Pokemon - Oleana's Shota

Direct seqel to Pokemon - Oleana's Maelstrom. Same Universe, same Naruto and same Oleana... just a little older than the third and final chapter of Oleana's Maelstrom.

Anyway, this was rather highly requested after the end of Oleana's Maelstrom, not neccessarily to make a new story and story line with both characters, but maybe set it in the near future and for it to become more lewd and... expressive, so that is what I am here for, creating this story to appease the people that wanted it.

Since this story is more mature, and will be more lewd and suggestive (Limes) there will be two new things placed in for the already placed [Momdom] and [Yandere], which will be [Hypnosis] and [Conditioning].

It won't be long with only two chapters of added stuff, so hopefully it would be alright for you. I am not that confident yet on creating a large scale thing for smut or lewdness yet, but I will try.

Naruto will be 12 (Legal age of consent in Japan and other countries) and Oleana will be 34, as Oleana was 29 when Naruto was seven.

Anyway, please let me know on what you think of this after reading the chapter. Everything is appreciated... flames on the other hand... not so much.

Chapter 1

At 12 years old, Naruto hadn't experienced much when it came to older people. He didn't have experience when it came to the opposite gender - apart from his mother - and he didn't really understand how social norms work - once again, due to his mother and her unwillingness to let him outside that often - however, there was one thing that he was competent at, and that was Pokemon battling.

At the age of 11 - a full year after the legal age to become a Pokemon trainer and take part in the Gym Challenge - was the first time that he had traversed the region that was Galar, and he found it absolutely stunning. Despite every being in the same region, he got to experience a different culture wherever he went, some places had different cuisine and even different ways of life and every single large city to the smallest of towns had a different history to them, and that was something that he absolutely loved.

He had participated in the Gym Challenge that year, having been given an endorsement by Chairman Rose, after having discussions with Oleana about what him being on a journey will entail. It took a while for him to convince his mother saying that it was something that he wanted to do, and he would call at every town.

That was how he got his letter of endorsement, from the one who organises the annual Gym Challenge.

To be fair, only starting his journey with Nickie - who had finally evolved into a Thievul when he was nine years of age - some spare pocket money that his mother gave him - which was a rather hefty sum of that would have lasted him two whole journeys around the region - and his learnt survival skills, as ever since he asked to go on the journey, his mother hammered down and made him learn how to cook every sort of curry she could think of.

It was an interesting experience to say the least, it was also rather scary, traveling by yourself throughout a region that you have never really travelled around before, with him only knowing Hulberry City, Motostoke City and some areas of Wyndon. Other than that, he was going in blind.

However, there was one thing that really embarrassed him throughout his journey, and it happened after he managed to beat Milo, the first Gym Leader for the Gym Challenge.

FLASHBACK

Naruto was sitting on a bed in a hotel room that he managed to acquire during his time in the city of Turffield Town. He had just recently come back to the hotel room after defeating Gym Leader Milo, who looked to be someone who was rather tuff and intimidating with his body and with his stance, but overall, he was a really nice guy.

Currently dressed in a simple orange zip-up jacket with black trims around the edges and along the zipper, a bare showing of a simple black undershirt was seen from under the unzipped part of his jumper. He was also wearing a pair of travel pants, they were comfortable to wear, and they weren't awkward to walk or run around in for long periods of time. Wrapped around his waist were two Pokeballs, where his Nickie was rested, along with his second partner Pokemon being a Ninjask, a Pokemon that he became fascinated with once he saw it in the Wild Area. To top off his outfit, he wore a simple pair of blue sneakers with small black patterns on the fabric.

Placed next to him was a rather large travel bag, which was a simple blackish-gray color. It may look over the top, but it got its job done and could carry many things, and store a lot of things, such as some food supplies in its own little pocket for that thing.

He was currently fidgeting with his phone, which indeed have a Rotom in it.

Why? He had no idea, but at least it was in his favorite colour; orange, along with hints of red.

The reason why he was fidgeting? It was because last night he experienced something that he didn't know how to process, and he felt embarrassed about it, having no idea what it was about or why it happened.

