Chapter 14

Before the chunnin exam, once Team 7 was back, I quickly bought some memory modification and changed Naruto and Sasuke's memory to include dates they never went to but did make changes so no real relationship starts from it.

After that, it was finally time for the chunnin exam, thankfully Anko didn't object to us doing it. Reaching the venue I made it in time to show the girls, sasuke and Naruto making fools of themselves when they tried to fight Lee and spotted tenten, another one of my targets, unlike anyone else her charm was definitely not pronounced as the others but she looked very lean and pretty and had a charm that was a little hard to notice.

Moving on to the written exam, we were sat in our seats, strangely they let the team sit with each other and we were sat in the back. Guess it was another one of the changes while the rest was the same. Looking at both of them, looking very tense and hurrying to finish the question, I activated my stealth and put my hands on their thigh and slowly started massaging it, both were shocked and looked at my smirking face, sakura was getting angry while Hinata was getting embarrassed but to not fail they focused on the test while trying to ignore me and push my hand away but I don't give up that easily as I grabbed their butts and played with it for a while and finally moved their pussy's, the clothes removed a lot of pleasure but it still had the effect I wanted, they were both breathing harder but everyone was paying attention to their paper so no one could tell what was happening.

The exam ended with people who are brave going through the next round, the girls had to work hard to stop their moans and could not work at all till after I made them cum. After that I did end up running away before sakura tried to beat me and got ready for the next round.

Next it was time for the Survival exam, I knew I would find trouble with Team 7 so I generally stayed far away from their team, I bought 2 new skills, one was to analyze the jutsu type and use and a marking skill so I marked team 7 and other dangerous teams, with our stats and teamwork we would mostly won against the others. Staying clear of the rain and sand ninjas, I quickly retrieve our missing scroll and finishing the requirements, I also made sure to let other teams get more scrolls so I can have it easier in the one to one fights. Not having much to do, I activated stealth and the girls kept me company in the forest while we had nothing to do, once I knew most of the way would be clear. We hurried over to complete the exam.

Moving on to the one on one battle, I thankfully fought one of the weaker opponents which was Tenten, and made sure to go easy on her and be a gentleman. There were more people who passed, likely due to my changes. Sakura fought Ino and Hinata fought Neji, which was still the same. Sakura surprisingly won by an inch which I was shocked about, if so then they would likely never become friends again and the future changes again, unfortunately Hinata lost also but she still did better than in the anime. The rest of the fights were the same also. Finishing that, it was time for rest till the official tournaments.

This is the time for Jiraiya to show up so I need to befriend him enough to be taken with him to meet Tsunade. When Naruto had got him to train him, I got close to them. I didn't ask to be taught anything and just tried to befriend them, not pushing too hard. Jiraiya is a very smart character and he could easily spot if I tried to do something.

After that it was the start of the real matches. I was against Temari, I used Earth jutsu to counter her air jutsu and using a few tricks and mind plays I could trick her to win, enough to at least impress her.

After that it was mostly the plot with a few tweaks in it. The third died, the Gara Vs Naruto fight and finally they moved onto looking for Tsunade to be the new hokage, it took a little convincing but I was thankfully able to tag along. While making sure to stay away from Itachi and watching Naruto train, was quite boring, once this is over I should buy the rasengan.

After that when we finally caught up to Tsunade, when I saw her my eyes nearly burst out, looking at her figure with those enormous breasts that were still well proportioned and her thick hips, she was the perfect MILF, I had laid my eyes on. I used all of my will power to hold my boner down and not being present just watching her made my heart beat faster, that overflowing cleavage and her top which could barely hold them, every move of her and every part of her caused me more pain to stop my boner, her face itself looked divine, no women could currently compare to her.

Shizune who was next to her was also quite pretty and busty but was overwhelmingly overshadowed because of Tsunade.

With the meeting, it was generally the same. She refused to be hokage and pissed Naruto off, she even laughed and smirked at me because I kept glancing at her chest, making her more haughty.

With that Naruto tried to fight her and ended up getting beat, so I asked to fight also but I just wanted a spar. While I might not have the destructive power as Naruto, my skills had already outclassed him and could even above sasuke so I lasted a little longer but her swaying breasts would always cause me to loose focus which she clearly saw and teased me more with it and due to it I also got a flicked and blasted away, thankfully I saw it coming so I could recover without making a fool of myself.

