The following evening, Naruto awakened in a sweat-induced panic as familiar images flashed inside his mind, the blonde shinobi having a powerful reminder of something that eluded his realization. That is, until now. "Goddamnit!" He cussed, recognizing that he broke one of his significant rules about doing all this- altering the critical events in his history. That may seem like a hypocritical rule, given his actions while in this new timeline, but it was something he swore to prevent. He had slowly begun to realize that his obsession with his mission was the root of his problem, as he'd been so focused on the likes of Ino and Sakura to recall the events that should've taken place during that period. "I hope I didn't fuck shit up this time," Naruto mouthed to himself, wondering what the changes would be. That is if the changes weren't immediate. Even if there were tremendous consequences for his timeline alteration, Naruto refused to give up on his long-term goals. But, for this moment, the blonde shinobi shifted to damage-control, looking into whatever fresh hell he had caused in the past few weeks.
The future Hokage got his answers through asking around the village, from both the daimyo and the elite shinobi of the town, taking piece by piece until this jigsaw of a mess was finally making sense. Things followed a familiar path from what he heard: the daimyo sought a replacement Hokage after Hiruzen Sarutobi's death against Orochimaru. The original target for the position, Jiraiya, declined the offer and knew Tsunade Senju was perfect for the job, just as he did during the base timeline. To the letter, one would consider the base and original timeline to be the same; where the actual events took place. Unfortunately, with Naruto preoccupied with… things, Jiraiya was forced to seek out the female Sannin on his own, leading to quite a bit of trouble for the white-haired sage. After a bit of a detour due to Itachi Uchiha and Kisame Hoshigaki's visit to Konoha, he sought out the Jinchuuriki that was poor Naruto. Events hadn't gone very differently in Naruto's absence, the Akatsuki tracking Jiraiya, knowing that the Sannin took Naruto under his wing. Only, they had yet to realize that Naruto wasn't with Jiraiya at the time. So, when they arrived at Jiraiya's location, all that was discovered was a pissed-off Sasuke and the Pervy-Sage himself. Sasuke attempted to fight- that is, to kill Itachi, but ultimately found himself still overpowered by his older sibling.
In defence of the absent Naruto, Jiraiya vowed to kill these Akatsuki members, with Naruto's absence resulting in Sasuke getting more heavily brutalized by Itachi since the blonde genin wasn't there to get in Itachi's path. Assuming the Tsukiyomi wasn't bad enough, of course. Kakashi and Sasuke still suffered its effects, and a worried Jiraiya - who failed to capture the duo of Akatsuki members, was left very concerned. According to Might Guy, nothing was helping either Sharingan-user, only reinforcing Jiraiya's desire to get Tsunade's assistance. And to make her the fifth Hokage, to protect Konoha after all that happened. Unfortunately, Naruto's absence had more severe consequences on this timeline, especially with him being busy while Jiraiya went after the buxom Slug Queen. Without Naruto by his side, Jiraiya was facing a much more difficult time convincing Tsunade to take on the role of Hokage, too clouded by her emotions of fear and grief. With Naruto missing, she was defiant about being Konoha's leader and more open to the idea of fulfilling Orochimaru's deal to restore his hands. She could have Dan and Nawaki back, even if that promise was likely an empty one.
Naruto wasn't there to inspire her, so Tsunade was very willing to go along with the procedure, taking care of Jiraiya and Shizune when they promised to take her down rather than letting her heal Orochimaru's hands. Everything seemed to be going Orochimaru's way, at least until a weakened Jiraiya, along with Shizune, came to break up the exchange. Shizune tried her best to take on Kabuto Yakushi, Orochimaru's pupil, but ultimately failed again in this timeline. Their strength was on very different levels. Jiraiya, meanwhile, was forced to hold off Orochimaru on his own, with very little technique capability due to her drugging him the previous night. The snake-like Sannin and his pupil, at this point, only required Tsunade, letting her watch as the duo caused devastating damage to Jiraiya, the sight of blood making her kneel, frozen in fear as she watched the onslaught take place. There was much debate about what came next: whether it was his sadistic personality or some sense of fondness for Jiraiya. All the people could agree on was that Jiraiya's life was spared. Despite that fact, Tsunade didn't feel any sense of obligation to the one many called Lord Orochimaru. Doing that to Jiraiya only took away what sense of willingness to help the Sannin had remained. She'd never allow him after what he did.