Now, Naruto was sheltered from many things, so he didn't understand what most social norms were, and was amazed by some of things that he saw other people do in public. Although, he was definately sure that one of them definately wasn't acceptable, judging from the way someone reacted to what he said.

He thought that the man currently advancing on a female that looked a few years older than him was normal, but apparently it wasn't. As when he told a local police officer who was walking the other way, he asked him if that was normal. The look on the cops face was something that he would never forget, along with the small amount of praise that he recieved after the older man was taken to 'custody'... whatever that meant.

He also didn't expect small praises to be coming with some onlookers who had heard of the small debacle happening with the police officer and the man being confronted by said officer.

He even got a small kiss on the cheek by the girl he unknowingly saved from a creepy man!

The feeling that swelled within his entire body was something that he wanted to happen again! So, he would keep a look out for anything that may seem out of the ordinary or if something was being very odd.

Shaking his head clear of those thoughts, Naruto quickly looked through his contacts, one of the only few he had and pressed the call button after finding the person he wanted to ring.

Instead of putting the phone to his ear, Naruto shifted himself so he was balanced and centered on the rather soft bed - it still wasn't as comfortable as his bed at home, the one that he shared with his mother.

"Naruto! Congratulations on your win against the first Gym Leader! I am so proud of you!" Oleana congratulated, cooing in delight at seeing her childs face again. It certainly wasn't the same as seeing him in person everyday, but it would suffice for now until he finished his journey and returned home to her.

Blushing at the praise his mother gave him, "Thanks." He muttered out, but still clear enough to be heard over the phone. As Naruto looked at the screen, he blinked in confusion as he noticed that his mother was holding one of his shirts, and another one was flung over one of her shoulders, "What are you doing with my shirts?" He asked innocently, not understanding why she was looking like she did.

Chuckling lightly, Oleana quickly replied to his question, "Just... washing your clothes. Just had to find them, you do like to leave your room in a mess don't you?" She questioned lightly, although the tone of her voice said she wasn't really impressed with the mess that he made.

"Sorry. I was excited and forgot to clean everything up." He admitted, totally fool by the lie Oleana gave him. She wasn't doing any washing, she was using his clothing to catch of whiff of his scent once more, something she found herself doing more often and pleasured herself to the smell of his worn clothing.

"Don't worry about it. It was to be expected with the amount of excitement and eagerness you showed the day you left the home." Oleana waved him off, she then looked at Naruto and saw his embarrassed expression and was instantly wondering what had happened, "So, why do you look embarrassed, almost like you got caught with your hand in the cookie jar once again?" She teased, while also asking a question at the same time.

"Well... I wanted to call you because... something happened, and I don't know what it meant." He answered, his blush growing ever brighter as the images reappeared in his head once again.

"Well? What happened? I can't help if I don't know what it is?" Oleana eagerly asked, deep down, she hoped that it was what she thought it was. Then, she would be able to see Naruto in person again, and start to enact her little plan to keep him with her again.

"Well... uh... I had a dream... one that was..." Naruto couldn't even bring himself to finish that sentence, mainly because he didn't know how to correctly word it. He didn't want to say something he was not meant to as that might upset his mother.

A look of realisation flashed through Oleana's face as she smiled gently at Naruto, even through the screen of the phone he could feel the warmth and happiness from her smile, "Naruto, what you experienced wasn't bad. It just means you are growing up." She said, eradicating all fears that Naruto may have had about the oddity about the dream he experienced last night.

"Really?" He questioned, relief in his voice as his mother confirmed that nothing was wrong with him.

"Yes, it's perfectly normal, Naruto." Oleana reassured, before an idea came to her mind, "Naruto, I need you to come home for me, I need to teach you something."

"Why can't you teach me here?" He questioned, not understanding why his mother couldn't tell him over the phone.

"Baby, it is something that is private, and something that should not be heard in public. Think of it as a secret, only you and the person telling you can know, no one else can, and you can't keep a secret when others could hear it." She said, giving a small look to Naruto. It wasn't a bad look, it was just one of slight amusement as she watched as facial expression change.

He had a rather cute 'O' face of surprise, she mused to herself.

"Oh, well. I guess I will see you tomorrow, it's getting a little late and I'm tired after the battle." Naruto said, further proving his point as he yawned a little.

