run over by a large truck, it was throbbing and sore like he had just sparred with Yuto, but it was only in the head region. As his eyes adjusted, he looked up and saw that he was in the academy's nurse's office.

"Ah, seems you have returned to the world of the living, Red Dragon Emperor."

As Issei sat up, he turned towards the desk to see Kouh Academy's temporary nurse, Rioka Bella, though it was merely the name she used on the surface, her real name was Roygun Belphegor.

"Mrs. Belphegor, how did I- "

"I didn't see it, but according to Asia and others, you got hit hard in the head. Sounds like you got sent flying too."

Those words started to stir memories, he recalled that it was gym class, they were playing baseball, he was in the outfield, his eyes glued to the girls in their bloomers, as it eats into their flesh in all its glory. Not realizing that maybe one of the girls on the other team noticed his leer and hit the ball hard and ended up nailing him in the head. One moment he was standing straight, the next he felt something hitting at quite a force against his head as he was sent flying.

"Ahhh, I can still feel it."

"Give me a second to go and replace your ice pack."

Roygun got up from her desk and walked over to the fridge in the room. Which gave Issei plenty of time to admire the hospital hottie taking care of him. Following the reveal of corruption in the Rating Games, Roygun had been exiled from her family and banned from participation, through the Phenex family she became Issei's mentor for the Rating Games tournament and to give her something to do, she took over for the retiring nurse as a temp nurse. And if there ever was a nurse, he wouldn't mind taking care of him, it was her. Despite being probably a century older than him, she looked to be in her early 20's, her beautiful unblemished skin, the cherry blossom colored hair that was tied for a single braid that hung down the side of her face. A statuesque stunner that was only made even more beautiful by her outfit, befitting nurse, she wore a white gown with a miniskirt to show her legs. Though Issei thought that this outfit she was wearing seemed like it was a bit small, with her top hugging her chest even tighter, and the skirt that was just a little movement away from revealing her underwear. Issei tried not to stare, not noticing the smirk that was coming over the devil's mouth.

"Here we go."

She moved over to the bed as she removed the used ice pack for the new one, feeling the chill quell the pain in his head, Issei relaxed a bit.

"Thank you."

"No problem, so tell me... how well am I wearing this."

"H-Huh?!"

Roygun moved away from the bed as she did a few poses, turning herself around and the miniskirt she wore fluttering to reveal her pink panties beneath.

"I heard that when you got ill, the girls in your harem dressed in nurse outfits to make you feel better. So, I was just wondering how I look in this."

Issei's mind flashing back, his mind wasn't the clearest as his body was fighting the infection, but the sight of the girls wearing the pure white outfits was like an oasis in a desert of pain and misery. And Roygun was just as if not even prettier in the outfit.

"W-W-W-Well you look... absolutely stunning in that and ummmmmm."

Roygun giggled to herself, it was her favorite thing about men at that age, they were so innocent and adorable, and he not only was that, but he had something even more dangerous for a man, he was a natural lady killer. The kind of man who could ay just the right thing. The times they interacted she could feel her heart flutter as she enjoyed teasing him.

"It warms my heart to know I can compete with the others despite my age."

"Come on now, you don't even look that old, you still are incredibly beautiful."

"Now red dragon emperor if you keep... oh my."

Roygun's eyes went lower to his crotch with Issei's eyes following down.

"Ahhhhh... I'm sorry... if you could."

"And leave my patient to suffer."

Roygun sauntered her way over to the bed as she laid down next to him. Issei feeling blood rushing to his head staring down at her clevage, the scent of perfume matching cherry blossom hair she had. Her hand reaching down to fondle his bulge as she went in for a quick kiss.

"Oh, you're swelling so much down there, you should've told me you got hurt their too."

"I-I don't ghhhhhhh!!"

"Now now don't worry, as your caretaker I promise to help alleviate it."

She fondled his groin for a few more moments, looking at it growing even bigger and bigger, she had been with plenty of people in her life, but this... this was looking to be something truly special.

"Uh oh, looks like it is struggling against it, let us free your dick from the pressure."

She moved her hand to the hem of his pants and pulled them down, as she did his cock popped out.

"Ooooooh, so big... It may be one of the biggest I have ever seen; it would've been even more perfect if you were still a virgin."

