Naruto's senses shut on as he woke up, and the first thing he noticed was how he was in a bed much more comfortable than his own. The next thing he noticed was how he felt a mild amount of pressure on top of him. He was on his back, his left arm was behind his head, and his right arm was... wrapped around somebody?

Opening his eyes, Naruto looked to where this somebody was and saw a large pile of jet black hair sprawled out over his chest. Opening his eyes so fast seemed to have been a mistake, however, as his head pulsed painfully in tune with his heartbeat. He winced with one eye open, noticing how his vision blurred for a second every time he felt his head pound.

Trying to get over the pains of his hangover, Naruto made a better effort to learn about his surroundings and situation. From what he saw as he looked around, he was not in his home. More importantly, someone with ebony hair was sleeping on half of his body, completely naked. He then discovered he was naked, too.

The way Naruto spent the next forty-five seconds or so searching his memory banks to piece together just what the hell was going on could be compared to the way someone with less than perfect vision would search around for their glasses. Slowly, but surely, Naruto remembered the deep emotional talk he had with Kurenai, then the kiss, then... moaning. Lots and lots of moaning.

If it wasn't for the situation he was in, he would have concluded that it was just a pervy dream. However, the evidence shows that he truly and honestly had sex with the beautiful Jounin known as Kurenai Yuuhi. Unfortunately, everything in between how he met her at the bar and him waking up in her apartment was very blurry.

They actually engaged in physical intimacy more than once, from what his memory from last night's adventures could collect. Each time Naruto and Kurenai finished with an earth-shattering orgasm, they would fondle, cuddle, and caress the other while engaging in a heated liplock until both participants were ready for the next round. That happened a collective of three times that night. Apparently, there was lots of perspiring involved from both parties, as their previously sweaty bodies had dried up, sticking them together just a bit.

Part of Naruto was blown away upon realizing this, but the other part was... oddly proud of himself. Of course, Naruto was never the type to full-heartedly pursue sexual endeavors nor boast about them (despite what little of those he may have actually had), but Naruto had to be honest with himself; he deserved props for bedding a top-class Jounin outside of his age group.

It was then that he took in her breathtaking beauty. Kurenai was one of the few kunoichi in his village that wore make-up as often as she does, however, she wasn't wearing any at that moment. And despite how amazing she looks while wearing it, she was easily just as beautiful without it. Her natural beauty was very apparent, and her lightly snoozing while being nude atop his chest just made her all the more captivating to look at, despite her messy hair.

Not too much later, Kurenai's eyelids started fluttering open like a butterfly preparing for take-off. With weary eyes, she scanned her surroundings and eventually looked at Naruto, which made her eyes go from weary to shocked.

Naruto wasn't sure as to what to say once they made eye contact. Kurenai seemed to slowly remember the details of last night just as he did and her feelings of shock changed to that of embarrassment. She smiled at him awkwardly, causing Naruto to do the same.

"Um... Good morning, Naruto-kun..." Murmured Kurenai.

"Good morning... Kurenai-sensei." Replied Naruto. He noted her use of the '-kun' suffix with his name and almost added '-chan' to her's.

It seemed that neither of them was entirely sure of what to say beyond this point.

"Did you sleep well?" Kurenai asked politely, figuring she may as well be the first to speak up, considering she was the host.

Naruto nodded, "Yeah! I, uh, slept great actually..." Naruto said with a blush, making her blush as well.

"Good." She mumbled, looking away. She then sighed, holding her head "I have a really bad hangover."

"That makes two of us." Naruto agreed.

"Do you want me to move?" She asked, noting that she was pretty much sprawled out all over him.

Naruto's first instincts were to say no. He liked how it felt to have her on top of him. She was warm and her skin was soft.

"Er, if you want to, but I don't have any problem with it..." Naruto said honestly, albeit timidly.

Kurenai didn't react immediately, however, she rolled off of him anyway, much to his slight dissatisfaction. She slowly got out of bed and stood up, groaning and holding her head due to her hangover as she did it.