"I see, goodnight baby. I will see you tomorrow." Oleana said, before blowing a kiss to Naruto over the phone.

Normally, when a male sees this, especially someone who is beginning to hit puberty or someone entering their teen years, they would become embarrassed by this and not look in the direction of the person doing said action. Not Naruto. He pretended that he caught the blown kiss and brought it his hands to his cheek, almost like he was carrying the kiss onto his cheek, "Love you, mother." He said.

"Love you too baby, have a sweet dream and sleep well." Oleana said, before hanging up the phone, leaving Naruto's back up to the contact list.

FLASHBACK END

Shaking his head clear of that specific memory, it was then another memory came into his mind and the feelings that he remembered experiencing during the actions taken through the memory. It was an odd mixture of awe, curiosity and even something else that he couldn't quiet place his finger on, but it definately felt good and he wanted to continue experiencing it.

Laying down on the bed, he looked up to the ceiling, allowing himself to fall into the memory, one that both embarrassed him greatly, yet also gave him a new experience in which he would never forget.

FLASHBACK

"Mother?" Naruto called out, pocketing the key that he used to get into the house. It felt odd being back in the house yet again, after leaving it a few weeks ago to start his journey, and from the journey, he decided to start from the lowest point in the region, which happened to be Postwick Town. It was a nice place and had a great community, as that town and the one just above seemed to rely on each other just as much as the other.

Although, when he was looking around Postwick Town, he did hear of a forest that was named Slumbering Weald, but he was unable to go into the forest, as the locals had locked up the gate leading to the path, and he didn't want to upset anyone by entering the forest. He even heard that mysterious things were a daily occurrence within the forest.

"I'm in our room!" His mothers voice called out from upstairs with a slight reverbe around the hallway.

Now knowing where his mother was located, Naruto made his way up the stairs and through the hallway, the layout of the house basically ingrained in his mind as he wandered the upstairs region of the house. One of the many upsides for living in the house for so long, you tended to know where you were going by sheer muscle memory.

Suddenly finding himself in front of their shared room, Naruto opened the door and took a peak inside of said room. Frowning lightly as he didn't see his mother in the room, but then he heard the distinct sound of someone in the bathroom, considering that the bathroom they shared was connected to the bedroom so it wouldn't take too long to get from this bedroom to the bathroom, along with saving said person from walking in the dark hallways at night.

Fully entering the room, Naruto sat down on the edge of the bed, taking his shoes off so he could lean back and allow himself to sink into the soft bed without making it dirty with his shoes.

Sighing in complete comfort as he allowed himself to sink into the bed - not that it was that soft, but it had the right firmness for it to be comfortable - he waited until his mother would come out and explain what she wanted to say, which couldn't be said over the phone or have anyone in range that could possibly hear it.

Whatever that meant. He was sure that it couldn't be that bad or needed to be told to him in private.

Hearing the door to the bathroom open, Naruto shifted his attention from the rather bland ceiling of the room to see his mother walking out of the bathroom, although she looked very different.

Naruto blushed beet red at seeing his mother walking out of the bathroom, it was apparent she had just come out of the shower due to some small beads of water dripping down her skin, her hair seemed shiny and the faint scent of coconut wafted through the air, it was almost like the shampoo and conditioner that she used was cleansing the unscented air.

Although, that wasn't what got Naruto to blush beet red, he tried to look anywhere but her - due to his most recent... dream being of her, almost exactly like this - however, that was near impossible, as his eyes were glued to her swaying hips. She was adding a bit more of a seductive undertone with the way she was making her way towards him, with a single purpose. What that was, he didn't know.

It was what she was wearing that was getting to him the most. While he can vaguely remember when he was younger that he saw his mother naked or in various states of undress, his mother just told him that was childish innocence, however, know, he was nearing his teen years, so he could say that he was getting more... hot-blooded when it came to things.