Issei looked at Roygun's face, initially regal was now giddy and smiling as the scent of his dick wafted over her.

"I was hoping to be the one to cure you of your virginity, but the crimson hair princess of ruin is your legal wife, so she gets first dibs. But I can cure you of your sexual frustrations."

Her hand working up and down his length, letting his cock feel her soft hands against it. Causing Issei to start gasping and moaning at her pleasure.

"H-Hang on, what if someone comes in and- "

"Oh, concerned about other boys wanting to join in, don't worry, I am caring for a patient in serious condition, so no one should be bothering us."
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"Gah, are we almost their?"

"It's just a paper cut Shizuka, it isn't that bad."

"But it still needs to be treated properly and covered and I just so happen to forget to bring one with me."

"Well, we are..."

As the two girls walked up, they noticed a notice on the door stating that the Nurse was out for the moment.

"Well, looks like she is out."

"It still needs to be open, just in case of an emergency so let's- "

SHINK

...

The injured girl reached out to open the door, but as her hand touched the doorknob, something went through her mind as she looked around.

"What's wrong with you, go and open the door."

"H-How did we get here?"

"What do you mean we got here, you got a paper cut and needed a band-aid."

"Did I? My hand looks okay."

"Okay are you fucking with me right now, you have to be, we walked all the way from the art club just for this, so we are getting your."

The girl proceeded to grip the doorknob and the same thing happened.
...

"What's up?"

"Hey, why are we here?"

"I... can't remember why we came here."

"... huh?"

"We should head back then."

"Yeah."
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Meanwhile, back in the nurse's office, the nurse was caring for her patient, her hand picking up speed as she began to lick his nipples.

"Hee Hee, your quite sensitive in your nipples aren't you, who would think that despite all of your accomplishments, you're still a cute young man.

"G-Guh, your tongue feels... oooohh!"

Issei could only mutter a few words before Roygun started to nibble on one of his nips. Causing him to rear his head back at it. Roygun feeling his pre-cum starting to leak out.

"Oooh, looks like you're starting to leak, time to use something more heavy duty.

Roygun removed her hand and undid a few buttons on her gown, letting her glorious chest free for Issei to ogle before she wrapped them around his large cock.

"H-Holy Fuck!!"

"How do you like them, I've wrapped my orbs around so many guys before, so I can say my boobs should be more than prepared to service you."

Roygun kissed his cock as she started to lick it over, moving her boobs up and down it and sucking as she moved his dick down to his base.

"M-Mrs. Roygun."

"Come now, why don't we be a little less formal with one another don't you agree, you can call me Roygun if you allow me to call you Issei."

"O-Of course, you can just call me that."

Roygun smiled as she continued to show him affection, throating his dick with fervor, sucking down to the base. Since he had just been in Physical Education, his dick had a sweaty and salty taste.

"Mmmmmmm, mmmmmm."

She felt her face morph into a lewd o-face, but how could she not fully enjoy her first cock in god knows how long. So, she made sure that Issei knew how much she was enjoying him.

"R-Roygun... your mouth and boobs are- "

("Ahhhh, he's praising me, he is enjoying my blowjob!")

Hearing that caused her to speed up, letting her tits perfectly envelop the parts of his cock not in her mouth and Issei was enjoying it, gripping the bed as the older woman made him feel like a king.

"S-So close."

"Pah, let it all out, I promise to drink every. Last. Drop.

"Guhhh."

Roygun's sultry voice and her plush tits and mouth was a lot for the young man, who began to buck his hips, as his seed start to spill out of his dick down her throat.

"Mmmmmphhh!"

"C-Cumminggggg!"

Issei's dick exploded with waves of cum, touching her tongue and throat the sexy devil felt a shiver down her spine by tasting it, it was the perfect kind of semen, it was not only thick, but had a nice sweet, salty flavor. She had been through many men before, but this was already her favorite. And he was still giving her more.

"Roygun, your throat pussy is so... fucking good, I can't stop."

Issei continued to buck into her face, his seed spilling from her mouth from the amount in her mouth.

"Hah... Hah... hah."

"Pah."

