Jin's Lucky Day

All he wanted was a picture to submit to the school for a picture contest. But, in the end, Jin got something much, much better... namely, a busty redhead that went by the name of Rias Gremory ending up in his bed that night. Not that he was complaining. 

OC / Rias Gremory, Highschool DxD

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Some women were as solid as a rock; unshakeable, not fazed in the least by anything. A death in the family, a hard day, any multitude of things would not affect them… yet, every woman had their breaking point.

And for a young boy named Jin, that 'breaking point' enabled him to bed one of the hottest girls that Kuoh Academy had to offer.

Her names was Rias Gremory; and by all accounts, she looked like an angel. The irony of that was not lost on anyone. But regardless, it was an accurate description — she truly was the type of woman that could draw the gaze of any man in the room. Long, luscious, silky crimson hair that framed her face… large breasts, a well-rounded buttocks, the kind of curves that any woman would kill for, and big blue eyes.

And that look was only enhanced by the garb that Kuoh Academy made its female students wear. A too-tight shirt that was essentially a second skill, clinging to her massive breasts and causing them to bounce up and down with every step she took. A skirt that was short enough to give a teasing glimpse of her panties whenever a gust of wind wafted through a window.

Needless to say, Jin had had quite a few fantasies about her — but today was the first time he'd mustered the courage to talk to her. And fortunately for him, it was on a particularly bad day for her… a day when she'd gotten into an absolutely vicious fight with her boyfriend, Issei, and felt more vulnerable than ever.

Vulnerable enough to do something that she would normally regret.

"Excuse me, Ms. Gremory?" Jin said, stepping up to her.

She wiped away the tear marks around her eyes, turning around. "Yes?" Rias said, attempting to cultivate that serene look that so perfectly characterized her — and failing miserably. She looked a mess, yet still as beautiful as ever.

"I wanted to ask you something," Jin murmured.

"About what?" Rias replied. She was smiling now — turning toward him fully, hands folded in front of her. Jin had to resist the urge to stare at the massive breasts that hovered in front of his face; with considerable effort, he instead looked her square in the eyes.

"There's a photography competition coming up," Jin explained quickly — he took a camera out of his rucksack, brandishing it in front of the redhead. "And, well, I wanted to enter it. They let you submit whatever you want… trees, buildings… people. And, well, I was wondering if I could take a few pictures of you and submit them in the contest. Would you mind that, Ms. Gremory?"

"Well, that's very flattering," Rias said sweetly. "I'd love to help you with that — would you like to do it right now?"

"That would be great!" Jin said, grinning toothily. "Let me just… get my camera ready." He unscrewed the cap, he made sure the settings were right — he took a few steps back. "Strike a pose for me, please, Ms. Gremory?"

"Of course."

Damn did she look amazing; hair shining, hands on her hips, chest jutted out. Now that she'd had a moment she had managed to pull herself together — despite her aching heart after the fight with Issei, there wasn't much that anyone could use to see if anything was wrong with her. At least, on the outside.

Jin angled the camera carefully… he captured her directly in the lens.

Then, he snapped a picture.

What happened in the next fifteen minutes was a strange phenomenon. Rias Gremory would never truly know how this affair had come to pass — it was all a blur to her.

The next thing that she remembered for sure was being yanked into an empty classroom by Jin, pressed up against a wall, and moaning as she felt his hardness press against her, thin layers of cloth all that separated her from his erection.

"Jin," she panted, having found out his name in the preceding fifteen minutes. Her face was red and flushed; her body tingling all over. And already she could feel the arousal pooling in her loins — the kind of arousal that made her dangerous to be around if you weren't planning on fucking her long and hard.

It was a good thing that Jin was ready to do just that — if anything, he was dying to do it. Ninety percent of the men and seventy percent of the women at Kuoh Academy would outright murder if it meant they could have Rias Gremory in their bed: Jin could easily count himself among that number. And yet, here he was, the one to finally get her to spread her legs… he was so hard, teeming with anticipation, and it was with bated breath that he continued to run his hands up and down the side of her luscious body, eager to get the action started.

"God," he mumbled. "I can't wait any longer."

It was with borderline glee that he hooked his fingers into the waistband of his pants, jerking them down so that they pooled around his ankles. His boxers came off next — and Rias gasped as she caught a glimpse of his member. It wasn't massive, but it was big… maybe seven or eight inches or so. Enough to satisfy any woman; a good two and a half inches more than she'd ever taken, not to mention a decent bit thicker too.

A shiver ran down her spine as she gaped down at it, dumbstruck.

