After his night of fun with Cynthia and Serena, Ash woke up groggy, laying on his couch in his loft. Getting up to get dressed for the day, Ash found a set of notes he never noticed before on his kitchen table. Reading the first note, Ash could tell by the handwriting it was Serena's.
"Loved fooling around with you last night! I want you to keep these as a reminder. Whenever you wanna have some more fun, call me up. I'd love being your little slut again!" The note read, with several heart shape marks left on the end of the note.
Underneath the note, Ash discovered a pair of panties Ash immediately recognized as Serena's. Blushing madly at Serena's boldness, the teenager turned his attention to the second note, this time composed by Cynthia.
"Loved exploring my dirty side with you, darling!" There are plenty of students and teachers on campus that you can break like you did Serena and I. If I would recommend anyone to you, I'd say the new extra curricular teacher from Alola would be a nice place to start." The note began, giving Ash advice and instructions on how best to use and abuse his ability to brainwash women.
"I'm assuming you'll read this come the morning, so remember, with the entry exams and Pokémon starter classes finished, students are now required to choose a selection of extra curricular classes. I'd recommend the golf class and swimming classes first. See me when the other students from home room class are gone, and I can tell you more. With love, Cynthia." The note finished.
"Leave it to Cynthia. She's so smart, she already knows I plan on doing this thing to more gals." Ash chuckled to himself.
Knowing that the campus had a policy where housekeeping staff came to do basic clean up jobs on the students' rooms, Ash wanted to take no risks to the school finding out a teacher was having an affair with her students. After ensuring the letters he was possessed were destroyed, setting them on fire with a pocket lighter, Ash dumped the remains in a trash bin, then hid Serena's gift to him inside his clothes drawer.
He got lucky when Cynthia volunteered to dispose of the alcohol bottles after their night of play, but he couldn't keep relying on her for such things. He needed to find a better system to dispose of evidence that could get him and his sex slaves in trouble, all the while avoided suspicion from his own peers. Leaving such thought in the back of his mind for now, Ash took his hypnotic device and the poke ball containing his partner Froakie, making his way to home room class.
On the way to the main campus building, Ash met up with his group of friends.
"So? How was it?" Trevor asked Ash bluntly.
"Huh?!" The young man gasped.
"Your dare you made with Serena!" He replied. "You said that you and Serena made a dare that if you beat her in yesterday's battle, you'd have her go on a date with you. So, have ya done it yet?"
"N-no, not really." Ash said, scratching his cheek.
He had the hots for Serena for a while, long before he hypnotized her. Knowing how she herself felt about him now, after the fact they jump started their relationship together, he still wasn't about to divulge those details to his friends and step brother. Someday, he'd take her out on a date, but that would not come for a while.
"Well, our scheduled free day is a few days off from now, I'm thinking we'll have our date then." Ash said to the group.
"Oh, nice! Be sure to tell the rest of us when ya done it!" Alain spoke up. "I wanna hear all those juicy deets!"
"Yeah, me too!" Clemont agreed.
While Ash and his group walked to the lecture room, Serena and her group were already there, chatting amongst themselves in the still quite empty home room.
"So, you and Ash have that big date, don't ya?" Shauna asked her friend. "How do ya feel about that?"
"I'm really nervous..!" Serena replied meekly, back to her own, modest personality. "I hope he won't find me weird with how I act around him."
"I'll say! You've been all over the place, lately." Astrid replied. "What was up with that tough girl act you were doing the other day? You were like a whole different person that day, and ever since you lost to Ash, you've gone back to normal you, as if nothing's happened. Is there something your hiding from us?"
"W-well, that's..." Serena's voice trailed off, covering her blushing face behind her long honey blonde hair.
A part of going back to her old self was something her Master demanded she'd do to avoid further suspicions, but more than that, Serena couldn't help but feel giddy over the fact she had sex with the young man she'd fawned over ever since they went to elementary school together as kids.
"I hope he likes my gift to him!" She thought to herself. "Kyaaa! I'm so nervous! I just wanna see him again!"
As if like clockwork, the doors to the room opened, revealing Ash and his entourage.
"Oh! Hey Ash!" Serena meekly squeaked, making herself known even as the other two girls stood over her spot at her desk.
"Hey Serena!" Ash greeted his secret slave with a smile before taking his seat aside her as his own desk.
