Chap 1: Rias X Issei

A/N: this is my first high school DxD lemon series. I'll try to see if I can do my best on this story since I haven't done this before. But regardless I'll try my best.

Please enjoy.

Disclaimer:

I do not own Highschool DxD.

A young brunette teen was walking through the streets at night after a long day of finishing up daily contracts. Wearing the uniform of Kuoh Academy, albeit he wore a red T-shirt underneath his black blazer along with matching pants and tennis shoes. The contract that he was assigned was to help out an old lady with her garden and other house chores that she can't do as a result of her age. At first the brunette man thought that it wouldn't be that hard but in fact the old lady had a big portion of land. That was something he wasn't really fond of.

The young man muttered,

"After a hard day's work, a guy as awesome as me needs some rest. Wonder how Rias is doing..."

The brunette is none other than Issei Hyoudou. Now many of the girls, besides his harem, paint him in a bad light due to his perverted nature. He along with his two best friends, Matsuda and Motohama, were dubbed as the "Perverted Trio". Can't blame him really since he couldn't control his hormones during puberty. But besides being a breast-loving pervert he is hard working if he puts his mind and effort into it. Issei cares deeply for his friends and those close to him. His bravery and caring nature was what made the women in his harem fall in love with him.

The breast-loving pervert and future harem king was already thinking of his beloved woman, Rias Gremory. Now you may be wondering why he would be thinking about her. Well let's go back in time shall we? The first encounter that Issei had with the red head heiress is when he saw her through the window. Now that may not be such an interesting first encounter but that was when Issei witnessed such a beauty. Red hair, emerald eyes, a face that rivals a goddess, along with a body that many women desire, she is the epitome of an angel. Kind of ironic since she was from a wealthy and influential devil family, the Gremory Clan. Issei saw her a couple of times but one look was enough for his perverted brain to capture and store in his internal files. But her looks are not that for show. An intelligent person along, she was hailed as the "Onee-sama" of Kuoh Academy along with her longtime friend, Akeno Himejima.

Sad thing for Issei, she's out of his league. Rias was what any man would call the perfect woman. Intelligence, grace, and the astonishingly beauty of hers would make any man want her. Any man would be lucky to have her as their girlfriend and maybe a wife for that matter. Compared to her, Issei was just the polar opposite. He had average grades, lecherous to the point where most of the girls would be turned off by it. He was a bit handsome but wasn't an Adonis, and he came from a working class family. To Issei, he could try and get close to Rias but even if he was, she was just too far from his reach.

That was his mentality before the two started their relationship as boyfriend and girlfriend.

However, one fateful day changed Issei's life forever. A young beautiful raven haired girl by the name of Yuuma Amano asked Issei out on a date. Being the ecstatic teen he was, Issei agreed to it. He chose the day of the date, planned everything and all that jazz. I mean with a first date, Issei can't have any bad impressions. At the end of the date, he was killed by Yuuma Amano, or rather Raynare, at the park on zero hour. The feelings of betrayal and heartbrokeness welled up in his chest. How could such a beautiful woman such as herself, kill him? After all the planning on his first date and impressing his "girlfriend" his reward was death.

Looking up to the orange and yellow sky as he was bleeding out from the fatal attack. All hopes were fleeting from his being in a manner of minutes. However, the card that the strange woman gave him from before glowed red. Shock and trauma settled in his body and before he was reincarnated as a devil, the Gremory heiress appeared before him. The redhead looked at his dilated eyes, but before he died, Issei heard these words that would ultimately turn his life around.

"You will devote your life to me."

Those exact words allowed him to have a second chance in life and he was forever grateful for it. After Issei's reincarnation as a devil, Rias woke up naked next to him the next day and thought that it was all a dream. Unfortunately it wasn't and that was when Rias explained to Issei that he is her slave. It may sound bad at first but quite the opposite. The Gremory Family is quite known to treat their servants as if they are part of their family. If the servant was that special then a Gremory would definitely spoil him/her. And that was especially true with Issei's case.

After Rias explained to Issei how he is no longer human but a reincarnated Devil, he was skeptical at first. After all, don't people associate devils and demons with evil desires and pleasure? Issei never knew that they even exist. Plus the Gremory heiress told the brunette that he was the one housing the famous Sacred Gear containing the Welsh Dragon, Ddraig.

Well so much for living a normal human life. But then again, it would have been boring. After that, he continued to train himself until he was comfortable with his powers.