Rias gasped as he slid his hands beneath her skirt… the crimson haired devil put up no resistance as he dragged her lacy panties down, the material sopping wet from her overwhelming arousal. She groaned; he slid a hand up, slipping a finger into her aching snatch. "O-oh…!" Rias moaned, unable to stop herself from gyrating her hips against his hand.

"You're really, really wet," Jin murmured. "How horny are you, Ms. Gremory? I bet you want to get fucked super hard, don't you?" He laughed, leaning toward and grinding his hips against hers. Jin tipped his head forward, pressing his lips against her neck and suckling at her porcelain skin… she was teeming with electricity, practically begging to be taken.

He lifted her up with considerable ease, and she wrapped her legs around his waist on sheer instinct. He continued to kiss and peck at her neck, sinking his teeth just a tad into her skin so as to leave tiny marks… his marks, a sign that this was real, that this was happening. Rias wouldn't be able to pretend that someone else was doing this to her; Jin would be able to languish in the fact that he was fucking the Rias Gremory. It wasn't a win-win, but it wasn't a win-lose either.

Jin set her down on top of a desk, palming her thighs and spreading her legs nice and wide — he rolled up her skirt, making it bunch around her waist so that he could gaze upon her pristine pussy with perfect clarity. It was beautiful: folds puffy and pink, a small tuft of crimson hair christening it. It wasn't a virgin's cunt by any means, but it still seemed perfect to Jin's prying eyes — he couldn't have imagined a better twat for him to want to fuck as he did Rias's.

"Do you want me, Ms. Gremory?" he whispered, grasping his member and stroking it — the thick hunk of meat throbbed in his hand, the tip dripping precum onto the floor; the head looked purple and almost angry, the veins that pulsed along the side a dark blue. "Do you want my cock?"

She said nothing — her face was still red, her chest heaved up and down, nipples visible through the fabric of her shirt. And yet, there was no need for her to say anything… her wet pussy, juices trickling down onto the wooden surface of the desk, told Jin more than he needed to know. She wanted cock; more importantly, she wanted his cock.

And he was more than willing to give her exactly what she desired.

He saw no point in delaying it any longer — Jin pushed himself forward, settled himself in between her legs, and slid his member into her. Rias moaned as the mushroom head popped into her depths… and she let out a full blown moan as he eased three inches of fat cock inside of her.

"B-big," she whispered.

"Ah, don't worry. It won't hurt — I'm not that big," Jin said with a chuckle. "Just relax and it'll be nice and easy. Unless you want to tense up… I've heard that only makes you tighter; then again, I can't imagine how you could get any tighter." He clamped his teeth together, withdrawing an inch of cock from inside of her so that he could shove two inches in a moment later. The few inches of cock that weren't sheathed inside of her were slick with juices that leaked down the sides of his shaft, some of it even dripping down to his balls.

Rias gasped as he eased more and more of his cock into her sopping wet pussy. She was… well, it was a sensation that was difficult to describe. Somewhere between 'in heaven' (the irony was not lost of her) and 'stewing in her own shame and guilt'. Because she was cheating… she was cheating on Issei; there was no getting around that, no skirting around the issue. She was spreading her legs for another moment — her walls were clenching around his cock. And it felt good; it felt great. She couldn't even begin to describe how much pleasure she felt in that moment.

It was something she so desperately needed — something that she wanted to get accustomed to, to grow used to.

Jin rocked his hips back and forth, groaning as his cock worked its way through her incredibly tight walls. No matter how hard he thrusted, it was still an obstacle — she was so tight and wet that Jin figured even a thousand fucks like this wouldn't loosen her up in the slightest. Then again, it wasn't as if that was a bad thing necessarily.

They kept it up for quite a while; Jin was rearing to go. Whenever he got close to cumming inside of her tight little pussy, he would stop himself at the last second — edging himself so to speak. But Rias? Well, he wasn't going to afford her that same opportunity. He was ground down on her clit with his thumb, purposefully aim for her G-spot, rub at and squeeze her breasts through the shirt she wore… needless to say, it wasn't all that long before she came. He had to silence her screams of pleasure with a heated kissed, and all the while he continued to thrust in and out of her. It felt amazing. Unparalleled by anything he could have even begun to dream of.

"I love your pussy, Rias," he groaned, muffling his voice into the crook of her neck as he thrust harder and harder, faster and faster; it was clear that he'd dropped the 'Ms. Gremory' pretense. Fuck that. If he was going to fuck this girl's brains out, he was going to call her by her proper name. "It's so warm and tight… I can barely wrap my mind around it. Are you feeling good? Do you like my hard cock being inside of you, Rias?"

She gulped. "i-I do," she whispered.

He nudged against her G-spot and Rias let out a moan that was loud enough to force him to silence her again with a heated kiss. Once she settled down, he pulled back; they gazed into each other's eyes for a moment.