Oleana was wearing a sexy red three piece article of underclothing, a lacy red bra with orange tints around the top of the bra that held her solid D-cup breasts in place, giving them some firmness that even Naruto could see, he could see some of her breasts as well, along with something poking out in the middle of the cups of the bra. Then it was just her lower chest and stomach that was fully revealed, with her lightly tanned, flawless skin still having some shine to it thanks to the water beads dripping down lightly, she also had a rather cute belly button. Then came the next article of the outfit, with it being a bright red laced garterbelt that fit snugly around her waist and had two little straps that travelled down to her thighs, also revealing she was wearing a pair of matching panties to her bra, with it being red lace and having some orange trims around the edges.

All in all, for the first time since he could remember, Naruto was left speechless at the sight of his mother, and he could feel something uncomfortable happening with his penis. Quickly covering the slight bulge that was forming in his pants, Naruto was somehow turning a new shade of red as he snapped his eyes shut, trying his best not to look at his mother in that state of dress.

It wasn't embarrassing to him per se, it just felt... different, and he didn't know what was happening.

Oleana smirked to herself as she watched Naruto's reaction. He might have thought he was quick with hiding his growing excitement, but not fast enough, and Oleana spotted it.

It made her giddy inside that she was doing this to her little baby boy, and now, she just needed to cement the idea that she was the one that can satisfy him, no one else his age knows him well enough like she does, and she will try to sway 'The Talk' and how babies are made into her own court, making it so that she can subtly tell Naruto that its what people do to others they love.

She just won't say that it isn't meant for mothers and children. No, that will be her little thing that she would keep out.

It may be evil to some, to condition a child like that and manipulate some things around in order for it to happen, but Oleana didn't care. She wanted Nartuo for herself, and she saw everyone else as a threat who could possibly take her sweet little boy away from her.

She wouldn't let that happen as long as she is alive and kicking.

"Naruto." Oleana said softly, gaining the attention of Naruto, who shyly looked up at her, his blue eyes shining in embarrassment yet also curiosity. It was a look she loved so much, "I believe you are at that age when I need to teach you some things." She added on, "What you said to me yesterday, when the other night you experienced something, could you tell me what it was?" She added on further, before taking a seat next to Naruto and gently pulling him closer to her body, so his head was resting upon her arm.

"U-uh, I... dreamt about you and me doing... things. It felt... nice." He stuttered out, the dream still burning in his mind, along with another ache happening just below his hips. He had to shuffle awkwardly in hopes to make it go away.

"I see." Oleana nodded her head, her suspicions all but confirmed now. Moving her hand away from Naruto's head, she moved it downwards, towards the small bulge that was appearing in his long pants, "Did I play with this?" She asked, before gently moving her hand along it, making sure to put enough pressure on it to make him feel it through the fabric.

Not getting a fully verbal reply, Oleana looked out of the corner of her eyes and saw that Naruto was breathing rather heavily after her hand came into contact with his member. While she was no expert on penis size, as she herself has never had a boyfriend before or even been in a situation of seeing a man naked, she could tell that Naruto had a rather nice size to him, along with the chance for it to grow more as his body matures more.

"It's alright, Naruto. Every boy goes through this around this age. Allow mommy to help you." Oleana cooed, standing up from her position and moving about until she was in front of Naruto, crouching down so she was a little more level with his lower half, Oleana gently tugged his pants down, revealing his rather plan black boxers to her.

Hearing a slight whimper coming from him, Oleana looked up and saw that Naruto was looking at her oddly. Shaking her head at his expression, she knew he wasn't hurt, otherwise he would have said so, "It's alright, Naruto." She gently reassured him again, before an idea came to her mind and she fiddled with her bra, before unclipping it and allowing herself to pull it up over her head, making her breasts visible to Naruto.

She could feel her nipples hardening even moreso than they were before, whether it was from the cold air touching it, or from the excitement she was feeling building up within her at having Naruto gaze upon some of her naked body, "Here, you can play with them while I help you, and teach you some of the pleasures that you can now experience." She cooed out, positioning her body in a way that made her breasts more reachable for Naruto in her position while it made it easy for her to play with his hard member.

Naruto felt something completely different enter his system, like some instinct that was buried deep within his entire being come out, without even knowing what do to and having very minimal experience with this - even in his dream - he reached out and took hold of his mothers large breasts, and took hold of his mothers darkened areola.