Naruto eventually learned that, upon realizing what a monster Orochimaru had been, even to his former teammates, she would become the next Hokage, as Jiraiya wished. She would make sure the snake Sannin isn't going to hurt anyone she cares about, or any innocents, ever again. An excellent way to help that would be her becoming the fifth Hokage. Orochimaru detested talk of Hokages but ultimately found himself backing off when a reinvigorated Tsunade and Shizune came against the villainous pairing. He was forced to retreat but would eventually use the body-stealing method to regain use of his arms. So, the crisis seemed averted, that is, until Tsunade and Shizune realized how poor a shape Jiraiya was in. After officially becoming Hokage, she looked at his wounds, recognizing a very similar state to what Rock Lee faced: spinal damage that threatened his mobility and usefulness as a shinobi. Like Rock Lee, the chances for success were close to half; unfortunately, Tsunade proved very unwilling to perform the procedure on Jiraiya. Rock Lee was one thing… But, Jiraiya was a dear friend, former teammate, and perhaps- at one point- something more. And she wasn't about to risk his life like that. So, Kakashi, Sasuke, and Rock Lee were eventually healed from their wounds, thanks to Tsunade's skill in healing ninjutsu. All that remained was fixing Jiraiya's damage.
The same day he learned of all this, Naruto went to visit Jiraiya, sitting at the side of the Pervy-Sage's hospital bed. He'd been allegedly leering at the attractive nurses, trying to steal up to their skirts, getting up to his more dirty tricks, despite the circumstances. "Pervy-Sage, I'm sorry I failed you. I wasn't there. Maybe I could've stopped this?" Naruto wondered aloud, apologetic as he looked down in disappointment with himself. Even with his depraved goals, he still cared for Jiraiya, feeling bad that his actions caused all this. Jiraiya looked at Naruto with a smile, patting the boy on the head as he looked down at him. "That's possible. Or, you could've been killed, or worse. Right next to me. Let's not dwell on things like this." Jiraiya explained, the blonde shinobi wondering if perhaps they have the Sannin on too much medication. The silver-haired pervert seemed much too calm right now. Naruto cocked a brow as he looked to Jiraiya, wondering if he should do something to help out the Pervy-Sage. "Should I go try to convince Tsunade to help you out? From what I heard, she doesn't seem too willing to heal you-" Naruto began, the silver-haired Sannin holding his hand up to silence the blonde.
"Stop, Naruto. Tsunade is many things, but she doesn't need you fighting for me. She knows the risks, and, after everything she's been through, I can't fault her for refusing the procedure." Jiraiya explained, trying to tell the future Hokage to leave things be. Jiraiya wasn't pleased about being unable to use his legs but knew this wasn't exactly going to be the end of things. The Sannin could still help the village in other ways and could potentially find ways to adapt to his new way of life. It was going to be difficult, but it was better than a chance of death, a result that would only crush Tsunade, especially with her being the one to perform the act. And, if all goes well, they may perfect a healing technique to allow a greater chance of success. But, for the time being, at the very least, Jiraiya's body was to be left alone, and he was to prepare for life is partially crippled. Though, to his pleasure, unlike Orochimaru, Jiraiya still could perform ninjutsu. "Alright, alright, I won't bring it up. But I am going to talk to her, nonetheless. I just won't bring up your… situation ." Naruto admitted, an envious Jiraiya wishing he could join the young blonde. Though, unbeknownst to Jiraiya, Naruto had nothing but vile thoughts in mind for the buxom blonde.