"I really do love your cock, Jin…" Rias murmured.

He grinned fiendishly. "I'm glad," Jin said. "Because I don't want to cum just yet."

Rias looked almost affronted when he pulled out — she'd already cum twice, but he hadn't came a single time. He was close, though; she could tell when he had still been inside of her, so hard and throbbing, twitching like mad.

"What are you doing?" Rias said.

"You're coming to my house, Rias," Jin said, yanking up his boxers and then his pants, redoing his belt. "I don't want to risk the two of us getting caught, so the best thing for us to do is get out of here before anyone comes along."

"You- you think I'm just going to come along with you to your house?" Rias said. She would have stood up and drawn herself up to her full height, but… well, she wasn't sure she had total control of her legs after that hard fuck.

"You will," Jin said.

He turned toward her, grin widening.

"... because I know exactly how much you want to continue what we were just doing," Jin murmured.

Rias gulped — it was hard to disagree with that assertion, after all.

He pulled out a piece of paper stuffed beneath the desk he had set Rias on, and scribbled something on it with a pen he took from his pocket.

"Here's my address. Meet me there as soon as you can; I'll be waiting." With a wink and a laugh, Jin strolled out of the classroom, leaving Rias… there. Alone; desperately wet and needy, her snatch gushing her arousal onto the desk.

And, suddenly, it occurred to her that there was no doubt in her mind that she was going to Jin's house, as soon as she could manage. Or, in other words… right now, once she'd fixed her appearance and gotten herself together.

The redhead gulped.

---

It was only… an hour later that Rias showed up on his doorstep.

Jin, of course, welcomed her inside…

… by yanking her in, considering he was completely nude and entirely erect, having been waiting for her to arrive.

It was a short commute to his bedroom, and there, the real fun could begin. He pushed her onto the bed and straddled her, capturing her lips in a deep kiss and rubbing his hands all across her body — she was powerless to resist, even if she'd wanted to, and all Rias could do was moan was he went about removing her clothing. Her panties, then her skirt… her shirt, then her bra. It wasn't long before she was as nude as he was, lying atop the sheets of his bed with her needy pussy beared for him to see just how wet and hot she was.

"I'm so glad you came," Jin whispered. "I knew you would come, but, I mean… until I heard that knock on the door I couldn't be absolutely sure." He swallowed, rolling his head from side to side. "But now, here you are. On my bed; naked. Ready for my cock."

Rias's lip wobbled, and yet she said nothing… she didn't want to admit her shame — she didn't want to admit that she had given in, that she wanted his cock, that it truly scared her how much she wanted his cock.

"Listen," Jin said, tapping something on his ear. "I've got a body camera so I can record what I do to you — do you mind?" A small camera was attached to his ear, a blinking red light following Jin's gaze… which was fixated directly on Rias's body.

"G-go ahead," she whispered. "So long as it stays between us."

"Not a problem," Jin murmured.

He wasted no time; what was the point in delaying things any further? He wanted her tight little pussy clenching around him; she wanted his big cock inside of her, making her feel as full as a woman could be. It was a win-win situation — boyfriends be damned.

Jin rubbed the tip of his member against her sopping wet entrance, before, with a great big groan, easing himself inside of her. He took it slow this time — inch by inch, to the point where she was practically mewling underneath him. A hungry little bitch, desperate for him to thrust all the way in her to the base… that way, she could sate her cock hunger that had so recently sprung up as a result of him. But he didn't take it fast. Not even slow. It was a snail's pace — he wanted to savour every moment, every little second, millisecond, nanosecond… he wanted this memory burned into his brain, because it wasn't every day that you had Rias fucking Gremory naked on your bed. The fact that he'd gotten a chance to take her in a classroom was just icing on the cake.

Once he got about four inches inside of her, he stopped. And he began to thrust in and out of her, utilizing those four inches to the maximum extent — he kept it going, reaching his hands forward and grasping her massive breasts, moaning at the way her tits felt beneath his fingers. They were so soft and fluffy… fuck. He was in love… with her body. It was crazy how damned sexy this redheaded woman was.

Grasping her legs, he put them over his shoulders — pressing himself forward, he began to thrust into her at a new angle, this time sending more than four inches into her hungry depths. He pushed as much of his cock as he could force into her: perhaps about six inches… enough that about an inch or two of his member was left out of her weeping slit. Which was a pity — there was nothing quite like being balls deep inside of a woman, especially Rias Gremory — but he could live. Simply being inside of her would be enough for Jin.

