Naruto perverted Ninja system

Prologue end

Life before the start of the academy (18+)

\\Happy Birthday Master. It is your Sixth birthday. System has finally found your body matured enough to start the training to make you a legendary pervert

Special system task: Master is finally old enough. So it is time to start training your Anus.

First task: Buy a dildo of appropriate size, anal plug and lubricating gel in disguise.

Daily task: start using the dildo to loosen up your Anus. And use anal plug to keep it loose.

Current Reward: Will help you build an intimate relationship with Shisui Uchiha and gain his favor. System has detected individual Shisui Uchiha being interested in anal play and spanking. Gaining his favor will increase your chances of inheriting his jutsus after his death.

There will be more long term rewards for having a 'ready to receive anus' at your disposal.

That's all.

Looking at the system task I finally found something exciting.

It has been a while since I have been training with Shisui. With the help of the system I have found quite some interesting things. First of all the method of training which system has provided was actually quite effective in increasing my strength at a base level. To put it simply since I have experienced having a body without any Chakra I can actually exercise without using a single bit of Chakra. That allows my natural muscles to grow. So even with a low amount of exercise, I was achieving similar results to those who do a lot of exercise but while circulating their Chakra unconsciously. That's why at a base level when circulating the Chakra through my body, my strength is even greater than a genin. So the few times Shisui had guided me in the last couple of months, it was in actual fighting style, which I was severely lacking in.

But training is not the only thing we do when we meet each other. I found that Shisui has a big collection of erotic novels and my erotic Manga. After which when we were not training we enjoyed reading those things together while I tried to make him do naughty things to me. While he managed to resist the temptation for quite some time, eventually he gave in. But he had still shown quite a bit of control over himself and had only limited himself to groping my thighs or playing with my ass. But now that system wants me to lose my anal virginity, I guess I should lose it before mid December when the academy entrance exam will occur.

Making up my mind I followed my daily routine as I sneaked out a shadow clone to bring those things for me.

After finishing my training, I went to the washroom and thoroughly cleaned up my asshole before applying the lubricants. My clone had brought quite a few toys for me to play with and I was intending to use every single one of them.

…

//A week before the beginning of the academy

In the outskirts of the Uchiha territory, on our usual training spot near the bank of the Naka river, Shisui was teaching me a complex style of shuriken throwing.

"Pay attention Naruto Chan. I still don't quite understand why you think that shurikens and kunais are harmless." Shisui told me, sighing for the 7th time.

"Well, should I put it bluntly ? I am horny and I need something good to read. This is probably the last time we will meet before our academy will begin. So can we go already ? I know that you will not get much time to be with me after today." I told Shisui.

"Oh yeah ! I had completely forgotten about it. My cousin Sasuke will also be attending the academy next week. Alright let's go. But you will still have to answer why you think that shurikens and kunais are harmless." Shisui told me and I was already walking to the small hut he had built in the middle of the forest.

As soon as I entered the hut, I opened up the zip of my jacket and threw it away, leaving myself completely naked. But I didn't just stop there. Going forward I bent down near a bookshelf so that Shisui would get the full view of my rear by the time he enters the hut.

"What the fuck !" I smirked after hearing his reaction. There was an anal plug with a shiny orange stone inside my ass. On top of that there was a bandaid perfectly covering my pussy.

Without turning back I replied to Shisui.

"Well my academy is going to start soon. So I thought that I should celebrate it in some way. The band aid portion is off limits but if you want then I can give you access to the other part." In the end I wiggled my ass in front of him.

But I immediately regretted teasing him too much when I felt sharp pain on my ass cheeks as Shisui spanked them without holding back.

*Slap*

"Annnnnnnnnnn !" It actually hurt a lot.

"You know you are going to be the death of me…." Uchiha Shisui said with a wry smile. Then picking up my jacket from the doorway, he threw it at me.

I was really surprised to see it. With the things are going on I was sure that he wouldn't be able to resist the temptation of fucking my ass. But I guess I underestimated him.

"Don't give me that disappointed look. As much as I would like to fuck that cute butt hole, it will definitely get me killed. You are forgetting about your age.

Alright, tell you what ? We will do it once you become a genin. But don't try to skip too many grades. Otherwise you would end up like me, barely getting any time to meet me." Shisui chuckled and explained.

I felt a little disappointed. But I couldn't argue with him. As much excited as I was, I failed to seduce Shisui.

"But don't think I will let you go like that. We can't have any penetration. But for that earlier tease I am definitely punishing you." Hearing those words I finally felt some hope. Without any further talk he came forward and lifted me up from the scruff of my neck like a cat. Then he went towards the table and put me on it with my ass facing him. He took the nearby chair as he brought me into his lap. This time my ass was facing upwards with my completely exposed rear while I was facing downward.

*Slap*

"Annnnnggggghhh !" The moment his slap landed in between my ass cheeks, on top of the anal plug, a strange sensation of pain and pleasure ran across my body. I moaned without holding back. At that moment I knew that even if I won't get his cock inside my ass, this is going to be equally thrilling.

*Slap*

"Annnnnnnnnnn !" The second slap landed on my left ass cheek. Not wanting to be out done my hand found its way from underneath the table to the pants of the boy who was punishing me. Shisui had folded me in an inverted v shape. So there was quite some room left to work on his pants. Pulling down his zipper, I tried to free his rock hard cock from his boxers.

*Slap*

"Annnnnggggghhh !" But before I could pull it out, he spanked the anal plug with even greater force than the first time.

But how could I let it go that easily I struggled my way through his boxers while his spanking continued non stop. After a minute of struggle, I finally managed to get the hold on the cock of my spanker. Due to the awkward position. Jacking him off was not that easy. But my past experience helped me in that aspect.

"Wow Naruto chan ! When did you learn to give such a naughty handjob ! You are more naughty than I had thought."

*Slap*

"Fuck ! Annnnnggggghhh !" This time has slap not only targeted my butthole but also landed on my band aided pussy.

The sensation left me gasping for air.

But despite that I didn't let go of his cock. Then his other hand found it's way through my jacket which was practically covering nothing, to my breasts.

For the next 20 minutes both of us tried to make The other experience pleasure.

And it ended up in him spraying his load all over my belly and me, peeing on his lap.

By the time we came out of the cabin we were a complete mess. After taking a bath in the Naka river I finally returned to the place where my clone was still fishing under the watch of anbu bear. Switching places with it was not that hard as the bear was not a sensor. In the end I gained a system massage of successfully gaining the favor of Shisui Uchiha. The weekend passed without anything special as finally the day of the academic entrance exam arrived.

…

AN:

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