Naruto was desperate to save Jiraiya's future as a shinobi and correct his mistake but knew that such a thing might be tricky. Especially with Tsunade rejecting the option to heal his damaged spine potentially. It felt unfair to Naruto; Rock Lee's injury was healed at the chance of death, but Tsunade won't do the same for the Pervy-Sage. Naruto can understand the reasoning but still finds it unbearable to think that Jiraiya will never be at his peak again. So, Naruto decided to utilize his specialty to smash two birds with one stone, getting his claws on Tsunade while securing an attempt to fix the silver-haired Sannin's vertebrae. However, it was risky as the two blondes lacked their repertoire from the original timeline. Naruto had one ace to use against her: a gamble. So, sometimes after visiting Jiraiya in the hospital, Naruto stopped at the Hokage office, walking in as Shizune and Tsunade were talking.
"Granny Tsunade, congrats on the new position!" Naruto announced as he waltzed in, giving Tsunade the usual nickname, as much of an ear-sore as it was. Shizune made an understandably panicked look, knowing Tsunade was likely furious at the mature blonde's age suggestion. However, the Hokage seemed to hold her composure, softly smirking as she looked over Naruto. "Uzumaki Naruto, Jinchuuriki to the Nine-Tailed Fox. Student of that pervert we call a Sannin. Have to say… I expected more." She taunted back, assessing the shinobi that rudely interrupted her conversation. Naruto coyly grinned, liking the sass in her and pondering how well she'd be able to handle him. And how easy it might be to make her do what he wants. "Speaking of the Pervy-Sage, I'm here to talk to you about him. Specifically, his treatment." Naruto said, causing an uncomfortable expression to extend along her face. She wasn't ready to talk about this, not open to the idea of a life-threatening operation on her oldest friend. But, for that very reason, Naruto had to be very pushy about this, her comfort level aside. "I already said I won't do it. Too risky. And, with our current situation, we need him. Jiraiya can still cast ninjutsu in his condition, and I won't jeopardize his life- the potential lives of the entire village, for a procedure that's only half as likely to succeed." Tsunade aptly explained, making her case to the blonde genin before her.
Naruto could understand her point, but he felt personal grief from what happened. After all, he didn't experience this situation back in the original timeline, so he felt somewhat obligated to get Tsunade to help the Pervy-Sage. Which brought about the following suggestion: "Well, let's make an arrangement, then, Granny. A challenge of my choosing. Win, and I'll back off on this for good. HOWEVER, if I win, you need to try and fix the Pervy-Sage's back, just as you did for Bushy-Brows." Naruto's proposition was met by a laugh, Tsunade not entirely sure what precisely the blonde brat had in mind. She had zero intention of following through on the dangerous procedure but felt no harm in humouring the genin. It's not as though there was anything a runt like him could challenge her to and defeat her. She did, however, feel quite awed by his commitment to the silver-haired Sannin, likening their bond to that of her and Shizune. She was certain Naruto felt responsible for the events in his absence and was rather emotional as she hesitantly answered: "Well… I suppose. But, if something happens to Jiraiya, if you win, you'll need to get strong fast to help protect this village." Naruto smiled softly at that condition, nodding as he was more than ready for that opportunity. Not that he wanted Jiraiya dead, of course. The genin just relished the chance to show himself as a strong shinobi of Konoha.