"I, um, have to use the restroom. Excuse me." Kurenai pardoned herself, heading over to her bathroom down the hall. Naruto tried his best to not watch Kurenai's butt jiggle with every step she took as she walked away. Ultimately, he failed. Her body was just as appealing to look at as her face was. Her skin was very fair and pale, but not sickly looking. She looked (and felt) smooth to the touch, much like a newborn baby's skin would feel. Her figure was nothing short of voluptuous, as her waist was thin in comparison to her hips and torso. She had a slight toning of abs, as to be expected of anyone in her career path, and overall was spectacularly toned and taut muscularly from her neck to her calves.

As she walked off, she covered her breasts coyly, hiding her areola, despite how Naruto remembered what her breasts looked like due to last night. They were much larger than one would expect when she wore her usual attire, likely due to the compressing binds/bandages she wears under it. Her areola was bright pink and had a similar diameter to that of a bottle cap. Her sex between her shapely thighs blushed ever so lightly, holding a very light stubble that showed she probably shaved or waxed within the past few days. And lastly, Kurenai's buttocks was nothing short of perfection. While being as nicely toned and firm as the rest of her body, her butt was as soft as dough, and was big enough to jiggle and bounce with every step she took.

Kurenai turned the corner to her bathroom, leaving Naruto there to collect his thoughts. Kurenai was stunning, and was very much a fantastic performer beneath the sheets. He had to admit to just 'winging it' last night, considering he had never gotten this far with any woman in his seventeen years of living, but from what he could gather from how vocal she was, Kurenai appreciated everything he did that night, as well. What they did reminded him of some videos and magazines he happened to stumble upon in adult stores after giving in to his curiosity about sex and human anatomy, and he was glad to have seen them to guide him somewhat as to what he should have been doing to please her.

A few minutes later, Kurenai returned from the bathroom and hesitantly sat on the bed beside Naruto. She sighed and turned to look at him, "Naruto, may I ask you a question?"

Naruto tried his best to keep from feeling anxious, "Sure."

Kurenai hesitated, "Was... last night your first time?"

Naruto looked away, nodding, "Uh, yeah."

Kurenai then gave a louder sigh, facepalming herself, "Good job, Kurenai. No more drinking for you."

Before Naruto could reply, Kurenai suddenly looked up, seemingly confused about something, "Wait, are you sure?"

"Yeah?" Naruto asked, a bit confused as to why she doubted him, "I never really did what we did with another girl or woman before."

She seemed to accept what he was saying, despite openly showcasing her surprise.

"... Wow." The red-eyed beauty mumbled to herself.

"Why do you ask?"

Kurenai looked at him, looked him down a bit, and then looked back at his face with a blush tinting her cheeks, "Because... well... you seemed to really know what you were doing."

Naruto did his best to stop his ego from flaring up, " So... does that mean that I was, y'know... good?" he asked coyly.

Kurenai almost laughed at that question, "Uh, yes. You performed better than I would have ever assumed..." She told him honestly, "I haven't come that much in one night since... God, I can't even remember a time I came so much!"

Naruto gave a cheesy but humble smile, rubbing the back of his head, "Ah, well, maybe it was the alcohol."

Kurenai's eyes cut to Naruto's groin area for just a second, "It wasn't just the alcohol, I assure you..." she thought to herself, trying hard not to get lost in daydreaming about last night's adventures, "In any case... I just wanted to apologize to you."

Naruto raised an eyebrow, "Apologize? For what?"

"For throwing myself at you." She answered, "We were both drunk, and things just started... getting intense. I just wasn't the right frame of mind to subject you to what we did."

The blonde was still very much confused that she was apologizing to him, "I didn't feel like you threw yourself at me." He told her honestly, "If anything, I feel like I should be the one apologizing."

Kurenai shook her head, "I don't think so. I'm the more experienced one here, so I should have taken it upon myself to show more restraint."

"But I don't feel like you're to blame, so I don't think you should blame yourself." He replied respectfully, "I wanted to do what we did, too. And we were both drunk. So I don't think that either one of us should be to blame."

"True." She shrugged, "However, it was your first time. You should have lost your virginity to someone not only your own age, but someone you have strong feelings for. Not a hurting woman that you spoke to in a bar." She explained.

