Uzumaki Naruto's morning training was not considered anything out of the ordinary, normally he trained his Chakra control and physical conditioning, but that morning upon meeting Rock Lee his routine was replaced by an endurance match and sparring series, Bushy Browns, as usual, could not stop giving less than 100%, by the time he was finally satisfied with the results, it was already lunchtime.

Naruto had an unusual meeting, weeks ago, he received a letter from a man who claimed to be the administrator of Ero-Sennin's assets, this person wanted to meet with him to talk about someone going to take possession of something left by his master or something like that, after a brief lunch in Ichiraku, he went back to his apartment to take a short shower before heading to the Hokage tower.

Arriving at Kakashi-Sensei's office, Tsunade was found arguing with an older man dressed in high quality clothes, Shizune was holding her teacher who was making death threats and promises of physical harm, while the man tried to calm her down, Naruto didn't understand what happened but when he heard the words "Accumulated interest" he only understood that it was some kind of debt. Kakashi on the other hand was talking to other chubby man with great interest without paying attention to the others, this man just nodded without knowing how to stop the Hokage's monologue until he finally noticed his arrival.

"Mr. Uzumaki, it's nice to see you again, I'm sure you don't remember me, I'm Yamakawa Seito" greeted an older man as he stepped away from the sixth to hand him a business card "I'm the editor of the Jiraija-Sama novels and I'm here on behalf of Penguin Publishing because we'd love to work with you. " Naruto backed away from the advancing man who didn't seem to know personal space.

"That's enough Yamakawa let the boy breathe" said the other man, who quickly moved away from Tsunade "It's nice to meet you Mr. Uzumaki, my name is Kamano Makoto and as I mentioned in my letter I am the administrator of Jiraija's assets- Sama" the man gave a slight bow that Naruto returned, he was a little nervous, he didn't know what to think, although three years had passed since his death, any situation involving the Pervy-Sage still filled him with melancholy.

"So what do you need from me?" The men looked at the young man in confusion.

"Didn't you get my letter, young man? Well, excuse me if I was not clear enough, sometimes I forget that I am not always working with people who know the jargon of my work"

"Uzumaki-Sama now that you have reached the age to take possession of the inheritance left by Jiraija-Sama, the investments and the money accumulated in the various bank accounts."

"And how much would we be talking about?" Tsunade asked with interest.

"I already mentioned it, Tsunade-sama, I can't divulge the information of a client, "He took out some papers from his briefcase that he brought closer to Naruto, the document had a figure highlighted that left the young man breathless, "I didn't know that it was possible for a figure can have as many 0" Mr. Kamano had a satisfied smile on his face, Tsunade took the document from his hands only to be absorbed by the amount "How is it possible that he has earned so much money"

"If Uzumaki-Sama wishes, I could continue working for you, to help you invest your money properly" Naruto only nodded, overwhelmed by everything that was happening, "Excellent" Kamano brought other documents but they were interceded by Shizune who I hand them over to Kakashi.

"You don't mind if we take a look, Naruto-kun may be of legal age, but he still lacks business experience, I'll make sure everything is in order" Kakashi looked at his student and he nodded.

"Very well, it seems appropriate to me, as for the other matter of Jiraija-Sama's legacy I think Yamakawa could fill you in, if you'll excuse me" with that Kamano left the office.

It was the turn of the obese man who tried to win the young man's favor with praises until he was interrupted by Tsunade who ordered him to get to the point "As Uzumaki-Sama told you, we work with Jiraija-Sama to edit and distribute his magnificent works of art, which we are proud to say that we are going for the ninth edition."

"Really?" Kakashi said with interest.

"Yamakawa..." Tsunade rebuke

"Right, you see Uzumaki-Sama, Jiraija-Sama was writing his last work when he died, leaving only a few notes about it, we want to make a contract to continue the work, you as his heir, of course, you are the one who knows him best and could help us, and of course you will receive a percentage of the sales."

"He agree!" Kakashi jumped excited

"What what what! Kakashi-Sensei doesn't know anything about writing any book."

"Naruto, this is not the time to doubt, we are talking about the legacy of Jiraija-Sama, besides you will not be alone, you have me to help you, right Yamakawa-San? He said while giving her a thumbs up.

"Of course, we have a team of writers who will take care of the details, if you put together a proper plot with Jiraija-Sama's notes it will be very easy"

"Okay, but don't expect too much from me since I never understood much of what the point of those perverted books is."

"Well, enough talk, it's time to celebrate!" Tsunade interceded "Naruto of course you invite Mr. Millionaire!" everyone except Naruto screamed with excitement and headed to the nearest bar dragging him with them.