However, one day, he met Rias's fiance, Riser Phoenix, and he wasn't really fond of that bastard. He could already tell that she didn't really like that guy and he can tell why. He's arrogant due to his immortality thinking that he was invincible. Well Issei can't let his beloved president be whisked away from his hand so he challenged Riser to a rating game. Rias didn't like the idea of her beloved pawn challenging the son of the Phoenix Clan. She didn't want to get him injured or even worse, killed on a Rating Game. Plus Rias wasn't really that experienced in a Rating Game unlike Riser so that proved to be a disadvantage. But knowing Issei didn't back down from it.

For weeks Rias's peerage trained and trained so that they could get stronger. When the day arrived, Issei along with the rest of the peerage fought rather valiantly. But as the Rating Game went on, both Riser's and Rias's peerage were eliminated from the match leaving Issei to fight Riser. Issei tried his hardest to beat his arch nemesis. Even if he wielded the best Sacred Gear, it didn't matter whether if he won or not since he couldn't find a weakness towards an immortal person. Riser ruthlessly beat Issei until he couldn't move. Just when he was about to finish him off, Rias couldn't bear to see her beloved servant get killed so she surrendered to him and agreed to be his fiance.

Issei was devastated when he lost the fight. The last time he saw her, he couldn't even bear the pain of seeing Rias in tears. Where was the Gremory Heiress that was calm and affectionate go? Issei fell into a depression, and started to confess his true feelings out loud. Just as he was finished, he got a visit from Grayfia. At first he was quite surprised to see her but she told him that she has never met a devil that was true to their feelings. Giving him the card to the engagement party, Grayfia left.

After that Issei then went back to the engagement party and challenged Riser one last time. But this time, he won and successfully broke the engagement. As the engagement was broken, the two went through many adventures and Issei finally confessed his deep feelings for her. Rias was happy that he felt the same as her and the two went from being friends to now lovers.

Now coming back to our young hero. Issei arrived at the newly renovated luxurious house and opened the door. As he went in, he went into the kitchen area to see Rias cooking something. Issei loves her cooking and she was the one that would always make their bento every morning. Entering the kitchen, he saw her wearing an apron but had her Kuoh Academy uniform on and wore some fluffy house slippers. Issei couldn't believe what he saw.

"Man she looks like a house wife and it suits her well! I'm so lucky to have her as my girlfriend! Thank you so much for having me this second chance Maou-sama!" Issei thought to himself before he let her know that he was home.

"I'm home Rias." Issei said to her.

"Welcome home my love~." Rias went up to him and kissed him on the cheek.

"Smells nice around here. What are you cooking for dinner?"

"I decided to have some fine Mediterranean dishes for tonight. How does that sound?"

"Sounds nice. Plus I think its nice to have some diversity in it as well. I'll take a shower before I have dinner with my lovely girl." said Issei.

"That's fine. But please don't take too long my lovely Ise-kun or else the food will get too cold." Rias said to him in a cute voice.

"Don't worry. I won't let your hard work go to waste."

Issei kissed her again on the cheek before he left the kitchen and towards the bathroom. As he entered, the bathroom was rather magnificent. The size can easily hold up to as many as six or seven people. Lavish showers were installed in there along with a rather large bathtub that could fit in the same amount of people in it. What's even interesting is that there is a sauna to the right of the shower stalls.

"I guess Mr. Gremory wanted Rias and I to live comfortably since I am engaged to her. Not that I'm complaining." Issei muttered.

The Red Dragon Sacred Gear wielder sat in the warm waters of the bath and enjoyed the feeling of the bath. While he was taking his bath, Ddraig, the Welsh Dragon, spoke to him.

"So I see that life has turned up in your favor partner."

"No kidding about that. Sure it was a slow start and all, but with everything that I along with the rest of my friends went through, I would say it was worth it. I wouldn't trade being a devil for anything else." Issei said to his longtime partner.

"But there is one thing that I'm quite surprised that you haven't done yet." said Ddraig.

"What would that be?"

"I'm quite surprised that you haven't consummated your relationship with your mate. Isn't that your dream partner?"

"W-well there's an order to things. Sure her body is really tempting me to jump on her and just make her a woman. The fact that she sleeps without anything on is testing my resolve. I mean her bountiful breasts, her curvaceous figure, along with her long and sexy legs makes me want to take her. I'm still quite surprised that I haven't even lost myself to my hormones."

Issei blushed but at the same time his nose bled as his perverted mind could only think of such provocative positions that he along with his fiancee are in.

Ddraig sighed at his partner's prudishness.