Roygun lifted her mouth off, his cock still sputtering a few more drops as it covered her chest and face, slowly finishing off the rest of his gooey seed still in her mouth. After a few gulps it rested in her belly.

"Thank you so much for the treat, Issei, just so you know of all the men I've been with."

She crawled up to his side to whisper into his ear.

"You're cum was easily the best."

"G-Guhuh."

"My, looks like there is still swelling around your crotch, and after letting so much cum loose earlier."

Roygun removed her nurse outfit and put it to the side, Issei had also lost all his clothes as Roygun crawled into the bed, lying on top of him and feeling his strong firm muscles against her soft skin and his cock right against her butt.

"Looks like I will have to get really serious and use my pussy to help alleviate your swelling."

"R-Roygun, you feel so... nice... smell... so good."

"Oh, you little playboy, if you keep complimenting me like that, then I will truly get serious."

She started to hump his body as hearts started to form in her eyes.

"I'll want to make you my hubby, not only are you a gentleman, but you have such a nice dick."

Issei gulped, looking her in the eyes as she kept it up.

"I... I promise if we get married, I will take good care of you."

Roygun could feel it, her womb descending at his words, she never really thought about the right guy, often bouncing from numerous guys, but something about Issei, maybe it was his kindness, his gentlemanly nature. Something made her think that this was the person she wanted to settle down with.

"Hee Hee, now you've done it."

Roygun finally let his cock enter her pussy as she felt it begin to hit the weak spots.

"I was thinking but hearing that, I am going to take you as my hubby, I hope Rias doesn't mind that, but I can't hold back anymore."

Roygun, proceeded to put more effort into gyrating her hips, the sound of their skin hitting each other as Roygun enjoyed the feeling, her breast jiggling before Issei was enough for him to start sucking, letting his tongue roll across her nipple as she purred at how good it felt.

"Ahhhhh, come now, I don't just have one breast, why not lick both."

Roygun pushed her breasts together as Issei licked at both of her nipples, causing the devil to purr even more. As she continued to let his cock dig deeper into her pussy.

"(Oooooh, this cock... it is hitting them all, every weak spot in my pussy, my womb is descending faster, it wants to meet the new man of the hour. And his mouth on tits. Lucifer, I wish I got my hands on him first, molded him into my perfect little sex husband.)"

She had time to wish for the could of's, but instead opted to fill in that time she wasn't getting fucked by making up for it. Issei didn't just want to lay there as he motioned that he wanted to sit up.

"Oooooh, if that's what you want."

As Issei sat up, he met her eyes, filled with lust as he stared at her lips, perfectly pouty and begging to be kissed, as he went in for her lips.

CHU

"(Ooooh, nothing beats kissing as we have sex, being so close as they pump into my hole, and his hands... oooh his hands.)"

Roygun felt his hands feeling up her chest too, feeling him all over as she brought him in tight for the hug. Issei started to buck his hips into her, which made her feel even better.

("He is wanting to overwrite them all, every other young man I have been with, he is wanting to make sure no other male can ever satisfy me...)"

Roygun enjoyed their tongues entwining between one another, dancing against each other, his cock pulsing inside as it started kissing her womb only caused her pleasure to go into overtime. He was close, she could feel it with each pump.

"Hee Hee, your close aren't you, and I know what any young man your age wants, it wants to unleash your baby making seed into a hot woman, so do it, mark me, breed me!",

"Guh, oooooooooohhhhh!"

Issei felt his member twitching, as he felt her pussy begin to squeeze around his sensitive member. The urge to cum inside this beautiful woman, as he groped her ass even tighter, he bucked his hips as he prepared to hilt inside.

"C-CUMMING!"

"AHHHHHHHH!!!"

Roygun began to feel his seed begin to flood her womb, every single gooey drop made her feel like she was on cloud 9, each shot filling her with the kind of happiness he hasn't felt in such a long time like this. Meanwhile, Issei enjoyed his own climax as he felt her pussy squeezing him even tighter, her chest right in his face as he motorboated them, if he could enjoy this for the rest of his life he would be a happy devil. Soon this first climax ended as his seed started to flow down his to where they were connected.

"Hah, hah, hah, that was... incredible... Roygun."

"Hah, hah, hah, hah."

Issei noticed her breath becoming quick fast he couldn't see her eyes, Issei started to become concerned.