"I think you're more than that." Naruto said at a low volume, causing Kurenai to look at him and blush, "You helped me figure out what I should be doing after what happened on my mission. I still feel terrible about it, but... you really helped me feel better. I don't regret last night at all, despite how unexpected it was." He told her with a small smile.

Kurenai only continued staring at him, seemingly trying to figure out what to say. She was touched by his words, but unfortunately, she then frowned, causing Naruto to frown as well.

"What I'm about to say may be a little hard to hear, but I need you to understand that I'm only being transparent." She prepared before sighing, "Last night shouldn't have happened. I don't really have any intention of allowing what happened to grow into anything more than what we were before we started talking at the bar. We can be friends, but becoming lovers... probably won't be the best idea."

Naruto had to admit, he was a little hurt by that. It wasn't even that he intended on wanting more from Kurenai herself (even though he was in favor of the idea), it was just the principle of Kurenai shooting down the possibility before he could gauge whether he wanted to or not himself. Despite this, he understood. Everything did happen extremely fast, and it surely wasn't something that he had enough time to even think about. And if going forward would have made Kurenai uncomfortable, then he couldn't find it in himself to urge her to do so.

"I understand." Naruto said with a sad tone. Kurenai frowned even more, rubbing his knee for comfort.

"It's not that I don't think you're desirable or anything, but it's just the timing. We're both going through some things, and I think we both just need time to... get things under control. At least before deciding to get involved with each other on a level we're probably not ready to be at." She elaborated, hoping that it would cushion the blow a bit.

"I get it." Naruto repeated.

Kurenai analyzed him a bit before asking him a particular question.

"Do you... have feelings for me?"

Naruto turned his head to meet her eyes. He didn't reply immediately, but chose to be honest with her in the end.

"I don't think so." He said, "I mean... we don't really know each other that well. And while I'm glad that last night might have happened, I don't think I can say that I have feelings like that toward you." He then rubbed his head, "I don't really know what I feel, honestly."

"That makes two of us." Kurenai agreed, "I'm glad you're being honest with me. I know these kinds of things can be confusing, but trust that I will do my best to make things as harmless as possible between us."

Naruto responded by nodding. The room was quiet for a bit.

"Before I leave, may I ask you a question?" Asked Naruto.

"Sure, Naruto-kun."

Naruto hesitated, "I know that you said that becoming lovers isn't going to be the best idea, and I agree. But... is it alright if we did what we did last night one more time?"

Kurenai did not see this question coming, "O-Oh, Naruto..."

Naruto put his hand up, "It's okay if you don't want to. I just figured I'd ask because I was drunk when it happened. And I can remember the experience, but I kind of want to what that experience is like while I'm sober."

Kurenai hesitated to reply, "Um... we really shouldn't be making a habit out of it, Naruto-kun."

"I know. That's why I said just one more time. After that, we won't have to do it ever again." He explained before shrugging, "But if that's too much to ask, I understand."

Kurenai looked down at the floor in thought for quite some time. Naruto was actually shocked that she was even thinking about it, as he was sure that she would decline immediately.

Then, unexpectedly, Kurenai sighed before shifting herself to place her lips onto Naruto's. Naruto was obviously caught off-guard by this action, unable to even process how to handle what was happening. Despite this, Naruto gave into the kiss, loving how soft her lips were.

The kiss was abruptly interrupted when she pulled away before things got too heated, however, "Just this once. Okay?" She said to him in a serious tone. Naruto nodded his head.

"Just this once." He agreed earnestly. Kurenai then gave him a short smile and leaned forward to kiss him again, to which Naruto gratefully reciprocated. The Genjutsu Queen then got up and straddled him on the bed, never breaking their kiss. She could feel Naruto starting to harden under her, causing some moisture to form between her legs.

"If I'm being honest," Kurenai started after lifting her torso so that Naruto could have a full view of her breasts, "I kind of wanted to do it one more time, too."

"Really?" Naruto asked, trying his best not to showcase too much excitement. He loved how her weight felt on top of him, with only the covers separating their unclothed groins from making contact.