Naruto walked closer to Tsunade's desk, looking over to Shizune with a confident smirk, asking the more submissive woman: "Think you can be impartial? I'd think we'll need a judge for this." Shizune, still unsure what this would be, blinked, nodding as she presumed it would be something childish or combat-related. Neither woman had any idea what Naruto truly had desired to do to them, merely waiting to see Naruto explain how things were going to work. "So, what is this challenge going to be?" Tsunade questioned, looking over the genin with a sense of intrigue. Tsunade likely knew the truth- Naruto was Jiraiya's pupil after all. It wouldn't be too surprising if the sort-of game they played were perverse. Moments after asking her question, Naruto explained the rules simply: "Since someone's body is on the line, I think it is only fair that the challenge involves our own. This will be called… a Climax Game. Put simply, whoever has an orgasm first loses." The women had mixed reactions to this suggestion, Shizune blushing a deep red, while Tsunade got pissed and seemed to be building toward a self-destruction level of aggression. That game idea was beyond ridiculous, Tsunade saying as much herself: "You've got to be kidding me!? Damn that fucking pervert." Naruto had a sly grin on his face as the buxom blonde cussed out her potential patient, which only further aggravated the blonde Sannin. But, when she managed to regain composure, she realized this would be an easy task. She had years of experience, and Naruto was likely a quick-shot virgin, so that she could win this pointless challenge with little effort. "...What are the rules?"
When Tsunade asked that, Shizune was still lost and blushing like crazy. Naruto raised a brow, thinking about that for himself, believing that there really shouldn't be too many: "We both have to be naked. Any body part can be used, and there are no turns. We simply do what we can to make the other orgasm." Tsunade sighed in complete disbelief at what she was about to start with the blonde shinobi. When Shizune regained her consciousness, her hazy mind back to being focused on the situation, Tsunade commanded her partner to lock the door and close the windows. Nobody outside could interrupt or witness what was about to happen. This situation couldn't leave this room. To show her willingness to do this challenge, the Hokage started to strip herself in the dimly-lit office; her outfit already showed off plenty of cleavages, but the sight of her bare, heaving, huge breasts was another thing all on its own. Sakura and Ino couldn't compare to Tsunade's size and shape, at least not yet. The closest Naruto had seen to Tsunade's extent was probably the Kumo shinobi known as Samui. Eventually, the hesitant Hokage dropped her pants and ditched her sandals, ditching the last of her clothes and showing her bare body to the young blonde.
As she finished stripping, Tsunade put on a seductive demeanour, trying to show her experienced, powerful nature as she approached Naruto. "Well, little brat, let's get this over with," she said in a taunting tone, clarifying that this was more a chore than a challenge. The Sannin pinned Naruto to a nearby wall, Shizune watching, her face a deep shade of red as she felt obligated to see how things played out. As Tsunade held him in place, a hand snaked from Naruto's chest to his legs, travelling aside to try and reach what she figured was a small, child-like penis. To her horror, what she felt matched no size she would have comprehended for this Jinchuuriki. Instead, it felt like a man's cock on a child's body, a fact that scared her; if he put this in her, she didn't know what would happen. "Something wrong?" Naruto asked, Tsunade putting on a face of fear, unsure of what to do about all this. Stepping back, she watched as Naruto stripped. Her eyes lingered on his crotch, waiting for the ultimate moment when his pants dropped, finally seeing that manly bulge she could feel over his pants. "It seems we're even now. Shall we start the game now, Granny Tsunade?" Naruto asked with a smirk.
As fear had overtaken her, the sight of Naruto's enormous, musky length now visible to her, Tsunade found herself to be the one pinned this time. Only, unlike before, she was being pressed down onto her desk. With her back resting against the hardwood desk, Naruto climbed atop her, planting his throbbing cock directly between her massive, soft breast flesh, taking hold of them as he thrust his musky cock. Shizune watched somewhat envious as Tsunade was being manhandled by the pint-sized jinchuuriki, his musk filling the blonde's nostrils as he moaned with each thrust. His manly fuck rod pressed its tip against her lips, sometimes entering her mouth, each slam of his cock helping Naruto prepare himself. Tsunade certainly felt mixed about all this; the intoxicating scent, the somewhat pleasant taste, and a sense of satisfaction as she knew it would lead to Naruto's loss. Unfortunately, most of those points also had her worried, as Tsunade was very uncomfortable with her body losing to this bratty genin. Still, Tsunade tried to seem like she was in control, taking hold of her breasts and stroking the soft, pillowy flesh against his girth, taking that bit of power away from him. "Is… is that all you got, you perverted brat?" She mouthed off, Shizune feeling a reaction start to build within her, not getting to see often her mistress be dominated like this. If she was, to be honest with herself, she found the idea of Tsunade submitting to someone like this to be rather hot.