"Ummm, are you- "

"More- "

"Huh?"

Roygun's voice dipped noticeably sultrier, as her eyes stared right into him, hunger burning I both irises as they became replaced with hearts. As she began to gyrate, letting his partially limp dick grow back to full mast.

"I need more! I need more of your cock and its cum. More of your arms around me. "

The normally Regal Roygun looked manic, desperate, and absolutely hot to Issei.

"You're going to have to take responsibility, no other cock can ever match up to yours, so you better be ready to make me happy for the rest of my life!"

Issei could feel a sweat drop, he was trapped in a lion's den unlike he had felt before, Yasaka felt much calmer compared to this, maybe this was age.
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MEANWHILE, IN CIVICS CLASS

"Xenovia?"

"Huh?!"

"Don't huh me, I asked you a question regarding the text we read, do you have an answer?"

"O-Oh right."

Xenovia after being reminded of the question for Rossweisse, everyone was shocked at her not focusing since she always seemed ready, the only ones not shocked were her friends Asia and Irina and Rossweisse.

"Look, I don't know what is going on right now, but could you keep your focus on the class at hand rather than whatever."

"Y-Yes, forgive me."

("I also want to make sure, but we really have no choice.")

("Ooooh, I feel like I should've stayed by Issei's side to protect him from her."

"We can't do much, we just must pray that nothing happens, besides Issei's strong, he would never give in that easily.)
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"Oooooh yessss, harder, faster, deeper!"

Roygun wanted to see how strong her new lover was, so got off of him, getting on both her knees as she swayed her ass to hypnotize the young man to grip it and fuck her like a best. Which Issei was more than kind enough to do such a thing, her hands struggling to keep herself up as pleasure racked her body, sapping her of her strength, her nose hitting the pillow he laid on, his strong scent permeating her brain.

"(Issei's scent, this young man's scent, his head laid here, he sweated a bit, I... I want to taste it."

As she began to lick it, Issei focused on fucking her into submission, giving the older women the fucking experience, she clearly wanted, thrusting his hip as she felt him scooping out her pussy.

"I love it when the young men I seduce are secretly beast deep inside, I enjoy the feeling of them fucking me like a piece of meat, I can't remember the last time."

"Grrrrrr."

Roygun wanted to see how he reacted when bringing up her previous sexual encounters, and it was clear it was making him jealous.

"The last one was about the same age as you, and he was just as initially passive before I pushed him, he pushed me down and claimed me like the bitch I wanted to be, oooh just thinking about it now is bringing back memories."

THROB

"Grrrrrrr!"

Hearing those stories was getting to Issei's head, hearing her talk about other men was pushing him to speed up, which Roygun was starting to feel with his cock reshaping her womb.

"Ooooooh, but this is different, he didn't try to claim me like you are you beast, you brute! This cock isn't just playing along, it wants to claim me as his bride!"

"Yes! I want you! I don't want to hear you bringing up any of your old flings, not when you have a cock inside of you slut!"

It was paying off, he was getting more aggressive, bringing himself closer as his thrusting become compact, his hands reaching to her chest to grope her magnificent melons as she started to scream in pleasure at the feeling of his strong hands.

"Oooh, yes, just keep at that, make it so no other guy can ever pleasure me like you can, ruin every other young man for me!"

"Yes!!!!"

Issei pulled her back, piercing her womb as she came hard, to think despite having more sexual experience, he was driving her absolutely crazy with each thrust, she could only barely hold her own orgasm back until he came, but it took more will power than she thought she had, as Issei's hips began to buck and his voice started to come out.

"C-Cummminng!!!"

"Yeah!!!!!!!!"

And both came in unison, the elder woman's pussy squeezing and seemingly milking the cock as it came, filling her womb once more, packing more semen into her womb, packing fresh semen inside of her as she rides out her pleasure. The two fall back as Issei continues his climax.

"(Hee hee, I've done it now, there is no turning back, he really is claiming me.)"
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"Guh, Roygun... I think that I am fine now, and what if other people need medical attention."

Roygun sat on Issei's lap, looking down at her new lover, as she pouted her lips to kiss him before uttering her opinion.

"I don't want to."