"Yes. But it's really important for us both to understand that this probably shouldn't happen again. Understand?" Kurenai asked him for reassurance. Naruto looked her in those beautiful red eyes and nodded.

"I understand."

"Good." Kurenai stated. Immediately after, Kurenai lifted herself to remove the covers from in between him and Naruto, exposing his engorged flesh to the early morning air. Kurenai grabbed the blood-filled appendage and began to slowly caress it, studying its mass and weight.

"You're really big for someone your age..." She remarked, looking at it with lust in her eyes as she continued touching and pumping it, "There are people twice your age that don't have what you have."

Naruto noticed how good Kurenai was at boosting his ego. He could only blush and give a nervous chuckle as a response.

"Yeah, well... I always thought it looked normal." He said modestly.

"You're anything but normal, Naruto-kun." Said Kurenai with a grin. She then lifted herself up high enough so that she was directly above the tip of his manhood, pointing directly at her nearly dripping sex, "Are you ready?"

Naruto smiled at her and nodded. His heartbeat began to race, as it felt as though he were losing his virginity all over again. He still couldn't believe that someone of Kurenai's standard would be giving him the time of day like this. She was out of most Jounin's leagues, nevermind a Genin's. This was one of the best users of Genjutsu in their entire village, and one of the more talented Jounin leaders, grouped up with Jounin like Kakashi, Guy, Asuma, etc. And for Kurenai to be on top of him, about to rock his world was... an experience he would never forget about.

The leader of Squad Eight smiled in return and began to descend downward. Her smile turned into a big 'o' as she felt the tip of him breaching her opening. She took a deep breath and held it as she took more and more of him inside her, inch by inch. Naruto, on the other hand, was blown away by how... warm she felt. She slid onto him like a wet glove, leaving him to remark at how tight she was.

"G-God, Naruto-kun..." Stuttered Kurenai, wincing as she had three-quarters of his dick inside her, "You're stretching me so much..."

"You're really tight..." Naruto replied, wincing himself, "It feels... really good."

"Yeah, same here..." She told him with a smile before leaning forward to kiss him passionately. As she did this, she eased the rest of his dick inside of her, making her moan and whimper into his mouth.

She broke the kiss and huffed, unable to resist the urge to rock back and forth onto it. Naruto began to moan as well, caressing Kurenai's hips as she rode him slowly. He could feel her vaginal muscles squeezing around his steely manhood for all it's worth.

"Oh God, you feel so good inside me..." Kurenai whispered to him breathily, becoming immersed in the feeling of having Naruto's dick sliding in and out of her. Her pace began quickening, and it was not long before Kurenai raised herself up again, reaching back to hold onto Naruto's knees for leverage. She bounced on his dick at a moderate pace, her breasts jiggling and bouncing with each repetition.

Naruto gave into his lust and began to caress Kurenai's curves as she rode him like a bicycle. The feeling of Kurenai's walls sheathing his manhood repeatedly was making it entirely too difficult to contain himself from shooting loads up into her at any given moments notice. Her moans and groans of ecstasy weren't exactly helping either, becoming more and more audible by the second. Naruto was surprised she was enjoying herself so much, as he didn't think that someone who was as experienced as himself would be able to please her as much as he seemingly was. Needless to say, he was enjoying the experience just as much as she was, however.

Soon, Kurenai leaned forward, draping her hair over Naruto's face. The pair looked each other in the eyes briefly before hesitantly engaging in another heated liplock. Kurenai kissed him gluttonously, becoming lost in the sensations she was feeling. Naruto began to groan into Kurenai's mouth as she started picking up the pace, feeling anxious as he could feel himself 'building up' sooner than he'd have liked.

Kurenai then suddenly broke the kiss and her hips began picking up even more speed, causing the bed to shake. Her head was lifted towards the heavens and her eyes were shut. Naruto saw how tense her face looked and he could feel how tense his face was, as well. It was taking Naruto everything he had not to shoot a giant load into her at any moment, with Kurenai's moans increasing in volume making it more and more difficult to focus on not ejaculating prematurely. As if that wasn't enough, her pussy was getting wetter by the second as well, as little droplets began to form and drip down the base of his shaft, to his balls. It felt impeccable. He was sure that he wouldn't last more than another two minutes at this rate...