Although Naruto was not used to this kind of revelry, he liked hearing the anecdotes that everyone had about Jiraija and since everyone had fun remembering him, he finally began to relax and join the party, with the passing of the hours little by little Kakashi, Shizune retreated before passing out and Yamakawa was knocked out leaving Naruto in Tsunade's charge.

"Grandma, don't you think you've had enough?" Naruto said as he shouldered the former Hokage.

"Forget about those weaklings, the night is still young and we should have fun!" He said before continuing to drink from the bottle of sake "Here you should drink too."

"I'm not old enough to drink yet."

"Nonsense you're old enough to go to war, you're old enough to drink so..." she grabbed Naruto by the neck and made him drink from the bottle causing a choking reaction that knocked them off balance.

Naruto fell to the ground dragging Tsunade with him, she fell on him and Naruto did his best to cushion her fall, his hands, however remained inside his Kimono holding the huge breasts of the Sannin, this was a strange sensation and for the first time in his life felt the breasts of a woman and he was fascinated, he felt as if the spirit of Ero-Sennin possessed him even though he knew that it meant his death, Naruto continued massaging them and caressing her nipples. "Naruto..." And just like that he remembered where he was, what he was doing and worse still who he was doing it too.

"I'm... I'm really sorry, I didn't know what I was doing." Naruto apologized as Tsunade adjusted her kimono. "Yes, you didn't know what you were doing... tell me Naruto-Kun, it's the first time you've touched breasts, "she said as she held her breasts to emphasize her words, Naruto only nodded and a mischievous smile appeared on Tsunade's face.

"Alright then come with me Naruto-kun"

"Where are we going?"

"Somewhere we can train" she started to walk in front of him, but there was something different, something hypnotic in her hips, even when he tried not his gaze always drifted to her buttocks.

"Training?"

"If you want to become the next Hokage, you need more than just brute force, you need to know a bit about how the world works. You have to know the intentions of other people and especially what they want."

In a certain way Naruto felt discouraged, he was not expecting a study session, Tsunade, observing that change in him, approached him. "one of the keys to a successful negotiation is to know what the other wants and what they are willing to give, luckily for you, I know exactly what you want, jajaja"

And what do I want?

"To understand Jiraiya's books better, "she smiled and kept walking

It was late at night, and no one was working in the Hokage's tower, Tsunade as the previous Hokage could freely enter the offices without attracting attention. "Have a seat" Naruto obeyed her and sat down in the couch. Tsunade looked for some glasses and a bottle from Kakashi's desk "it's good that he's still here, now let's continue."

She served the drinks, Naruto was holding his glass when Tsunade sat next to him raising one of the glasses "it's a toast, for the legacy of Jiraija" Naruto paid attention raising the glass that collided with Tsunade's "Kampai!" she screamed.

"Ka... Kampai!" he said sheepishly.

"Hahahaha! If only I had known that the best way to keep you quiet was to have you touch some breasts!" Tsunade pounced on the young man sitting on him "I should have allowed it before, what do you say... do you want to feel my breasts properly again?" she said as she undid her kimono revealing her breasts.

"Why are you so embarrassed, you're a man and I've seen the transformation of your Oiroke no jutsu, it can't be the first time you've seen one before, "she took his hands and directed them to her breasts "Feel them."

With Tsunade's permission, Naruto continued stroking them, "Oh, it's still there!" he started to play with her nipples, when Tsunade's weight fell on him, "Now try to use your mouth" obeying "ah, don't just suck, use your tongue, oh! keep it up" she stopped him by lifting of his face to kiss him.

"Was this your first tongue kiss? Huhuhu, this will be a night of first times" Tsunade got up from the couch loosening her pants "tell me Naruto-kun, "she was wearing black panties "should I take all of you tonight?"

Naruto couldn't answer, his mind trying to understand what was happening. He couldn't stop looking at her, her breasts, her hips, her legs, he didn't know where to place his eyes when he finally looked into her eyes.

"You are very beautiful..." is all he could say, causing her to blush. "Don't say anything you don't really mean, "she said somewhat embarrassed.

"But I do, I don't say anything that doesn't mean, Dattebayo" Naruto got up to hold Tsunade by the waist "you are one of the most beautiful women I have ever met."

"Although I appreciate your compliments, however, if compared to your friend's response…" she started to touch Naruto's crotch, feeling his erection through his pants "your words are empty."

Tsunade pushed Naruto onto the couch as she knelt down to unbutton his pants "wow wow you've grown a lot, that's good to know" her hands felt very warm on his penis, Tsunade brought her closer to her face "tell me, what are the Magic words?"

Tsunade shook her head "No no no, "she leaned close to Naruto's ear and whispered "I want to fuck you hard"

Naruto gulped before repeating her words "I want to fuck you hard"

She laughed mischievously "Good boy, "she begins by kissing and licking the head of his penis, then she slides her tongue up and down his shaft, finally inserting the member into her mouth.