Wincing a little at the sudden sensations that she felt on her breasts and rather sensitive areola, Oleana gently chided Naruto for rushing into something like that, "Naruto, please, they are rather sensitive. Please be gently with them, like how you would treat your Thievul." She repremanded, before allowing her body to melt under the pressure as Naruto heeded his mothers words and loosened his grip on them, almost like he was treating her to a breast massage, "Good boy. Now, let mommy please you." She licked her lips as she gazed upon the rather cute five inch member of Naruto. Hopefully, it could grow larger when his body matured more.

As soon as she said that, Naruto let out a rather cute moan as he suddenly felt something warm and wet wrap around his penis. It was a new sensation, yet Naruto was already beginning to love it. Continuing with his little minstrations on his mothers breasts, he looked down and saw that his mother had her mouth over his penis, and was gently bobbing up and down on it.

"M-mother." He moaned out, unable to deal with the pressure that had suddenly built up within his penis. He widened his eyes at the thought of him not holding it in anymore, "I-I'm going to pee..." He muttered out, rather embarrassed at having said that to his mother, but to his confusion, she didn't pull away from his penis, but instead, he felt an entirely new sensation happen, it almost felt like a stronger suction was happening and it made holding it in near impossible, along with it being impossible to hold onto her breasts anymore, "Ahh~"

Before he even knew what hit him in the moment of vast pleasure, Oleana had taken her mouth away from his penis, but still used her hand to continue with her minstrations, and as soon as she did, small spurts of sperm shot out from his penis. The ejaculation didn't last long, maybe a few seconds at most before it died down, with his penis losing some of its hardness. Oleana proudly looked at Naruto, taking note of how he was sweating up a storm and still had a rather healthy blush on his cheeks. Looking down at the hand she was using to jerk him off, she noticed that some small spurts of semen managed to stick onto her skin.

Bringing her semen covered hand up to her face, she gave a slight whiff of the stuff on her hand out of curiosity, she didn't know whether to be disappointed or happy that there wasn't a strong scent, it was there, just not as strong, like a background smell. She then decided to give her hand a small lick, out of curiosity. She found herself humming in delight after taking a few small licks of the spunk on her hand. It was bitter and a little strong, but she liked it, and she wanted more whenever she could, but not right now.

"That was good, Naruto." She said, before patting him on the leg.

Naruto's bleary blue eyes locked onto Oleana's green eyes, she could easily see the small haze that made its way over him, "R-really?" He panted out, still recovering from the pleasure that he had just experienced.

Giggling lightly, Oleana gave him a small smile, "Of course-" She started as she leaned over him, her breasts coming to a halt on his chest which was another odd sensation that came over him. "-however, there are still some things I need to teach you." She finished, booping Naruto on the nose and gently gesturing for him to sit up on the bed.

END FLASHBACK

Naruto giggled lightly at the memory. He would have found it embarrassing to remember such a thing that he did with his mother, but from her explanation, people did that sort of thing all the time with the people they loved with all of their heart, and Naruto did love Oleana with all of his heart, so the memory of that and the coming 'Talk' that came afterwards wasn't any problem.

Sure, he was embarrassed for the next few days, especially since his mother continued to dress with very little on regarding clothing, but his mind still loved it all the same.

Sadly, he still had a journey to go on, and with that entire ordeal taking a few days, he needed to get a move on, as he was now a few days behind the other competitors for the Gym Challenge.

In the end, the minor set back didn't hurt too much, although sometimes his dreams were plagued by different scenarios running through his head, but that did not stop him, sure, it may have made the bond between him and his mother grow along with his feelings, but other than that, it did nothing to hurt him.

He was just lucky that he actually managed to defeat the Gym Challenge, and thus, qualified to enter the tournament in Wyndon, where a massive crowd would be cheering for him, people watching from all around the world would also be watching him due to the fact that Galar actually broadcasted their battles onto seperate channels across the world, with people being able to find the best match possible to watch, or if they were cheering for someone, always be able to watch their person of choice.