A few moments later, Cynthia entered the room, getting the whole rooms' attention. Dressed in a tight white dress shirt, with a fair amount of exposed cleavage and a short black skirt and thigh high stockings revealing the most tantalizing part of her seductive thighs, she was the dream of every boy in class and the envy of every girl. And she was all Ash's.
Giving each member of the class a look of acknowledgment, her eyes lingering discreetly longer on Serena and Ash, Cynthia cleared her throat to begin the announcements.
"Ok, class. As you all have now completed the entrance exams and completed the basic introductions with your new partner Pokémon, it's time for you to choose which extra curricular classes you wish to attend. These classes are designed in mind for people who wish to seek improvement in their own lives that would expand beyond activities and careers outside of the Pokémon battle industry. I will be handing out a personalized sheet based on academic scoring and a personality profile on who would be the best teachers and classes suited to fit your interests. You can, however, still choose whichever class you wish." Cynthia explained, holding a stack of papers for the class.
"Once you are done signing these forms, I will collect them and hand them off to the appropriate teacher you have chosen so they can become a little familiarized to you before hand, at which point you will all be given free time for the rest of this class to do as you see fit, including heading to the fields outside to train your new Pokémon." Cynthia continued, walking down each row of desks, handing each individual student their related form.
Finally making her way to Ash, Cynthia placed the form of her secret Master onto the desk before discreetly touching his hand, gently giving it a rub. Looking up at Cynthia, Ash saw the sultry blonde bombshell give him a wink of encouragement before walking back to her desk to give the class time to sign the form.
Taking a look at the form, Ash noted a few teachers' classes check mark boxes circled for him. Seeing they were strictly female teachers, Ash smiled to himself in satisfaction at his slave teacher's ability to understand how he felt. Students were able to choose up to three extra curricular classes, which such classes would be seen twice on different days throughout the six day school week.
Ash had to plan accordingly. Should he try to attend as many classes as possible to enslave as many sexy teachers as possible, or could he better put that time to keep himself more clear in the eyes of others? Picking classes strictly comprised of females may come off as suspect to the eyes of peers, making his secret more possible to be exposed. Thinking of a good excuse to justify his choices, Ash continued down the form to see what he had to work with.
Before him lay a list of female teachers Cynthia thought would most suit Ash's desires. The golf instructor Kahili. The swimming coach from Galar, Nessa. The self defense class co run by instructors Bruno and Bea. The gardening class instructed by Erika. The theater and acting class run by former Champion Diantha. There was also a opt out check box entitling a student to free time, which allowed students to move freely about the campus under the express intent they were doing it to train their Pokémon.
Many of these classes to Ash felt like the perfect place to blend in with other students, and yet at the same time make him seem suspect. Not one to dwell on doubts though, Ash submitted his requested class time slots. Walking his paper up to Cynthia's desk, the two shared a discreet gaze with each other, with Ash being the one to give his secret slave a wink this time.
Reading the form to see what her precious Master had chosen for classes, Cynthia smirked to herself, content in the choices her secret lover made. Once everyone had turned in their forms, Cynthia left the class to their devices leaving the rest of the time left to themselves. Seeing an opportunity to train, Ash took his chance to go outside.
"I think it's time for Froakie and I to hone our skills." Ash said, clutching his pokeball.
"Oh! I'll come with you! I-if you're okay with that, that is..." Serena said with excited, yet nervous tone.
"You two love birds mind if the rest of us tag along?" Alain asked, teasing the duo.
Both the girls and guys groups, now together, went outside alongside Ash. Propping up some target stands on the open terrace, Ash began to train his Froakie on accuracy of his Water Pulse. As he did this, several of the others did the same, with Alain, Clemont and Astrid setting up their own targets for their Charmander and Chikorita respectively. While the four of them trained, Shauna, Serena, and Trevor sat on the side lines, spectating and talking amongst themselves before a question brought up by Trevor got everyone's attention.
"So. What extra classes did you all pick?" He asked.
Stopping from their target practice, Ash and the other walked over to the group as the question was posed.
"I myself took the tech class taught by Molayne and the Photography class by Viola. Put the last free slot into free time." Trevor finished, then looked to Serena. "And you?"
"Oh! I took the cooking class by Seibold and the theater class by Diantha!" Serena replied. "I put the rest of my time into free time, too."
"Oh..!" Astrid noted. "Cooking class huh? I wonder who you're trying to impress there!"
"A-Astrid!" Serena pouted, her face flush red as everyone darted looks between her and Ash.