"For the- come on, we have been at it through most of the afternoon. School is almost over."

"I can write you a letter saying you needed to rest and are you telling me you would rather learn boring stuff like civics and math when you can learn to be a man."

Prying open his mouth to keep kissing him, deciding to turn the sweetness up.

"Could it be you would rather be with a younger woman."

"Of course not! Why ask such a question!"

Issei upon looking at her couldn't control himself, shoving his tongue into her mouth as she moaned into it, perfectly happy in his arms and bouncing on his dick.

CHU CHU CHU

"(Ahhhh, kissing while his cock is filling me up, so perfect. I can't wait for our future together.)"

"Pah, R-Roygun! I'I am- "

"Inside, pour it all inside of me, that way my family can't deny our engagement. So, cum deep into my womb, it desires it, one last cream pie to ensure potential pregnancy."

Roygun proceeded bounce faster, feeling his dick sliding in and out like she had already been claim, letting in and out as she already felt her pussy coiling, close to climax as the first spurts of semen ascended into her womb. A few sputters before it flowed into her like lava.

"Oooooohhhh!!!"

"Orrrahhhhhhh!"

The sexy nurse threw her head back at the feeling of being filled with his hot seed, she may have been a devil, but she felt like she was going to heaven, screaming towards the heaven thankful for this gift before her, the one and only man for her now.

"Hah, hah, hah."

Slowly coming off the high, she let her head fall on his shoulder, kissing his neck and purring how good it feels. Issei's hand went through her hair as she giggled.

"Hee Hee, we still have another hour, shall I teach you more."

"Y-Y-Y-Yes."
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"It is nice to meet you, my future mother and father-in-law."

The following weekend, Roygun arrived at the Hyodo household in a kimono, bowing before Issei's parents. Issei tried not to look at the other girls, giving him a bit of a stink eye since it was clear what happened. Rias was the first to voice her opinion.

"Wow, here I was worrying about you after getting injured, but it seems like you were perfectly fine if you were doing it with her."

"L-Look, I got carried away and- "

"Senpai..."

Koneko stared ice daggers right at him as he proceeded to quietly shut up and listened to his parents, who sounded like they were almost on the verge of tears.

"Darling, I can hardly believe it, I thought we may never see grandchildren, but here he stands with so many brides, oooh I'm trying to figure out how we can spend all of that time with them!"

"Me too, pinch me if I am dreaming, I can almost not imagine the happiness our child has brought us!"

Roygun smiled as she got up and moved next to Issei.

"Hee Hee, your parents are so nice Issei, maybe I should give them something for being so kind."

"Roygun, don't try to move in on him!"

Rossweisse tried to voice her objection, being that she was the other teacher amongst them she tried to voice the relationship issues.

"Come now Rossweisse, don't think I know of how you've abused your position."

"W-What are you- "

"I heard from the church trio, they said how you told Issei to stay behind from time to time. I think its quite clear what is going on behind those doors."

The church trio turned towards their civic teacher, who tried to find the words to defend herself.

"Huahhhhhhh!! Rossweisse is abusing her teacher position."

"I have lost all respect for you."

"The teachers are abusing their powers."

"N-Now hold on just a moment, Roygun is clearly trying to sow seeds of discord between us and her."

"I am not trying to accuse you, your just doing your job of teaching Issei when he clearly doesn't understand anything, I was just disappointed you never had me join in on his little remedial lessons, you should tell me when you need him, I can leave it to my assistant."

"U-Uuuuuh, w-w-w-w-welllll!"

Rossweisse started to poke her fingers together at that, her attempts to deny what happened looked hypocritical now. While both of Issei's parents started to whisper to themselves.

"Ohhhh Miki, maybe we should take Zeoticus's offer of going with him and Venelana to their summer retreat. Give everyone some free time."

"You may be right, maybe having a bunch of people is keeping their libido in check, if we leave then it will probably be- "

"Mom!!!"

Issei was reminded of why he was a pervert but was both intrigued and terrified at not having his parents around. The girls walking around the house naked ready to seduce him, every room smelling of sex and other lewd noises and-

THWACK

"HRKKKKK!!"

And said thoughts were interrupted by Koneko elbowing his stomach.

"Senpai was thinking of dirty things besides me."