His team, while not great compared to most, he did have very strong bonds with them, and that made it worthwhile for him. Sometimes, it didn't take severe power from a Pokemon to win a fight, but it took trust, which was why he was considered an underdog after the sixth gym and onwards, because he already had a team that he was planning on keeping, that being his Nickie the Thievul, a rather shy Ninjask that he caught in the Wild Area, a rather precious Rapidash, a rather clingy Hatterene who always smothered him in love and tickles, a rather curious Runerigus that was a powerhouse in her own way, and to top it all off for his team, he had a rather battle hungry Perrserker.

He managed to make it to the Semi-Finals, but sadly, his opponent was just a little better than him, which ended his tournament life for this year. He wasn't mad or upset, he was just happy to get the experience that he needed to get stronger, his Pokemon got the experience in a highly competitive competition, and they too would be able to strive to become the best, and grow to become strong, all they needed was Naruto to keep fatih in them.

Shaking his head from those thoughts, Naruto got up from the bed he was laying on and peeked out the window thanks to the curtains being pulled open slightly, allowing some moonlight to shine through the windows.

He smiled as he saw the Pokemon that he had caught all sleeping together, despite the differences in species and how some of them were super effective against each other, they still didn't care and treated each other like family, and it showed with everything they done, whether it be relaxing around with each other or challenging each other in friendly challenges. No matter the situation, no one was left behind and they all stayed together.

Still, he couldn't help but capture a picture of the scene on his phone. It was rather adorable to see the rather precious Rapidash who didn't like to get her mane or fur dirty, lay around the group and allowing them to nestle around, and using her body to keep them warm. Ninjask was also using the rather fluffy tail of Nickie as a pillow, something which Nickie didn't mind, as she was definately the oldest of the group and acted like the mother of the group, always making sure everyone was alright.

"Good night, guys." He whispered, despite the window being closed and them being in the back garden of the house, he knew that they would hear him. He just felt it.

With his little good night being said, Naruto made his way back over to the bed and promply fell on his back, only looking up to the ceiling for a few moments before his eyes slid shut and he was welcomed into the dreamland.

He never saw, however, was the fact that Oleana was peaking her head through the door, smiling lovingly at him as he fell asleep. Gently shutting the door behind her in order for him not to wake up from the noise, she left to do her own thing before she too, crashed for the night.

END CHAPTER

Alright guys, I hope you liked this chapter. It may not be much, but its something for those who wanted more in the lighthearted story. So please let me know if I did any good with the lime that you witnessed earlier in the chapter, was it good? Was it bad? Was it ugly? Any response is appreciated greatly.

Yes, so, Naruto managed to make it all the way up to the Semi-Finals, where he lost, but he didn't get mad and thought of the loss as a learning experience for him and his Pokemon. He only has those six Pokemonm and they are like his family... one very wierd and mixed family.

To make things clear, this is set one year prior to the story of Sword and Shield, meaning that Zacian, Zamazenta and Eternatus aren't awake yet, and Hop, Glora/Victor and Marnie haven't started thier journey yet.

Naruto's Pokemon Team; Nickie the Thievul (F), Zip the Ninjask (M), Pegasus the Rapidash (F)(Galarian), Perklaus the Perrserker (M), Circe the Hatterene (F) and finally Jörmungandr the Runerigus (F).

Anyways, I want to give you a little preview on what I am working on as a little passion project;

My whole world changed one day when all these random cards started raining down everywhere. It was an odd, yet unexplainable phenomenon that still hasn't been answered to this day. At first, the cards seemed harmless enough and a bunch of kids around the world made a brand new game, in which the name was called 'Bakugan'. That was when we realized those cards weren't so harmless afterall, they were packed with crazy powers from another world.

Yet, even with all the danger that can come with these cards, kids still played with them daily, challenging each other to Bakugan battles, trying to climb the ladder to become the best Bakugan player across the entire world and have all the bragging rights that come along with said title.

At least with this new game, I feel like I have some sort of purpose and have something to comfort myself with, knowing that my Bakugan are with me, even if they don't talk back to me, I know they will comfort me. I feel... connected to them in a way, and I am certain they have the same feeling to me.

From the loneliness of being alone, and feeling neglected by my godmother and from her student due to work. Miss. Kuso might be someone trying to help me out sometimes, but the feeling of loneliness still is there... just not as much as before.

Maybe... just maybe, I will be able to make some friends and some memories that I will cherish for years to come.