"And what about you, Ash? You get some classes that interested you?" Alain asked his friend.
"I really didn't see any that looked too interesting to me, personally." Ash replied, not keen to divulge the ulterior motives he had from attending such classes. "I do picture myself doing well in the Golf and Swimming classes, though."
"Golf?!" Alain asked, completely expecting a much different answer.
"Swimming?!" Astrid gasped. "Look, I know you're a pretty fit guy, a fact I'm sure Serena dreams about frequently-"
"Astrid!"
"Sorry, just teasing. But serious, why those two classes?" Astrid continued.
Well, my partner is a Froakie, so training with him to swim will help him get stronger. And I thought golf would be nice to work on speed and accuracy as well. Imagine hitting a high flying golf ball with a move." Ash explained, part of his own reasoning behind this decision also done to help his Froakie.
A small silence was shared by everyone listening before the whole group facepalmed at his stupidity.
"What?" Ash asked them.
"Idiot." Shauna shrugged at him.
"Wow, you are dumb." Astrid added.
"What?!" Ash asked the group further.
"Ash..." Clemont intervened, hoping to help his step brother be enlightened. "You do know these extra classes were for you as a person, not for your Pokémon, right?"
"Ahhhh, I forgot!!" Ash gasped, his foolishness garnering another face palm from everyone except Serena, who simply sat there nervously laughing at her secret Master's more eccentric personality traits.
"Dumbass. How did you not hear Ms. Cynthia explain this to us right before the forms were handed out?!" Alain asked his friend.
"Damn, I missed that part. Oh well, either way I'm sure to get something out of this!" Ash said, his glass half full attitude being something his peers always saw good in him as a person.
What they didn't know on the other hand was that Ash was simply playing the fool, hoping his well known lack of brightness would help take some heat off of him. Playing the idiot, in Ash's eyes, was a much better option than being noticed for his obvious lust for attractive women. Before anymore questions could be answered on the subject however, the intercoms placed around campus signaled the class to return to their home room.
After making their way back, Cynthia returned to the home room and began to give instructions to each student, seeing them out of her room one at a time so they may head to the first class they applied to. With Ash at the back of the line, Cynthia stopped Ash before pushing him back into the room, shutting the door behind her silently. Getting her hands around Ash's head, she pulled him into a brief make out session, the teacher indulging in her less than acceptable relationship with her student and owner.
"God, I've been wanting to do that all day!" She moaned, licking Ash's lips to clear up the make up marks. "You're gonna love Kahili, Ash. Since she's new to campus, students don't really see any point in attending her classes. You'll be her one and only student, all alone in an open field on the far end of the campus. No guards, no cameras. Just you and a new slave to break. You can have all the dirty fun you want with her!"
"Thanks, doll! I'm glad you recommended such an easy catch for me. I can't wait to meet her!" Ash snickered, giving his teacher a spank on her ass, causing her bubbly ass to jiggle.
"Mmm, I can't wait for her to join our parties..!" Cynthia moaned. "Sharing other girls with you is such a pleasure! Now, get on outta here, lover boy! Don't want anyone to catch on about or little activities!"
"I got your number, babe. I'll catch up with ya later!" Ash said before leaving the door.
Leaning in the doorway, Cynthia seductively waved her favorite student away as her rushed along to see about his next catch. Making his way to the outer fields on the campus, Ash took note of a teal haired women looking at the sky. Approaching her, Ash prepared himself mentally to be an absolute seduction master before he greeted himself.
"Hello there. Are you Ms. Kahili? My name's Ash. I was told I'd find you out here?" Ash spoke, getting the woman's attention.
Rushing up the young man in question, Kahili got immediately excited, taking Ash's hand to shake it.
"YES! I'm Kahli! It's so nice to meet you Ash!" She said energetically before taking it down a few notches. "Sorry, I'm just so glad I finally have a student. I was afraid that I was getting into the wrong profession by becoming a teacher at this rate."
"So, what shall we do for today's lesson, Ms. Kahili?" Ash asked.
"Oh, just Kahili is fine, darling! But I do love the gentleman approach." Kahili corrected him. "I think since it's just you and I for a class it seems, I think we should get to know each other. I wanna know what you're like and what you'd like to know about me."
"That's sounds great." Ash said.
"Follow me, I know a perfect space where we can have peace and quiet." Kahili said, gesturing for Ash to join her underneath a large oak tree nearby, it's leaves shielding them from the sunlight as well as any potential witnesses for what Ash planned for the unsuspecting teacher.