"This is amazing...grandma...I mean Tsunade she's very good...no...I don't think I can last longer...is this the charms that Ero-Sennin was talking about?"

Tsunade started to slow down as she used one hand to remove her panties, "Are you ready? I can't take it anymore"

"Grandma..." she banged her head when he called her that way "Don't spoil the mood You idiot... again... what did you call me?"

"Nee-Chan" She kissed him again as she slowly lowered her hips, at the moment she began to insert his penis into her vagina in an impulse Naruto grabbed her by the hips and pushed her down, causing Tsunade to screams of pain and surprise "It's bigger than I thought, I know it's been a long time since the last time but..."

"You're so skinny" Naruto slowly caressed Tsunade's hips and back. She kissed him again "I'm going to start, get ready" Naruto was engrossed, amazed by the sensations caused by the movement of her hips "what's... about this... uh... ah..."

"Nee-chan! Nee-chan! I'm going to... I'm going to..."

"Go ahead... finish as much as you like... Kyaaa!" Naruto released everything inside Tsunade's womb and she gave a satisfied moan "Wow...I knew you were a virgin...but I didn't think you held out for so long...oh my!" she felt again how Naruto's penis regained its vigor "Yes, you are very excited... Oh!... Ah!" This time he began to move his hips starting a new round "Na...Naruto-kun...slowly"

"I can't help it Nee-Chan... it feels great, "he continued for a few more minutes as the excitement and ecstasy built up until for the second time that night he ended up inside Tsunade, she leaned back on the couch with Naruto lying on her breasts panting as he regained his energy.

"Idiot..." she lightly hit Naruto's head more to get his attention than to punish him "you should have more consideration for your partner... start slowly... and pick up the pace with her, if you don't think about the pleasure of She won't want to have sex with you again."

This did seem to scare him, now that he's discovered his new favorite thing to tell him that's like telling him as a kid that he'd never taste ramen again. "And what do I do? How can I know when you are enjoying it?"

"First pay more attention to how we react"

"But pay attention to what?"

"That you should find out yourself, some will be more vocal, listen to their gasps, their hip movements, their hands, we are all different, second don't focus only on your pleasure, try to hold on until you manage to give us at least one orgasm then you are free finish. " Tsunade raised her right leg and held it in her hands in a pose inviting him to penetrate her again "Now let's see if you learned something"

Naruto wasted no time rushing at her, although he wanted to be carried away by the sensations he took Tsunade's advice to heart and began to move slowly.

"That's...now...faster..." heeding his request Naruto quickened his pace "okay...so...faster...faster..." And he did that, the Tsunade's gasps became more frequent "Ahh... louder!" the pelvic shock was getting stronger and Naruto used all his concentration not to let himself be carried away by his instincts.

"Keep going... I'm almost there now." Naruto leaned over her to suck on one of her nipples as he continued to penetrate her, "I... I don't think I can last long either, Nee-Chan."

"Just a little more, I'm... Awww!" Hearing that last moan Naruto couldn't take it anymore and was finally able to ejaculate as much as he wanted.

The two rested on each other again as they regained strength, Naruto quickly recovered again "I have to admit that at least he compensates for his lack of experience with a lot of energy, will it be his youth or the power of the Kyubi?"

"Nee-Chan..." Naruto positioned himself as if to continue, but Tsunade stopped him in alarm "Wait! Wait! Give me some time... not all of us have your energy!"

"Of course, I'm sorry, you're right" a little calmer Tsunade leaned back on the couch and Naruto sat next to her admiring her naked body "Ero-Sennin you were right, women are the best", he watched as the huge Tsunade's breasts rose and fell with her breath and then she lowered her gaze until she reached her pussy and noticed how the semen began to flow and there she realized "Oh shit! Nee-Chan!" He got up with a cry and making her nervous because of how alarmed he was.

"What is your problem! Shut up for once"

"Nee-Chan, I ended up inside you! "

"Yes, so what? "

"I did it without a condom, what if you get pregnant! Should we get married?"

"Are you serious?"

Tsunade was stunned by that comment when she finally started to laugh at his naivety "hahaha, you don't have to worry about that, hahaha, that stage of my life ended several years ago, hahaha!... oh I cant believe it... hahaha!"

He looked away, embarrassed, while she continued laughing "Oh, right you are a grandma" all it took was to send him flying across the room in one fell swoop.

"Don't say that to me, kid" Despite having returned to his old Boke and Tsukkomi routine, the fact that the two of them were completely naked made the whole situation even more ridiculous, Naruto couldn't help but laugh and of course Tsunade joined him.