Naruto formed a sinister grin upon hearing Tsunade's provocation, slightly desiring to go instinctual- as though he'd let his Tailed-Beast instincts take over in the form of bestial mating. But, unfortunately, the lack of control he'd have in that form would make the challenge more difficult to win. So, he had to do things the old-fashioned way. "Not even close!" Naruto began, reaffirming his abilities haven't even scratched the surface. And, as luck would have it, a look back showed him that the blonde Hokage had been pooling quite a bit of juice around her mature pussy. "Let's give our special judge a good show, don't you think?" He asked, concluding his remarks as he pulled back, his length leaving her torso as he rested it against her slit. It hadn't done any penetration yet, but it was only a matter of time before he put it in. Then, to toy with her, he'd start to thrust along the lips of her baby-making hole, moans escaping the Hokage's mouth, despite her attempts to hide it. "Perhaps it's time to concede and admit defeat? Just agree to do the procedure, and I'll stop!" Naruto demanded, giving her a way out. But, whether due to lust, or perhaps an unwillingness to risk Jiraiya's life, Tsunade shook her head in defiance.
With her shot at escape in the toilet, Naruto finally allowed himself to get serious, fixing his body for easy penetration with his adult-cock. Tsunade herself let out a loud moan as the massive penetration violated her experienced pussy, spreading her hole, the tight-flesh constricting his invasive girth. "So, how do you like it?" Naruto asked, his voice shaky between his moans as he slapped the Hokage's insides with each slam. He was enjoying the exploration of her moist, mature cunt, something he wished he had done the first time around. Her body was many a man's dreams; her luscious breasts, young body, and great power. Naruto preferred to have more ability than others, but the rest that made up Tsunade was beyond desirable. And, to have it all for his right now, with a tiny fight being put up, seemed like a miracle. A heavenly dream and a gift that he could make happen. As his cock twitched and throbbed, doing his best to tease and assault Tsunade's body, Naruto could see Shizune doing something in the corner of his eye. Fingers moved between her legs as she leaned back, observing her mistress being defiled, and made to moan by taking Naruto's cock. "What… what are you?" Tsunade finally started to ask, panting heavily as Naruto mercilessly used the body she'd been so proud of.
Naruto seemed way too good at this for the average teen; he was very experienced and dominant, given his background. It didn't make sense to her how this manipulative, hung, and lustful genin could exist. It defied everything she knew about the world, making her wonder if Naruto was even human. The genin, however, just smiled at the Hokage, not saying a word as he ruthlessly made one final push within her, piercing the door to Tsunade's womb with one swift thrust. This elicited a fearful response, wondering if Naruto intended to use his climax to breed the Hokage; though, she expected the jinchuuriki to be smarter than that in this situation. The village was in danger of being attacked at any time, so a pregnant Hokage would be a wrong move. But, of course, she was right: Naruto had no intention of breeding this potential cumdumpster. Well, not yet, at the very least. The point, then, was to prove that he could. His huge fuckstick could reach far enough to plant a direct cumshot right into Tsunade, and he wanted her to know that. As the buxom Hokage had felt that tip pierce her womb, she couldn't help herself as pleasure seemed to wash over her. Her lusty, even slutty, moans and expressions had turned into a look of ecstasy, her body twitching and convulsing as she released an orgasm. One of a pleasurable defeat, as she climaxed before her challenger, who just smirked as her orgasmic juices hit his thigh.