Shockingly enough, just as Naruto was going to warn the black-haired beauty that he couldn't hold his impending orgasm, "Sh-Shit... Mmnngh, I'm gonna cum, Naruto...!" Kurenai announced, riding him even harder, "Uhhnnn, you're going to make me cum...!"

Despite how shocked he was, Naruto thanked Kami that she said that, as he was reaching his limit as well, "I-I'm going to cum, too..."

Kurenai heard this and placed her hands on his chest. She began riding him as fast as her body would allow her to, drowning in a sea of lust and desire, "Do it inside me..." She requested eagerly, shocking Naruto quite a bit, "I wanna feel... your cum shooting in me..."

Naruto bit his lip. After Kurenai telling him that, there was no way he could pull out in time if he tried, especially considering how he was practically pinned under her. Part of him was unsure if it would be wise to cum inside of the lovely lady, but she did give him the 'ok', after all. Who was he to deny her of such a request?

"Shit, shit, shit, shit...!" Kurenai cussed repeatedly, feeling her countdown commencing, "I'm gonna cum... I'm gonna cum...!"

Naruto was gritting his teeth so hard at this point, his jaw muscles were beginning to hurt. He took both of Kurenai's ass cheeks in his hands firmly, squeezing the flesh as if it were two oversized stress balls. This seemed to be what sent Kurenai over the edge, as her hips began to buckle while she had every inch of Naruto inside her. She let out a shaky exhale before following up with a feminine roar, clawing at Naruto's pectorals.

"F-Fuck...!" Naruto's orgasm followed suit seconds later, grunting loudly in tune with Kurenai as his dick spewed shot after shot of cum inside of the woman on top of him in the middle of her own orgasm.

Once Kurenai felt Naruto cumming into her, her eyes rolled in the back of her head, "Yes! O-Oh God, yes! Fill me up, Naruto-kun...!" She demanded, her hips picking up the pace she left off at to milk as much of Naruto's thick white semen as she possibly could. This prolonged Naruto's orgasm, making it hard for him to even think. Both of the participants were painfully tense, yet hungry for more.

After a few seconds of desperate attempts to prolong their shared orgasm, Naruto and Kurenai both sighed simultaneously once they began to fall into the resolution stage. Kurenai collapsed atop of Naruto's chest, and Naruto melted into the mattress. They were both breathing hard, as if they ran ten laps around Konoha's border. Their orgasm was so strong, that they both needed a minute to not only recover physically, but mentally as well.

"Holy shit..." Naruto sighed to no one, his arms plopping on the bed from Kurenai's butt.

"Holy shit indeed..." Kurenai replied, her hips and vaginal muscles twitching from the intense orgasm she experienced, "I think I... caught a cramp..."

Naruto chuckled, "I think I had an out-of-body experience..."

Kurenai laughed as well, finding herself comfortable in the position she was in; on top of Naruto, her head on his chest, Naruto's softening penis inside her.

After the laughter died down, things were quiet between the two for a while. Kurenai and Naruto both seemed to be lost in thought.

"...Naruto?" Kurenai called, still lying on his chest.

"Yeah?"

"That was... amazing." She admitted coyly.

"I thought so, too." Naruto replied with a smile, Thank you for... that. Sorry if I didn't, you know... last as long as you would have liked."

"I almost want to thank you..." Kurenai said quietly, but loud enough for Naruto to hear, "And I finished before you, so there is no need to apologize."

The pair both blushed slightly, and silence crept back into the room again. Naruto began to harden again as he was still inside her, and Kurenai's walls began to moisten in response to it. It felt really good to feel Naruto's mass growing inside of her, remarking at how big he was once he was fully erect.

Naruto blushed again and decided to break the silence, "Kurenai?"

Kurenai knew what he was going to say, "...One more time?"

Naruto shrugged timidly, "Only if you want to..."

Kurenai smiled and lifted herself up, nodding at Naruto, "I want to. Just one more time."