"So Gaki, how do you feel, aren't you sorry about losing your virginity to this granny?"

"Not at all, I just have a problem, "he lowered his gaze indicating his penis to Tsunade "I'm hard again."

"What a problem..." She noticed the Hokage's hat resting on the desk. "I have an idea come here." she motioned for him to sit in the Hokage's chair, once seated Tsunade took the Hokage's hat and put it on Naruto "Well Hokage-sama your loyal Kunoichi will dedicate himself to fulfilling his mission no matter how hard it is" those words made him harder than ever, she started to give him a blowjob, and this time he felt much better after Tsunade's words, this time he got carried away by the sensations and held her head when he was about to finish, Tsunade received the full blow, even after having finished 3 times, the amount was such that he could barely take it all.

Naruto took Tsunade and laid her down on the desk to penetrate her again, for hours Naruto tested the resistance of the former Hokage, Tsunade had to activate her seal to get the necessary stamina to continue.

When the two blondes finally reached their limits, they lay down on the office couch, Naruto rested on Tsunade's breasts while she smirked, completely drunk with sex, they rested until the first rays of the sun began to enter through the window, was that the moment when she seemed to come out of the stupor in which they were.

"Naruto-kun you have to get up"

"Mmm... I don't want to"

"Idiot, it wasn't a request." She shoved him to the ground.

He watches as Tsunade walked around the office picking up her clothes, he was hypnotized by the naked figure of the Sannin, she tossed him his clothes and with that the adventure ended.

After all the craziness of the night, Tsunade finally started to consider what had happened "I'm sorry Naruto-kun, I showed you an embarrassing side of me and took advantage of you."

"It's not true, I learned a lot from you tonight, and thanks to you I can better understand Ero-Sennin, as he admired you so much... and now I also admire you just like him" he said as he hugged her. Tsunade admired Naruto's naked and stocky body, he was no longer that talkative little boy, now he was a man, that made her smile "Baka you still have a lot to learn, get dressed people will soon arrive. " She said while internally smiling at his words.

After getting dressed they started to clean the office impromptu, Naruto was very thoughtful, that was never good news, Naruto had grown up, but was still naive, he was very direct with his feelings, but also impulsive and hardly changed his mind, Tsunade knew that now more than ever she had to treat him with care or it could affect him negatively, fortunately she knew him well enough to know the only thing to distract him with besides ramen.

"Nee-Chan..."

"Naruto-Kun you should stop calling me that when we get out of here, "she interrupted him before he said something he might regret "Even though we had a good time last night, you shouldn't take what happened as a sign that we'll start a relationship or something like that."

"But wasn't this supposed to be something only girls were supposed to do?"

"That!? What kind of outdated logic is that, who told you that?"

"Iruka-Sensei and Jii-Chan"

"Of course the confirmed bachelor and that old hypocrite... get this Naruto-kun, many people are just looking to have casual relationships without looking for a formal relationship, although I agree that if you find a partner, you should stay faithful to that person, while you are young and single you have the opportunity to have fun and experiment."

Naruto seemed somewhat disappointed, but still nodded, that was a good sign that he would not seek to argue, and for once he would obey her "A sex session made him so obedient, if I had slept with him a long time ago how would I get rid of so many headaches"

The two left the Hokage's office, they continued to be careful not to be seen as they left the tower "You have to meet many girls while you are young, otherwise you will regret it and become a repressed pervert like Kakashi" she said while fixing her hair "Look at me talking like stupid Jiraija."

"No, rather you speak as if you were my new Sensei"

"Don't say that, you make this whole thing sound weird."

At the entrance of the tower she stood in front of him and pointed her finger at him to emphasize her words "Listen, I won't tell you to forget what happened, but I'm warning you not to talk about what we did, nothing of call me Nee- Chan, got it?"

"Whatever you say Grandma Tsunade"

Normally she wouldn't put up with being called that, but this time she would let it slide "well let this be a lesson for you, a man should be discreet and even more so if you plan to become Hokage."

"If you don't raise suspicions I will come to visit you and we will continue our lessons" Those words lifted his spirits, Naruto smiled at what seemed like one more training to achieve his dream.

"If you don't raise suspicions I will come to visit you and we will continue our lessons" Those words lifted his spirits, Naruto smiled at what seemed like a training not only to achieve his dream of being Hokage, but also to culminate Ero-Sennin's book.

"See you next time, Golden Boy" Tsunade winked at him before disappearing using the Shunshin no jutsu.

Naruto was left alone in the street, after everything he experienced that night he suddenly felt a surge of inspiration, again, he learned a little more about what his teacher felt, he hurried home, he needed to express his satisfaction and expectations in the only way Jiraija would.

"I will make a book that you are proud of Dattebayo!"