Knowing that the fight against orochimaru was about to begin, I was in a pickle as this fight was likely going to be really tough so I just stuck with Naruto and supported him. In the end we still got beat by kabuto as I didn't show off my skills but it was enough to just fight that I could see my trust has been raised for each of the parties involved. Aftermath of the battle when everyone recovered and decided to head back. But I can't just let this end here, I haven't had my fun with her and afterwards she would be too busy to even meet.

Thankfully we had a stop at a hot spring town, in the morning when I tried to look for her, she had left for the pachinko parlour, and I decided to meet her there. Seeing her play and loose was quite funny, I sat next to her and immediately won the jackpot, though I am underage so I probably can't cash this out but watching her frustrated face as I won 3 in a row while she kept losing and even made me switch with her for me to still win. She was close to nearly destroying the machine.

I started laughing but her glare made me stop.

"Tsunade san, looks like you are quite unlucky today." I said while smiling to which she got even angrier. "It's just luck, you brat." she exclaimed. I decided it was time for my fun so I said, "I heard you love to gamble and you have lost a lot and are in quite the debt, how about I play with you?"

She looked me wide eyed, thinking how I knew but thought that Jiraiya probably told me, she sniggered at my suggestion and asked, "Brat do you even have any money to make a bet with me, I don't play for a few thousands. My debt is in 6 digits"

I smiled and said, "You don't have to worry about that, I inherited enough money to last a lifetime for me, from my parents and more. How about this, you can choose any game you want and if you can win against me then I'll give you double the money you owe."

Immediately her eyes brightened with money symbols as she looked at me and was excited, thinking I would probably cheat and she could easily win against me so she told me to come back to her room. Thankfully shizune and Naruto shiu

As she we sat opposite at the table, I asked "Tsunade san, we have decided what happens if you win but what happens if I win?"

She smirked and said, "What do you want brat?"

I acted like I was thinking hard and then stared straight at her breasts and proclaimed, "If I win, you have to let me see your breasts!" with all of my confidence. Even Tsunade was a little shocked to think I would ask that and ended up laughing at me but was clearly suppressing her anger and agreed thinking I wasn't going to win anyways.

To make it fast we play Craps where she would throw dice and I would guess. Obviously due to my luck, I immediately won the game and she looked horrified as I pretty much destroyed her, honestly she really is a sucker.

After she calmed down she looked at me and gritted her teeth and before I knew it she pulled her onsen clothes apart, releasing her breasts to be feasted on by my eyes however she immediately closed them back after, she didn't wear any bra. However they were imprinted on my mind, those supple and soft breasts with her creamy white skin and perfect pink nipples, each breast nearly as big as my face. She looked embarrassed but quickly tried to distract me by saying to play one more game, she really is addicted, letting me see her breasts as long as she can win big however I still couldn't reply as my mind was still shocked and my nose was bleeding from the excitement. Looking at my face and the bliss, she was a little irritated that even though she scammed me with only a look I was still having the time of my life.

After another minute though I calmed myself and cleaned myself up. "Tsunade san, as I have already won, I don't really gain much to play you again so how about instead of a look, you let me have a touch."

Immediately she had the killer eyes so I quickly retracted my statement by saying, "I am just joking but how about let's do your debt if you win and 1 minute to look at your breasts otherwise it's not fair and I might not play more." and held my ground. She was already annoyed but her addiction ended up pushing her to accept.

Obviously I won again and she was shocked and despaired, she looked at me evilly, thinking if I cheated but it was unlikely and was angry at herself but she decided to follow through with as she opened her top again and this time, I enjoyed them as had closed her eyes and was clearly embarrassed at a kid so young just staring at them. Once that was finished she made me play more but this time it was half the debt and the same amount to look at her breasts.

However this time, I let her win, thinking of the number which would let me win, I picked the wrong one and when she won she went over the top and celebrated. I acted let down and sighed while I wrote a check and slid it over to her and she happily accepted while thinking I was a sucker, still celebrating she ordered drinks to her room and drank a few before I piped up.