"Ironic coming out from your mouth partner. You're a devil which means you can do whatever you want without having to sin. I also can't believe that a mega pervert like you is already becoming a prude. After all the porn mags, doujins, and perverted fantasies you always dream of you coward out like a pussy. Did you lose your balls or something?" said Ddraig.

"Hey! I still have a pair and no I'm not being a damn pussy! Even a mega pervert like myself can't just go around screwing women left and right. I mean there's a limit to how perverse I can be." said Issei.

"Tch. Whatever I still believe that you're being a prude about this. Just get in there and have some fun with that woman. I don't think its that hard. Prudes these days..."

Ddraig cut the connection between him and his partner. Issei just sighed at this and he got off the bathroom. As he got dressed, he went back to the dining room and started to eat along with the rest. Finishing up dinner, Issei went back to his massive room and laid on the big queen sized bed.

"Man what to do...I mean the rest of the girls and Kiba are in Hell doing some sort of training or helping out Mrs. Gremory." Issei thought.

But then realization hit him like a train.

"Shit! I'm alone with Rias...meaning that...don't tell me that we are going to swap our first times?! Holy shit! I'm not ready yet...or am I..."

Issei kept on musing until he saw the lights turned off. The brunette was wondering what was happening until he saw a shadow of a rather shapely figure. But thanks to his devil powers, he can easily see through the dark and his mind went into overdrive at what he saw.

His beloved fiancee, Rias, was wearing a silky black lingerie that accentuated her curvaceous yet toned figure. Her creamy skin made it even more tantalizing to look at. Sure Issei has seen her wearing some provocative sleep wear and even slept next to him naked. Just then she slowly approached the brunette in a seductive manner while she swayed her hips a bit.

Finally approaching her intended target, she then whispered into his ear saying,

"Issei-kun. I want you...I need you...I've been waiting for this moment you know?"

"R-Rias-chan. D-do you m-mean-"

"Yes my sweet Issei. I too also desire this from you~." Rias

"Shit I'm going to lose my virginity! Hell yeah! Come on now Issei. Give Rias-chan a good time and don't fuck this up!" though Issei.

[Lemon Time ladies and gentlemen. If you don't want to read this then skip it.]

Rias then proceeded to kiss Issei with much passion and that was when all reason left the window. His primal instincts went on a rampage like a beast ready to be unleashed from its eternal prison.

Issei and Rias were having the battle of tongues as these two virgins are now going to give themselves to the other. This wasn't their first kiss mind you. There had been occasions where the two kissed but never this passionate. Issei may have been a pervert and watched a lot of porn but watching was way different than the actual thing. The results were astronomically different by far. Plus it was his beloved Rias that he's doing it with causing these feelings of love and lust to increase ever more.

The two lovers passionately kissed while trying to see who can win this little warfare. But it seems that Issei's instincts won and he now explored around her mouth like a rover in an unexplored planet. He could easily taste the mint toothpaste that was present in her mouth and he wanted to have some even more. While he was kissing her, he took off her black bra while Rias took off his shirt.

Issei felt the cool air hit his chest so he went ahead and hugged Rias. Her breasts squished on his chest but the two didn't let their kiss end. Rias moaned at the kiss and she wanted more of her lover to keep it up. But it seems that Issei wanted to do something else. Leaving her lips causing her to groan in dissatisfaction, he went towards her neck nipping and trying to mark her as his.

"Oh Issei!~" Rias whined cutely towards her lover.

Successfully leaving a hickey, Issei retracted from her mouth causing her to emit a cute whine. But he didn't leave her unsatisfied. He lazily trailed his tongue from her neck towards her collarbone giving her little kisses on them. She giggled at the affectionate action he was giving her. The moment Issei was already at her breasts, he liked the way her twin orbs of flesh looked.

"Rias I can't say this more than enough. Your breasts are really beautiful and big. Just the way I like them." said Issei.

"Oh you're embarrassing me~." Rias blushed at the statement.

Issei couldn't take it anymore and started to gently grope her breasts causing her to moan. He noticed that Rias nipples are started to get erect which prompted him to touch them. Rias moaned as he started to play around her nipples which were sensitive. The young brunette then bit on one of them causing his redhead lover to gasp.

"Oh!~ That's so good. Keep doing that."

Issei's mind went on autopilot and did just that. He wanted to pleasure her to great heights and that was the only thing on his mind. While he was playing with her twin orbs, Rias's member started to soak her panties. Her mind couldn't think of anything other than wanting Issei to fuck her right here right now. Issei decided to do an experiment and bite the nipples a bit harder causing her to scream.