"Would you look at that? It seems someone orgasmed on their own." Naruto coyly told the Hokage, pleased with himself as Tsunade seemed to lay back, momentarily out of it after a powerful orgasm. Naruto, however, still kept going for a few more minutes, holding out so his throbbing, twitching length could unload a victory cumshot, making sure to release it outside the Hokage's womb, not wanting to impregnate her with his sizable load. Naruto had pulled out soon enough, the burden of cum spilling onto the floor as it eased out of Tsunade's defeated pussy. With an eagerness, Naruto didn't even see Shizune crawl over to them, putting her face over her mistress' pussy to lick it clean of the blonde brat's cum, her ass shaking as if daring Naruto to give her a taste of the fuck rod that messed up Tsunade. The genin smirked, lifting Shizune's robes, seeing the wet mess that was the dark-haired woman's sopping, wet pussy, clearly getting off on the domination of her mistress. Eager as always, Naruto didn't waste long giving Shizune precisely what she craved.
After taking a moment, Naruto allowed his thick cock- covered in Tsunade's juices- to enter Shizune's thirsty pussy. While the dazed Tsunade's pussy was still being eaten out, moans dragged out of the Hokage's mouth. The two women moaned as Shizune received the cock of the dominant genin, slamming fiercely against her depths as his hands reached forward, gripping her sizable breasts over Shizune's robes. She wasn't as big as Tsunade in her bust, but Shizune was pretty close to her mistress in size. He tightly groped her chest as he began acting more and more on instincts, her moans only growing louder with each successive thrust. Sometime after he first entered Shizune, Tsunade would awaken, thinking Naruto was teasing her: "Didn't you do en-... Shizune!? Nnngh, the fuck are you doing?" Rather than speak, Shizune simply stared up at her mistress, at first, soon lapping her tongue against Tsunade's clit to tease her further. "I'm just taking my turn, Lady Tsunade. It's been a long time since you've had a male to enjoy yourself with. Someone able to take charge of you." Shizune explained, hinting at why she was so enticed in this situation, her words causing vibrations against Tsunade's clit, teasing her.
A deep shade of red came over the Hokage's face, hating to admit that her assistant was correct. It felt perfect being used by the brat and his unreal cock. Certainly, something she'd be glad to take as more than just a challenge. But, for now, like Shizune, Tsunade found herself deeply submitting to the pleasure, feeling herself building to an orgasm, all from Shizune's tongue-work. Both from her fingering before and heated-pounding from Naruto, the dark-haired woman was driving her closer and closer to her limit. But, like her mistress, she wanted more of this kind of pleasure, feeling a plentitude of lust for the person who managed to dominate this powerful Sannin like it was nothing. It was almost as if Naruto had no care that Tsunade was one of the most powerful shinobi known to Konoha. However, this experience for Naruto with Shizune, was considered more of something for its pleasure. Tsunade's romp with him had to be for achieving his plan; this was just him having some fun with the future cumdumpster. For that very reason, Naruto didn't hold himself back as long when it came to orgasm, letting his length unleash its thick, sticky cumshot within the lust-filled assistant of the Hokage. An act that put a stop to their fun, for the time being, as Naruto removed himself from the eager woman's tantalizing cunt.
When everyone finally stopped, regaining their composure, Tsunade sighed as she finally brought her body off her desk, looking over at Naruto with a begrudgingly-willing look. "It pains me to admit it, but you won, you little brat. I'll have to see what I can do to raise the procedure's chances before I do this." Tsunade said with a worried look, still believing that the operation would be too risky. Shizune, still nude, much like her two partners, approached Naruto, pressing her luscious body against the young boy, an act that sent a deep blush across Tsunade's face when she saw it. "I do hope you'll visit us again soon, Naruto. It's been a pleasure to see you. I'm certain Lady Tsunade feels the same." Shizune coyly informed him, suggesting the two would like to see a lot of the jinchuuriki as time went on. Tsunade wasn't open to admitting it yet, but, like Shizune, she was hooked on the blonde, dominant genin. If he could ruin the likes of Tsunade, she had to wonder what kind of future awaited him.