Looking serious I stared at her with my full resolve, I asked "Tsunade san, how about one more? and let's make it the last and a little interesting, if you win I'll give you 3 times your debt" and she immediately perked up happily thinking of accepting till I said, "but if you lose, you have to let me touch your breasts for 5 minutes and I'll give you your other half of the debt."

She was clearly angry at me asking again that's why I let her win and waited to let her be a little drunk before I asked, she looked to be really thinking and not outright beating me up, thankfully the alcohol, the earlier win and even her trust in me to not cheat, made her choose to do it, thankfully shizune wasn't here otherwise it would be way harder. Noticing her strict gaze I didn't back down and she accepted.

I acted like I was stressing out so she wouldn't find it suspicious and acted like I was struggling but I ended up winning and even celebrated. She looked to have fallen into despair as she slammed her head into the table and cracked it and the. glared at me with some tears in her eyes and even pulled on my collar, unable to believe I won. After calming her down she realised what she had to do and could only sigh while acting miserable but I ignored it and as I sat right in front of and she glared at me, I gulped and with trembling hands I reached out. She wanted to smack me but held her hands down with her last bit of integrity. When I finally touched it, my fingers sunk in, finger by finger as it landed on her she gritted her teeth and looked away while she was clearly embarrassed. I felt like my whole hand could probably be engulfed in her breasts but I tried not to go too hard, I already felt like my dick was about to break through my trousers. Thanks to my skill, even Tsunade was a little shocked that she felt quite good while I touched her, looking at my handsome face, she couldn't believe I was such a pervert.

As she observed me her eyes landed on something twitching in my pants, her became wide open looking at the imprint in my trousers, the size of it was massive and she couldn't believe her eyes. A moan escaped mouth and she recovered from her surprise and was even more embarrassed but kept making glances at my penis, each time she was shocked. She hadn't noticed but she seemed to moan more and more till when I squeezed her nipples a little to make her cum, experiencing a sudden orgasm, she moaned loudly and was shocked to think a kid so young had just made cum, as she slumped on me to rest and take deep breaths but before she could catch any I had already started groping her again.

She was shocked and wanted me to stop but I wishpered into her ears, "I still have time left" and then moved behind her as I hugged her while still groping her, while she kept moaning, she even felt my large imprint hugging her back. I silently opened up her clothes little by little till I was groping her naked breasts, making her moan harder, at this point she seemed to not resist my advances. Thinking I could do more, I let her down and mounted over her while still groping her, looking at these amazing breasts I could not hold back and my mouth started sucking on her nipples, when she first felt this, she thought to punch me with her full strength but the sudden pleasure immediately made her cum and I kept going making her a little crazy where instead of punching me, she pulled my face deeper with a hug, I couldn't even breathe but it didn't stop me from still sucking. My dick was currently rubbing close to her belly button, even with these fat tits she had a lean stomach which my dick kept rubbing on.

The pleasure was maxed out and she and I came at the same time for one last time, she moaned loudly while I came and my cum even released through my clothes onto her stomach. As she was slumped down I made her release me and thinking of what she could do to me, I put down another check of nearly 2.5 times her debt and ran away to my room, hoping she doesn't kill me.

When she woke up, still reeling from the pleasure and thinking of what happened she saw the check and the amount, even with the enormous amount of money she looked to be seriously pissed and looked at my load that covered her stomach she was even more pissed, but strangely she seemed to quite like what just happened. She hadn't had a release since her boyfriend had died and instead of the alcohol or the ugly creeps who hit on her, it was slightly better, what she had experienced with me. For now she held down her anger and sighed and went for the bath, when she saw Jiraiya floating and passed out waiting for her, she released her anger on him, saving me. Later when Shizune asked her where she got so much money she avoided the real answer and told her how I was a dumb brat and lost my money to her in a gamble. Shizune was obviously disappointed but didn't raise that point.

(Author: I updated it so it says boyfriend instead of husband. Also I was thinking of choosing who to lose his virginity and was going to let you guys choose it but I think maybe I should just go with Tsunade, unless you can give me a good of reason to change that, also which other girls you want introduced first ino, kushina, mikoto or etc?)