"I-Issei!~ Not so hard~. They're sensitive you know?" Rias said to him.

"O-oh sorry! I didn't mean to do that." Issei apologized to his redhead lover.

"That's okay. Just as long as you know then its alright. Let's not spoil the mood shall we?"

Issei nodded and continued his ministrations. After a few minutes or so of pleasuring Rias, he left her breasts and went south. He trailed his tongue towards her taut stomach giving her a few kisses here and there. Rias moaned at that and the moment her brunette fiance reached towards her sacred place. She moaned a bit louder at the contact of his face mashing her panty-clad pussy.

Issei took a whiff of her scent and it was driving him crazy. She smelled like a freshly dug out spring in the forest and he couldn't help but get addicted with her scent. Rias however, was embarrassed at the action he was doing.

"I-Issei-kun~. Don't smell me like that~. I'm embarrassed." Rias moaned.

"Don't worry Rias, I actually liked the way you smell. A rather addicting one if you ask me."

Issei proceeded to take her panties out from her leaving her completely exposed to her lover. Just like in his perverted fantasies, Rias had her pussy shaved which made her all the more beautiful. He looked at the wet member and his instincts screamed at him to ravage her.

Rias moaned at the contact of his tongue licking her. Issei really liked the sweet taste her wet pussy and he continued to lick some more. While he was licking her, his dick started to get erected making him groan as the tent touched the mattress of the bed. He just couldn't wait to fuck her senseless and her cute moans were just driving him over the edge.

"Damn it! If she keeps on moaning like that, I might end up cumming on the spot. No I have to be patient and for now, she has to enjoy this service I'm giving to her." Issei thought in his mind.

"Oh Issei-kun~! Keep licking me!~" Rias screamed.

Issei of course obliged. While he was eating her out, he saw a rather little bulb erected underneath the hood of her pussy. Rias couldn't keep her moans down as her lover kept on licking and eating her out. Just then he decided to go ahead and touch the little bulb causing her to scream.

"I'm cumming!"

Rias's emerald eyes rolled back as she gushed a fountain of her love juice on her lover. This caught Issei off guard as he couldn't believe that Rias was a squirter! Of all the perverted fantasies he has of her, he didn't imagine this one. After she was done with her orgasmic high, Issei saw her pussy squirt little bursts of her love juice and he didn't want to let one drop go to waste. Rias whimpered as Issei's mouth was on her pussy. After that little episode Issei saw her body spasm and he knew that watching all of those porn paid off.

"I didn't know you were a squirter." said Issei.

Rias couldn't reply to his comment. Her mind couldn't think straight as she was still on cloud nine. Issei decided to let her rest for a while so that she can pleasure him. Once she returned to Earth, Rias looked at the tent that was straining in his underwear. Seductively crawling up to him, she pulled the piece of clothing off from his hips which caused her to blush at the erection. His erected manhood was standing at a good 10 inches and she felt herself getting wet at the lewd thoughts of that tower entering her depths.

Gently touching the erect tower, she got a throaty groan as her response. She continued to pump his erection while Issei kept on moaning her name like a mantra. The Gremory heiress continued to service her beloved by gently touching his balls causing him to groan a bit louder.

"T-that feels so good."

"What do you want me to do my beloved Issei?~" Rias said to him seductively.

"I want you to do more." replied Issei.

"I could tell that you want more but you have to be specific my lovely slave~. Tell me. What is it that you want your beloved fiancee to do to you?"

Rias was such a tease now and Issei didn't really like that. Rias then started to pull her hands out from his erect manhood leaving Issei to be a bit dissatisfied.

"P-Please lick my dick. I want you to lick it." said Issei.

"Since you said please, I can't deny you this pleasure. Please enjoy my service darling~."

Rias slowly kissed the mushroom head of her beloved causing him to moan. She noticed that some precum started to leak out from his manhood. Getting a taste sample, she found out that it was a bit salty but didn't mind it. In fact she was getting addicted to Issei's taste. Rias then slowly licked the ten inch monster while her tongue licked the veins memorizing each of its shape. Issei threw his head back as he was teasingly being licked by his lover.

"S-so good." Issei moaned.

Rias smiled lustfully at that and she continued to teasingly lick his shaft more. Issei didn't like the fact that she was going so slow with this.

"Rias. Please don't tease me."

"Oh. What do you want me to do my love?"

"I want you to take my dick in your mouth!"