"So, as I said before, my name is Kahili! I love to play golf, and my Toucannon in particular inspired me to take up the sport!" Kahili introduced herself further. "I went into the professional scene back in Alola, but people didn't seem to care enough for the sport. Most people who play it are just older men, so having them hit on me all the time was frustrating, too. In the end, I decided that the sport needed a little 'advertising', so I put forward my application to teach a class of it here."
"That's awesome! It's a shame not too many pay attention to the sport. But that's what makes you so great then." Ash replied, hoping to butter her up. "Your passion has led you to teach what you love. I respect that!"
"Oh, thank you, Ash! That's very kind of you to say!" The teacher replied, blushing at the young man's words. "If only the other men who hit thought like you- oh sorry! That came out wrong!"
"Don't sweat it, teach!" Ash said, taking note that he might actually get somewhere from how she just spoke. "I can see why so many men want to hit on you. I think you're very beautiful. Your hair is gorgeous!"
"O-oh, thank you!" Kahili stammered, appreciating the compliments she received back and forth. "I doubt you'd be into a girl like me, though. A-and I'm saying that because I'm a teacher! I wanna make that clear!"
"Oh, are you sure? You look so young, I'd almost mistake you for one of my classmates!" Ash said, his sentence hitting it home with Kahili.
"...Thank you..." The woman said bashfully, her face practically beat red for the immense amount of praise he gave her. "But, no really, I doubt a guy like you would like a lonely girl like me. I mean, I'm already 29 years old."
"Don't treat yourself so harshly, Kahili. You've got a beautiful smile, an adorable personality, and you have yourself a passion for your favorite sport. That's something any honest guy would want in a woman." Ash smiled, his pearly white teeth being seen by Kahili.
While Ash rested against the trunk of the tree, closing his eyes and allowing his words to have some impact and see how the woman would react, Kahili sat to herself, pondering on what she should do or say next.
"H-hey." She asked timidly. "Can I ask you something about yourself?"
"Shoot." Ash replied, his eyes still closed.
"I know we just met each other, and I'm pretty sure I can get in trouble by even just asking this from a student, but if I ask you my question, d-do you think we can keep it between us?" She continued to ask.
Looking her now dead in the eyes to see she was serious, Ash felt he had her in the palm of his hand. Feeling his hypnosis pen in his pocket, Ash got ready for anything.
"It'll be our little secret!" Ash winked at her with a smile.
"H-have you ever thought about dating a women older than you?" Kahili asked, blushing so badly, her skin practically glowed a hot red. "Y-you see, I've never met a man who's ever made me feel this way..! I know I'll get in trouble for sure with the law and the school, but I..! Damn it, why do I feel this way about a student, and one I just met! This is so embarrassing!"
Gently clutching her chin in his hand, Ash held his face to the golf teacher's own, pressing his forehead slowly against hers.
"Well, if we're being serious, your age would never be a factor in my eyes, Kahili. I'd be a very lucky guy to date someone as gorgeous as you!" Ash replied.
Their lips mere inches from each other, Kahili was struggling to betray her better logic. Seeing her teenage student before her, the most attractive young man she ever met, she found him irresistible. Yet despite this, she absolutely could not do what she wanted to do with him if he meant they'd get in massive trouble.
"N-no! This is wrong! I'm sorry, Ash, but I can't! I want to kiss you so badly right now, but we can get in so much trouble! I don't want to do that to you!" Kahili apologized, turning her head away for a moment.
Seeing that this was obviously bound to happen with the teachers he'd seduce going forward, Ash took the hypnotic device from his pocket.
"What if I told you you could put your faith in my hands?" Ash asked her. "I can remove that doubt from your mind and take control from there. Why don't you have a look at this for me while I explain it all to you?"
Turning back to face Ash, Kahili's sights were met with the vibrant laser of the hypnotic pen, the woman's eyes going listless and empty, ready for orders to be imprinted upon her.
"Kahili, as of now, you are a devout servant to me. You serve me with your mind and body and you love the thought of having sex with me and any of my fellow female slaves, regardless of any of our ages." Ash spoke to the entranced women, instilling her programming for her new lifelong role.
"You were be a sex slave only when we are able to be alone, otherwise you will maintain the personality you've always had. Our secret will be kept between us and my slaves alone, and I will ensure you will never be caught for our debauchery. I own you, now and forever. Now awaken, and obey your new Master." Ash finished, turning of his pen.