"Oh- oh!" Rias moaned… he was so deep inside of her. She could only stare up into his eyes as he thrust, every pump of his hips causing the bed springs to squeak and for her entire body to rock back and forth. Her breasts heaved, rosy nipples pert and erect. Her pussy positively gushed arousal, wet juices leaking all over his cock and lubing him up even more, allowing him to thrust faster and deeper, which made her more aroused and only deepened the 'problem' and jump started the cycle all over again. Her clit was red and so damned aroused, so obvious — he reached a thumb down, grounding on it and relishing in her continued moans, sounds that only grew louder and louder as he continued on.

She truly did not stand much of a chance; it wasn't that Rias was inexperienced sexually, but more so that Jin had just… caught her off guard. She was vulnerable — he had thrown her experience over board, yanked her into his room, stripped her naked and fuck her long and hard. No other man had done that in such a bold and successful way. She was… she was supposed to be on top, in control. Ninety percent of the time she'd had sex she had quite literally been on top, and the other ten percent had merely been for experimentation.

Never in her life had Rias Gremory been so thoroughly manhandled… and never in her life had she imagined that she would enjoy it as much as she did right then and there. Because it felt amazing. It seemed like Jin knew every contour of her body and how to please her. Rias was like putty in his hands, suitable for him to mold and to pound for as long as he wished… because so long as he pleased her, so long as he aroused her and made the redhead long for his cock, he could do whatever he wanted to her. It was as simple as that.

And both of them were very much aware of that fact.

"What are you doing to me?" Rias whispered, blue eyes vacant — all the life seemed to have been driven out of her gaze, because she could hardly focus through all the pleasure forced into her baby. "Why does it feel so good?"

Jin laughed. "Let's just say I've thought about this a lot — and I made absolutely sure that I'd be able to bring my A game when I seduced you, Rias. And I'm going to bring my A game every time I sleep with you; because we are going to do this again. Right?"

"Of course!" Rias blurted, without thinking. Her face turned as red as her hair when she realized what she had said — but, well, it was true. She would more likely than not sleep with Jin again… he treated her well, he worshipped her body as if it was a succubus's, and he could fuck her so hard. It didn't feel as if she were being ogled or lusted after by some pervert… it felt… it felt like he truly wanted her body and her. As if he wanted Rias Gremory, not just her tits or her ass.

That was a feeling she could certainly get used to.

As he continued to thrust in her, as he continued to tease and prod and grope at her… a spring wound tight in her stomach. Every touch was only another twist — a pinch of her clit, a squeeze of her breast, a thrust so deep into her core that his thighs clapped against hers. And it only got tighter, and tighter, and tighter, until…

… well, to be as clear as possible: she came. Hard. Hard enough that her tongue lolled out of her mouth and her vision whited out, hard enough that her pussy finally gushed enough juices to allow him to ease those last two inches inside of her.

"Oh shit…" Jin grunted. She tightened so much around him in her orgasm — it was borderline ludicrous how much she clenched. It was hard for him to continue thrusting at the same rate, but he managed, muscles straining as he forced his cock in and out of her spasming cunt.

He flipped her over onto her stomach, shoving her face into the bed — doggystyle was a favorite of his, and with relentless force he began to thrust into her, languishing in the sight of her amazing ass clapping against his hips. She moaned into the sheets… shuddering one last time before her consciousness began to slip away.

With a groan, he slammed himself as deep as he could manage inside of her, and came. It was an enormous load — shooting straight out of his member and directly into her depths… a good old fashioned creampie by anyone's definition. Rias had never let any other boy cum inside of her before, and being the first man to creampie a woman as voloutpous as her had to earn some kind of distinction.

He pulled out of her snatch, his member already half-hard once more just from giving Rias's body a once over. He flipped her over and spread her legs wide — and moaned as he watched his cum began to leak from her pussy. What a wonderful sight.

She'd fallen asleep; that much was obvious. He had been a little much to handle… and such a massive orgasm from both of them must have stripped her of whatever energy she had left. It wasn't a problem — they had plenty of time to continue their activities later.

He pressed a button on the camera on his ear, turning it off. Now that was a video he wanted to check out later — all of the footage had been sent wirelessly to his computer. He'd have to look at it later.

Jin laid down, pulling Rias on top of him. The sound of her soft breathing was… comforting. And he wanted to rest up — that way, when the two of them woke up there was plenty of energy left in his body for him to go all day with her if he wanted.

Before he allowed himself to be lulled to sleep, he did one last thing. He took his member — pressed it against her pussy lips, and eased himself inside of her… it wasn't long before he was hard again. He'd never deny his cock an opportunity to spend all night inside of Rias Gremory.

With a yawn, Jin laid down. Rias's head drooped onto his shoulder, and she let out a shudder as he adjusted himself inside of her.

It wasn't long before Jin went to sleep. Many more nights spent in ecstasy were to follow, that was for sure.