Rias obliged and she took his member one inch at a time. Issei was about to lose it as she took him in her mouth. But he was resilient to not cum. After all it would be a blow to his manly pride if he came too early. The heiress's tongue licked all around the skin of the shaft causing him to shiver. Rias was really satisfied to see her lover being pleasured and so she continued to do her pleasurable ministrations to his tall member. She started to bob her head up and down causing Issei to experience a mind blowing BJ.

He could feel his penis being sucked by her tight mouth and he was trying all his hardest not to come right here and there. But it seems that Rias had something else in mind. Taking her mouth off from it, she enveloped his manhood with her breasts causing him to groan at this pleasure.

"So how do you like my breasts Issei-kun?" asked Rias seductively.

"Oh I really like them so much! They're fantastic!" Issei replied to her while he moaned at the soft flesh encasing his dick.

"Well then I guess I have to go a bit faster since you liked it so much."

And Rias did just that. Rias pumped his dick with her breasts and that was when Issei couldn't handle it anymore. He exploded his load while emitting a loud groan of pleasure. Rias's face was splattered with his essence and she could smell a perverted scent that it was emitting. But she didn't mind it. It just numbs Rias's mind all the more.

Rias then started to position his penis to her vagina. The Gremory Heiress lowered herself, slowly taking his giant monster one inch at a time. She could feel her walls being stretched painfully but she didn't care. All she wanted was to be joined with her beloved Issei as one flesh and body.

Issei moaned at how tight and soft her pussy was. The tightness was out of this world and the walls were clenching around him like satin pillows trying to smother his giant penis. Issei of course was worried that she was hurting herself as her face expression showed that of pain. But Rias didn't stop. She kept on going until he felt a barrier.

"R-Rias. Are you sure you want to do this? I-I can tell that this will hurt you quite a lot." said Issei.

"I'm ready for this my beloved."

Rias then took the rest in and she threw her head back in pain. She felt her hymen being torn and the act of becoming one is now complete. She felt the tip of Issei's manhood kiss her cervix while Issei felt her walls tighten a bit. After a few minutes, Rias started to move. At first it was painful but as she kept up with her bouncing movement, she was receiving the pleasure that was to be expected. Issei was finally a happy man as he now lost his virginity to the woman that he loves.

"O-oh Issei! It feels so good! I can't stop!" Rias screamed as she felt the electrifying shock of her womb being pierced by his dick.

"D-damn. So tight. F-feels so good." Issei grunted while she kept bouncing up and down.

The Gremory heiress kept riding her lover like a bull. The pleasure was so good that she squirted on his member immediately as his dick scrapped her G-Spot. Issei nearly came at that moment but held it in just to feel the pleasure of making love to his beloved woman.

Issei flipped her over with him being on top of his woman and started to thrust in her tight snatch. But he didn't thrust her hard and fast. He went slow as he wanted to feel more of her. Holding her close to his body, Issei licked at her neck and started to plant love bites around it. She moaned as not only was he thrusting in her but also marking her neck with his love bites.

The brunette then lifted her up and the two are now in a sitting position as he wanted to bite and lick her breasts. Arriving at the bouncing orbs, he then lightly bit on the nipple and started to suck her tits. Rias held his head to her bosom making him look like a baby.

"Issei! You're so cute! You look like a baby-Oh!" Rias moaned as she felt her womb being pierced by his dick.

He just kept on thrusting into her more and more until he felt his climax approaching. Letting go of her breasts, he attached his lips to hers and the two passionately kissed while he thrusts in her. After a few more, Issei finally climaxed while Rias squirted on his dick coating it with her silver juices.

The two moaned at the kiss while they rode out their orgasms. Rias held Issei close to her body and their bodies molded into one. The perfect fit for a couple.

[Lemon End. You can come out now.]

"Issei. I love you so much." said Rias.

"I do too." said Issei.

"You ready for another round my beloved Issei?"

"Why not?"

The two lovers continued to go at it experiencing the satisfying pleasure of making love to the other all over again. This night was something Issei Hyoudou would never forget.

A/N: So how was it? Enjoyed it? Well I do hope so. Anyways, this is a lemon fanfic so if you guys didn't like it, then don't read it. After all this is only for those who are 18 years old and up. This is a harem fanfic so you know what that means. More lemony goodness. Here's the harem I have so far in my story:

1. Rias.

2. Akeno

3. Koneko

4. Asia

5. Kuroka

6. Rossweisse

7. Irina

8. Xenovia

9. Grayfia (Maybe)

10. Gabriel (Maybe)

Anyways hope you guys enjoy the story and as always see you guys later.