Awaking to her new life, Kahili blinked a couple of times before turning to Ash, her eyes lit up with the desire to be dominated.
"Oh, how silly of me, Master. To think I once believed you wouldn't have a plan to keep your older slaves safe from scrutiny..!" Kahili hummed as she crawled along the grass before laying down to strip herself bare. "To make up for my foolish actions, please feel free to fuck my pussy for the rest of the class!"
"Don't mind if I do!" Ash grinned, unfastening his pants.
Taking his now rigid cock in hand, Ash used the tip of his shaft to trace along the slits of Kahili's pussy. Noticing Kahili playing with her breasts at the feeling, Ash decided speed things up slightly. Grabbing his new slave by the waist, Ash gently slid his cock into Kahili's now wet cunt, the older women squeaking in pleasure from the penetration.
"O-oh..! My first time..! It feels so good..!" Kahili moaned, covering up her mouth just in case as her new Owner proceeded to press deeper into her pussy.
"You like this, dont you, my little slut?" Ash teased his newest catch.
"Yes, I love it.." Kahili whispered gently, cupping Ash's balls with one hand as the other continued massaging her breasts.
Leaning in, Ash and Kahili began to kiss each other, with the older women allowing Ash to be the more dominant personality, his tongue now occupying her mouth. Sensing time was not on his side and the next class was soon to begin, Ash sped things up further. Using his strength, Ash caught Kahili by surprise, pinning her against the tree. Using his cock like a jackhammer, Ash proceeded to fuck Kahili's brains out, sliding in and out of her soft and warm entrance.
The older women's senses were being overrode by multiple feelings of euphoria from many parts of her body. The joy of being dominated, pinned against the rough bark of the tree while standing on one leg as her new lover raised the other one for her. The tingling sensation on the back of her neck as her teenage Master began to lick her nape in a circular motion whilst he held both of her arms behind her back by their wrists all with but one of his hands.
Ash was putting the older women in her place, and she loved every second of it. The feelings of bliss echoed across her entire body like a ripple, and shortly after, her orgasm finally came. Squirting out violently, Kahili's pussy juices spurted from her tight hole, even when her partner was plugging her up with his massive cock. Sensing his own time coming, both for the next class and his own limit, Ash finally caved into his own primal urges.
Unhilting himself from his latest catch, Ash shot his seed all across the golf teacher's back, coating the women in a spider web of sperm. As his penis quivered from the enjoying he got from experience, Ash made a point to clean himself off as best he could with some leaves he picked off the tree the duo made love under.
"Sorry about that, doll. I was hoping to give your mouth that little treat, not your back. I just ran out of time." Ash apologized.
"Think nothing of it, babe!" Kahili said with a wink. "You were my only class the whole day, and since the school doesn't want me to just stand around doing nothing, I think I'll just head to my quarters in the teacher's wing and get cleaned up. I gotta say, that was the best I've ever felt, ever! You sure know how to make a woman feel good!"
"Yeah, I got two more sex slaves that can back up that statement!" Ash joked as he put on pants.
"Your other slaves. Who might they be? I'd sure love to get familiar with them if I could." Kahili hummed as she fixed her hair and got dressed herself.
"That'd be Cynthia, my home room teacher, and Serena, a sexy peer of mine I've been dying to get to know better for years. This hypnotic pen I got is the best thing that's ever happened to me!" Ash replied, holding out the pen.
"If there's anyway I can be of assistance to you, my love, just let me know! Let's trade numbers right now, in fact!" Kahili offered, brandishing her cell phone.
After exchanging numbers, Ash and Kahili bid farewell to each other, but not before the older woman could give Ash another kiss on the lips.
"Think of that as a 'thank you'. For allowing me to drop my doubts of having sex with one of my students. It was all I could have hoped for!" Kahili grinned.
"Think nothing of it, doll. The way things will be going, I plan on using your pussy as many times as I can! And since you and I will see each other at least 2 days a week, you and I'll get more than enough alone time for our fun!" Ash smiled.
"Mmm, I'm gonna love having some private lessons with you, lover boy!" Kahili swooned before giving Ash a spank on his ass to see him off. "Catch you around, baby!"
And with that, Ash's first extra curricular teacher had become an immediate successful encounter. With now three secret slaves at his beck and call, Ash now thought of the day that would come next. Next time, he'd intend to have some private time with the school's seductive swimming instructor, Nessa.